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Beautiful 3BR/2.5BA Townhome nestled in the desirable waterfront community of Bayside Marina. Pull into your private driveway in front of the attached one-car garage, which offers convenient direct access into your home. Make your way to the covered front porch, open the door, and step inside a beautifully maintained, move-in-ready home. The main level welcomes you with an open-concept design, featuring beautiful wood-tone flooring, recessed lighting, elegant crown molding, abundant natural light, and a neutral color palette throughout. The spacious living room offers a cozy fireplace feature, creating a warm and inviting atmosphere while flowing seamlessly into the dining area and kitchen, making this an ideal space for everyday living and entertaining. The kitchen features abundant cabinetry accented with crown molding, a separate pantry closet, granite countertops, a complementary tiled backsplash, and stainless steel appliances. A center island with breakfast seating provides the perfect spot for casual dining or morning coffee. A conveniently located half bath completes the main level. Upstairs on the second floor, you'll find a spacious secondary bedroom featuring double closets, convenient access to a shared full bathroom, and second-floor laundry. Make your way upstairs to the second floor, where you'll find a spacious secondary bedroom featuring double closets and convenient access to a shared full bathroom. The grand-sized primary suite offers a relaxing retreat, complete with sliding glass doors that open to a private balcony overlooking the community, a large walk-in closet, and a private en suite featuring a jetted soaking tub and a separate walk-in shower. Continue to the third floor, where a generously sized bedroom provides flexible living space to suit your needs. Whether you envision a private home office, a child's playroom, or a comfortable guest bedroom, this versatile space offers endless possibilities. From the sliding glass doors on the main level, step outside onto a spacious covered deck, perfect for outdoor dining, entertaining, or simply relaxing while taking in the beautiful surrounding landscape and peaceful water sounds. The deck leads down to a green space, offering an inviting connection to the outdoors and the charm of waterfront community living. Beautifully maintained and move-in ready, this home offers comfort, versatility, and an inviting setting, all conveniently located near shopping, restaurants, and commuter routes.

3 Beds ⋅ 3 Baths

Beautiful 3BR/2.5BA Townhome nestled in the desirable waterfront community of Bayside Marina. Pull into your private driveway in front of the attached one-car garage, which offers convenient direct access into your home. Make your way to the covered front porch, open the door, and step inside a beautifully maintained, move-in-ready home. The main level welcomes you with an open-concept design, featuring beautiful wood-tone flooring, recessed lighting, elegant crown molding, abundant natural light, and a neutral color palette throughout. The spacious living room offers a cozy fireplace feature, creating a warm and inviting atmosphere while flowing seamlessly into the dining area and kitchen, making this an ideal space for everyday living and entertaining. The kitchen features abundant cabinetry accented with crown molding, a separate pantry closet, granite countertops, a complementary tiled backsplash, and stainless steel appliances. A center island with breakfast seating provides the perfect spot for casual dining or morning coffee. A conveniently located half bath completes the main level. Upstairs on the second floor, you'll find a spacious secondary bedroom featuring double closets, convenient access to a shared full bathroom, and second-floor laundry. Make your way upstairs to the second floor, where you'll find a spacious secondary bedroom featuring double closets and convenient access to a shared full bathroom. The grand-sized primary suite offers a relaxing retreat, complete with sliding glass doors that open to a private balcony overlooking the community, a large walk-in closet, and a private en suite featuring a jetted soaking tub and a separate walk-in shower. Continue to the third floor, where a generously sized bedroom provides flexible living space to suit your needs. Whether you envision a private home office, a child's playroom, or a comfortable guest bedroom, this versatile space offers endless possibilities. From the sliding glass doors on the main level, step outside onto a spacious covered deck, perfect for outdoor dining, entertaining, or simply relaxing while taking in the beautiful surrounding landscape and peaceful water sounds. The deck leads down to a green space, offering an inviting connection to the outdoors and the charm of waterfront community living. Beautifully maintained and move-in ready, this home offers comfort, versatility, and an inviting setting, all conveniently located near shopping, restaurants, and commuter routes.

100 Schooner Way, Chester

Listing courtesy of LPT Realty, 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:

$675,000

Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic tile flooring, enhancing the warm ambiance throughout. The gourmet kitchen is equipped with stainless steel appliances, including a dishwasher, electric oven/range, and refrigerator, making culinary adventures a delight. A charming wood-burning stove adds a touch of warmth to the living space, creating an inviting atmosphere for relaxation. Set on a generous 1.14-acre lot in a peaceful cul-de-sac, the landscaped grounds provide a tranquil retreat. Enjoy stunning water views of Cox Creek, just a short stroll away, where you can indulge in boating and fishing activities. The property includes a private dock with multiple slips, perfect for water enthusiasts. Additional features include an attached garage, off-street parking, and a spacious deck that invites outdoor living. This home is not just a residence; it's a lifestyle, offering the perfect balance of luxury, nature, and community. Experience the exclusive charm of waterfront living in this property.

3 Beds ⋅ 3 Baths

Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic tile flooring, enhancing the warm ambiance throughout. The gourmet kitchen is equipped with stainless steel appliances, including a dishwasher, electric oven/range, and refrigerator, making culinary adventures a delight. A charming wood-burning stove adds a touch of warmth to the living space, creating an inviting atmosphere for relaxation. Set on a generous 1.14-acre lot in a peaceful cul-de-sac, the landscaped grounds provide a tranquil retreat. Enjoy stunning water views of Cox Creek, just a short stroll away, where you can indulge in boating and fishing activities. The property includes a private dock with multiple slips, perfect for water enthusiasts. Additional features include an attached garage, off-street parking, and a spacious deck that invites outdoor living. This home is not just a residence; it's a lifestyle, offering the perfect balance of luxury, nature, and community. Experience the exclusive charm of waterfront living in this property.

2703 Sherman Dr, Chester

Listing courtesy of Rosendale 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!

4 Beds ⋅ 3 Baths

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:

$659,000

SELLER OFFERING 2-1 BUY-DOWN to reduce costs to buyer A flexible layout, select upgrades, and generous outdoor space make this home stand out! The main home offers three bedroom, including a first-floor bedroom currently used as an office, plus two spacious upstairs bedrooms, each with its own private full bathroom, plus a convenient half bath. The converted garage provides an additional suite with two bedrooms, one full bathroom, a kitchenette, and a private entrance. Also available for rent $3,800 Outside, the large fenced yard offers plenty of room for entertaining, gardening, or simply relaxing. A new Trex deck creates an inviting spot for outdoor dining and gathering, while an outdoor shower with hot water adds extra convenience. With versatile living spaces and appealing outdoor features, this property offers room to make it your own Also available for rent $3,800

