$2,750,000 This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest. 4 Beds ⋅ 3 Baths This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest. 7543 Bozman Neavitt Rd, Bozman Listing courtesy of Benson & Mangold, LLC. Contact:
$365,000 Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer. 4 Beds ⋅ 3 Baths Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer. 408 Crowberry Cir, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$2,750,000 This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest. 4 Beds ⋅ 3 Baths This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest. 7543 Bozman Neavitt Rd, Bozman Listing courtesy of Benson & Mangold, LLC. Contact:
$157,900 Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened up to create a spacious layout that's ideal for entertaining, while the sunroom addition provides extra living space and abundant natural light. This property needs renovation and is being offered as a project for investors, flippers, or owner-occupants looking to build equity through improvements. With significant redevelopment activity nearby, including new residential and commercial projects, the location offers excellent long-term potential. Whether you're looking for your next fix-and-flip, a value-add rental property, or a home to customize to your own taste, this property presents a unique opportunity. Due to its condition, the home will not qualify for conventional financing. Cash, hard money, or renovation financing will be required. Sold as-is. Bring your vision and unlock this property's potential! 2 Beds ⋅ 1 Baths Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened up to create a spacious layout that's ideal for entertaining, while the sunroom addition provides extra living space and abundant natural light. This property needs renovation and is being offered as a project for investors, flippers, or owner-occupants looking to build equity through improvements. With significant redevelopment activity nearby, including new residential and commercial projects, the location offers excellent long-term potential. Whether you're looking for your next fix-and-flip, a value-add rental property, or a home to customize to your own taste, this property presents a unique opportunity. Due to its condition, the home will not qualify for conventional financing. Cash, hard money, or renovation financing will be required. Sold as-is. Bring your vision and unlock this property's potential! 9604 Cordova Rd, Easton Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$719,990 Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements. 4 Beds ⋅ 3 Baths Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements. 0000 Quiet Hollow Ct, Wye Mills Listing courtesy of Koch Realty, Inc.. Contact:
$694,900 This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: NEW HVAC, hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods. 3 Beds ⋅ 3 Baths This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: NEW HVAC, hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods. 28288 Hemmersley St, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$159,000 Motivated Seller! Oxford Lot in the heart of town in the Historic District. Lot size .20 acre +/-. Build your ideal home. A few blocks to Town Creek and Tree Avon River, restaurants, ferry dock, park, town market and more. Buyers to perform own feasibility study and due diligence for intended use. You may contact the town of Oxford Planning and Zoning. Motivated Seller! Oxford Lot in the heart of town in the Historic District. Lot size .20 acre +/-. Build your ideal home. A few blocks to Town Creek and Tree Avon River, restaurants, ferry dock, park, town market and more. Buyers to perform own feasibility study and due diligence for intended use. You may contact the town of Oxford Planning and Zoning. 105 Tilghman St, Oxford Listing courtesy of Benson & Mangold, LLC. Contact:
$995,000 This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities. 4 Beds ⋅ 3 Baths This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities. 109 W Marengo St, Saint Michaels Listing courtesy of Benson & Mangold, LLC. Contact:
$784,990 FOR A LIMITED TIME: Now offering an incredible $30,000 builder incentive (up from $20,000) when using our preferred lender and title company! Apply these funds toward a mortgage rate buy-down to lower your monthly payments from day one, plus significantly reduce your out-of-pocket settlemenrt expenses at closing. One of the most architecturally prestigious new homes, the magnificent Dover model exceptionaly blends grand scale with sophisticated design, premium finishes, and undeniable curb apeal. This spectacular property sets a new standard for luxury living. Dramatic foyer highlighted by a stunning dual staircase, A massive great room built for luxurious entertainment and everday living. An elegant private office and a separate lifestyle room to customize for your own needs (gym, playroom, den) Designed with ultimate flexibility in mind, this home offers the rare opportunity to expand to a 6-bedroom upper level layout, complete with an additional full bath. Rare new construction opportunity in a serene Eastern Shore community! Situated on expansive homesites up to1.19 acres offering unparalled peace and quiet. Minutes from Wye Landing and the scenic Wye