139 houses for sale in Hartsville, Oak Bluffs town Dukes County Massachusetts

house with 3 bedroom, Edgartown MA ES104810527
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House · for sale
USD 2,950,000
USD 1,305/sq.ft
New
house with 3 bedroom, Edgartown MA ES104810527
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,260 sq.ft · 3 Bedrooms · House
· Deck · Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,260 sq.ft · 3 Bedrooms · House · Deck · Equipped kitchen
OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites, each with it's own private bath and a central lounge area to enjoy. The second, primary floor, opens to a bright, light filled living space where the kitchen, dining and living room area flow into each other with ease. From the living and dining area outdoor decking offers al fresco dining and lounging. Ascend to the top floor where you are met with a full floor primary suite with a private lounge leading to a private exterior deck, a bedroom with an inviting window seat and a luxurious bathroom with vaulted ceiling and soaking tub. This home comes fully furnished, a true turn-key experience. C
OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites, each with it's own private bath and a central lounge area to enjoy. The second, primary floor, opens to a bright, light filled living space where the kitchen, dining and living room area flow into each other with ease. From the living and dining area outdoor decking offers al fresco dining and lounging. Ascend to the top floor where you are met with a full floor primary suite with a private lounge leading to a private exterior deck, a bedroom with an inviting window seat and a luxurious bathroom with vaulted ceiling and soaking tub. This home comes fully furnished, a true turn-key experience. C
USD 2,950,000
house with 4 bedroom, Edgartown MA ES104812265
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House · for sale
USD 4,800,000
USD 1,292/sq.ft
New
house with 4 bedroom, Edgartown MA ES104812265
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 3,714 sq.ft · 4 Bedrooms · House
· Deck · Fireplace · Equipped kitchen · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 3,714 sq.ft · 4 Bedrooms · House · Deck · Fireplace · Equipped kitchen · Swimming pool
Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one. The welcoming expansive entry foyer presents your eye with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace that is wrapped with a shiplap surround, very stunning! The great room opens to the dining room which features a wall of sliding glass doors overlooking the outdoor entertaining and pool area. The dining room flows into the large gourmet kitchen which features a kitchen island that can seat four. From the dining and kitchen area there is easy access to the s
Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one. The welcoming expansive entry foyer presents your eye with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace that is wrapped with a shiplap surround, very stunning! The great room opens to the dining room which features a wall of sliding glass doors overlooking the outdoor entertaining and pool area. The dining room flows into the large gourmet kitchen which features a kitchen island that can seat four. From the dining and kitchen area there is easy access to the s
USD 4,800,000
house with 3 bedroom, Edgartown MA ES104807493
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House · for sale
USD 2,700,000
USD 950/sq.ft
New
house with 3 bedroom, Edgartown MA ES104807493
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,842 sq.ft · 3 Bedrooms · House
· Patio · Garden · Fireplace · Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,842 sq.ft · 3 Bedrooms · House · Patio · Garden · Fireplace · Equipped kitchen
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher and Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with natural light. French doors open to a brick patio with fireplace, surrounded by mature gardens, creating seamless indoor-outdoor living ideal for entertaining or quiet relaxation. With beautifully designed indoor and outdoor spaces in the heart of Katama, this property is a true Vineyard sanctuary
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher and Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with natural light. French doors open to a brick patio with fireplace, surrounded by mature gardens, creating seamless indoor-outdoor living ideal for entertaining or quiet relaxation. With beautifully designed indoor and outdoor spaces in the heart of Katama, this property is a true Vineyard sanctuary
USD 2,700,000
house with 5 bedroom, Edgartown MA ES104810499
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House · for sale
USD 19,900,000
USD 3,025/sq.ft
New
house with 5 bedroom, Edgartown MA ES104810499
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 6,577 sq.ft · 5 Bedrooms · House
· Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 6,577 sq.ft · 5 Bedrooms · House · Swimming pool
Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard's most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walk
Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard's most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walk
USD 19,900,000