5 Beds ⋅ 4 Baths

SELLER OFFERING 2-1 BUY-DOWN to reduce costs to buyer A flexible layout, select upgrades, and generous outdoor space make this home stand out! The main home offers three bedroom, including a first-floor bedroom currently used as an office, plus two spacious upstairs bedrooms, each with its own private full bathroom, plus a convenient half bath. The converted garage provides an additional suite with two bedrooms, one full bathroom, a kitchenette, and a private entrance. Also available for rent $3,800 Outside, the large fenced yard offers plenty of room for entertaining, gardening, or simply relaxing. A new Trex deck creates an inviting spot for outdoor dining and gathering, while an outdoor shower with hot water adds extra convenience. With versatile living spaces and appealing outdoor features, this property offers room to make it your own Also available for rent $3,800

102 Queens Colony High Rd, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$289,900

Newly refreshed and move-in ready, this 3BR/2BA Rancher offers comfortable one-level living, numerous recent updates, and a backyard setting backing to a pond. Step inside to find a bright and welcoming interior featuring fresh paint throughout and beautiful new luxury vinyl plank flooring. The inviting living room offers plenty of natural light and flows into the kitchen and dining area, creating a comfortable layout for everyday living. The kitchen features plenty of cabinet and counter space, brand-new stainless steel appliances, and a double stainless-steel sink positioned beneath a window. There's ample room for a full-size dining table, and a conveniently located laundry closet includes a brand-new washer and dryer. Down the hallway, you'll find two secondary bedrooms and a full hall bathroom, along with a primary bedroom featuring a double closet and its own private full bathroom. From the dining area, step through the back door and down the newly constructed staircase to an expansive concrete patio. The yard features plenty of green space, mature trees, and a pond just beyond, creating a lovely natural backdrop. A large storage shed provides additional room for tools, equipment, and other belongings. Additional updates include new vinyl siding, gutters, front and back doors, a new heat pump, and a new hot water heater. With so many recent improvements and a convenient location close to shopping, restaurants, and commuter routes, this home is ready for its next owner.

3 Beds ⋅ 2 Baths

Newly refreshed and move-in ready, this 3BR/2BA Rancher offers comfortable one-level living, numerous recent updates, and a backyard setting backing to a pond. Step inside to find a bright and welcoming interior featuring fresh paint throughout and beautiful new luxury vinyl plank flooring. The inviting living room offers plenty of natural light and flows into the kitchen and dining area, creating a comfortable layout for everyday living. The kitchen features plenty of cabinet and counter space, brand-new stainless steel appliances, and a double stainless-steel sink positioned beneath a window. There's ample room for a full-size dining table, and a conveniently located laundry closet includes a brand-new washer and dryer. Down the hallway, you'll find two secondary bedrooms and a full hall bathroom, along with a primary bedroom featuring a double closet and its own private full bathroom. From the dining area, step through the back door and down the newly constructed staircase to an expansive concrete patio. The yard features plenty of green space, mature trees, and a pond just beyond, creating a lovely natural backdrop. A large storage shed provides additional room for tools, equipment, and other belongings. Additional updates include new vinyl siding, gutters, front and back doors, a new heat pump, and a new hot water heater. With so many recent improvements and a convenient location close to shopping, restaurants, and commuter routes, this home is ready for its next owner.

3967 Harrison Cir, Trappe

Listing courtesy of LPT Realty, LLC. Contact:

$389,000

Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace. Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen. Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

2 Beds ⋅ 2 Baths

Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace. Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen. Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

1 Queen Victoria Ct, Chester

Listing courtesy of Douglas Realty LLC. Contact:

$239,000

Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for today’s lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyard—perfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! You’re just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and character of Maryland’s Eastern Shore along with a vibrant downtown, local restaurants and boutiques, arts and entertainment, community events, parks, and convenient access to nearby waterfront towns. It’s a community where small-town Eastern Shore charm meets everyday convenience. Whether you’re a first-time buyer, looking to downsize, searching for a low-maintenance home, or an investor looking to add a well-located property to your rental portfolio, 112 Glenwood Avenue is worth a look. Why rent when homeownership may be within reach? Seller is offering $4,000 toward buyer closing costs or an interest-rate buy-down with an acceptable offer. Schedule your private showing and discover the convenience, character, and charm of living in downtown Easton!

2 Beds ⋅ 1 Baths

Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for today’s lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyard—perfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! You’re just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and character of Maryland’s Eastern Shore along with a vibrant downtown, local restaurants and boutiques, arts and entertainment, community events, parks, and convenient access to nearby waterfront towns. It’s a community where small-town Eastern Shore charm meets everyday convenience. Whether you’re a first-time buyer, looking to downsize, searching for a low-maintenance home, or an investor looking to add a well-located property to your rental portfolio, 112 Glenwood Avenue is worth a look. Why rent when homeownership may be within reach? Seller is offering $4,000 toward buyer closing costs or an interest-rate buy-down with an acceptable offer. Schedule your private showing and discover the convenience, character, and charm of living in downtown Easton!

112 Glenwood Ave W, Easton

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

$160,000

Cleared 100 ft x 196 ft building lot with public water & sewer in the desirable Ferry Park area of Rock Hall. The lot has an existing 10' x 20' storage shed on the property. The lot is NOT in the flood plain, but it is in the Intense Development Area of the Chesapeake Bay Critical Area. Close to restaurants, marinas, and the public beach this is a nice spot to build the Eastern Shore home of your dreams. Very few building lots remain in the town of Rock Hall, especially like this one with public water & sewer on site and not in a flood plain!

5830 Locust St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$224,900

Welcome to 28036 Creamery Street in Kennedyville. Built in 1920, this two-story home offers 3 bedrooms, 1 full bath and 1,296 square feet of living space, along with two parcels totaling approximately .224 acre. The main level features a large kitchen with a sightline into the dining room, living room, full bath, and a convenient laundry/utility area located just off the dining room. All three bedrooms are located on the upper level. The home is functional and ready for its next owner, while also offering an opportunity for buyers who would like to make improvements and updates over time to suit their own style. The sale includes the .109-acre homesite plus an adjoining .115-acre parcel, providing additional outdoor space and possibilities. Located in the Eastern Shore community of Kennedyville, the property is a short drive to historic Chestertown for shopping, dining and everyday conveniences. Enjoy access to the area's outdoor recreation, including the Sassafras River, Turner's Creek and Sassafras Natural Resources Management Area, with opportunities for boating, fishing, kayaking and hiking. Betterton and Rock Hall provide additional Chesapeake Bay destinations within the surrounding area. Routes 213 and 301 also provides connections toward Middletown, Dover and surrounding employment and shopping areas. Property is being sold As-Is.

