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Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed.

28910 Jennings Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$7,850,000

PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.

7 Beds ⋅ 8 Baths

PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.

26546 Presquile Farm Dr, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$2,375,000

Solitude on Edge Creek with over 300+/- feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/- feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/- acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shops of St. Michaels.

5 Beds ⋅ 5 Baths

Solitude on Edge Creek with over 300+/- feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/- feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/- acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shops of St. Michaels.

25705 Edgeview Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

$3,150,000

THE HELM – Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dining area, wood-burning fireplace, and captivating views. A butler’s pantry, separate beverage center, laundry room, and powder room add convenience to the main level. The spacious main-level primary suite is a private waterside retreat, featuring a vaulted ceiling, skylights, custom built-ins, expansive windows and sliding glass doors, and a generous sitting area centered around a wood-burning fireplace. The beautifully updated ensuite bath offers dual vanities, a tub/shower, and glass-enclosed walk-in shower. A separate main-level guest wing includes an additional bedroom with beamed vaulted ceiling and wood-burning fireplace, along with a nearby full bath. Upstairs, three additional guest bedrooms are complemented by an updated full hall bath with glass-enclosed walk-in shower and a separate half bath. The extraordinary waterfront setting truly distinguishes The Helm. Sweeping views surround the property, with a combination of bulkheaded and natural shoreline extending along approximately 1,346 feet of waterfront. A gunite pool creates an inviting setting for outdoor living and entertaining, with the Eastern Shore breeze adding to the appeal. The private dock features two slips and 6' MLW, easily accommodating a large sailboat. A detached three-bay garage provides generous space for vehicles, boating equipment, pool gear, and property maintenance needs. With its extraordinary point location, extensive shoreline, deep water, light-filled interiors, and panoramic setting, The Helm presents a rare opportunity to experience exceptional Eastern Shore waterfront living. Conveniently located between Easton and Oxford and just minutes from Talbot Country Club.

5 Beds ⋅ 6 Baths

THE HELM – Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dining area, wood-burning fireplace, and captivating views. A butler’s pantry, separate beverage center, laundry room, and powder room add convenience to the main level. The spacious main-level primary suite is a private waterside retreat, featuring a vaulted ceiling, skylights, custom built-ins, expansive windows and sliding glass doors, and a generous sitting area centered around a wood-burning fireplace. The beautifully updated ensuite bath offers dual vanities, a tub/shower, and glass-enclosed walk-in shower. A separate main-level guest wing includes an additional bedroom with beamed vaulted ceiling and wood-burning fireplace, along with a nearby full bath. Upstairs, three additional guest bedrooms are complemented by an updated full hall bath with glass-enclosed walk-in shower and a separate half bath. The extraordinary waterfront setting truly distinguishes The Helm. Sweeping views surround the property, with a combination of bulkheaded and natural shoreline extending along approximately 1,346 feet of waterfront. A gunite pool creates an inviting setting for outdoor living and entertaining, with the Eastern Shore breeze adding to the appeal. The private dock features two slips and 6' MLW, easily accommodating a large sailboat. A detached three-bay garage provides generous space for vehicles, boating equipment, pool gear, and property maintenance needs. With its extraordinary point location, extensive shoreline, deep water, light-filled interiors, and panoramic setting, The Helm presents a rare opportunity to experience exceptional Eastern Shore waterfront living. Conveniently located between Easton and Oxford and just minutes from Talbot Country Club.

28041 Old Country Club Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$489,900

Nestled in the charming Mulberry Station community, this delightful traditional home offers a perfect blend of comfort and style. A thoughtfully designed living space, ideal for creating lasting memories awaits you. Step inside to discover a warm and inviting interior featuring beautiful wood floors that flow seamlessly throughout the main living areas. The kitchen is equipped with modern stainless steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring that meal preparation is a breeze. A charming breakfast area invites you to enjoy your morning coffee while overlooking the serene backyard. The family room, conveniently located off the kitchen, features a stunning gas fireplace with glass doors and a mantel, creating a cozy atmosphere for those chilly evenings. For more formal occasions, the separate dining room provides an elegant space to host dinner parties and celebrations. This home offers four generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and a private bath featuring a jetted tub and a stall shower. Each additional bedroom is well-appointed, providing ample space for relaxation and personalization. Step outside to your own private oasis. The extensive hardscape and beautifully landscaped yard are perfect for outdoor entertaining or simply enjoying the tranquility of nature. A personal in-ground pool invites you to take a refreshing dip on warm summer days, while the deck offers a perfect spot for sunbathing or hosting barbecues. The property also includes a charming shed for additional storage or hobbies. Surrounded by lush trees and woods, this space creates a peaceful retreat from the hustle and bustle of daily life. The attached two-car garage provides convenient access and ample parking. This residence is not just a house; it's a place to call home. With its thoughtful design, modern amenities, and serene outdoor space, it's ready for you to create your own story. Don't miss the opportunity to make this beautiful property your own!