house with 3 bedroom, Edgartown MA ES104809968
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House · for sale
USD 3,695,000
USD 1,213/sq.ft
New
house with 3 bedroom, Edgartown MA ES104809968
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 3,046 sq.ft · 3 Bedrooms · House
· Garden · Terrace · Deck · Fireplace · Equipped kitchen · Parking · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 3,046 sq.ft · 3 Bedrooms · House · Garden · Terrace · Deck · Fireplace · Equipped kitchen · Parking · Swimming pool
A contemporary Katama retreat, newly refreshed and ready for summer. Set in one of Edgartown's most coveted coastal enclaves, moments from South Beach, this tri-level home offers sun-filled interiors, generous gathering spaces, strong rental appeal, and a private backyard oasis with an 18x40-foot saltwater pool. The dramatic open-concept living level features vaulted ceilings, a wood-burning fireplace, updated kitchen with quartz countertops and stainless appliances, and walls of sliding glass doors opening to newly completed decks and railings. Three finished levels provide comfortable bedrooms, flexible bonus areas, and room for guests to spread out. Recent improvements include fresh interior paint, new sliding glass doors, railroad ties, and completed exterior updates. Outside, enjoy a bluestone terrace, outdoor shower, lush plantings, expansive decks, and resort-style pool setting. An attached two-car garage with finished bonus space above adds versatility. Ideal as a year-round ho
A contemporary Katama retreat, newly refreshed and ready for summer. Set in one of Edgartown's most coveted coastal enclaves, moments from South Beach, this tri-level home offers sun-filled interiors, generous gathering spaces, strong rental appeal, and a private backyard oasis with an 18x40-foot saltwater pool. The dramatic open-concept living level features vaulted ceilings, a wood-burning fireplace, updated kitchen with quartz countertops and stainless appliances, and walls of sliding glass doors opening to newly completed decks and railings. Three finished levels provide comfortable bedrooms, flexible bonus areas, and room for guests to spread out. Recent improvements include fresh interior paint, new sliding glass doors, railroad ties, and completed exterior updates. Outside, enjoy a bluestone terrace, outdoor shower, lush plantings, expansive decks, and resort-style pool setting. An attached two-car garage with finished bonus space above adds versatility. Ideal as a year-round ho
USD 3,695,000
house with 3 bedroom, Edgartown MA ES104848145
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House · for sale
USD 2,495,000
USD 2,694/sq.ft
New
house with 3 bedroom, Edgartown MA ES104848145
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 926 sq.ft · 3 Bedrooms · House
Hartsville, Oak Bluffs town Dukes County Massachusetts · 926 sq.ft · 3 Bedrooms · House
COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming, sailing, and relaxing with friends or family are just a few of the daily dalliances of time spent on Chappy. There is simply no better place to relax and unwind
COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming, sailing, and relaxing with friends or family are just a few of the daily dalliances of time spent on Chappy. There is simply no better place to relax and unwind
USD 2,495,000
house with 4 bedroom, Edgartown MA ES104851389
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House · for sale
USD 1,900,000
USD 865/sq.ft
New
house with 4 bedroom, Edgartown MA ES104851389
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,196 sq.ft · 4 Bedrooms · House
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,196 sq.ft · 4 Bedrooms · House
This house and guesthouse combination are situated in a very special location, equidistant between town and South Beach. A short bike ride to both. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished room. Existing well water can be converted over to town water. Current four bedroom septic system has been inspected and passed. A five bedroom septic system has been designed and approved. The main house was built in 1979 and needs updating. The cottage was built in 1991. Leave them as is or go in your own direction and paint an entirely different picture
This house and guesthouse combination are situated in a very special location, equidistant between town and South Beach. A short bike ride to both. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished room. Existing well water can be converted over to town water. Current four bedroom septic system has been inspected and passed. A five bedroom septic system has been designed and approved. The main house was built in 1979 and needs updating. The cottage was built in 1991. Leave them as is or go in your own direction and paint an entirely different picture
USD 1,900,000
house with 12 bedroom, Edgartown MA ES104811585
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House · for sale
USD 49,000,000
USD 5,451/sq.ft
New
house with 12 bedroom, Edgartown MA ES104811585
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 8,988 sq.ft · 12 Bedrooms · House
· Garden
Hartsville, Oak Bluffs town Dukes County Massachusetts · 8,988 sq.ft · 12 Bedrooms · House · Garden
Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today
Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today
USD 49,000,000
house with 9 bedroom, Edgartown MA ES104832601
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House · for sale
USD 32,500,000
USD 4,526/sq.ft
New
house with 9 bedroom, Edgartown MA ES104832601
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 7,180 sq.ft · 9 Bedrooms · House
· Sauna
Hartsville, Oak Bluffs town Dukes County Massachusetts · 7,180 sq.ft · 9 Bedrooms · House · Sauna
Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, private beaches, a rare walking path to the pristine South Shore, and a short bike ride to Edgartown Village. The estate is set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows. Bordering both the 900-acre Edgartown Great Pond and the Atlantic Ocean, Beach Farm includes a six-bedroom main residence completed in 2023 with expansive walls of glass that frame dramatic, panoramic views across the pond and ocean. Built to the highest standards by master craftsmen, the home is complemented by a three bedroom surf house with outdoor sauna, cold plunge, a workout barn, private walking trails, and secluded beaches
Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, private beaches, a rare walking path to the pristine South Shore, and a short bike ride to Edgartown Village. The estate is set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows. Bordering both the 900-acre Edgartown Great Pond and the Atlantic Ocean, Beach Farm includes a six-bedroom main residence completed in 2023 with expansive walls of glass that frame dramatic, panoramic views across the pond and ocean. Built to the highest standards by master craftsmen, the home is complemented by a three bedroom surf house with outdoor sauna, cold plunge, a workout barn, private walking trails, and secluded beaches
USD 32,500,000
house with 4 bedroom, Edgartown MA ES104808677
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House · for sale
USD 4,850,000
USD 1,732/sq.ft
New
house with 4 bedroom, Edgartown MA ES104808677
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,799 sq.ft · 4 Bedrooms · House
· Fireplace
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,799 sq.ft · 4 Bedrooms · House · Fireplace
This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private Atlantic beachfront. Unparalleled beauty, expansive fields and horse pastures and the rare opportunity to walk, bike or golfcart directly to the 19 acres of private Atlantic Ocean Beach owned together with the other landowners inside the farm. All of these features along with being a short drive to downtown Edgartown, make this a very special opportunity
This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private Atlantic beachfront. Unparalleled beauty, expansive fields and horse pastures and the rare opportunity to walk, bike or golfcart directly to the 19 acres of private Atlantic Ocean Beach owned together with the other landowners inside the farm. All of these features along with being a short drive to downtown Edgartown, make this a very special opportunity
USD 4,850,000
5 bedroom, Edgartown MA 02539 104831979
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House · for sale
USD 6,250,000
USD 1,820/sq.ft
5 bedroom, Edgartown MA 02539 104831979
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 3,434 sq.ft · 5 Bedrooms · 4 Baths · House
· Parking · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 3,434 sq.ft · 5 Bedrooms · 4 Baths · House · Parking · Swimming pool
Built in 1900, this beautiful South Water Street home is ideally located where the road begins its gentle rise up the hill. The original street-facing portion of the residence showcases classic Victorian architecture, complete with a charming covered front porch that reflects its timeless character. Thoughtfully expanded over the years, the home now offers five bedrooms and three bathrooms, providing generous living space while maintaining its historic appeal. Perfectly positioned on a large, beautifully landscaped lot, the property features expansive lawn areas, a majestic shade tree, and glimpses of Edgartown Harbor. A detached garage with a guest house adds flexibility for visitors or extended family, while ample off-street parking enhances convenience. The home is well maintained and presents an exceptional opportunity for thoughtful updates, with plenty of room to add a swimming pool if desired. This is a rare offering that combines historic charm, an outstanding location, and exc
Built in 1900, this beautiful South Water Street home is ideally located where the road begins its gentle rise up the hill. The original street-facing portion of the residence showcases classic Victorian architecture, complete with a charming covered front porch that reflects its timeless character. Thoughtfully expanded over the years, the home now offers five bedrooms and three bathrooms, providing generous living space while maintaining its historic appeal. Perfectly positioned on a large, beautifully landscaped lot, the property features expansive lawn areas, a majestic shade tree, and glimpses of Edgartown Harbor. A detached garage with a guest house adds flexibility for visitors or extended family, while ample off-street parking enhances convenience. The home is well maintained and presents an exceptional opportunity for thoughtful updates, with plenty of room to add a swimming pool if desired. This is a rare offering that combines historic charm, an outstanding location, and exc