3 Beds ⋅ 1 Baths

Welcome to 28036 Creamery Street in Kennedyville. Built in 1920, this two-story home offers 3 bedrooms, 1 full bath and 1,296 square feet of living space, along with two parcels totaling approximately .224 acre. The main level features a large kitchen with a sightline into the dining room, living room, full bath, and a convenient laundry/utility area located just off the dining room. All three bedrooms are located on the upper level. The home is functional and ready for its next owner, while also offering an opportunity for buyers who would like to make improvements and updates over time to suit their own style. The sale includes the .109-acre homesite plus an adjoining .115-acre parcel, providing additional outdoor space and possibilities. Located in the Eastern Shore community of Kennedyville, the property is a short drive to historic Chestertown for shopping, dining and everyday conveniences. Enjoy access to the area's outdoor recreation, including the Sassafras River, Turner's Creek and Sassafras Natural Resources Management Area, with opportunities for boating, fishing, kayaking and hiking. Betterton and Rock Hall provide additional Chesapeake Bay destinations within the surrounding area. Routes 213 and 301 also provides connections toward Middletown, Dover and surrounding employment and shopping areas. Property is being sold As-Is.

28036 Creamery St, Kennedyville

Listing courtesy of BHHS Fox & Roach-Christiana. Contact:

$679,900

Welcome to 8986 Orchard Drive, tucked away in the sought-after Orchard Hill neighborhood just outside of Chestertown! This move-in-ready home offers comfortable one-level living with 3 bedrooms, 2 bathrooms, and a partially finished basement with endless possibilities. Enjoy a spacious living room with recessed ceilings, an inviting primary suite with a jetted soaking tub, fresh paint throughout and many other updates, including a new roof in 2025 and an efficient HVAC system upgraded in 2022. The partially finished basement features a private, ground-level walkout entrance, studio-style living space with a pool table, an efficient mini-split system, and plenty of additional storage or workshop space. French drains and an automatic sump pump add peace of mind. Outside, enjoy multiple spaces to relax and entertain, including a screened-in porch, open deck, patio with a hot tub that conveys, and a partially fenced backyard surrounded by beautiful crepe myrtles. Additional highlights include a two-car garage, a large floored attic for extra storage, and a solar system installed in August 2025. Conveniently located within 10 minutes of Chestertown's everyday amenities, shopping, dining, and more, this property offers the perfect blend of comfort, flexibility, and convenience. Come see all that this home has to offer!

3 Beds ⋅ 4 Baths

Welcome to 8986 Orchard Drive, tucked away in the sought-after Orchard Hill neighborhood just outside of Chestertown! This move-in-ready home offers comfortable one-level living with 3 bedrooms, 2 bathrooms, and a partially finished basement with endless possibilities. Enjoy a spacious living room with recessed ceilings, an inviting primary suite with a jetted soaking tub, fresh paint throughout and many other updates, including a new roof in 2025 and an efficient HVAC system upgraded in 2022. The partially finished basement features a private, ground-level walkout entrance, studio-style living space with a pool table, an efficient mini-split system, and plenty of additional storage or workshop space. French drains and an automatic sump pump add peace of mind. Outside, enjoy multiple spaces to relax and entertain, including a screened-in porch, open deck, patio with a hot tub that conveys, and a partially fenced backyard surrounded by beautiful crepe myrtles. Additional highlights include a two-car garage, a large floored attic for extra storage, and a solar system installed in August 2025. Conveniently located within 10 minutes of Chestertown's everyday amenities, shopping, dining, and more, this property offers the perfect blend of comfort, flexibility, and convenience. Come see all that this home has to offer!

8986 Orchard Dr, Chestertown

Listing courtesy of Benson & Mangold, LLC. 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

3 Beds ⋅ 3 Baths

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:

$400,000

Single-level living with cathedral ceilings, and a 1-acre corner lot surrounded by nature. Life slows down in the best way at this 4-bedroom, 2-bath rambler set on a spacious 1-acre corner lot in the quiet countryside of Ruthsburg. Open fields, towering evergreens, and wide green lawns create a peaceful, laid-back setting. The home is functional and livable as is, while leaving room for you to declutter, update, and truly make it your own. Inside, cathedral ceilings lift the living and family room area, giving the space an open, airy feel with plenty of room to gather. It's the kind of place where you can breathe easy and enjoy the view from your own front porch. The kitchen is generously sized with abundant cabinetry, ample counter space, and a breakfast bar. All 4 bedrooms are on one level, giving you flexibility for guests, a home office, or a hobby room. Two full baths keep daily routines running smoothly. There’s also the attic for extra storage space. Outdoors, your acre of yard gives you room to garden, play, or simply relax. You're located on Ruthsburg Road (Route 304) near Mason Branch Road, with Route 481 just down the road for easy connections to nearby towns and main routes. Local farms like Wagner Farm dot the landscape, and you'll be surrounded by the quiet charm of rural Queen Anne's County. With space, privacy, and potential in a peaceful country setting, this home is ready for your vision. Schedule your showing today and picture the possibilities!

4 Beds ⋅ 2 Baths

Single-level living with cathedral ceilings, and a 1-acre corner lot surrounded by nature. Life slows down in the best way at this 4-bedroom, 2-bath rambler set on a spacious 1-acre corner lot in the quiet countryside of Ruthsburg. Open fields, towering evergreens, and wide green lawns create a peaceful, laid-back setting. The home is functional and livable as is, while leaving room for you to declutter, update, and truly make it your own. Inside, cathedral ceilings lift the living and family room area, giving the space an open, airy feel with plenty of room to gather. It's the kind of place where you can breathe easy and enjoy the view from your own front porch. The kitchen is generously sized with abundant cabinetry, ample counter space, and a breakfast bar. All 4 bedrooms are on one level, giving you flexibility for guests, a home office, or a hobby room. Two full baths keep daily routines running smoothly. There’s also the attic for extra storage space. Outdoors, your acre of yard gives you room to garden, play, or simply relax. You're located on Ruthsburg Road (Route 304) near Mason Branch Road, with Route 481 just down the road for easy connections to nearby towns and main routes. Local farms like Wagner Farm dot the landscape, and you'll be surrounded by the quiet charm of rural Queen Anne's County. With space, privacy, and potential in a peaceful country setting, this home is ready for your vision. Schedule your showing today and picture the possibilities!

101 Jarman Branch Dr, Centreville

Listing courtesy of EXP Realty, LLC. Contact:

$2,495,000

"Creekside" is a classic Eastern Shore Waterfront Retreat. Sited on 5 private, partially-wooded acres with extensive shoreline, the 3,800 sq ft main house provides panoramic southerly views across the confluence of Fire Cove and Cummings Creek. The views are exceptional! Sunsets, too! The 4-bedroom, 4-bath home has been lovingly updated and improved, including an outstanding new kitchen, which opens to a spacious "Great Room" w/cathedral ceilings and lots of glass to enjoy the views. So much more: Waterside swimming pool; Detached 3-car garage (w/HVAC); Spacious garage apartment/office above the garage w/full bath; Private 120 ft dock w/two boatlifts and a floating kayak dock. By car, St. Michaels is just 10-minutes away. By Boat, Tilghman Island and Knapps Narrows with its marinas and several waterside restaurants is a short, scenic cruise down-stream. The 5-acre property (approximately 2/3 wooded), is a nature-lovers paradise. You can catch fish and crabs from the dock and/or enjoy watching a wide variety of native birds, including Bald Eagles; Osprey; Owls; Bluebirds; Blue Herons; Kingfishers; Canada Geese and many species of migratory ducks. In addition, the owners participate in the Delmarva Nesting Foundation's annual installation of Purple Martin houses attached to the dock. They are fun to watch, make happy sounds and devour mosquitos! There is an annual fee if you want to continue with this program, but well worth the cost and it helps to increase the Purple Martin population.