Nestled in the charming Mulberry Station community, this delightful traditional home offers a perfect blend of comfort and style. A thoughtfully designed living space, ideal for creating lasting memories awaits you. Step inside to discover a warm and inviting interior featuring beautiful wood floors that flow seamlessly throughout the main living areas. The kitchen is equipped with modern stainless steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring that meal preparation is a breeze. A charming breakfast area invites you to enjoy your morning coffee while overlooking the serene backyard. The family room, conveniently located off the kitchen, features a stunning gas fireplace with glass doors and a mantel, creating a cozy atmosphere for those chilly evenings. For more formal occasions, the separate dining room provides an elegant space to host dinner parties and celebrations. This home offers four generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and a private bath featuring a jetted tub and a stall shower. Each additional bedroom is well-appointed, providing ample space for relaxation and personalization. Step outside to your own private oasis. The extensive hardscape and beautifully landscaped yard are perfect for outdoor entertaining or simply enjoying the tranquility of nature. A personal in-ground pool invites you to take a refreshing dip on warm summer days, while the deck offers a perfect spot for sunbathing or hosting barbecues. The property also includes a charming shed for additional storage or hobbies. Surrounded by lush trees and woods, this space creates a peaceful retreat from the hustle and bustle of daily life. The attached two-car garage provides convenient access and ample parking. This residence is not just a house; it's a place to call home. With its thoughtful design, modern amenities, and serene outdoor space, it's ready for you to create your own story. Don't miss the opportunity to make this beautiful property your own!

8862 Roundhouse Cir, Easton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$849,900

Charming Cape Cod in the Heart of St. Michaels Welcome to this beautifully maintained Cape Cod in the heart of St. Michaels, where newer construction, timeless charm, and exceptional indoor-outdoor living come together in a truly special property. Built in 2019, this inviting home features three generously sized bedrooms, two full bathrooms, and one half bath, with beautiful hardwood flooring throughout. Meticulously maintained and move-in ready, the home offers the comfort and quality of a newer home with the character and warmth of a classic Cape Cod. The outdoor living space is truly exceptional. Step onto the large deck, perfect for entertaining family and friends, and enjoy a private backyard that backs to peaceful woods. Gather around the fire pit, relax with a drink at your own tiki bar, or simply enjoy the tranquility of the wooded setting. It's an ideal space for summer entertaining, weekend gatherings, or quiet evenings at home. And then there's the location. Situated within walking distance of downtown St. Michaels, you can easily leave the car behind and enjoy the town's wonderful restaurants, shops, waterfront, and attractions. Few properties offer this combination of privacy and convenient in-town living. Inside, the home offers spacious bedrooms, three bathrooms, hardwood floors, and the peace of mind that comes with a 2019 build. Whether you're looking for a full-time residence, weekend retreat, or Eastern Shore getaway, this home offers an exceptional opportunity to enjoy the St. Michaels lifestyle. Property Highlights Built in 2019 3 large bedrooms 2 full bathrooms + 1 half bath Beautiful hardwood flooring throughout Beautifully maintained and move-in ready Large deck designed for entertaining Private backyard backing to woods Outdoor tiki bar Fire pit Excellent indoor-outdoor entertaining space Walk to downtown St. Michaels Close to restaurants, shops, waterfront, and attractions Rare combination of in-town convenience and private wooded setting Come discover a home where entertaining comes naturally, privacy is preserved, and the best of St. Michaels is just a short walk away. This home is also for Rent on MLS MDTA2015258

Charming Cape Cod in the Heart of St. Michaels Welcome to this beautifully maintained Cape Cod in the heart of St. Michaels, where newer construction, timeless charm, and exceptional indoor-outdoor living come together in a truly special property. Built in 2019, this inviting home features three generously sized bedrooms, two full bathrooms, and one half bath, with beautiful hardwood flooring throughout. Meticulously maintained and move-in ready, the home offers the comfort and quality of a newer home with the character and warmth of a classic Cape Cod. The outdoor living space is truly exceptional. Step onto the large deck, perfect for entertaining family and friends, and enjoy a private backyard that backs to peaceful woods. Gather around the fire pit, relax with a drink at your own tiki bar, or simply enjoy the tranquility of the wooded setting. It's an ideal space for summer entertaining, weekend gatherings, or quiet evenings at home. And then there's the location. Situated within walking distance of downtown St. Michaels, you can easily leave the car behind and enjoy the town's wonderful restaurants, shops, waterfront, and attractions. Few properties offer this combination of privacy and convenient in-town living. Inside, the home offers spacious bedrooms, three bathrooms, hardwood floors, and the peace of mind that comes with a 2019 build. Whether you're looking for a full-time residence, weekend retreat, or Eastern Shore getaway, this home offers an exceptional opportunity to enjoy the St. Michaels lifestyle. Property Highlights Built in 2019 3 large bedrooms 2 full bathrooms + 1 half bath Beautiful hardwood flooring throughout Beautifully maintained and move-in ready Large deck designed for entertaining Private backyard backing to woods Outdoor tiki bar Fire pit Excellent indoor-outdoor entertaining space Walk to downtown St. Michaels Close to restaurants, shops, waterfront, and attractions Rare combination of in-town convenience and private wooded setting Come discover a home where entertaining comes naturally, privacy is preserved, and the best of St. Michaels is just a short walk away. This home is also for Rent on MLS MDTA2015258