USD 6,250,000
3 bedroom, Edgartown MA 02539 104807493
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House · for sale
USD 2,700,000
USD 950/sq.ft
3 bedroom, Edgartown MA 02539 104807493
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,842 sq.ft · 3 Bedrooms · 3 Baths · House
· Patio · Garden · Fireplace · Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,842 sq.ft · 3 Bedrooms · 3 Baths · House · Patio · Garden · Fireplace · Equipped kitchen
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher and Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with natural light. French doors open to a brick patio with fireplace, surrounded by mature gardens, creating seamless indoor-outdoor living ideal for entertaining or quiet relaxation. With beautifully designed indoor and outdoor spaces in the heart of Katama, this property is a true Vineyard sanctuary
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher and Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with natural light. French doors open to a brick patio with fireplace, surrounded by mature gardens, creating seamless indoor-outdoor living ideal for entertaining or quiet relaxation. With beautifully designed indoor and outdoor spaces in the heart of Katama, this property is a true Vineyard sanctuary
USD 2,700,000
5 bedroom, Edgartown MA 02539 104810499
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House · for sale
USD 19,900,000
USD 3,025/sq.ft
5 bedroom, Edgartown MA 02539 104810499
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 6,577 sq.ft · 5 Bedrooms · 6 Baths · House
· Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 6,577 sq.ft · 5 Bedrooms · 6 Baths · House · Swimming pool
Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard's most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walk
Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard's most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walk
USD 19,900,000
Forest Cir, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 725,000
USD 898/sq.ft
New
Forest Cir, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 807 sq.ft · 2 Bedrooms · 1 Bath · House
· Parking
Hartsville, Oak Bluffs town Dukes County Massachusetts · 807 sq.ft · 2 Bedrooms · 1 Bath · House · Parking
Located in the heart of Oak Bluffs, the Martha's Vineyard Camp Meeting Association is in an area commonly known as The Campground. This is the home of the colorful, renowned gingerbread cottages. The iconic iron Tabernacle is located in the center of the Campground. This historical cottage is a short distance from everything that Oak Bluffs has to offer, including a public beach, boating, shops, ferries, and restaurants. It is just a one block walk to the main street, Circuit Avenue. It is well-hidden on a quiet, private circle of cottages, away from the hustle and bustle. The Tabernacle offers summer community sing alongs, various concerts and more. Onsite parking is provided. This cottage is a diamond in the rough awaiting a buyer willing to make improvements
Located in the heart of Oak Bluffs, the Martha's Vineyard Camp Meeting Association is in an area commonly known as The Campground. This is the home of the colorful, renowned gingerbread cottages. The iconic iron Tabernacle is located in the center of the Campground. This historical cottage is a short distance from everything that Oak Bluffs has to offer, including a public beach, boating, shops, ferries, and restaurants. It is just a one block walk to the main street, Circuit Avenue. It is well-hidden on a quiet, private circle of cottages, away from the hustle and bustle. The Tabernacle offers summer community sing alongs, various concerts and more. Onsite parking is provided. This cottage is a diamond in the rough awaiting a buyer willing to make improvements
USD 725,000
Pequot Ave, Oak Bluffs, Home For Sale
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House · for sale
USD 1,925,000
USD 864/sq.ft
New
Pequot Ave, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,228 sq.ft · 5 Bedrooms · 1 Bath · House
· Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,228 sq.ft · 5 Bedrooms · 1 Bath · House · Equipped kitchen
Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering place for 50+ years, and the views have not been expanded. So much opportunity; this house is being sold As-Is
Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering place for 50+ years, and the views have not been expanded. So much opportunity; this house is being sold As-Is
USD 1,925,000
Tuckernuck Ave, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 2,650,000
USD 1,431/sq.ft
New
Tuckernuck Ave, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 1,851 sq.ft · 4 Bedrooms · 3 Baths · House
· Balcony
Hartsville, Oak Bluffs town Dukes County Massachusetts · 1,851 sq.ft · 4 Bedrooms · 3 Baths · House · Balcony
Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playgroud and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning August 1
Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playgroud and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning August 1