5 Beds ⋅ 5 Baths

"Creekside" is a classic Eastern Shore Waterfront Retreat. Sited on 5 private, partially-wooded acres with extensive shoreline, the 3,800 sq ft main house provides panoramic southerly views across the confluence of Fire Cove and Cummings Creek. The views are exceptional! Sunsets, too! The 4-bedroom, 4-bath home has been lovingly updated and improved, including an outstanding new kitchen, which opens to a spacious "Great Room" w/cathedral ceilings and lots of glass to enjoy the views. So much more: Waterside swimming pool; Detached 3-car garage (w/HVAC); Spacious garage apartment/office above the garage w/full bath; Private 120 ft dock w/two boatlifts and a floating kayak dock. By car, St. Michaels is just 10-minutes away. By Boat, Tilghman Island and Knapps Narrows with its marinas and several waterside restaurants is a short, scenic cruise down-stream. The 5-acre property (approximately 2/3 wooded), is a nature-lovers paradise. You can catch fish and crabs from the dock and/or enjoy watching a wide variety of native birds, including Bald Eagles; Osprey; Owls; Bluebirds; Blue Herons; Kingfishers; Canada Geese and many species of migratory ducks. In addition, the owners participate in the Delmarva Nesting Foundation's annual installation of Purple Martin houses attached to the dock. They are fun to watch, make happy sounds and devour mosquitos! There is an annual fee if you want to continue with this program, but well worth the cost and it helps to increase the Purple Martin population.

22703 Emilys Ln, Wittman

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,825,000

Set on more than three acres, this distinctive waterfront residence offers over 3,400 square feet of living space, sweeping water views and beautiful sunrises. From the moment you enter, the view draws you through the home to the spacious family room, where a soaring cathedral ceiling and dramatic Palladian window frame the water like a work of art. Beautiful random-width white oak hardwood floors, crown molding and thoughtful architectural details add warmth and character throughout. The bright gourmet kitchen is designed for both everyday living and entertaining, with two ovens, stainless steel appliances, quartz countertops, abundant cabinetry and workspace, a pantry, and generous table space. Nearby, the separate dining room is accented by a gorgeous crystal chandelier, creating an elegant setting for holiday dinners and larger gatherings. The main-level primary suite is a private retreat overlooking the water, complete with an expansive dressing room and luxurious bath featuring a walk-in shower, soaking tub, heated floors and rich cabinetry. Bedroom four offers its own private ensuite bath, captivating views and direct access to a waterside deck—an ideal retreat for family or overnight guests. Outdoor living is equally appealing, with an in-ground swimming pool, patio, waterside deck and private pier providing numerous ways to enjoy the setting. Significant improvements include two HVAC systems installed in 2016, a new roof in 2018, a new septic system in 2021, and a new well in 2023. With more than three acres of privacy, generous gathering spaces inside and out, and the water as its backdrop, this remarkable property captures the essence of Eastern Shore waterfront living.

4 Beds ⋅ 4 Baths

Set on more than three acres, this distinctive waterfront residence offers over 3,400 square feet of living space, sweeping water views and beautiful sunrises. From the moment you enter, the view draws you through the home to the spacious family room, where a soaring cathedral ceiling and dramatic Palladian window frame the water like a work of art. Beautiful random-width white oak hardwood floors, crown molding and thoughtful architectural details add warmth and character throughout. The bright gourmet kitchen is designed for both everyday living and entertaining, with two ovens, stainless steel appliances, quartz countertops, abundant cabinetry and workspace, a pantry, and generous table space. Nearby, the separate dining room is accented by a gorgeous crystal chandelier, creating an elegant setting for holiday dinners and larger gatherings. The main-level primary suite is a private retreat overlooking the water, complete with an expansive dressing room and luxurious bath featuring a walk-in shower, soaking tub, heated floors and rich cabinetry. Bedroom four offers its own private ensuite bath, captivating views and direct access to a waterside deck—an ideal retreat for family or overnight guests. Outdoor living is equally appealing, with an in-ground swimming pool, patio, waterside deck and private pier providing numerous ways to enjoy the setting. Significant improvements include two HVAC systems installed in 2016, a new roof in 2018, a new septic system in 2021, and a new well in 2023. With more than three acres of privacy, generous gathering spaces inside and out, and the water as its backdrop, this remarkable property captures the essence of Eastern Shore waterfront living.

104 Mariners Cir, Stevensville

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

$469,990

Coming soon to Gannon Range at 8700 Harper Way in Easton, MD, the popular Hayden is a contemporary 2,511-square-foot, two-story home with five bedrooms, including one on the first floor, three full bathrooms, a flex room, loft, and two-car garage. The welcoming foyer offers two coat closets and guest space. A light-filled front flex room serves as an office or den, while the gourmet kitchen features white cabinetry, granite countertops, a corner pantry, and a seating island with sink. The kitchen’s eat-in dining area opens to the spacious great room. Down the hall are a sizeable secondary bedroom and full bathroom. Upstairs, the owner’s suite includes a spacious bedroom, walk-in closet, and oversized bathroom with linen and toilet closets and a walk-in shower. Three large bedrooms, an open loft, a double-vanity secondary bathroom with linen closet, a nearby laundry room, and a hall linen closet complete the floor. A fully sodded, landscaped, and irrigated lawn, white window blinds, and an innovative Smart Home® package offer peace of mind in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

5 Beds ⋅ 3 Baths

Coming soon to Gannon Range at 8700 Harper Way in Easton, MD, the popular Hayden is a contemporary 2,511-square-foot, two-story home with five bedrooms, including one on the first floor, three full bathrooms, a flex room, loft, and two-car garage. The welcoming foyer offers two coat closets and guest space. A light-filled front flex room serves as an office or den, while the gourmet kitchen features white cabinetry, granite countertops, a corner pantry, and a seating island with sink. The kitchen’s eat-in dining area opens to the spacious great room. Down the hall are a sizeable secondary bedroom and full bathroom. Upstairs, the owner’s suite includes a spacious bedroom, walk-in closet, and oversized bathroom with linen and toilet closets and a walk-in shower. Three large bedrooms, an open loft, a double-vanity secondary bathroom with linen closet, a nearby laundry room, and a hall linen closet complete the floor. A fully sodded, landscaped, and irrigated lawn, white window blinds, and an innovative Smart Home® package offer peace of mind in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

8700 Harper Way, Easton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

$549,900

Seller of 211 Pathfinder is offering up to $18,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Better than new and built in 2025, this beautifully appointed home sits on a quiet premium lot backing to woods and the community pond. Offering nearly 2,000 square feet of living space, three bedrooms, and two full baths, it pairs modern finishes with a peaceful setting. The kitchen features an expansive island, quartz countertops, subway tile backsplash, stainless steel appliances, and a walk-in pantry, with plenty of room for everyday meals and entertaining. Luxury vinyl plank flooring flows throughout the main living spaces. The primary suite offers a tray ceiling, walk-in closet, and spacious en suite bath with a double vanity and walk-in shower. A dedicated laundry room with a high-efficiency washer and dryer and a spacious garage add everyday convenience. Outside, the fully fenced backyard thoughtfully combines vinyl fencing along the sides for privacy with aluminum fencing across the rear to preserve the wooded and pond views. Located in a community across from the Chesapeake Bay Environmental Center, this move-in-ready home offers a beautiful place to settle in and enjoy life on the Shore.