207 Brooks Ln, St Michaels

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$1,075,000

The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throughout the home. There are multiple opportunities to take advantage of outdoor living with a light-filled sun room and screened porch leading to a spacious brick patio. The masterfully designed gardens surrounding the home provide privacy, peace and tranquility as well as a tapestry of color during the summertime. Included amidst the gardens a pergola for outdoor dining and a babbling stone water fountain. The entire back yard is fenced and lovely mature trees provide comfortable shade on this corner lot. Walk to town for shopping, waterfront dining and local events or get some exercise on the nearby St. Michaels Nature Trail. For your parking needs, there is a detached one car garage and three additional off-street, private parking spaces. To truly appreciate this lovingly cared-for home, it must be felt in person!

The charm of historic St Michaels comes to life in this 1890 home, completely updated for modern comfort and amenities. Each room is defined yet open, flowing into each other with ease. The dining room opens to the living space and sitting room with gas fireplace. Exposed beams and cathedral ceilings provide interest in design and skylights provide brightness and light. The beautiful, gourmet kitchen (updated recently) has quartz countertops and a breakfast nook overlooking the backyard patio and gardens. Both en suite full baths are updated and wait until you see the thoughtfully placed half bath tucked under the staircase in the foyer entry hall. Just one of the many details found throughout the home. There are multiple opportunities to take advantage of outdoor living with a light-filled sun room and screened porch leading to a spacious brick patio. The masterfully designed gardens surrounding the home provide privacy, peace and tranquility as well as a tapestry of color during the summertime. Included amidst the gardens a pergola for outdoor dining and a babbling stone water fountain. The entire back yard is fenced and lovely mature trees provide comfortable shade on this corner lot. Walk to town for shopping, waterfront dining and local events or get some exercise on the nearby St. Michaels Nature Trail. For your parking needs, there is a detached one car garage and three additional off-street, private parking spaces. To truly appreciate this lovingly cared-for home, it must be felt in person!

700 S Talbot St, St Michaels

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$649,500

This beautifully maintained 4-bedroom, 3-full-bath home offers approximately 3,348 square feet of living space in desirable Bozman, Maryland. Surrounded by mature trees, the property offers a peaceful, private setting while staying close to downtown St. Michaels. The home has been thoughtfully updated, with improvements including a roof installed in 2020, replacement windows in 2017, public sewer connection completed in 2026, a professionally installed water-filtration system in 2022, upgraded kitchen appliances in 2022, an upstairs air handler and heat pump installed in 2017, and a downstairs air handler replaced in 2025. Interior features include bamboo flooring in the kitchen, kitchenette, foyer, and hallway; tiled bathrooms and laundry room; and wall-to-wall carpeting in additional rooms. The primary bathroom features a Jacuzzi tub and glass-enclosed shower. Another bathroom offers a decorative vanity and distinctive river-rock flooring. Additional conveniences include pantry storage, an attic exhaust fan, and a washer and dryer approximately two years old. The flexible floor plan provides exceptional possibilities. The main level features an expansive family and recreation room highlighted by a large stone fireplace. This space is currently set up with a pool table and game area but could also accommodate a main-level bedroom suite, private guest quarters, a home office, or a hobby room subject to approvals. The second level includes a spacious workout area and additional space that may potentially accommodate up to two additional bedrooms with approval. Outdoor living is equally impressive. A refurbished deck measuring approximately 1,050 square feet overlooks the expansive backyard and provides an ideal setting for entertaining or relaxing. A 12-by-12-foot gazebo with a sunblind, an above-ground pool, a play structure, and ample yard space further enhance the property. Additional features include large front and rear yards, a wide driveway, an attached two-car garage with a wash basin, public sewer, and a private well. The following items may remain at the buyer’s request or may be removed by the seller: • Pool table, cue and game-wall rack, and pub-style overhead light • 20-by-4-foot above-ground pool and maintenance equipment Chickens no longer available as of 10/3/26; rehomed • Children’s play structure A detailed list of items the seller will leave, remove, or consider selling is included with the disclosures. These items are not included in the asking price, With its generous living space, extensive improvements, flexible floor plan, privacy, and convenient location near St. Michaels, this distinctive property offers outstanding versatility. Schedule a private showing to experience everything this exceptional home offers.