USD 2,650,000
Grovedale Rd, Oak Bluffs, Home For Sale
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House · for sale
USD 1,750,000
USD 739/sq.ft
New
Grovedale Rd, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,368 sq.ft · 3 Bedrooms · 4 Baths · House
· Garden · Fireplace · Equipped kitchen · Cellar
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,368 sq.ft · 3 Bedrooms · 4 Baths · House · Garden · Fireplace · Equipped kitchen · Cellar
GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch and designed w/ Vineyard charm and modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open and w/ a separate entrance for an in-law or ADU. 1st FL en suite BR and a common half bath at the foyer entry. Large kitchen w/ full appliances and a 10' stone topped island for large gatherings. Gas fireplace in the family room, sliders to rear yard, a well-designed mudroom area w/ 1st FL laundry, large overflow pantry and a built in bench seating area. The 2nd FL offers 2 en-suite BRs, w/ a large common area. Close to the Lagoon and Sailing Camp Park.Short ride downtown- ideal for year round occupancy and/ or high season rentals. House related plans, professional photos, interior, exterior and aerial video avai
GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch and designed w/ Vineyard charm and modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open and w/ a separate entrance for an in-law or ADU. 1st FL en suite BR and a common half bath at the foyer entry. Large kitchen w/ full appliances and a 10' stone topped island for large gatherings. Gas fireplace in the family room, sliders to rear yard, a well-designed mudroom area w/ 1st FL laundry, large overflow pantry and a built in bench seating area. The 2nd FL offers 2 en-suite BRs, w/ a large common area. Close to the Lagoon and Sailing Camp Park.Short ride downtown- ideal for year round occupancy and/ or high season rentals. House related plans, professional photos, interior, exterior and aerial video avai
USD 1,750,000
Perkins Ave, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 825,000
USD 841/sq.ft
New
Perkins Ave, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 980 sq.ft · 2 Bedrooms · 1 Bath · House
Hartsville, Oak Bluffs town Dukes County Massachusetts · 980 sq.ft · 2 Bedrooms · 1 Bath · House
Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter - whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island setting
Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter - whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island setting
USD 825,000
Wood Duck Way, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 1,800,000
USD 875/sq.ft
New
Wood Duck Way, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,056 sq.ft · 4 Bedrooms · 3 Baths · House
· Swimming pool · Deck · Equipped kitchen · Cellar
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,056 sq.ft · 4 Bedrooms · 3 Baths · House · Swimming pool · Deck · Equipped kitchen · Cellar
Your opportunity in Sengekontacket! Being sold turnkey. This modern home has four bedrooms and three full baths. Large windows and high vaulted ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry stairs and living room built-ins. Open concept second level contains the kitchen, living room and dining room. The primary en suite includes full private bath with Jacuzzi tub and shower, walk-in closet and dressing area. Three sliders lead onto a large sunny deck from the living area, great for alfresco dining, lounging or entertaining, extending your living space. The fourth slider accesses the deck from the primary bedroom. The full finished basement has eighteen foot high ceilings, multiple windows and glass back door. The basement also includes a third full bath and utility room. This surprising basement would make a fantastic recreation, media room, playroom, dance stud
Your opportunity in Sengekontacket! Being sold turnkey. This modern home has four bedrooms and three full baths. Large windows and high vaulted ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry stairs and living room built-ins. Open concept second level contains the kitchen, living room and dining room. The primary en suite includes full private bath with Jacuzzi tub and shower, walk-in closet and dressing area. Three sliders lead onto a large sunny deck from the living area, great for alfresco dining, lounging or entertaining, extending your living space. The fourth slider accesses the deck from the primary bedroom. The full finished basement has eighteen foot high ceilings, multiple windows and glass back door. The basement also includes a third full bath and utility room. This surprising basement would make a fantastic recreation, media room, playroom, dance stud
USD 1,800,000
Hidden Cove Rd, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 2,295,000
USD 761/sq.ft
New
Hidden Cove Rd, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 3,014 sq.ft · 4 Bedrooms · 4 Baths · House
· Garden · Terrace · Deck · Balcony · Fireplace · Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 3,014 sq.ft · 4 Bedrooms · 4 Baths · House · Garden · Terrace · Deck · Balcony · Fireplace · Equipped kitchen