3 Beds ⋅ 2 Baths

Seller of 211 Pathfinder is offering up to $18,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Better than new and built in 2025, this beautifully appointed home sits on a quiet premium lot backing to woods and the community pond. Offering nearly 2,000 square feet of living space, three bedrooms, and two full baths, it pairs modern finishes with a peaceful setting. The kitchen features an expansive island, quartz countertops, subway tile backsplash, stainless steel appliances, and a walk-in pantry, with plenty of room for everyday meals and entertaining. Luxury vinyl plank flooring flows throughout the main living spaces. The primary suite offers a tray ceiling, walk-in closet, and spacious en suite bath with a double vanity and walk-in shower. A dedicated laundry room with a high-efficiency washer and dryer and a spacious garage add everyday convenience. Outside, the fully fenced backyard thoughtfully combines vinyl fencing along the sides for privacy with aluminum fencing across the rear to preserve the wooded and pond views. Located in a community across from the Chesapeake Bay Environmental Center, this move-in-ready home offers a beautiful place to settle in and enjoy life on the Shore.

211 Pathfinder Cir, Grasonville

Listing courtesy of Samson Properties. Contact:

$1,300,000

Wye River Waterfront Living at Its Best! If you love boating, fishing, crabbing, and being on the water, this Cape Cod-style home on the Wye River may be just what you have been waiting for. Situated on 1.46 private acres with more than 250 feet of waterfront, this property offers a peaceful setting surrounded by mature trees, beautiful landscaping, and plenty of privacy. The Wye River is well known for its excellent boating, fishing, and crabbing, along with its deep water that makes it especially appealing to boaters. Whether you are looking for a full-time residence, a second home, or an investment opportunity, this property offers tremendous possibilities. Enjoy the outdoors from the private screened porch, the perfect place to relax, entertain, and take in the peaceful surroundings. Inside, the home offers four bedrooms and two and a half baths, with generously sized rooms throughout. The first-floor primary suite provides the convenience of one-level living and makes the home well suited for those looking to remain in the home long term. Upstairs are three spacious bedrooms and a full bath, providing plenty of room for family and guests. The light-filled family room features a beautiful fireplace and offers a comfortable space for both relaxing and entertaining. A separate game room provides even more flexibility for gatherings, hobbies, or recreation. Recent improvements include new flooring, a new septic system, and a new roof, giving you a great foundation to add your own personal touches. The property also offers excellent versatility. It could potentially be used as a second home or rental property, and the layout lends itself to possibilities such as an in-law suite or caretaker accommodations, depending on your needs and applicable approvals. With its private setting, mature trees, extensive waterfront, deep-water boating potential, and flexible floor plan, this four-bedroom Cape Cod with a two-car-plus garage is a rare opportunity to enjoy the Wye River lifestyle. Bring your boat, fishing gear, crab pots, and your vision—and make this special waterfront property your own!

4 Beds ⋅ 3 Baths

Wye River Waterfront Living at Its Best! If you love boating, fishing, crabbing, and being on the water, this Cape Cod-style home on the Wye River may be just what you have been waiting for. Situated on 1.46 private acres with more than 250 feet of waterfront, this property offers a peaceful setting surrounded by mature trees, beautiful landscaping, and plenty of privacy. The Wye River is well known for its excellent boating, fishing, and crabbing, along with its deep water that makes it especially appealing to boaters. Whether you are looking for a full-time residence, a second home, or an investment opportunity, this property offers tremendous possibilities. Enjoy the outdoors from the private screened porch, the perfect place to relax, entertain, and take in the peaceful surroundings. Inside, the home offers four bedrooms and two and a half baths, with generously sized rooms throughout. The first-floor primary suite provides the convenience of one-level living and makes the home well suited for those looking to remain in the home long term. Upstairs are three spacious bedrooms and a full bath, providing plenty of room for family and guests. The light-filled family room features a beautiful fireplace and offers a comfortable space for both relaxing and entertaining. A separate game room provides even more flexibility for gatherings, hobbies, or recreation. Recent improvements include new flooring, a new septic system, and a new roof, giving you a great foundation to add your own personal touches. The property also offers excellent versatility. It could potentially be used as a second home or rental property, and the layout lends itself to possibilities such as an in-law suite or caretaker accommodations, depending on your needs and applicable approvals. With its private setting, mature trees, extensive waterfront, deep-water boating potential, and flexible floor plan, this four-bedroom Cape Cod with a two-car-plus garage is a rare opportunity to enjoy the Wye River lifestyle. Bring your boat, fishing gear, crab pots, and your vision—and make this special waterfront property your own!

117 River Run, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$725,000

Welcome home to this sanctuary that beautifully blends modern comfort with warm Eastern Shore charm. Nestled at the end of a quiet cul-de-sac in the desirable Willow Branch East community, this property offers a sprawling 1.61-acre lot with * 5 BEDROOMS * A welcoming front porch leads into a dramatic two-story open foyer featuring an elegant staircase. The main level boasts a bright, flexible formal dining room or home office and a spacious living room. At the heart of the home is a spacious kitchen fully equipped with Silestone countertops, 42" Maple Toffee cabinetry, and brand-new stainless steel appliances, plus a generous keeping room perfect for large gatherings. Transition effortlessly through the cozy family/sunroom—complete with a stylish barn door—to the rear stone paver patio for seamless indoor-outdoor entertaining. Upstairs, the private primary suite serves as a true sanctuary, showcasing a spacious sitting room and a spa-like en-suite bath with a jetted soaking tub. Four additional bedrooms and a full hall bath provide ample space for family and guests. Premium Andersen windows flood the home with natural light, while upgrades like a Rinnai tankless water heater, reverse osmosis, a water softener, and recent two-zone heat pumps (2023 & 2025) ensure modern comfort. Bonus feature: Light up the neighborhood effortlessly with a built-in, interior holiday light switch wired directly to the front elevation!! Located just minutes from historic Centreville, enjoy peaceful, private living with convenient commuter access to Route 301, Annapolis, Easton, and the Chesapeake Bay Bridge.