River, providing easy access the the waterfront lifestyle. Build your dream retreat here. - Purchase for limited time and receive $20,000 in closing cost assistance with the use of a Koch Home preferred lender and title company. Photos uses in this listing represent a completed version of the same floor plan in another community. They are intended to demonstrate the exceptional layout, architectural beauty, and available high-end options from the builder. Other fee noted in listing is a quarterly fee to Talbot County who is responsible for the operation, maintenace, and engineering of the shared public sewer system 5 Beds ⋅ 4 Baths FOR A LIMITED TIME: Now offering an incredible $30,000 builder incentive (up from $20,000) when using our preferred lender and title company! Apply these funds toward a mortgage rate buy-down to lower your monthly payments from day one, plus significantly reduce your out-of-pocket settlemenrt expenses at closing. One of the most architecturally prestigious new homes, the magnificent Dover model exceptionaly blends grand scale with sophisticated design, premium finishes, and undeniable curb apeal. This spectacular property sets a new standard for luxury living. Dramatic foyer highlighted by a stunning dual staircase, A massive great room built for luxurious entertainment and everday living. An elegant private office and a separate lifestyle room to customize for your own needs (gym, playroom, den) Designed with ultimate flexibility in mind, this home offers the rare opportunity to expand to a 6-bedroom upper level layout, complete with an additional full bath. Rare new construction opportunity in a serene Eastern Shore community! Situated on expansive homesites up to1.19 acres offering unparalled peace and quiet. Minutes from Wye Landing and the scenic Wye River, providing easy access the the waterfront lifestyle. Build your dream retreat here. - Purchase for limited time and receive $20,000 in closing cost assistance with the use of a Koch Home preferred lender and title company. Photos uses in this listing represent a completed version of the same floor plan in another community. They are intended to demonstrate the exceptional layout, architectural beauty, and available high-end options from the builder. Other fee noted in listing is a quarterly fee to Talbot County who is responsible for the operation, maintenace, and engineering of the shared public sewer system 0000 Quiet Hollow Ct, Wye Mills Listing courtesy of Koch Realty, Inc.. Contact:
$689,990 MAJOR PRICE/INCENTIVE UPDATE: For a limited time, take advantage of an incredible $30,000 closing cost incentive (previously $20,000) when using our preferred lender. Apply these funds for a mortgage rate buy-down to lower your monthly payment from day one AND reduce your out-of-pocket settlement expenses at closing. Koch Homes Award Winning Madison Model checks all the boxes! A convenient entryway from the garage leads into the kitchen, complete with a closet, a home planning center and spacious pantry. A modern gourmet kitchen with a large island that opens to the great room and dining room create the perfect flow for entertaining or family gatherings. The 1st floor home office offers a fantastic blend of daily functionality and long term flexibility. Standard full basement is a bonus! This to-be-built home has a 3 car garage and morning room option. Spacious homesites nestled within an established tranquil community on Maryland's Eastern Shore will win you over if you crave space, privacy and connecting to the outdoors. Enjoy nearby Wye River where boating, kayaking and waterfront relaxation become part of your everyday routine. Pre-preconstruction pricing . F 13 Premier Lots up to 1 + acres! Images show a completed model elsewhere. Actual finishes & features vary. 4 Beds ⋅ 3 Baths MAJOR PRICE/INCENTIVE UPDATE: For a limited time, take advantage of an incredible $30,000 closing cost incentive (previously $20,000) when using our preferred lender. Apply these funds for a mortgage rate buy-down to lower your monthly payment from day one AND reduce your out-of-pocket settlement expenses at closing. Koch Homes Award Winning Madison Model checks all the boxes! A convenient entryway from the garage leads into the kitchen, complete with a closet, a home planning center and spacious pantry. A modern gourmet kitchen with a large island that opens to the great room and dining room create the perfect flow for entertaining or family gatherings. The 1st floor home office offers a fantastic blend of daily functionality and long term flexibility. Standard full basement is a bonus! This to-be-built home has a 3 car garage and morning room option. Spacious homesites nestled within an established tranquil community on Maryland's Eastern Shore will win you over if you crave space, privacy and connecting to the outdoors. Enjoy nearby Wye River where boating, kayaking and waterfront relaxation become part of your everyday routine. Pre-preconstruction pricing . F 13 Premier Lots up to 1 + acres! Images show a completed model elsewhere. Actual finishes & features vary. 00 Rustling Oaks Dr, Wye Mills Listing courtesy of Koch Realty, Inc.. Contact:
$399,000 Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one! 3 Beds ⋅ 2 Baths Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one! 29739 Penny Ln, Easton Listing courtesy of Meredith Fine Properties. Contact:
$2,249,000 Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied by an open loft overlooking the foyer and living room — could be used as an office space or sitting area. Outdoor spaces are equally impressive. A sprawling rear deck stretches across the back of the home with access from the primary suite, living room, and kitchen, creating effortless indoor-outdoor living. The in-ground pool, mature landscaping, attached 2-car garage, and detached garage/workshop/storage building complete this exceptional waterfront offering. A rare opportunity to enjoy privacy, boating, and timeless architectural style in one of Talbot County’s most desirable waterfront settings. 3 Beds ⋅ 3 Baths Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied by an open loft overlooking the foyer and living room — could be used as an office space or sitting area. Outdoor spaces are equally impressive. A sprawling rear deck stretches across the back of the home with access from the primary suite, living room, and kitchen, creating effortless indoor-outdoor living. The in-ground pool, mature landscaping, attached 2-car garage, and detached garage/workshop/storage building complete this exceptional waterfront offering. A rare opportunity to enjoy privacy, boating, and timeless architectural style in one of Talbot County’s most desirable waterfront settings. 26282 Deep Water Harbor Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$849,000 Rare opportunity to own 7.46 private acres in Easton's exclusive Ashby area, with room for horses, a pool, gardens, or future expansion. This is an opportunity defined by setting, privacy, and potential. A picturesque tree-lined driveway creates a welcoming sense of arrival, leading to a classic French Provincial-style brick residence thoughtfully sited within a serene landscape of mature trees and open space. The setting offers both seclusion and flexibility, with room to reimagine, expand, or simply enjoy the natural surroundings. This well-maintained home features 3 bedrooms and 2.5 baths, with a comfortable single-level layout ready for its next chapter. Whether updated to reflect modern tastes or preserved and enhanced over time, the property presents a compelling opportunity to create a truly special Eastern Shore retreat. With acreage, architectural character, and a sought-after location as its foundation, this offering is ideally suited for those seeking space, privacy, and long-term potential in one of Talbot County’s most desirable areas. Properties like this—held and cared for over decades—are increasingly rare. A unique opportunity to shape your vision in a timeless setting. Welcome to BLEUHAVEN. 3 Beds ⋅ 3 Baths Rare opportunity to own 7.46 private acres in Easton's exclusive Ashby area, with room for horses, a pool, gardens, or future expansion. This is an opportunity defined by setting, privacy, and potential. A picturesque tree-lined driveway creates a welcoming sense of arrival, leading to a classic French Provincial-style brick residence thoughtfully sited within a serene landscape of mature trees and open space. The setting offers both seclusion and flexibility, with room to reimagine, expand, or simply enjoy the natural surroundings. This well-maintained home features 3 bedrooms and 2.5 baths, with a comfortable single-level layout ready for its next chapter. Whether updated to reflect modern tastes or preserved and enhanced over time, the property presents a compelling opportunity to create a truly special Eastern Shore retreat. With acreage, architectural character, and a sought-after location as its foundation, this offering is ideally suited for those seeking space, privacy, and long-term potential in one of Talbot County’s most desirable areas. Properties like this—held and cared for over decades—are increasingly rare. A unique opportunity to shape your vision in a timeless setting. Welcome to BLEUHAVEN. 27663 Goldsborough Neck Rd, Easton Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$349,000 🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more! 3 Beds ⋅ 2 Baths 🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more! 29316 Will St, Easton Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
$385,000 Whether you are looking for a full-time residence, weekend retreat, or investment property, this unit is truly move-in ready. Situated in Martingham community just minutes from St. Michaels, shops, restaurants and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property. Come and enjoy the St. Michaels lifestyle today. 2 Beds ⋅ 3 Baths Whether you are looking for a full-time residence, weekend retreat, or investment property, this unit is truly move-in ready. Situated in Martingham community just minutes from St. Michaels, shops, restaurants and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property. Come and enjoy the St. Michaels lifestyle today. 24700 Deep Water Pt Unit 20, Saint Michaels Listing courtesy of TTR Sotheby's International Realty. Contact:
$725,000 Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach and jetty. More pictures to follow.. 3 Beds ⋅ 3 Baths Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach and jetty. More pictures to follow.. 10554 Miracle House Cir, Claiborne Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:
$5,850,000 Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering. 7 Beds ⋅ 6 Baths Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering. 24390 Deep Neck Farm Ln, Royal Oak Listing courtesy of Benson & Mangold, LLC. Contact:
$719,900 Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss. 4 Beds ⋅ 3 Baths Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss. 28816 Jasper Ln, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$265,000 Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the house to a waterfront building site . . . Listing agent is owner. The house was largely re-wired in the 1980s. In 2009 the windows were rebuilt using mahogany, with salvaged wavy glass, The roof is of unknown age, but is over eighteen years. Seller purchased the property in 2008 for $140,000 and can document over $150,000 on restoration: repointing the brick, restoring the windows, and cornices, installing French drains,, taking down trees, The house was last occupied in 2007. It requires extensive further renovations and the task is not for the faint of heart. The bathroom water pipes froze and burst in 2007 and have not been replaced, but that is not a difficult job. for a plumber. The property is not subject to the covenants and restrictions of Stoney Ridge A former owner removed the wide yellow poplar floorboards from one of the third story bedrooms to create a cathedral ceiling in the room below. Replacing the missing flooring would be an easy job. Despite its condition, the house is worthy of restoration and is just waiting for an old house lover to complete the restoration. Brick portion exterior measures 19' x 33 1/2'. 3 Beds ⋅ 2 Baths Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the house to a waterfront building site . . . Listing agent is owner. The house was largely re-wired in the 1980s. In 2009 the windows were rebuilt using mahogany, with salvaged wavy glass, The roof is of unknown age, but is over eighteen years. Seller purchased the property in 2008 for $140,000 and can document over $150,000 on restoration: repointing the brick, restoring the windows, and cornices, installing French drains,, taking down trees, The house was last occupied in 2007. It requires extensive further renovations and the task is not for the faint of heart. The bathroom water pipes froze and burst in 2007 and have not been replaced, but that is not a difficult job. for a plumber. The property is not subject to the covenants and restrictions of Stoney Ridge A former owner removed the wide yellow poplar floorboards from one of the third story bedrooms to create a cathedral ceiling in the room below. Replacing the missing flooring would be an easy job. Despite its condition, the house is worthy of restoration and is just waiting for an old house lover to complete the restoration. Brick portion exterior measures 19' x 33 1/2'. 7346 Shirley Dr, Easton Listing courtesy of Shoreline Realty. Contact:
$675,000 Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal for everyday living and entertaining. The second floor offers a nice loft / bonus area with fireplace, spacious owners suite with WIC and attached bath, plus a walk-in attic with potential for additional living space. Step outside to your own private retreat featuring a fenced rear yard, in-ground swimming pool, full pool bath with exterior access, and an expansive composite deck with vinyl railing—perfect for summer gatherings. Additional highlights include a new roof in 2025, new water heater April 2026, Polaris pool pimp replaced Fall 2025. attached 2-car garage with workbench. New shower in primary bathroom 2025, Chesapeake Crawl space Nov 2024,. Enjoy peaceful country living while remaining close to downtown amenities. Less than a mile to Kingston Landing – a public boat ramp for easy access to the water. Fence as-is. 3 Beds ⋅ 3 Baths Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal for everyday living and entertaining. The second floor offers a nice loft / bonus area with fireplace, spacious owners suite with WIC and attached bath, plus a walk-in attic with potential for additional living space. Step outside to your own private retreat featuring a fenced rear yard, in-ground swimming pool, full pool bath with exterior access, and an expansive composite deck with vinyl railing—perfect for summer gatherings. Additional highlights include a new roof in 2025, new water heater April 2026, Polaris pool pimp replaced Fall 2025. attached 2-car garage with workbench. New shower in primary bathroom 2025, Chesapeake Crawl space Nov 2024,. Enjoy peaceful country living while remaining close to downtown amenities. Less than a mile to Kingston Landing – a public boat ramp for easy access to the water. Fence as-is. 32930 Oyster Bank Ter, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$465,000 Duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washer/dryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tile/laminate flooring. Each unit also has front porch and a rear kitchen entrance that leads to a shared backyard. On-street parking is available, along with two detached outbuildings/garages accessed from the alley. Heating is oil-fired with separate systems for each unit. Both units are tenant-occupied. Conveniently located near Idlewild Park and Easton’s Rails-to-Trails. Unit 104 is leased month to month, unit 106 is now vacant. Duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washer/dryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tile/laminate flooring. Each unit also has front porch and a rear kitchen entrance that leads to a shared backyard. On-street parking is available, along with two detached outbuildings/garages accessed from the alley. Heating is oil-fired with separate systems for each unit. Both units are tenant-occupied. Conveniently located near Idlewild Park and Easton’s Rails-to-Trails. Unit 104 is leased month to month, unit 106 is now vacant. 