This beautifully maintained 4-bedroom, 3-full-bath home offers approximately 3,348 square feet of living space in desirable Bozman, Maryland. Surrounded by mature trees, the property offers a peaceful, private setting while staying close to downtown St. Michaels. The home has been thoughtfully updated, with improvements including a roof installed in 2020, replacement windows in 2017, public sewer connection completed in 2026, a professionally installed water-filtration system in 2022, upgraded kitchen appliances in 2022, an upstairs air handler and heat pump installed in 2017, and a downstairs air handler replaced in 2025. Interior features include bamboo flooring in the kitchen, kitchenette, foyer, and hallway; tiled bathrooms and laundry room; and wall-to-wall carpeting in additional rooms. The primary bathroom features a Jacuzzi tub and glass-enclosed shower. Another bathroom offers a decorative vanity and distinctive river-rock flooring. Additional conveniences include pantry storage, an attic exhaust fan, and a washer and dryer approximately two years old. The flexible floor plan provides exceptional possibilities. The main level features an expansive family and recreation room highlighted by a large stone fireplace. This space is currently set up with a pool table and game area but could also accommodate a main-level bedroom suite, private guest quarters, a home office, or a hobby room subject to approvals. The second level includes a spacious workout area and additional space that may potentially accommodate up to two additional bedrooms with approval. Outdoor living is equally impressive. A refurbished deck measuring approximately 1,050 square feet overlooks the expansive backyard and provides an ideal setting for entertaining or relaxing. A 12-by-12-foot gazebo with a sunblind, an above-ground pool, a play structure, and ample yard space further enhance the property. Additional features include large front and rear yards, a wide driveway, an attached two-car garage with a wash basin, public sewer, and a private well. The following items may remain at the buyer’s request or may be removed by the seller: • Pool table, cue and game-wall rack, and pub-style overhead light • 20-by-4-foot above-ground pool and maintenance equipment Chickens no longer available as of 10/3/26; rehomed • Children’s play structure A detailed list of items the seller will leave, remove, or consider selling is included with the disclosures. These items are not included in the asking price, With its generous living space, extensive improvements, flexible floor plan, privacy, and convenient location near St. Michaels, this distinctive property offers outstanding versatility. Schedule a private showing to experience everything this exceptional home offers.

22611 Indian Point Rd, Bozman

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$404,900

Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace, opening to a light-filled living room with high ceilings, beautiful windows, tons of natural light, and a cozy gas fireplace. Step outside to the patio and enjoy a backyard and side yard that back to mature trees, creating a peaceful setting with added privacy. The attached two-car garage provides everyday convenience, and the additional area alongside the home offers extra parking space—a great bonus for guests or additional vehicles. Upstairs, the possibilities continue with two additional bedrooms and a full bathroom, plus a large open loft area perfect for a TV room, sitting area, game room, playroom, or teen hangout. An impressive finished bonus room, estimated at approximately 400 square feet, adds even more flexible living space and is a standout feature of this home. Recent improvements include a new roof installed in 2025, new HVAC system, new hot water heater, new dryer, and new microwave, adding to the comfort and convenience this home has to offer. Conveniently situated just off Route 50 for an easy commute and close to Downtown Easton, shopping, local restaurants, and everyday conveniences. With four bedrooms, multiple flexible living areas, a main-level primary suite, home office, abundant natural light, and an attached two-car garage, this home offers a wonderful combination of space, updates, versatility, and location. Come see everything this Lakelands at Easton home has to offer!

Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace, opening to a light-filled living room with high ceilings, beautiful windows, tons of natural light, and a cozy gas fireplace. Step outside to the patio and enjoy a backyard and side yard that back to mature trees, creating a peaceful setting with added privacy. The attached two-car garage provides everyday convenience, and the additional area alongside the home offers extra parking space—a great bonus for guests or additional vehicles. Upstairs, the possibilities continue with two additional bedrooms and a full bathroom, plus a large open loft area perfect for a TV room, sitting area, game room, playroom, or teen hangout. An impressive finished bonus room, estimated at approximately 400 square feet, adds even more flexible living space and is a standout feature of this home. Recent improvements include a new roof installed in 2025, new HVAC system, new hot water heater, new dryer, and new microwave, adding to the comfort and convenience this home has to offer. Conveniently situated just off Route 50 for an easy commute and close to Downtown Easton, shopping, local restaurants, and everyday conveniences. With four bedrooms, multiple flexible living areas, a main-level primary suite, home office, abundant natural light, and an attached two-car garage, this home offers a wonderful combination of space, updates, versatility, and location. Come see everything this Lakelands at Easton home has to offer!

29009 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$695,000

Woods at Stoney Ridge. This beautifully maintained home features 1st floor great room with woodburning fireplace, open kitchen with stainless appliances and silestone countertops and eat-in area, dining room or sitting room off foyer, office with custom built shelving and desk unit and powder room. 2nd floor features a spacious primary suite, 2 guest bedrooms and bath. Improvements include a new roof (2018), HVAC (2021), hot water heater (2026), 2 Infinity fiberglass casement Marvin windows with transoms in great room, sliding french door leading to 16x16 deck and private fenced backyard. Other fine features include built-ins in sitting area, custom mantel on fireplace, crown moldings, wood flooring, encapsulated crawl space with heavy duty cast iron sump pump. This home is in move-in condition.

25857 Royal Oak Rd, Royal Oak

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$399,000

Woods at Stoney Ridge. This beautifully maintained home features 1st floor great room with woodburning fireplace, open kitchen with stainless appliances and silestone countertops and eat-in area, dining room or sitting room off foyer, office with custom built shelving and desk unit and powder room. 2nd floor features a spacious primary suite, 2 guest bedrooms and bath. Improvements include a new roof (2018), HVAC (2021), hot water heater (2026), 2 Infinity fiberglass casement Marvin windows with transoms in great room, sliding french door leading to 16x16 deck and private fenced backyard. Other fine features include built-ins in sitting area, custom mantel on fireplace, crown moldings, wood flooring, encapsulated crawl space with heavy duty cast iron sump pump. This home is in move-in condition.