5 Beds ⋅ 3 Baths

Welcome home to this sanctuary that beautifully blends modern comfort with warm Eastern Shore charm. Nestled at the end of a quiet cul-de-sac in the desirable Willow Branch East community, this property offers a sprawling 1.61-acre lot with * 5 BEDROOMS * A welcoming front porch leads into a dramatic two-story open foyer featuring an elegant staircase. The main level boasts a bright, flexible formal dining room or home office and a spacious living room. At the heart of the home is a spacious kitchen fully equipped with Silestone countertops, 42" Maple Toffee cabinetry, and brand-new stainless steel appliances, plus a generous keeping room perfect for large gatherings. Transition effortlessly through the cozy family/sunroom—complete with a stylish barn door—to the rear stone paver patio for seamless indoor-outdoor entertaining. Upstairs, the private primary suite serves as a true sanctuary, showcasing a spacious sitting room and a spa-like en-suite bath with a jetted soaking tub. Four additional bedrooms and a full hall bath provide ample space for family and guests. Premium Andersen windows flood the home with natural light, while upgrades like a Rinnai tankless water heater, reverse osmosis, a water softener, and recent two-zone heat pumps (2023 & 2025) ensure modern comfort. Bonus feature: Light up the neighborhood effortlessly with a built-in, interior holiday light switch wired directly to the front elevation!! Located just minutes from historic Centreville, enjoy peaceful, private living with convenient commuter access to Route 301, Annapolis, Easton, and the Chesapeake Bay Bridge.

153 White Tail Ct, Centreville

Listing courtesy of Long & Foster Real Estate, Inc.. 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!

3 Beds ⋅ 3 Baths

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:

$1,495,000

Some homes are simply places to live. This is a lifestyle. Welcome to 228 Prospect Bay Dr W, an exceptionally maintained and thoughtfully updated home where beautiful water views, resort-style outdoor living, and the coveted Prospect Bay community come together in one unforgettable property. From the moment you arrive, the setting makes an impression. Mature landscaping, a gracious exterior and glimpses of the water create a sense of arrival that feels distinctly Eastern Shore. Step inside and you’ll quickly see that this home has been meticulously cared for and intentionally improved, blending timeless coastal character with sophisticated, modern updates. Hardwood floors extend throughout both levels, while custom trim work, designer wall treatments, updated lighting and carefully selected finishes give each space its own personality. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring new countertops and backsplash, an enhanced island with additional storage, pull-out cabinetry and under-cabinet lighting. Just beyond, the sunroom provides a light-filled retreat overlooking the pool and outdoor living spaces. Formal living and dining areas offer an elevated place to gather, while the family room centers around a striking shiplap accent wall, electric fireplace and quartz hearth. Upstairs, the primary suite feels like a private escape, complete with water views, a masonry fireplace, expanded custom closet and beautifully remodeled spa-like bath with a tiled shower, marble seat, soaking tub and dual vanities. Three additional bedrooms and a well-appointed guest bath provide plenty of room for family and guests, while the bonus space over the garage offers flexibility for an office, studio, additional sleeping space or storage. Outside is where the Prospect Bay lifestyle truly comes alive. The backyard has been transformed into a private resort with a large inground pool, extensive hardscaping, Trex decking, hot tub, pergola and lush landscaping, all surrounded by mature trees for privacy. Steps from the pool, the charming separate guest house creates an incredible space for extended stays, offering its own bedroom, full bath, kitchenette and living area. And while the beauty of this home is immediately apparent, what sets it apart is the level of care behind the scenes. Major improvements include a new roof and gutters in 2024, three high-efficiency heat pumps in 2023, an encapsulated crawlspace in 2023, generator hookup, upgraded electrical service, repaved driveway, updated garage, new washer and dryer in 2026, fresh paint and new landscaping in 2026, along with extensive improvements throughout the kitchen, bathrooms, lighting, flooring, trim and outdoor spaces. All of this is set within Prospect Bay, one of the Eastern Shore’s most sought-after golf course communities, where residents enjoy an 18-hole golf course, clubhouse with restaurant and bar, driving range, tennis and pickleball, community pool, playground, private boat launch and more. Spend summer afternoons by your pool, host friends in the guest house, enjoy quiet mornings overlooking the water, play a round of golf, or launch the boat and spend the day exploring the Eastern Shore. 228 Prospect Bay Dr W isn’t simply a beautifully updated home, it’s the opportunity to live the Prospect Bay lifestyle every single day.

5 Beds ⋅ 4 Baths

Some homes are simply places to live. This is a lifestyle. Welcome to 228 Prospect Bay Dr W, an exceptionally maintained and thoughtfully updated home where beautiful water views, resort-style outdoor living, and the coveted Prospect Bay community come together in one unforgettable property. From the moment you arrive, the setting makes an impression. Mature landscaping, a gracious exterior and glimpses of the water create a sense of arrival that feels distinctly Eastern Shore. Step inside and you’ll quickly see that this home has been meticulously cared for and intentionally improved, blending timeless coastal character with sophisticated, modern updates. Hardwood floors extend throughout both levels, while custom trim work, designer wall treatments, updated lighting and carefully selected finishes give each space its own personality. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring new countertops and backsplash, an enhanced island with additional storage, pull-out cabinetry and under-cabinet lighting. Just beyond, the sunroom provides a light-filled retreat overlooking the pool and outdoor living spaces. Formal living and dining areas offer an elevated place to gather, while the family room centers around a striking shiplap accent wall, electric fireplace and quartz hearth. Upstairs, the primary suite feels like a private escape, complete with water views, a masonry fireplace, expanded custom closet and beautifully remodeled spa-like bath with a tiled shower, marble seat, soaking tub and dual vanities. Three additional bedrooms and a well-appointed guest bath provide plenty of room for family and guests, while the bonus space over the garage offers flexibility for an office, studio, additional sleeping space or storage. Outside is where the Prospect Bay lifestyle truly comes alive. The backyard has been transformed into a private resort with a large inground pool, extensive hardscaping, Trex decking, hot tub, pergola and lush landscaping, all surrounded by mature trees for privacy. Steps from the pool, the charming separate guest house creates an incredible space for extended stays, offering its own bedroom, full bath, kitchenette and living area. And while the beauty of this home is immediately apparent, what sets it apart is the level of care behind the scenes. Major improvements include a new roof and gutters in 2024, three high-efficiency heat pumps in 2023, an encapsulated crawlspace in 2023, generator hookup, upgraded electrical service, repaved driveway, updated garage, new washer and dryer in 2026, fresh paint and new landscaping in 2026, along with extensive improvements throughout the kitchen, bathrooms, lighting, flooring, trim and outdoor spaces. All of this is set within Prospect Bay, one of the Eastern Shore’s most sought-after golf course communities, where residents enjoy an 18-hole golf course, clubhouse with restaurant and bar, driving range, tennis and pickleball, community pool, playground, private boat launch and more. Spend summer afternoons by your pool, host friends in the guest house, enjoy quiet mornings overlooking the water, play a round of golf, or launch the boat and spend the day exploring the Eastern Shore. 228 Prospect Bay Dr W isn’t simply a beautifully updated home, it’s the opportunity to live the Prospect Bay lifestyle every single day.

