89 properties for sale in Bozman

7543 Bozman Neavitt Road
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House · for sale
USD 2,750,000
USD 433/sq.ft
7543 Bozman Neavitt Road
Bozman
· 6,351 sq.ft · 4 Bedrooms · 3 Baths · House
· Office room · Fireplace · Equipped kitchen · Parking · Swimming pool
Bozman · 6,351 sq.ft · 4 Bedrooms · 3 Baths · House · Office room · Fireplace · Equipped kitchen · Parking · Swimming pool
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47 picturesque acres, 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 water
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47 picturesque acres, 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 water
USD 2,750,000
6390 Bozman Neavitt Rd, Neavitt, MD 21652 | MLS #MDTA2013
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House · for sale
USD 449,000
USD 295/sq.ft
6390 Bozman Neavitt Rd, Neavitt, MD 21652 | MLS #MDTA2013
Bozman
· 1,518 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck
Bozman · 1,518 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck
The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+u002F. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garageu002Fshed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a
The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+u002F. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garageu002Fshed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a
USD 449,000
8000 Bozman Neavitt Rd, St. Michaels, MD 21663 | MLS #MDTA2013
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House · for sale
USD 499,000
USD 284/sq.ft
8000 Bozman Neavitt Rd, St. Michaels, MD 21663 | MLS #MDTA2013
Bozman
· 1,755 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Fireplace · Equipped kitchen
Bozman · 1,755 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Fireplace · Equipped kitchen
Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original Crescent Moon shutters and leads into a bright open living room with hardwood floors and exposed wood beams ceilings. A cozy waterside den with a double-sided wood-burning fireplace is the perfect place to unwind. The kitchen offers tile floors and white cabinetry and leads to the dining room—complete with hardwood floors and a built-in barn wood bar overlooking the backyard and the cove beyond. The first-floor primary suite features hardwood floors, a double sided fireplace and a unique en-suite bath with a tubu002Fshower combo. A second full bath and laundry room complete the main level, while two
Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original Crescent Moon shutters and leads into a bright open living room with hardwood floors and exposed wood beams ceilings. A cozy waterside den with a double-sided wood-burning fireplace is the perfect place to unwind. The kitchen offers tile floors and white cabinetry and leads to the dining room—complete with hardwood floors and a built-in barn wood bar overlooking the backyard and the cove beyond. The first-floor primary suite features hardwood floors, a double sided fireplace and a unique en-suite bath with a tubu002Fshower combo. A second full bath and laundry room complete the main level, while two
USD 499,000
8620 Bozman Neavitt Rd, St. Michaels, MD 21663 | MLS #MDTA2010
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House · for sale
USD 8,495,000
USD 488/sq.ft
8620 Bozman Neavitt Rd, St. Michaels, MD 21663 | MLS #MDTA2010
Bozman
· 17,394 sq.ft · 6 Bedrooms · 11 Baths · House
· Patio · Fireplace · Equipped kitchen · Swimming pool
Bozman · 17,394 sq.ft · 6 Bedrooms · 11 Baths · House · Patio · Fireplace · Equipped kitchen · Swimming pool
New price! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering wu002F over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier wu002F 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer wu002F dual-staircase. The “river room” wu002F 2-story octagon copula offers 270 views of the property & creek. The TV room wu002F 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in mediau002Fstorage cabinet, coffered ceiling, fireplace, 3 s
New price! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering wu002F over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier wu002F 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer wu002F dual-staircase. The “river room” wu002F 2-story octagon copula offers 270 views of the property & creek. The TV room wu002F 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in mediau002Fstorage cabinet, coffered ceiling, fireplace, 3 s
USD 8,495,000
6390 Bozman Neavitt Road
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House · for sale
USD 449,000
USD 295/sq.ft
6390 Bozman Neavitt Road
Bozman
· 1,518 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Parking · Deck
Bozman · 1,518 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Parking · Deck
The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+/. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garage/shed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a septic
The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+/. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garage/shed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a septic
USD 449,000
Cummings Rd