29202 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$9,950,000

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

4 Beds ⋅ 6 Baths

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

6920 Travelers Rest Cir, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$13,750,000

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

5 Beds ⋅ 9 Baths

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

27772 Sharp Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

23820 Mount Pleasant Lndg, Saint Michaels

$2,800,000

FALL IN LOVE WITH LIFE IN ST. MICHAELS! The Eastern Shore becomes even more captivating as the seasons change. Just one mile from vibrant downtown St. Michaels with on-going seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities. The meticulously renovated home provides comfortable & effortless one-level living, Thoughtful design in boutique resort-like setting. The westerly orientation provides expansive water views and truly spectacular sunsets. Offered completely turnkey EVERYTHING SHOWN INCLUDED THE OFFERING: all furnishings, linens, a fully equipped kitchen ... even the firewood! Notable features include a newly renovated saltwater pool with pool house, a three-car garage and a separate, fenced “tiny house” for the dogs! Enjoy the changing seasons, exceptional waterfront comfort & design, excellent dining & charming boutiques and year-round activities of Maryland's Eastern Shore. Whether for a weekend, an extended stay, or year-round enjoyment, everything is ready for your arrival.

FALL IN LOVE WITH LIFE IN ST. MICHAELS! The Eastern Shore becomes even more captivating as the seasons change. Just one mile from vibrant downtown St. Michaels with on-going seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities. The meticulously renovated home provides comfortable & effortless one-level living, Thoughtful design in boutique resort-like setting. The westerly orientation provides expansive water views and truly spectacular sunsets. Offered completely turnkey EVERYTHING SHOWN INCLUDED THE OFFERING: all furnishings, linens, a fully equipped kitchen ... even the firewood! Notable features include a newly renovated saltwater pool with pool house, a three-car garage and a separate, fenced “tiny house” for the dogs! Enjoy the changing seasons, exceptional waterfront comfort & design, excellent dining & charming boutiques and year-round activities of Maryland's Eastern Shore. Whether for a weekend, an extended stay, or year-round enjoyment, everything is ready for your arrival.

23820 Mount Pleasant Lndg, Saint Michaels

Listing courtesy of Engel & Volkers Annapolis. Contact:

$995,000

This spacious 4-bedroom, 3.5-bath home offers a peaceful rural setting just minutes from downtown Easton. Set on 2+/- acres with an additional 5.92+/-acre non-buildable lot included in the sale, the property offers plenty of space both inside and out. The main level features a large living room with a stone-surround gas fireplace, formal dining room, sunroom, and a well-appointed kitchen with stainless steel appliances, and a large island that makes gathering and entertaining easy. A first-floor office or library adds flexibility, while A whole-home Sonos sound system adds another layer of convenience for everyday living and entertaining. Upstairs, the spacious primary suite includes a private bath with a tile-surround shower and soaking tub, along with three additional bedrooms, two of which have attached baths. The full basement is a standout feature, offering a dedicated workshop with ample space for projects, tools, and storage. Outside, the entertaining space continues with a large back porch, pool, hot tub, oversized shed, extended driveway, and lush landscaping. With a secluded country feel, generous indoor and outdoor gathering spaces, and easy access to downtown Easton, this property offers an exceptional balance of privacy, space, and convenience.

This spacious 4-bedroom, 3.5-bath home offers a peaceful rural setting just minutes from downtown Easton. Set on 2+/- acres with an additional 5.92+/-acre non-buildable lot included in the sale, the property offers plenty of space both inside and out. The main level features a large living room with a stone-surround gas fireplace, formal dining room, sunroom, and a well-appointed kitchen with stainless steel appliances, and a large island that makes gathering and entertaining easy. A first-floor office or library adds flexibility, while A whole-home Sonos sound system adds another layer of convenience for everyday living and entertaining. Upstairs, the spacious primary suite includes a private bath with a tile-surround shower and soaking tub, along with three additional bedrooms, two of which have attached baths. The full basement is a standout feature, offering a dedicated workshop with ample space for projects, tools, and storage. Outside, the entertaining space continues with a large back porch, pool, hot tub, oversized shed, extended driveway, and lush landscaping. With a secluded country feel, generous indoor and outdoor gathering spaces, and easy access to downtown Easton, this property offers an exceptional balance of privacy, space, and convenience.