228 Prospect Bay Dr W, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

$485,000

This house comes with a REDUCED RATE! This seller-paid rate buydown lowers the buyer’s interest rate and monthly mortgage payment on a 30-year loan. Unlike a traditional 2/1 buydown, which provides a temporary payment reduction, this rate buydown offers a reduced interest rate for the full 30-year loan term. Terms and conditions apply. See disclosures for details. Welcome to this beautifully updated 4-bedroom, 2.5-bath home tucked away in a private, tree-lined setting just minutes from Easton. The home offers a spacious living room, dining area, kitchen with breakfast bar and large pantry, plus a separate family room with fireplace and an enclosed porch with pellet stove. The generous primary suite features custom built-ins, and the oversized two-car garage includes an additional bar/game room. Numerous improvements include renovated bathrooms, fresh paint and trim, new fixtures, dishwasher, front and porch doors, newer roof and windows, water softener, and new HVAC motors for both units. The crawl space has been encapsulated and the support beam replaced. Enjoy the completely transformed backyard, along with extensive tree work and stump removal throughout the property. Offering space, privacy, and numerous improvements, all conveniently located near town without town taxes!

4 Beds ⋅ 3 Baths

This house comes with a REDUCED RATE! This seller-paid rate buydown lowers the buyer’s interest rate and monthly mortgage payment on a 30-year loan. Unlike a traditional 2/1 buydown, which provides a temporary payment reduction, this rate buydown offers a reduced interest rate for the full 30-year loan term. Terms and conditions apply. See disclosures for details. Welcome to this beautifully updated 4-bedroom, 2.5-bath home tucked away in a private, tree-lined setting just minutes from Easton. The home offers a spacious living room, dining area, kitchen with breakfast bar and large pantry, plus a separate family room with fireplace and an enclosed porch with pellet stove. The generous primary suite features custom built-ins, and the oversized two-car garage includes an additional bar/game room. Numerous improvements include renovated bathrooms, fresh paint and trim, new fixtures, dishwasher, front and porch doors, newer roof and windows, water softener, and new HVAC motors for both units. The crawl space has been encapsulated and the support beam replaced. Enjoy the completely transformed backyard, along with extensive tree work and stump removal throughout the property. Offering space, privacy, and numerous improvements, all conveniently located near town without town taxes!

29349 Woodridge Dr, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$465,000

Welcome home to this 3-bedroom, 2-bath home situated on .75 acres along a peaceful road backing to mature trees and farmland. Inside, you'll find an inviting open kitchen and living area featuring a charming brick wood-burning fireplace, creating a warm and comfortable gathering space. Step outside to the oversized back deck, perfect for entertaining, relaxing, or enjoying the private country setting. The backyard is ready for summer with a fenced 18' x 36' in-ground saltwater pool, offering plenty of space for outdoor fun and gatherings. Adding even more versatility to the property is the 30' x 40' detached garage, approximately five years old, complete with a half bath and 220V electrical service for electric vehicle charging—ideal for vehicles, hobbies, a workshop, or additional storage. Recent updates include a new heat pump in 2026, new furnace in 2025 and roof 5 years old. With plenty of outdoor space, a pool, an impressive detached garage, and peaceful views, this property offers a great combination of comfort, functionality, and country living.

3 Beds ⋅ 2 Baths

Welcome home to this 3-bedroom, 2-bath home situated on .75 acres along a peaceful road backing to mature trees and farmland. Inside, you'll find an inviting open kitchen and living area featuring a charming brick wood-burning fireplace, creating a warm and comfortable gathering space. Step outside to the oversized back deck, perfect for entertaining, relaxing, or enjoying the private country setting. The backyard is ready for summer with a fenced 18' x 36' in-ground saltwater pool, offering plenty of space for outdoor fun and gatherings. Adding even more versatility to the property is the 30' x 40' detached garage, approximately five years old, complete with a half bath and 220V electrical service for electric vehicle charging—ideal for vehicles, hobbies, a workshop, or additional storage. Recent updates include a new heat pump in 2026, new furnace in 2025 and roof 5 years old. With plenty of outdoor space, a pool, an impressive detached garage, and peaceful views, this property offers a great combination of comfort, functionality, and country living.

515 Baxter Rd, Sudlersville

Listing courtesy of Benson & Mangold, LLC. Contact:

$779,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2843, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$744,900

Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, electric fireplace, and dry bar glass cabinetry. The sophisticated open-concept design seamlessly connects the spacious living room, gracious dining area, and chef-inspired kitchen, creating an inviting setting for entertaining or simply relaxing. Beyond the residence, Four Seasons at Kent Island offers an exceptional resort-style lifestyle. Enjoy the heated indoor and outdoor pools, scenic Chester River walking trails just steps from the property, and a vibrant Clubhouse featuring fitness and exercise classes, pickleball, tennis and bocce courts. wellness lectures, mahjong and other board games, numerous social gatherings, and an array of activities designed to bring neighbors together. With the ease of low-maintenance condo living, beautiful waterfront surroundings, convenient access to local marinas, and easy connectivity to the Bay Bridge and points beyond, this penthouse captures the very best of the Eastern Shore lifestyle—elevated, effortless, and truly exceptional

2 Beds ⋅ 3 Baths

Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, electric fireplace, and dry bar glass cabinetry. The sophisticated open-concept design seamlessly connects the spacious living room, gracious dining area, and chef-inspired kitchen, creating an inviting setting for entertaining or simply relaxing. Beyond the residence, Four Seasons at Kent Island offers an exceptional resort-style lifestyle. Enjoy the heated indoor and outdoor pools, scenic Chester River walking trails just steps from the property, and a vibrant Clubhouse featuring fitness and exercise classes, pickleball, tennis and bocce courts. wellness lectures, mahjong and other board games, numerous social gatherings, and an array of activities designed to bring neighbors together. With the ease of low-maintenance condo living, beautiful waterfront surroundings, convenient access to local marinas, and easy connectivity to the Bay Bridge and points beyond, this penthouse captures the very best of the Eastern Shore lifestyle—elevated, effortless, and truly exceptional

111 Marshgrass Way Unit 43, Chester

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

$45,000

Buyers and agents may walk the property at their own risk. Do not enter neighboring properties. Listing agent approval is required before any soil testing, digging, staking, or other invasive activity.

Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$305,000

107 Lee Rd is a one-story Chester home with a streamlined layout and a fully fenced backyard. The kitchen provides ample counter space, white cabinetry, a refrigerator, a range, and a nearby utility nook. The main living area has windows and an open connection to the kitchen, creating flexible space for dining and everyday use. The primary bedroom includes two windows and closet storage, while the bathroom has a vanity and a tub-shower combination. A dedicated laundry area includes a washer and dryer. The broad backyard contains a storage shed, completing this residence with practical interior organization and useful outdoor storage.

3 Beds ⋅ 1 Baths

107 Lee Rd is a one-story Chester home with a streamlined layout and a fully fenced backyard. The kitchen provides ample counter space, white cabinetry, a refrigerator, a range, and a nearby utility nook. The main living area has windows and an open connection to the kitchen, creating flexible space for dining and everyday use. The primary bedroom includes two windows and closet storage, while the bathroom has a vanity and a tub-shower combination. A dedicated laundry area includes a washer and dryer. The broad backyard contains a storage shed, completing this residence with practical interior organization and useful outdoor storage.

107 Lee Rd, Chester

Listing courtesy of Open Door Brokerage, LLC. Contact:

$340,000

Great opportunity in Easton! This spacious 4-bedroom, 2-bath rancher offers nearly 2,000 square feet of comfortable one-level living on approximately half an acre. The inviting floor plan features a generously sized kitchen with quartz countertops, ample cabinetry, a large pantry and plenty of space for everyday living and entertaining. The primary bedroom offers a vaulted ceiling, skylight, huge walk-in closet and private full bath with custom shower. Three additional bedrooms provide flexibility for family, guests or a home office. Outside, enjoy the spacious yard, patio/deck area and storage shed. The attached one-car garage provides additional storage and convenience. Ideally located with easy access to Easton, shopping, dining, St. Michaels, airport, new hospital and golf course! A wonderful opportunity to enjoy space, comfort and one-level living just minutes from all that Easton has to offer!

4 Beds ⋅ 2 Baths

Great opportunity in Easton! This spacious 4-bedroom, 2-bath rancher offers nearly 2,000 square feet of comfortable one-level living on approximately half an acre. The inviting floor plan features a generously sized kitchen with quartz countertops, ample cabinetry, a large pantry and plenty of space for everyday living and entertaining. The primary bedroom offers a vaulted ceiling, skylight, huge walk-in closet and private full bath with custom shower. Three additional bedrooms provide flexibility for family, guests or a home office. Outside, enjoy the spacious yard, patio/deck area and storage shed. The attached one-car garage provides additional storage and convenience. Ideally located with easy access to Easton, shopping, dining, St. Michaels, airport, new hospital and golf course! A wonderful opportunity to enjoy space, comfort and one-level living just minutes from all that Easton has to offer!

10225 Ocean Gtwy, Easton

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

$699,900

Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping, restaurants, healthcare, parks, and the area's arts and entertainment. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River. The combination of main-level living, flexible guest space, community amenities, and a convenient Easton location makes this home well suited for both full-time and part-time living.

3 Beds ⋅ 3 Baths

Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping, restaurants, healthcare, parks, and the area's arts and entertainment. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River. The combination of main-level living, flexible guest space, community amenities, and a convenient Easton location makes this home well suited for both full-time and part-time living.

8082 Easton Village Dr, Easton

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

$499,000

Embrace an effortless coastal lifestyle in the heart of Oxford, where days are shaped by the water and some of the town’s most beloved destinations are just a short stroll from home. Ideally located near beach access, waterfront dining, marinas, tennis and pickleball courts, and a local church, this beautifully refreshed cottage offers a rare combination of walkability, privacy, and Eastern Shore charm. Set on a generous 16,988+/- square foot lot, the 1,200+/- square foot, two bedroom, two full bath residence has been thoughtfully updated with a fresh coastal sensibility. The remodeled kitchen features new stainless steel appliances, while renovated baths, new luxury vinyl plank flooring throughout, windows and doors, custom window treatments, and efficient ductless heating and cooling create a polished, comfortable interior designed for easy living. A wooden deck extends the living space outdoors, providing a relaxed setting for morning coffee, meals with friends and family, and evening relaxation after a day on the water. The grounds offer room to entertain and enjoy the outdoors, complemented by ample parking and a two story outbuilding with electricity, offering potential with exceptional storage and versatility. Additional improvements include a new hot water heater and French drain installation, while affordable utility costs add to the home’s low maintenance appeal. A history of short term rental income provides additional flexibility for buyers seeking a coastal retreat with income potential. What truly distinguishes this property is its location. From 705 S. Morris Street, the waterfront lifestyle of Oxford is within easy reach. Walk to the beach, stroll to enjoy dinner overlooking the river, head to the marina for an afternoon on the Chesapeake, or spend the morning on the tennis and pickleball courts and many walking paths. Situated in sought after Talbot County, Oxford offers the understated elegance and slower pace that have long made Maryland’s Eastern Shore a coveted destination. Conveniently positioned between Washington, D.C. and the Atlantic Ocean, this inviting cottage presents an opportunity to enjoy a refined yet relaxed coastal escape in one of the Shore’s most charming waterfront towns.

2 Beds ⋅ 2 Baths

Embrace an effortless coastal lifestyle in the heart of Oxford, where days are shaped by the water and some of the town’s most beloved destinations are just a short stroll from home. Ideally located near beach access, waterfront dining, marinas, tennis and pickleball courts, and a local church, this beautifully refreshed cottage offers a rare combination of walkability, privacy, and Eastern Shore charm. Set on a generous 16,988+/- square foot lot, the 1,200+/- square foot, two bedroom, two full bath residence has been thoughtfully updated with a fresh coastal sensibility. The remodeled kitchen features new stainless steel appliances, while renovated baths, new luxury vinyl plank flooring throughout, windows and doors, custom window treatments, and efficient ductless heating and cooling create a polished, comfortable interior designed for easy living. A wooden deck extends the living space outdoors, providing a relaxed setting for morning coffee, meals with friends and family, and evening relaxation after a day on the water. The grounds offer room to entertain and enjoy the outdoors, complemented by ample parking and a two story outbuilding with electricity, offering potential with exceptional storage and versatility. Additional improvements include a new hot water heater and French drain installation, while affordable utility costs add to the home’s low maintenance appeal. A history of short term rental income provides additional flexibility for buyers seeking a coastal retreat with income potential. What truly distinguishes this property is its location. From 705 S. Morris Street, the waterfront lifestyle of Oxford is within easy reach. Walk to the beach, stroll to enjoy dinner overlooking the river, head to the marina for an afternoon on the Chesapeake, or spend the morning on the tennis and pickleball courts and many walking paths. Situated in sought after Talbot County, Oxford offers the understated elegance and slower pace that have long made Maryland’s Eastern Shore a coveted destination. Conveniently positioned between Washington, D.C. and the Atlantic Ocean, this inviting cottage presents an opportunity to enjoy a refined yet relaxed coastal escape in one of the Shore’s most charming waterfront towns.

705 S Morris St, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

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