Hidden Cove Gem with Serene Pond Views And Coveted Water Access - Located in the desirable Hidden Cove enclave-a 65+ acre water-access community-this inviting contemporary home offers privacy and high-end finishes with direct access to Sengekontacket Pond and Nantucket Sound. Community amenities include a private boat dock, walking trails, pickleball and tennis, all near Oak Bluffs. The sun-filled interior features a living room with vaulted ceilings, a wood-burning fireplace, and floor-to-ceiling windows. The chef's kitchen is appointed with stone countertops and Dacor(R) appliances. The second-floor primary suite boasts a private balcony with pond views and a stylish en suite bath. The garden level provides additional bedrooms and a bonus space with a Murphy bed. Outside, enjoy a bluestone terrace and two levels of decks overlooking a private yard. This move-in-ready home is offered fully furnished with over $80,000 in 2026 summer rental income already secured
Hidden Cove Gem with Serene Pond Views And Coveted Water Access - Located in the desirable Hidden Cove enclave-a 65+ acre water-access community-this inviting contemporary home offers privacy and high-end finishes with direct access to Sengekontacket Pond and Nantucket Sound. Community amenities include a private boat dock, walking trails, pickleball and tennis, all near Oak Bluffs. The sun-filled interior features a living room with vaulted ceilings, a wood-burning fireplace, and floor-to-ceiling windows. The chef's kitchen is appointed with stone countertops and Dacor(R) appliances. The second-floor primary suite boasts a private balcony with pond views and a stylish en suite bath. The garden level provides additional bedrooms and a bonus space with a Murphy bed. Outside, enjoy a bluestone terrace and two levels of decks overlooking a private yard. This move-in-ready home is offered fully furnished with over $80,000 in 2026 summer rental income already secured
USD 2,295,000
Great Rock Rd, Oak Bluffs, Home For Sale
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House · for sale
USD 1,765,000
USD 1,998/sq.ft
New
Great Rock Rd, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 883 sq.ft · 2 Bedrooms · 2 Baths · House
· Parking · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 883 sq.ft · 2 Bedrooms · 2 Baths · House · Parking · Swimming pool
Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town building and board of health departments approved the house and and septic plans attached. The property includes a newly beautifully renovated 2 bedroom 2 bathroom guest house. This guest house is offered fully furnished. This listing documents include a custom landscape design plan. This very large parcel of land is well suited to get started building an investor dream or family compound
Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town building and board of health departments approved the house and and septic plans attached. The property includes a newly beautifully renovated 2 bedroom 2 bathroom guest house. This guest house is offered fully furnished. This listing documents include a custom landscape design plan. This very large parcel of land is well suited to get started building an investor dream or family compound
USD 1,765,000
Sea Glen Rd, Oak Bluffs, Home For Sale
View photo
House · for sale
USD 1,495,000
USD 992/sq.ft
New
Sea Glen Rd, Oak Bluffs, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 1,507 sq.ft · 4 Bedrooms · 3 Baths · House
· Equipped kitchen
Hartsville, Oak Bluffs town Dukes County Massachusetts · 1,507 sq.ft · 4 Bedrooms · 3 Baths · House · Equipped kitchen
Nestled in a desirable neighborhood, this beautifully maintained cape style home offers a rare blend of charm, flexibility and convenience in a serene island setting. Thoughtfully appointed throughout, the home welcomes you with an open living room that flows effortlessly into a bright dining area, where French doors open to a private stone patio-creating an inviting connection between indoor comfort and outdoor living. The first floor also includes a bedroom with a full bath, offering ideal flexibility for guests or remote work. Upstairs, two spacious bedrooms share an updated tile bath, providing comfortable accommodations with timeless appeal. The detached studio is a great bonus offering a living area, modern kitchenette and full bath! A spiral staircase leads to an additional upper-level space, offering even more versatility for guests, creative use or a private retreat. Strong rental history!
Nestled in a desirable neighborhood, this beautifully maintained cape style home offers a rare blend of charm, flexibility and convenience in a serene island setting. Thoughtfully appointed throughout, the home welcomes you with an open living room that flows effortlessly into a bright dining area, where French doors open to a private stone patio-creating an inviting connection between indoor comfort and outdoor living. The first floor also includes a bedroom with a full bath, offering ideal flexibility for guests or remote work. Upstairs, two spacious bedrooms share an updated tile bath, providing comfortable accommodations with timeless appeal. The detached studio is a great bonus offering a living area, modern kitchenette and full bath! A spiral staircase leads to an additional upper-level space, offering even more versatility for guests, creative use or a private retreat. Strong rental history!
USD 1,495,000
Whalers Walk, Edgartown, Home For Sale
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House · for sale
USD 2,225,000
USD 847/sq.ft
New
Whalers Walk, Edgartown, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 2,626 sq.ft · 3 Bedrooms · 3 Baths · House
· Office room · Gym · Balcony · Fireplace · Equipped kitchen · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 2,626 sq.ft · 3 Bedrooms · 3 Baths · House · Office room · Gym · Balcony · Fireplace · Equipped kitchen · Swimming pool
Experience the ease of summer living in your own Martha's Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef's kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom banquette seating 10. The home features a formal dining room, oak floors, a wood-burning stone fireplace featured in Architectural Digest, and a view-facing living room with balcony. The primary suite includes a walk-in closet and en-suite bath with soaking tub and double vanity, plus two additional bedrooms. A spiral staircase leads to a loft lounge with private balcony and two bonus rooms. The walk-out lower level adds flexible space for a gym, office, or lounge. Expansion potential allows up to seven bedrooms, plus guest house, pool, and pool house. $25,000 credit at closing for sewer tie-in
Experience the ease of summer living in your own Martha's Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef's kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom banquette seating 10. The home features a formal dining room, oak floors, a wood-burning stone fireplace featured in Architectural Digest, and a view-facing living room with balcony. The primary suite includes a walk-in closet and en-suite bath with soaking tub and double vanity, plus two additional bedrooms. A spiral staircase leads to a loft lounge with private balcony and two bonus rooms. The walk-out lower level adds flexible space for a gym, office, or lounge. Expansion potential allows up to seven bedrooms, plus guest house, pool, and pool house. $25,000 credit at closing for sewer tie-in
USD 2,225,000
Whalers Walk, Edgartown, Home For Sale
View photo
House · for sale
USD 2,395,000
USD 1,222/sq.ft
New
Whalers Walk, Edgartown, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 1,959 sq.ft · 4 Bedrooms · 3 Baths · House
· Patio · Garden · Swimming pool
Hartsville, Oak Bluffs town Dukes County Massachusetts · 1,959 sq.ft · 4 Bedrooms · 3 Baths · House · Patio · Garden · Swimming pool
Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms-offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within easy reach. Whether for personal enjoyment or as an investment opportunity, this turn-key property checks all the boxes
Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms-offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within easy reach. Whether for personal enjoyment or as an investment opportunity, this turn-key property checks all the boxes
USD 2,395,000
Tilton Way, Edgartown, Home For Sale
View photo
House · for sale
USD 6,275,000
USD 1,518/sq.ft
Updated
Tilton Way, Edgartown, Home For Sale
Hartsville, Oak Bluffs town Dukes County Massachusetts
· 4,133 sq.ft · 4 Bedrooms · 6 Baths · House
· Garden · Fireplace · Equipped kitchen · Cellar
Hartsville, Oak Bluffs town Dukes County Massachusetts · 4,133 sq.ft · 4 Bedrooms · 6 Baths · House · Garden · Fireplace · Equipped kitchen · Cellar
This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout. French doors open to a covered porch with a striking stone fireplace, overlooking a meticulously landscaped backyard with multiple patios-perfect for outdoor entertaining. Upstairs, the second floor offers a spacious primary suite complete with a private sundeck, along with two additional ensuite bedrooms and laundry room. The finished lower level adds exceptional versatility, featuring two additional bedrooms, comfortable sitting area with TV and a generously sized laundry space. A detached barn at the rear of the property includes a full basement and bathroom, as well as a large deck-ideal for a
This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout. French doors open to a covered porch with a striking stone fireplace, overlooking a meticulously landscaped backyard with multiple patios-perfect for outdoor entertaining. Upstairs, the second floor offers a spacious primary suite complete with a private sundeck, along with two additional ensuite bedrooms and laundry room. The finished lower level adds exceptional versatility, featuring two additional bedrooms, comfortable sitting area with TV and a generously sized laundry space. A detached barn at the rear of the property includes a full basement and bathroom, as well as a large deck-ideal for a
USD 6,275,000

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