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House · for sale
Request Details
Updated
Cummings Rd
Bozman
· House
Bozman · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
Request Details
7033 Thorneton Road
7 pictures
House · for sale
USD 499,999
USD 241/sq.ft
7033 Thorneton Road
Bozman
· 2,067 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Parking
Bozman · 2,067 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Parking
Two houses on one property! Great family compound or live in one and rent the other. Located in the charming village of Royal Oak between Saint Michaels and Easton. The front house is a three bedroom, 2.5 bath farmhouse style with a side screened porch, roof deck, back deck and overlooks a preserved farm field. The Cottage offers one level living, with great room that overlooks the back deck and private vista, and there is a comfortable bedroom and bath. The cottage has an unfinished second floor offering additional possibilities. Both dwellings have been freshly painted and new LVT flooring installed upstairs, Run In Shed/Garage and shared well. Royal Oak is located between Saint Michaels and Easton and on the way to the Oxford/Bellevue Ferry. Served by county sewer and broadband available
Two houses on one property! Great family compound or live in one and rent the other. Located in the charming village of Royal Oak between Saint Michaels and Easton. The front house is a three bedroom, 2.5 bath farmhouse style with a side screened porch, roof deck, back deck and overlooks a preserved farm field. The Cottage offers one level living, with great room that overlooks the back deck and private vista, and there is a comfortable bedroom and bath. The cottage has an unfinished second floor offering additional possibilities. Both dwellings have been freshly painted and new LVT flooring installed upstairs, Run In Shed/Garage and shared well. Royal Oak is located between Saint Michaels and Easton and on the way to the Oxford/Bellevue Ferry. Served by county sewer and broadband available
USD 499,999
6937 Bellevue Rd, Royal Oak, MD 21662 | MLS #MDTA2013 | Compass
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House · for sale
USD 270,000
USD 533/sq.ft
6937 Bellevue Rd, Royal Oak, MD 21662 | MLS #MDTA2013 | Compass
Bozman
· 506 sq.ft · 1 Bedroom · 1 Bath · House
· Garden · Office room · Equipped kitchen
Bozman · 506 sq.ft · 1 Bedroom · 1 Bath · House · Garden · Office room · Equipped kitchen
Charming cottage in the village of Royal Oak sited on a 1+ acre lot with plenty of room to expand. Set back off the road, surrounded by lawn and backing to trees offering privacy and serenity. Step inside and find freshly painted walls and new Luxury Vinyl plank flooring throughout. Kitchen is complete with dishwasher, gas stove and refrigerator. Though small, the house inside is bright and sunny and along with bedroom, bathroom and kitchen/great room there is an office with a closet and lovely view of the backyard. Serviced by County sewer and private well. No town taxes
Charming cottage in the village of Royal Oak sited on a 1+ acre lot with plenty of room to expand. Set back off the road, surrounded by lawn and backing to trees offering privacy and serenity. Step inside and find freshly painted walls and new Luxury Vinyl plank flooring throughout. Kitchen is complete with dishwasher, gas stove and refrigerator. Though small, the house inside is bright and sunny and along with bedroom, bathroom and kitchen/great room there is an office with a closet and lovely view of the backyard. Serviced by County sewer and private well. No town taxes
USD 270,000
26090 Royal Oak Road
12 pictures
House · for sale
USD 1,990,000
USD 382/sq.ft
26090 Royal Oak Road
Bozman
· 5,199 sq.ft · 4 Bedrooms · 5 Baths · House
Bozman · 5,199 sq.ft · 4 Bedrooms · 5 Baths · House
Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Marylandone of Talbot Countys most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Marylands Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion. With minimal boat traffic and protected waters just off the Miles River, Terrapin Point is a true sanctuary for those seeking quiet coastal living and the wonders of nature. A long, tree-lined driveway creates a grand and memorable approach, opening to a storybook setting reminiscent of a Norman Rockwell painting. The home itself is filled with natural light and architectural character, including soaring ceilings, elegant archways, and a stunning dining room with exposed beams that overlooks
Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Marylandone of Talbot Countys most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Marylands Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion. With minimal boat traffic and protected waters just off the Miles River, Terrapin Point is a true sanctuary for those seeking quiet coastal living and the wonders of nature. A long, tree-lined driveway creates a grand and memorable approach, opening to a storybook setting reminiscent of a Norman Rockwell painting. The home itself is filled with natural light and architectural character, including soaring ceilings, elegant archways, and a stunning dining room with exposed beams that overlooks
USD 1,990,000
22707 Marshall Lane
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House · for sale
USD 1,895,000
USD 440/sq.ft
22707 Marshall Lane
Bozman
· 4,306 sq.ft · 5 Bedrooms · 3 Baths · House
· Patio · Office room · Deck · Fireplace · Equipped kitchen · Swimming pool · Lift
Bozman · 4,306 sq.ft · 5 Bedrooms · 3 Baths · House · Patio · Office room · Deck · Fireplace · Equipped kitchen · Swimming pool · Lift
Now Offered at $1,895,000 | Private Harris Creek Waterfront Private Harris Creek waterfront with pool, pier, boat lift and deep-water accesscrafted for boating, kayaking and the best of Eastern Shore living. This five-bedroom, three-and-a-half-bath residence offers a rare blend of privacy, comfort and wide water views just minutes from St. Michaels and Easton. Sun-filled interiors feature red oak floors, custom built-ins, multiple fireplaces and an inviting layout designed for everyday living and entertaining. The kitchen is the heart of the home with KitchenAid appliances, granite countertops, oversized island seating, butlers pantry and dry bar. Main-level living includes a waterside primary suite with fireplace, private guest suite, office or den, and additional gathering spaces. Upstairs offers three bedrooms, full bath and spacious family room. Outdoor living shines with a screened porch, expansive waterside deck, saltwater pool and firepit patio overlooking Harris Creek. Private
Now Offered at $1,895,000 | Private Harris Creek Waterfront Private Harris Creek waterfront with pool, pier, boat lift and deep-water accesscrafted for boating, kayaking and the best of Eastern Shore living. This five-bedroom, three-and-a-half-bath residence offers a rare blend of privacy, comfort and wide water views just minutes from St. Michaels and Easton. Sun-filled interiors feature red oak floors, custom built-ins, multiple fireplaces and an inviting layout designed for everyday living and entertaining. The kitchen is the heart of the home with KitchenAid appliances, granite countertops, oversized island seating, butlers pantry and dry bar. Main-level living includes a waterside primary suite with fireplace, private guest suite, office or den, and additional gathering spaces. Upstairs offers three bedrooms, full bath and spacious family room. Outdoor living shines with a screened porch, expansive waterside deck, saltwater pool and firepit patio overlooking Harris Creek. Private
USD 1,895,000
24700 Deepwater Point # 23
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Condo · for sale
USD 365,000
USD 245/sq.ft
24700 Deepwater Point # 23
Bozman
· 1,485 sq.ft · 2 Bedrooms · 2 Baths · Condo
· Balcony · Equipped kitchen
Bozman · 1,485 sq.ft · 2 Bedrooms · 2 Baths · Condo · Balcony · Equipped kitchen
Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept layout with a galley kitchen, dining area, and spacious living room. Sliding doors open to a balcony spanning the entire rear of the home, creating the perfect setting for indoor-outdoor living, entertaining, or simply enjoying the abundance of natural light. The main level offers two well-appointed bedrooms, two full baths, and a convenient laundry area. Whether you are seeking a primary residence, second home, first-time purchase, or investment property, this versatile townhome presents an exceptional opportunity. Residents enjoy convenient access to golf (membership available), scenic walking an
Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept layout with a galley kitchen, dining area, and spacious living room. Sliding doors open to a balcony spanning the entire rear of the home, creating the perfect setting for indoor-outdoor living, entertaining, or simply enjoying the abundance of natural light. The main level offers two well-appointed bedrooms, two full baths, and a convenient laundry area. Whether you are seeking a primary residence, second home, first-time purchase, or investment property, this versatile townhome presents an exceptional opportunity. Residents enjoy convenient access to golf (membership available), scenic walking an
USD 365,000
7049 & 7047 Acorn Alley
12 pictures
House · for sale
USD 2,095,000
USD 1,441/sq.ft
7049 & 7047 Acorn Alley
Bozman
· 1,453 sq.ft · 6 Bedrooms · 3 Baths · House
· Swimming pool
Bozman · 1,453 sq.ft · 6 Bedrooms · 3 Baths · House · Swimming pool
Discover Your Waterfront Oasis in Royal Oak*. Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michaels and Easton, this rare gem boasts approximately 541 feet of pristine water frontage, enhanced by a newly installed bulkhead as of summer 2025. Comprising two distinct parcels, both properties offer expansive water vistas that are truly captivating. Imagine enjoying serene afternoons by one of the two existing pools, each perfectly situated to overlook the tranquil waters. Each home is equipped with its own dedicated well and is connected to public sewer, ensuring convenience and reliability. Elevated above flood risks, this property requires no flood insurance, providing peace of mind for future owners. The first residence, a charming brick rancher at 7049 Acorn Alley, features sing
Discover Your Waterfront Oasis in Royal Oak*. Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michaels and Easton, this rare gem boasts approximately 541 feet of pristine water frontage, enhanced by a newly installed bulkhead as of summer 2025. Comprising two distinct parcels, both properties offer expansive water vistas that are truly captivating. Imagine enjoying serene afternoons by one of the two existing pools, each perfectly situated to overlook the tranquil waters. Each home is equipped with its own dedicated well and is connected to public sewer, ensuring convenience and reliability. Elevated above flood risks, this property requires no flood insurance, providing peace of mind for future owners. The first residence, a charming brick rancher at 7049 Acorn Alley, features sing
USD 2,095,000
9818 Tilghman Road
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House · for sale
USD 449,900
USD 240/sq.ft
9818 Tilghman Road
Bozman
· 1,873 sq.ft · 4 Bedrooms · 2 Baths · House
Bozman · 1,873 sq.ft · 4 Bedrooms · 2 Baths · House
The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle: peaceful rural privacy, no HOA, and a straight 5-minute drive directly into the heart of historic St. Michaels Harbor
The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle: peaceful rural privacy, no HOA, and a straight 5-minute drive directly into the heart of historic St. Michaels Harbor
USD 449,900
9251 Mallard Point Court
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House · for sale
USD 1,295,000
USD 716/sq.ft
9251 Mallard Point Court
Bozman
· 1,808 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio · Parking · Fireplace · Equipped kitchen · Lift
Bozman · 1,808 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Parking · Fireplace · Equipped kitchen · Lift
Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/. Acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious waterside paver patio. The water frontage is spectacular complete with additional seating areas on the shoreline to enjoy the river and a dock with 4' MLW with a newer lift. The two car garage has an additional half bath and plenty of room for cars and additional storage. Carpet and paint have just been completed. This is a turnkey house just in time for the season
Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/. Acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious waterside paver patio. The water frontage is spectacular complete with additional seating areas on the shoreline to enjoy the river and a dock with 4' MLW with a newer lift. The two car garage has an additional half bath and plenty of room for cars and additional storage. Carpet and paint have just been completed. This is a turnkey house just in time for the season
USD 1,295,000
5480 Windward Drive
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House · for sale
USD 1,250,000
USD 648/sq.ft
5480 Windward Drive
Bozman
· 1,927 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Equipped kitchen
Bozman · 1,927 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Equipped kitchen
Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting front porch and foyer, where hardwood floors flow throughout the home. Recently renovated, the kitchen features white cabinetry, quartz countertops and large windows that fill the space with natural light while overlooking the front yard. The spacious living room is highlighted by a cathedral ceiling and opening to a year-round sunroom surrounded by walls of windows showcasing panoramic views of the Chesapeake Bay. The primary suite features a newly renovated bath with a tile and glass shower. Two guest bedrooms, an office and two additional beautifully renovated full baths occupy the opposite
Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting front porch and foyer, where hardwood floors flow throughout the home. Recently renovated, the kitchen features white cabinetry, quartz countertops and large windows that fill the space with natural light while overlooking the front yard. The spacious living room is highlighted by a cathedral ceiling and opening to a year-round sunroom surrounded by walls of windows showcasing panoramic views of the Chesapeake Bay. The primary suite features a newly renovated bath with a tile and glass shower. Two guest bedrooms, an office and two additional beautifully renovated full baths occupy the opposite
USD 1,250,000
8684 Sewell Point Road
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House · for sale
USD 995,000
USD 494/sq.ft
8684 Sewell Point Road
Bozman
· 2,013 sq.ft · 3 Bedrooms · 2 Baths · House
· Equipped kitchen · Parking · Air conditioning
Bozman · 2,013 sq.ft · 3 Bedrooms · 2 Baths · House · Equipped kitchen · Parking · Air conditioning
Affordable Talbot County, MD waterfront home. Just a 12-minute drive beyond St. Michaels, this well-built 3 bedroom, 2.5 bath home faces west across the waters of Cummings Creek. Great sunset views from the waterside screened porch! The 1.92-acre lot is well-elevated (flood insurance is not required by mortgage lenders). The house features generous-sized rooms, including a spacious kitchen/dining room. Efficient hot-water baseboard heat and 2-zone AC. In addition to an attached garage, there is a detached 3-bay garage/workshop. Asphalt driveway and parking area. Substantial pier w/two boat slips. By boat, Tilghman Island and the open waters of Chesapeake are a short, scenic cruise downstream from the dock. This location is known for great fishing and crabbing!
Affordable Talbot County, MD waterfront home. Just a 12-minute drive beyond St. Michaels, this well-built 3 bedroom, 2.5 bath home faces west across the waters of Cummings Creek. Great sunset views from the waterside screened porch! The 1.92-acre lot is well-elevated (flood insurance is not required by mortgage lenders). The house features generous-sized rooms, including a spacious kitchen/dining room. Efficient hot-water baseboard heat and 2-zone AC. In addition to an attached garage, there is a detached 3-bay garage/workshop. Asphalt driveway and parking area. Substantial pier w/two boat slips. By boat, Tilghman Island and the open waters of Chesapeake are a short, scenic cruise downstream from the dock. This location is known for great fishing and crabbing!
USD 995,000
24645 Long Haul Rd, St. Michaels, MD 21663 | MLS #MDTA2012
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House · for sale
USD 2,275,000
USD 619/sq.ft
24645 Long Haul Rd, St. Michaels, MD 21663 | MLS #MDTA2012
Bozman
· 3,670 sq.ft · 4 Bedrooms · 5 Baths · House
· Equipped kitchen · Parking
Bozman · 3,670 sq.ft · 4 Bedrooms · 5 Baths · House · Equipped kitchen · Parking
Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi
Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi
USD 2,275,000
24561 Deepwater Point Dr, St. Michaels, MD 21663 | MLS #MDTA2013
View photo
House · for sale
USD 649,000
USD 302/sq.ft
24561 Deepwater Point Dr, St. Michaels, MD 21663 | MLS #MDTA2013
Bozman
· 2,142 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Deck · Parking · Swimming pool
Bozman · 2,142 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Deck · Parking · Swimming pool
Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck. Ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle
Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck. Ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle
USD 649,000
6670 Tilghman Island Rd, Sherwood, MD 21665 | MLS #MDTA2011
View photo
House · for sale
USD 1,099,000
USD 285/sq.ft
6670 Tilghman Island Rd, Sherwood, MD 21665 | MLS #MDTA2011
Bozman
· 3,843 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Swimming pool · Fireplace · Equipped kitchen · Parking
Bozman · 3,843 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Swimming pool · Fireplace · Equipped kitchen · Parking
Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus gameu002Ftheatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic
Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus gameu002Ftheatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic
USD 1,099,000
6660 Reeses Pride Rd, Sherwood, MD 21665 | MLS #MDTA2012
View photo
House · for sale
USD 749,000
USD 264/sq.ft
6660 Reeses Pride Rd, Sherwood, MD 21665 | MLS #MDTA2012
Bozman
· 2,831 sq.ft · 3 Bedrooms · 3 Baths · House
· Patio · Garden · Equipped kitchen · Swimming pool
Bozman · 2,831 sq.ft · 3 Bedrooms · 3 Baths · House · Patio · Garden · Equipped kitchen · Swimming pool
Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fireu002Fgrilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living roo
Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fireu002Fgrilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living roo
USD 749,000
24645 Long Haul, Saint Michaels, US, MD
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House · for sale
USD 2,275,000
24645 Long Haul, Saint Michaels, US, MD
Bozman
· 4 Bedrooms · 5 Baths · House
· Equipped kitchen · Parking
Bozman · 4 Bedrooms · 5 Baths · House · Equipped kitchen · Parking
Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi
Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi
USD 2,275,000
23776 Mount Pleasant Landing
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House · for sale
USD 1,995,000
USD 926/sq.ft
23776 Mount Pleasant Landing
Bozman
· 2,153 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Equipped kitchen
Bozman · 2,153 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen
A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a b
A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a b
USD 1,995,000
8658 Cummings Road
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House · for sale
USD 495,000
USD 298/sq.ft
8658 Cummings Road
Bozman
· 1,658 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Parking · Equipped kitchen
Bozman · 1,658 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Parking · Equipped kitchen
Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/. Acres in the quaint village of Wittman. Offering 1,662+/. Sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry, generous table space and overlooks the backyard, creating the perfect setting for everyday meals or entertaining. The spacious primary bedroom features a large walk-in closet. A convenient side entry leads to the laundry room and a separate full bath. Outside, the open yard offers endless possibilities with plenty of space for gardening, recreation or simply enjoying the outdoors. The oversized detached garage provides abundant room for vehicles, a workshop, hobbies and additional storage, while the blacktop driveway adds convenience and curb appeal. A recently installed 3-ton HVAC system provide
Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/. Acres in the quaint village of Wittman. Offering 1,662+/. Sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry, generous table space and overlooks the backyard, creating the perfect setting for everyday meals or entertaining. The spacious primary bedroom features a large walk-in closet. A convenient side entry leads to the laundry room and a separate full bath. Outside, the open yard offers endless possibilities with plenty of space for gardening, recreation or simply enjoying the outdoors. The oversized detached garage provides abundant room for vehicles, a workshop, hobbies and additional storage, while the blacktop driveway adds convenience and curb appeal. A recently installed 3-ton HVAC system provide
USD 495,000
6705 Tilghman Island Rd, Sherwood, MD 21665 | MLS #MDTA2013
View photo
House · for sale
USD 575,000
USD 237/sq.ft
6705 Tilghman Island Rd, Sherwood, MD 21665 | MLS #MDTA2013
Bozman
· 2,422 sq.ft · 4 Bedrooms · 3 Baths · House
· Fireplace · Equipped kitchen · Parking
Bozman · 2,422 sq.ft · 4 Bedrooms · 3 Baths · House · Fireplace · Equipped kitchen · Parking
Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the kitchen, the expansive family room serves as the heart of the home with a stunning whitewashed fireplace. The first-floor primary bedroom provides convenience, while an additional main-level bedroom, currently used as an office, offers flexibility and the potential to create a larger primary suite. Upstairs, you’ll find two generously sized bedrooms, a full bath and abundant storage including eve storage and walk-in attic space. An attached 2-car garage and large detached shed add even more functionality. Enjoy the private 2-acre setting, ideal for outdoor living, gardening, or play, along with commu
Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the kitchen, the expansive family room serves as the heart of the home with a stunning whitewashed fireplace. The first-floor primary bedroom provides convenience, while an additional main-level bedroom, currently used as an office, offers flexibility and the potential to create a larger primary suite. Upstairs, you’ll find two generously sized bedrooms, a full bath and abundant storage including eve storage and walk-in attic space. An attached 2-car garage and large detached shed add even more functionality. Enjoy the private 2-acre setting, ideal for outdoor living, gardening, or play, along with commu
USD 575,000
8781 Tilghman Island Rd, Wittman, MD 21676 | MLS #MDTA2014
View photo
House · for sale
USD 2,995,000
USD 462/sq.ft
8781 Tilghman Island Rd, Wittman, MD 21676 | MLS #MDTA2014
Bozman
· 6,480 sq.ft · 5 Bedrooms · 6 Baths · House
· Balcony · Fireplace
Bozman · 6,480 sq.ft · 5 Bedrooms · 6 Baths · House · Balcony · Fireplace
8781 Tilghman Island Road presents a rare opportunity to own a custom-designed, Daffin-built Chesapeake Bay estate set on 21±acres between historic St. Michaels and Tilghman Island. Constructed with a timeless brick exterior and encompassing approximately 6,500± square feet, this five-bedroom, five-and-a-half-bath residence was thoughtfully designed to embrace its extraordinary waterfront setting, where expansive Chesapeake Bay views and unforgettable western sunsets become part of everyday life. The home's classic architecture is highlighted by stacked waterfront porches, a spacious front balcony, and walls of windows that capture panoramic views from nearly every principal room. Two gas fireplaces add warmth to the generous living spaces, while abundant storage and a thoughtful floor plan provide comfort and functionality for both everyday living and entertaining. The main level is anchored by a spacious waterfront primary suite featuring a walk-in closet, oversized water closet, an
8781 Tilghman Island Road presents a rare opportunity to own a custom-designed, Daffin-built Chesapeake Bay estate set on 21±acres between historic St. Michaels and Tilghman Island. Constructed with a timeless brick exterior and encompassing approximately 6,500± square feet, this five-bedroom, five-and-a-half-bath residence was thoughtfully designed to embrace its extraordinary waterfront setting, where expansive Chesapeake Bay views and unforgettable western sunsets become part of everyday life. The home's classic architecture is highlighted by stacked waterfront porches, a spacious front balcony, and walls of windows that capture panoramic views from nearly every principal room. Two gas fireplaces add warmth to the generous living spaces, while abundant storage and a thoughtful floor plan provide comfort and functionality for both everyday living and entertaining. The main level is anchored by a spacious waterfront primary suite featuring a walk-in closet, oversized water closet, an
USD 2,995,000

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