104/106 Stewart St, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$725,000 Discover a prime investment opportunity with this 1.991-acre parcel of land featuring direct access to the picturesque Plaindealing Creek. This waterfront property offers significant potential with a perc test approved for a 4-bedroom dwelling. With navigable water access, this land is ideal for activities such as boating, swimming, and kayaking, or for creating a serene retreat, enhancing its appeal to future residents. The combination of land size and water features positions this property as a wonderful opportunity to make your own. Don't miss the chance to secure a valuable asset in a sought-after area. Discover a prime investment opportunity with this 1.991-acre parcel of land featuring direct access to the picturesque Plaindealing Creek. This waterfront property offers significant potential with a perc test approved for a 4-bedroom dwelling. With navigable water access, this land is ideal for activities such as boating, swimming, and kayaking, or for creating a serene retreat, enhancing its appeal to future residents. The combination of land size and water features positions this property as a wonderful opportunity to make your own. Don't miss the chance to secure a valuable asset in a sought-after area. n/s N/S Gosling Ln, Royal Oak Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$598,000 Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity! 3 Beds ⋅ 2 Baths Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity! 204 Lincoln, Saint Michaels Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$699,000 Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing for efficient access to major Mid-Atlantic markets while maintaining the operational advantages of Talbot County’s business-friendly environment. The park is fully improved with public water and sewer, paved access roads, and established infrastructure, eliminating many of the upfront hurdles typically associated with raw land development. On file are conceptual site plans, subdivision options, and architectural concept drawings. Zoned for Business Commercial / Industrial uses, Talbot Commerce Park supports a wide range of uses, including warehouse, distribution, self-storage, flex warehouse buildings, contractor yards, office uses, and more, making this site ideal for both owner-users and developers seeking flexibility in design and execution. The Property is also located within an area targeted for continued economic growth, with proximity to expanding business activity and potential eligibility for enterprise zone incentives, offering tax advantages tied to job creation and capital investment. With increasing demand for well-located industrial land and limited supply of shovel-ready sites in the region, 8992 Mistletoe Drive represents a compelling opportunity to develop immediately or hold for future appreciation within a growing commercial corridor. Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing for efficient access to major Mid-Atlantic markets while maintaining the operational advantages of Talbot County’s business-friendly environment. The park is fully improved with public water and sewer, paved access roads, and established infrastructure, eliminating many of the upfront hurdles typically associated with raw land development. On file are conceptual site plans, subdivision options, and architectural concept drawings. Zoned for Business Commercial / Industrial uses, Talbot Commerce Park supports a wide range of uses, including warehouse, distribution, self-storage, flex warehouse buildings, contractor yards, office uses, and more, making this site ideal for both owner-users and developers seeking flexibility in design and execution. The Property is also located within an area targeted for continued economic growth, with proximity to expanding business activity and potential eligibility for enterprise zone incentives, offering tax advantages tied to job creation and capital investment. With increasing demand for well-located industrial land and limited supply of shovel-ready sites in the region, 8992 Mistletoe Drive represents a compelling opportunity to develop immediately or hold for future appreciation within a growing commercial corridor. 8992 Mistletoe Dr, Easton Listing courtesy of SVN/Miller Commercial Real Estate. Contact:
$759,000 Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom.The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedroom access, 3 car garage and utility shed. Situated in the Chapel School District and 10 minutes to Easton or Centreville and 20 minutes to the Bay Bridge. 4 Beds ⋅ 3 Baths Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom.The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedroom access, 3 car garage and utility shed. Situated in the Chapel School District and 10 minutes to Easton or Centreville and 20 minutes to the Bay Bridge. 29583 Skipton Estates Dr, Cordova Listing courtesy of Benson & Mangold, LLC. Contact:
$498,900 Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel. The layout flows easily into the dining area and kitchen, making it well-suited for both everyday living and entertaining. Offering 4 bedrooms and 2.5 bathrooms, the home also includes a versatile bonus room. Recent updates include a new rear deck, ideal for outdoor dining or relaxing while overlooking the peaceful backyard, as well as a new washer and dryer installed in 2024 and a vapor barrier added in the crawlspace for improved efficiency and maintenance. Additional features include a spacious 2-car garage and a functional layout that offers both comfort and flexibility. Backing to open space and surrounded by a quiet setting, this property delivers a more relaxed pace of living while still being just minutes from Easton’s shops, restaurants, and everyday conveniences. 4 Beds ⋅ 3 Baths Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel. The layout flows easily into the dining area and kitchen, making it well-suited for both everyday living and entertaining. Offering 4 bedrooms and 2.5 bathrooms, the home also includes a versatile bonus room. Recent updates include a new rear deck, ideal for outdoor dining or relaxing while overlooking the peaceful backyard, as well as a new washer and dryer installed in 2024 and a vapor barrier added in the crawlspace for improved efficiency and maintenance. Additional features include a spacious 2-car garage and a functional layout that offers both comfort and flexibility. Backing to open space and surrounded by a quiet setting, this property delivers a more relaxed pace of living while still being just minutes from Easton’s shops, restaurants, and everyday conveniences. 10490 Longwoods Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$3,495,000 Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for entertaining, this exceptional property provides an exquisite lifestyle amid nature and history. 11 Beds ⋅ 11 Baths Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for entertaining, this exceptional property provides an exquisite lifestyle amid nature and history. 11470 Wye Heights Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact:
$5,895,000 Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water. 5 Beds ⋅ 6 Baths Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water. 9170 Hunting Creek Ln, Easton Listing courtesy of TTR Sotheby's International Realty. Contact:
$6,495,000 Irish Creek Waterfront Estate Set along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland’s Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the charming towns of Easton and St. Michaels. Approached by a long, private paved drive, the stately Colonial residence blends timeless architecture with comfortable sophistication, designed for both elegant entertaining and relaxed waterfront living. Inside, refined interiors feature rich hardwood flooring, extensive crown molding, custom built-ins, and four wood-burning fireplaces, creating warm gathering spaces throughout the home. The main level is thoughtfully designed for hosting and everyday living, with gracious formal and informal spaces that flow effortlessly together. A formal dining room, expansive living and family rooms, and a well-appointed kitchen with island and pantry create the perfect setting for gatherings with family and friends. The main-level primary suite offers a peaceful retreat with its own fireplace, walk-in closet, and spa-inspired bath. Upstairs, three additional bedrooms and two full baths comfortably accommodate guests for extended weekends on the Shore. Outdoors, the estate unfolds as a private waterfront retreat designed for unforgettable weekends and celebrations. Spend warm summer days by the Gunite pool and outdoor spa, gather around the built-in fire pit at sunset, or enjoy a friendly match on the bocce court. A tranquil pond and expansive grounds enhance the sense of serenity, while the vaulted three-season porch provides the perfect vantage point for watching boats drift by and taking in the breathtaking evening sunsets over Irish Creek. The property is exceptionally well-suited for hosting, with a charming pool house and a separate two-bedroom guest apartment above the detached four-car side-entry garage—ideal for visiting family, weekend guests, or extended stays. Located in the coveted Royal Oak waterfront community, and within easy reach of Easton, St. Michaels, and the Chesapeake Bay, this extraordinary offering is less than two hours from Washington, D.C., Baltimore, and Philadelphia, making it the perfect luxury retreat for weekend escapes or year-round living on the Eastern Shore. Here, life slows down—boating at sunset, long summer weekends with family and friends, and the timeless beauty of Chesapeake Bay living. 