29747 Easton Farms, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$775,000

Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

Welcome to 30300 Kings Meadow Place! This spacious home is what peaceful country living is all about! Located on 1.5 acres just outside Easton town limits, you will enjoy nature at its best. A beautiful 3200+ sq. ft. home loaded with amenities - wood floors throughout the main level, with a recently renovated kitchen that now boasts an open floorplan to the Living room with a gas fireplace surrounded by built-in bookcases & Breakfast area with direct access to the rear covered porch. You will enjoy Quartz countertops, stainless steel appliances including a gas oven/range to prepare your meals that you can serve in the large formal dining room for those special guests. The Primary bedroom is located on the opposite side of the house than the other bedrooms for privacy & boasts a spacious spa-like bath, double walk-in closet and access to the rear covered porch. Two additional en-suite bedrooms on the main floor and a powder room give your guests or other family members their own privacy! A main floor fully-equipped laundry room is ideal! Did I mention that there is a covered front porch as well? Upstairs you will find a spacious loft that overlooks the kitchen which can be a whatever you desire - a family room, an office, a workout space. Also you will find the 4th bedroom and another room that could be a game room or play room. There is lots of storage in the house but you will love the attached 3 car garage with a workbench and even more storage. Currently there is no pool but there is certainly plenty of room to add one! If you are in the market for a lovely home in a peaceful country setting, you don't want to miss this one! Some of the furnishings may be purchased separately as well as great Harley Davidson motorcycle!

30300 Kings Meadow Pl, Easton

Listing courtesy of Shore Living Real Estate. Contact:

$949,000

Beautifully upgraded and thoughtfully designed, custom finishes, and every modern convenience. The gourmet kitchen features dual fuel gas cook top and electric oven in professional grade stove, quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Beautifully curated designer wallpaper accents throughout this stunning model home! Offering 4 bedrooms and 2.5 baths, the home includes a first‑floor primary suite with an ensuite spa bath, custom shower, and generous walk‑in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1‑car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you’ll enjoy easy access to charming shops, restaurants, waterfront activities, and year‑round festivals.

Beautifully upgraded and thoughtfully designed, custom finishes, and every modern convenience. The gourmet kitchen features dual fuel gas cook top and electric oven in professional grade stove, quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Beautifully curated designer wallpaper accents throughout this stunning model home! Offering 4 bedrooms and 2.5 baths, the home includes a first‑floor primary suite with an ensuite spa bath, custom shower, and generous walk‑in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1‑car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you’ll enjoy easy access to charming shops, restaurants, waterfront activities, and year‑round festivals.

111 Chesapeake Ave, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

$599,990

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting. The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines with a farmhouse sink, white cabinetry, quartz countertops, and a gourmet stainless steel appliance package with a hood. Luxury vinyl plank flooring spans the main level. Upstairs, enjoy the convenience of a second-level laundry room with a utility sink. Located in Trappe, MD—just minutes from Easton—Lakeside at Trappe offers an amenity-rich lifestyle. Residents enjoy a pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park, with exciting future lakeside amenities to come. With easy access to Easton, Cambridge, and the surrounding Chesapeake Bay region, this community blends convenience, recreation, and value. Ask about builder incentive options

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting. The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines with a farmhouse sink, white cabinetry, quartz countertops, and a gourmet stainless steel appliance package with a hood. Luxury vinyl plank flooring spans the main level. Upstairs, enjoy the convenience of a second-level laundry room with a utility sink. Located in Trappe, MD—just minutes from Easton—Lakeside at Trappe offers an amenity-rich lifestyle. Residents enjoy a pool, bathhouse with fitness room, ping pong, cornhole, playground, sports courts, and a dedicated Bark Park, with exciting future lakeside amenities to come. With easy access to Easton, Cambridge, and the surrounding Chesapeake Bay region, this community blends convenience, recreation, and value. Ask about builder incentive options

1953 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$599,000

This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for a large table with an office/den directly off the kitchen. Upstairs you will find 3 ensuite bedrooms with a stunning primary with a beautiful walk in shower. The outside space is stunning with a large screen porch and separate patio to enjoy the very private and parklike back yard. Other features include a conditioned crawlspace, tankless hot water heater and high speed internet provided by Easton Utilities. The ferry to Oxford, and public boat ramp are right down the road and this area is renowned for its biking and beauty. Being 10 minutes from Easton and Saint Michaels this is the ideal setting to enjoy the peaceful Eastern Shore with easy proximity to all intown amenities.

This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for a large table with an office/den directly off the kitchen. Upstairs you will find 3 ensuite bedrooms with a stunning primary with a beautiful walk in shower. The outside space is stunning with a large screen porch and separate patio to enjoy the very private and parklike back yard. Other features include a conditioned crawlspace, tankless hot water heater and high speed internet provided by Easton Utilities. The ferry to Oxford, and public boat ramp are right down the road and this area is renowned for its biking and beauty. Being 10 minutes from Easton and Saint Michaels this is the ideal setting to enjoy the peaceful Eastern Shore with easy proximity to all intown amenities.

6280 Bellevue Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

$979,000

Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

32675 Discovery Dr, Easton

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$445,000

Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter!

Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter!

29191 Pin Oak Way, Easton

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$6,375,000

Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refined residential improvements in a location between Easton and Oxford. Significant in both scale and character, the farm is comprised of 20 recorded parcels, presenting long-term value and a wide range of opportunities. The land itself is remarkable. With significant acreage enrolled in the Conservation Reserve Program, over 185± acres provide restored habitat for wildlife and waterfowl. Another 50± acres remain under active cultivation, sustaining the farm’s agricultural heritage. The balance of the property presents a diverse mix of wetlands, mature woodland, wooded buffers, upland habitat, and scenic fields. These varied landscapes support habitat restoration and sporting use, while offering beautiful vistas in every season. A carefully maintained network of trails, and farm lanes provide access throughout the property, making it well-suited for recreation, hunting, and conservation management. At the heart of Duvall Farm is Duvall Lodge, constructed in 2006 by Ilex Construction. Drawing inspiration from Tennessee Pioneer architecture, the lodge is both timeless and inviting. The design embraces rustic authenticity while incorporating every modern comfort. Inside, the great room makes a dramatic impression with soaring ceilings, reclaimed timbers, wide-plank wood floors, and a massive stone fireplace that anchors the space. Exposed beams and natural materials create a warm ambiance, while broad windows and doors seamlessly connect the interior to the surrounding landscape. One of the lodge’s defining features is its full wraparound screened porch, offering sweeping views over a tranquil pond, stocked with bass and with a small pier. Whether for quiet mornings or gatherings with friends, the porch underscores the property’s seamless blend of indoor and outdoor living. Nearby, a hand-hewn log guest cabin extends the accommodations, creating a setting well suited to hosting family and friends. The improvements are understated yet thoughtful, designed to complement rather than dominate the landscape. They reflect the same stewardship evident across the farm itself — an approach that values authenticity, conservation, and the enduring character of the land. Duvall Farm is more than acreage; it is a complete environment, where agricultural productivity, habitat diversity, and architectural charm intersect. Few properties on Maryland’s Eastern Shore offer this combination of size, recorded parcels, conservation value, and a central lodge that feels historic with modern amenities. The location, just minutes from Easton and Oxford, places Duvall Farm within easy reach of the region’s cultural and culinary attractions, while the sheer scale of the farm ensures privacy and a retreat-like atmosphere. For those seeking a legacy property, conservation showcase, sporting retreat, or family compound, Duvall Farm represents an unparalleled opportunity. With its rich mix of land, water, and architecture, it is a property of enduring importance — one that honors the past while offering a wide horizon for the future. Please Note, tax ID and Property Taxes are showing the information on record for the improved parcel. Please contact agent for additional parcel information.

2 Beds ⋅ 3 Baths

Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refined residential improvements in a location between Easton and Oxford. Significant in both scale and character, the farm is comprised of 20 recorded parcels, presenting long-term value and a wide range of opportunities. The land itself is remarkable. With significant acreage enrolled in the Conservation Reserve Program, over 185± acres provide restored habitat for wildlife and waterfowl. Another 50± acres remain under active cultivation, sustaining the farm’s agricultural heritage. The balance of the property presents a diverse mix of wetlands, mature woodland, wooded buffers, upland habitat, and scenic fields. These varied landscapes support habitat restoration and sporting use, while offering beautiful vistas in every season. A carefully maintained network of trails, and farm lanes provide access throughout the property, making it well-suited for recreation, hunting, and conservation management. At the heart of Duvall Farm is Duvall Lodge, constructed in 2006 by Ilex Construction. Drawing inspiration from Tennessee Pioneer architecture, the lodge is both timeless and inviting. The design embraces rustic authenticity while incorporating every modern comfort. Inside, the great room makes a dramatic impression with soaring ceilings, reclaimed timbers, wide-plank wood floors, and a massive stone fireplace that anchors the space. Exposed beams and natural materials create a warm ambiance, while broad windows and doors seamlessly connect the interior to the surrounding landscape. One of the lodge’s defining features is its full wraparound screened porch, offering sweeping views over a tranquil pond, stocked with bass and with a small pier. Whether for quiet mornings or gatherings with friends, the porch underscores the property’s seamless blend of indoor and outdoor living. Nearby, a hand-hewn log guest cabin extends the accommodations, creating a setting well suited to hosting family and friends. The improvements are understated yet thoughtful, designed to complement rather than dominate the landscape. They reflect the same stewardship evident across the farm itself — an approach that values authenticity, conservation, and the enduring character of the land. Duvall Farm is more than acreage; it is a complete environment, where agricultural productivity, habitat diversity, and architectural charm intersect. Few properties on Maryland’s Eastern Shore offer this combination of size, recorded parcels, conservation value, and a central lodge that feels historic with modern amenities. The location, just minutes from Easton and Oxford, places Duvall Farm within easy reach of the region’s cultural and culinary attractions, while the sheer scale of the farm ensures privacy and a retreat-like atmosphere. For those seeking a legacy property, conservation showcase, sporting retreat, or family compound, Duvall Farm represents an unparalleled opportunity. With its rich mix of land, water, and architecture, it is a property of enduring importance — one that honors the past while offering a wide horizon for the future. Please Note, tax ID and Property Taxes are showing the information on record for the improved parcel. Please contact agent for additional parcel information.

6150 Oxford Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$254,900

Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you need to move forward with building your dream home. The sellers are even willing to include their house plans! This perc-approved lot is approved for a 4-bedroom home and is accessed from Almshouse Road via an existing right-of-way. The site has already been cleared and is ready for the permit application process. See documents for the site plan, architectural plans, conservation plan, and stormwater management plan. They aren't making any more land—don't miss this opportunity to secure a beautiful homesite in a sought-after location. Buy now and start building your dream home! Please only go to the lot and not further back the lane as there is a house back there.

Almshouse (, Oxford

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$704,990

*LIMITED-TIME INCENTIVE: Koch Homes is now offering $30,000 towards closing costs (increased from $20,000) when using a preferred lender! Ideal for rate buydown, closing costs or prepaids. Koch Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this exceptional , to be built executive home by Koch Homes. Showcasing an elegant architectural flow and a bright expansive open floor plan, the Greenbrier model is designed for both grand entertaining and comfortable everyday luxury. A standard feature of this property is the expansive 3 car tandem garage and full basement. Nestled just 5 minutes from the scenic Wye River and Wye River boat ramp, this specialized premium space is perfect for storing a third vehicle, kayaks, paddleboards or crabbing gear to take full advantage of water access right down the street. The upper level is an absolute retreat, boasting remarkably spacious bedrooms and massive walk-in closets. For unparalleled versatility this design offers the option to add a private on suite bath to the fourth bedroom creating a a spectacular self-contained guest suite. Situated on a premier, generously sized lot within a highly desired and scenic community, this is a rare opportunity to build a custom-tailored luxury retreat minutes from the water. Purchase for a limited time and receive $20,000 in closing cost assistance with the use of one of Koch Homes preferred lender and title company. Images show a completed version of this model with options in a different community. Final selections and features will vary. $450 quarter fee for community septic with individual grinder pump system maintained by Talbot county.

*LIMITED-TIME INCENTIVE: Koch Homes is now offering $30,000 towards closing costs (increased from $20,000) when using a preferred lender! Ideal for rate buydown, closing costs or prepaids. Koch Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this exceptional , to be built executive home by Koch Homes. Showcasing an elegant architectural flow and a bright expansive open floor plan, the Greenbrier model is designed for both grand entertaining and comfortable everyday luxury. A standard feature of this property is the expansive 3 car tandem garage and full basement. Nestled just 5 minutes from the scenic Wye River and Wye River boat ramp, this specialized premium space is perfect for storing a third vehicle, kayaks, paddleboards or crabbing gear to take full advantage of water access right down the street. The upper level is an absolute retreat, boasting remarkably spacious bedrooms and massive walk-in closets. For unparalleled versatility this design offers the option to add a private on suite bath to the fourth bedroom creating a a spectacular self-contained guest suite. Situated on a premier, generously sized lot within a highly desired and scenic community, this is a rare opportunity to build a custom-tailored luxury retreat minutes from the water. Purchase for a limited time and receive $20,000 in closing cost assistance with the use of one of Koch Homes preferred lender and title company. Images show a completed version of this model with options in a different community. Final selections and features will vary. $450 quarter fee for community septic with individual grinder pump system maintained by Talbot county.

000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact:

$5,995,000

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8 Beds ⋅ 6 Baths

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact:

$7,900,000

"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 114+-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8 Beds ⋅ 6 Baths

"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 114+-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact:

$5,995,000

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8 Beds ⋅ 6 Baths

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

8612 Tilghman Island Rd, Wittman

Listing courtesy of TTR Sotheby's International Realty. Contact:

$459,000

Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two full bathrooms, this residence is designed to meet your needs for both relaxation and entertaining. Step inside to discover a warm and cozy ambiance throughout. Enjoy the tranquility of your surroundings with picturesque views of trees and lush greenery right from your windows. Outside, the expansive 2.13-acre lot provides ample space for outdoor activities or simply enjoying nature. The detached garage offers plenty of room for your vehicles, toys, and tools, as well as additional storage on the second level of the garage. This home is not just a place to live; it's a sanctuary where you can create lasting memories. Experience the perfect blend of comfort, style, and nature in this delightful property. You'll have peace of mind knowing you have a new roof that is about a year old and a brand-new HVAC unit for the first floor with a 10-year warranty. The crawl space area is encapsulated and also has a dehumidifier; this helps to block moisture & protect your structure.

4 Beds ⋅ 2 Baths

Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two full bathrooms, this residence is designed to meet your needs for both relaxation and entertaining. Step inside to discover a warm and cozy ambiance throughout. Enjoy the tranquility of your surroundings with picturesque views of trees and lush greenery right from your windows. Outside, the expansive 2.13-acre lot provides ample space for outdoor activities or simply enjoying nature. The detached garage offers plenty of room for your vehicles, toys, and tools, as well as additional storage on the second level of the garage. This home is not just a place to live; it's a sanctuary where you can create lasting memories. Experience the perfect blend of comfort, style, and nature in this delightful property. You'll have peace of mind knowing you have a new roof that is about a year old and a brand-new HVAC unit for the first floor with a 10-year warranty. The crawl space area is encapsulated and also has a dehumidifier; this helps to block moisture & protect your structure.

11598 Malvern Ln, Cordova

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$2,995,000

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.