4 Beds ⋅ 5 Baths Irish Creek Waterfront Estate Set along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland’s Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the charming towns of Easton and St. Michaels. Approached by a long, private paved drive, the stately Colonial residence blends timeless architecture with comfortable sophistication, designed for both elegant entertaining and relaxed waterfront living. Inside, refined interiors feature rich hardwood flooring, extensive crown molding, custom built-ins, and four wood-burning fireplaces, creating warm gathering spaces throughout the home. The main level is thoughtfully designed for hosting and everyday living, with gracious formal and informal spaces that flow effortlessly together. A formal dining room, expansive living and family rooms, and a well-appointed kitchen with island and pantry create the perfect setting for gatherings with family and friends. The main-level primary suite offers a peaceful retreat with its own fireplace, walk-in closet, and spa-inspired bath. Upstairs, three additional bedrooms and two full baths comfortably accommodate guests for extended weekends on the Shore. Outdoors, the estate unfolds as a private waterfront retreat designed for unforgettable weekends and celebrations. Spend warm summer days by the Gunite pool and outdoor spa, gather around the built-in fire pit at sunset, or enjoy a friendly match on the bocce court. A tranquil pond and expansive grounds enhance the sense of serenity, while the vaulted three-season porch provides the perfect vantage point for watching boats drift by and taking in the breathtaking evening sunsets over Irish Creek. The property is exceptionally well-suited for hosting, with a charming pool house and a separate two-bedroom guest apartment above the detached four-car side-entry garage—ideal for visiting family, weekend guests, or extended stays. Located in the coveted Royal Oak waterfront community, and within easy reach of Easton, St. Michaels, and the Chesapeake Bay, this extraordinary offering is less than two hours from Washington, D.C., Baltimore, and Philadelphia, making it the perfect luxury retreat for weekend escapes or year-round living on the Eastern Shore. Here, life slows down—boating at sunset, long summer weekends with family and friends, and the timeless beauty of Chesapeake Bay living. 24679 Deep Neck Rd, Royal Oak Listing courtesy of Benson & Mangold, LLC. Contact:
$3,995,000 Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted 4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort and efficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an inviting elegance. Enjoy formal living and dining areas, chef’s kitchen with an island, quartz countertops, and a scenic waterside dining nook for informal meals. The family room, with its soaring cathedral ceilings and gas fireplace, flows through a light-filled hallway with cozy seating, offering direct views of the river. New roof installed in 2026. The main-level primary suite features a cathedral ceiling, built-ins, and a private patio, while its spa-like en-suite includes abundant natural light, a jetted soaking tub, marble accents, and two generous walk-in closets. The home also features a newly encapsulated basement and crawlspace, ensuring a well- maintained environment year-round. The professionally landscaped grounds set the stage for a well-equipped pool house complete with a guest room, kitchenette, sitting area, and bathroom. The outdoor space also boasts an in-ground pool with a spacious patio, outdoor shower, and grill area. A private pier with a boat lift offers approximately 4' +/- MLW, a 300' +/- shoreline, and a private beach. For added convenience, the main house includes attic storage and a storage shed, while the 3-car detached garage features a bonus room—perfect for an office or rec room—with kitchenette. All of this is just a short drive from Easton’s dining, shopping, and airport access. 4 Beds ⋅ 6 Baths Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted 4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort and efficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an inviting elegance. Enjoy formal living and dining areas, chef’s kitchen with an island, quartz countertops, and a scenic waterside dining nook for informal meals. The family room, with its soaring cathedral ceilings and gas fireplace, flows through a light-filled hallway with cozy seating, offering direct views of the river. New roof installed in 2026. The main-level primary suite features a cathedral ceiling, built-ins, and a private patio, while its spa-like en-suite includes abundant natural light, a jetted soaking tub, marble accents, and two generous walk-in closets. The home also features a newly encapsulated basement and crawlspace, ensuring a well- maintained environment year-round. The professionally landscaped grounds set the stage for a well-equipped pool house complete with a guest room, kitchenette, sitting area, and bathroom. The outdoor space also boasts an in-ground pool with a spacious patio, outdoor shower, and grill area. A private pier with a boat lift offers approximately 4' +/- MLW, a 300' +/- shoreline, and a private beach. For added convenience, the main house includes attic storage and a storage shed, while the 3-car detached garage features a bonus room—perfect for an office or rec room—with kitchenette. All of this is just a short drive from Easton’s dining, shopping, and airport access. 27029 Miles River Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact: