161 properties for sale in Plainfield, Nantucket town Nantucket County Massachusetts

85 Orange Street Main House- Perfectly situated on one of Nantucket's most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful design. The spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet bar opens onto a private bluestone patio, perfect for outdoor dining or quiet mornings. The first-floor ensuite bedroom offers flexibility for guests, and a well-appointed mudroom with laundry and a pantry adds everyday convenience. Upstairs, the second floor features four bedrooms, including two ensuite bedrooms. The inviting primary suite boasts vaulted cathedral ceilings, a generous walk-in closet, and a large, spa-like bathroom. Two of the bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus family room and a second-floor laundry adds ease and functionali

Set on over four acres surrounded by conservation, this exceptional Polpis estate with sweeping views of Nantucket Harbor features two stunning homes, each with its own heated pool. The main residence offers 4 bedrooms, a vaulted living room with a wood-burning fireplace, a gourmet kitchen with custom cabinetry and top-tier appliances, multiple decks for entertaining, and a flexible office/guest suite. The primary suite enjoys harbor views, a walk-in closet, and a spa-like bath, with three additional en-suite bedrooms. The updated guest house includes an open-concept living area with a new kitchen, 3 bedrooms with including a king suite, two guest bedrooms, and a finished lower level with a TV room and full bath. With outdoor showers, sunset decks, and private landscaped grounds, this property is a true island compound

Timeless elegance defines this classic historic home in the heart of downtown Nantucket. Originally built in 1808 and carefully renovated in 2003, the residence beautifully preserves its historic character while offering modern comforts for today's living. Inside, exquisite period details abound, including historic paneling, interior doors crowned with transoms, wide antique pine floors, classic interior window shutters, and five fireplaces that create warmth and ambiance throughout the home. The property offers four bedrooms and four full baths, providing comfortable accommodations for family and guests alike. Located in one of the island's most desirable in-town settings, the home is just moments from Nantucket's renowned shops, restaurants, and harbor. Rare off-street parking further enhances the convenience

Located in the heart of Brant Point with harbor views, this exceptional 7-bedroom, 7.5-bath residence sits along one of the island's most coveted lanes. Blending casual seaside living with sophisticated cottage style, the home unfolds through beautifully scaled living spaces, intimate sitting rooms, and distinct dining areas. Thoughtfully designed for both entertaining and quiet retreat, the interiors feel expansive yet inviting. A distinguished Brant Point property that captures the essence of Nantucket with timeless sophistication, scale, and a sense of place that is increasingly rare

Located in the heart of Brant Point with harbor views, this exceptional 7-bedroom, 7.5-bath residence sits along one of the island's most coveted lanes. Blending casual seaside living with sophisticated cottage style, the home unfolds through beautifully scaled living spaces, intimate sitting rooms, and distinct dining areas. Thoughtfully designed for both entertaining and quiet retreat, the interiors feel expansive yet inviting. A distinguished Brant Point property that captures the essence of Nantucket with timeless sophistication, scale, and a sense of place that is increasingly rare

Enjoy modern comfort with historic Nantucket character at 15 North Water Street. Formerly operated as the beloved Hussey House, this 5,100 square foot in-town property has been completely renovated with thoughtful enhancements throughout and is offered fully furnished by Nantucket Looms. Spanning three meticulously finished levels, the home features six en suite bedrooms, providing exceptional scale and flexibility for hosting family and guests. Multiple inviting living spaces blend classic architectural details with clean, coastal finishes to create a warm and livable environment. Ideally located moments from Children's Beach, Brant Point, and Main Street, the property offers exceptional convenience and access to Nantucket's premier dining, shopping, and waterfront experiences. Whether used as a private retreat or for extended family gatherings, the home is designed for effortless enjoyment from day one. An updated roof walk captures sweeping views of the Harbor, Town, and Coatue, off

Located in the heart of Brant Point with harbor views, this exceptional 7-bedroom, 7.5-bath residence sits along one of the island's most coveted lanes. Blending casual seaside living with sophisticated cottage style, the home unfolds through beautifully scaled living spaces, intimate sitting rooms, and distinct dining areas. Thoughtfully designed for both entertaining and quiet retreat, the interiors feel expansive yet inviting. A distinguished Brant Point property that captures the essence of Nantucket with timeless sophistication, scale, and a sense of place that is increasingly rare

Enjoy modern comfort with historic Nantucket character at 15 North Water Street. Formerly operated as the beloved Hussey House, this 5,100 square foot in-town property has been completely renovated with thoughtful enhancements throughout and is offered fully furnished by Nantucket Looms. Spanning three meticulously finished levels, the home features six en suite bedrooms, providing exceptional scale and flexibility for hosting family and guests. Multiple inviting living spaces blend classic architectural details with clean, coastal finishes to create a warm and livable environment. Ideally located moments from Children's Beach, Brant Point, and Main Street, the property offers exceptional convenience and access to Nantucket's premier dining, shopping, and waterfront experiences. Whether used as a private retreat or for extended family gatherings, the home is designed for effortless enjoyment from day one. An updated roof walk captures sweeping views of the Harbor, Town, and Coatue, off

85 Orange Street Main House- Perfectly situated on one of Nantucket's most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful design. The spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet bar opens onto a private bluestone patio, perfect for outdoor dining or quiet mornings. The first-floor ensuite bedroom offers flexibility for guests, and a well-appointed mudroom with laundry and a pantry adds everyday convenience. Upstairs, the second floor features four bedrooms, including two ensuite bedrooms. The inviting primary suite boasts vaulted cathedral ceilings, a generous walk-in closet, and a large, spa-like bathroom. Two of the bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus family room and a second-floor laundry adds ease and functionali

Tucked in at the end of a quiet, white shell lane in the heart of the Sconset historic district, this immaculately maintained, 5 bedroom, 3.5 bath gem is the quintessential village summer house. The wraparound decks on the covered porches, overlooking the generous, manicured lawn provides a peaceful setting for morning coffee or an early evening cocktail. The property includes a new garden shed, has two off-street parking spaces, and is being offered furnished

Enjoy modern comfort with historic Nantucket character at 15 North Water Street. Formerly operated as the beloved Hussey House, this 5,100 square foot in-town property has been completely renovated with thoughtful enhancements throughout and is offered fully furnished by Nantucket Looms. Spanning three meticulously finished levels, the home features six en suite bedrooms, providing exceptional scale and flexibility for hosting family and guests. Multiple inviting living spaces blend classic architectural details with clean, coastal finishes to create a warm and livable environment. Ideally located moments from Children's Beach, Brant Point, and Main Street, the property offers exceptional convenience and access to Nantucket's premier dining, shopping, and waterfront experiences. Whether used as a private retreat or for extended family gatherings, the home is designed for effortless enjoyment from day one. An updated roof walk captures sweeping views of the Harbor, Town, and Coatue, off

Tucked in at the end of a quiet, white shell lane in the heart of the Sconset historic district, this immaculately maintained, 5 bedroom, 3.5 bath gem is the quintessential village summer house. The wraparound decks on the covered porches, overlooking the generous, manicured lawn provides a peaceful setting for morning coffee or an early evening cocktail. The property includes a new garden shed, has two off-street parking spaces, and is being offered furnished

Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of 'Sconset. Light and bright, with plenty of space, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and spa, an open-concept kitchen, dining, and living area that is perfect for entertaining, and multiple gathering spaces indoors and out for large families or groups

Tucked in at the end of a quiet, white shell lane in the heart of the Sconset historic district, this immaculately maintained, 5 bedroom, 3.5 bath gem is the quintessential village summer house. The wraparound decks on the covered porches, overlooking the generous, manicured lawn provides a peaceful setting for morning coffee or an early evening cocktail. The property includes a new garden shed, has two off-street parking spaces, and is being offered furnished

Ideally located just moments from Nantucket's vibrant downtown, this beautifully renovated 4-bedroom, 3-bathroom antique home offers the perfect blend of historic character and modern living. Originally built in 1835 and thoughtfully updated in 2015, the property is offered fully furnished and enjoys a strong rental history, making it an exceptional opportunity for both investment and personal use. Rich in original architectural details, the home showcases the timeless charm of a classic Nantucket residence while providing all the comforts of contemporary living. At the heart of the home is a spacious, light-filled kitchen featuring vaulted ceilings and a large dining table that comfortably seats 12-an ideal gathering space for family and friends. The updated kitchen and bathrooms complement the home's historic appeal, while outdoor living is equally inviting with a private patio and dining area perfect for summer entertaining or relaxing after a day at the beach. Additional amenities

Perched along Anne's Lane in 'Sconset, this exceptional Baxter Road residence allows you to take full advantage of the coastal setting with over three levels of living space, ocean vistas and a spacious wrap-around porch. The property offers five bedrooms, four full and one-half baths, multiple gathering spaces, a widow's walk with panoramic views, and a large deck just off the kitchen, ideal for outdoor dining. Endearingly named Family Matters, this beloved home boasts abundant natural light, inviting interiors, and seamless indoor-outdoor living throughout

A classic and charming Nantucket beach house in the heart of Brant Point. This four-bedroom, three-bath home is just moments from Children's Beach, Jetties Beach, and downtown. Thoughtfully updated with central air conditioning and renovated bathrooms, the home also features a covered side porch that captures the timeless character of one of Nantucket's most sought-after neighborhoods. A new enclosed rear porch adds additional living space, while the private rear yard offers a patio and grilling area ideal for outdoor dining and entertaining. Additional highlights include new windows, a wood-burning fireplace, HDC approval for two off-street parking spaces, and approval to elevate the home above sea level. Combined with a strong rental history, this is an exceptional opportunity to enjoy the convenience, charm, and coastal lifestyle that define Brant Point

Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of 'Sconset. Light and bright, with plenty of space, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and spa, an open-concept kitchen, dining, and living area that is perfect for entertaining, and multiple gathering spaces indoors and out for large families or groups

Tucked into the heart of Nantucket's coveted Old Historic District, just moments from Main Street, this exceptional newly built compound blends timeless architecture with refined, modern living boasting over 5,200 sf of living space. Designed with a sense of modern classic elegance, the property offers a beautifully crafted five bedroom main residence complemented by a separate three bedroom guest house-ideal for extended family, guests, or flexible use. Both homes feature thoughtfully designed open floor plans, where light-filled interiors flow effortlessly from one space to the next. Clean lines, high-end finishes, beautiful trim details throughout and understated coastal sophistication define the aesthetic, creating an inviting yet elevated atmosphere throughout. Living and dining areas seamlessly connect to well-appointed kitchens, perfect for both everyday living and entertaining. The outdoor space features a front yard, covered porch for al fresco dining off of main house, a priv

256 Polpis Road is an exceptional 6.42-acre legacy estate offering stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, together with Hehir Group Custom Builders, have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the very best of Nantucket. Spanning over 15,000 square feet, the estate boasts sweeping vistas and panoramic water views, surrounded by lush natural landscape designed by Ahearn Landscape Design. At the center of the property stands a spectacular main house featuring 10 bedroom suites, 3 floors of finished living space, floor-to-ceiling windows that frame the exceptional scenery, an 18x48' infinity-edge swimming pool, cabana, two-car garage, gym, movie theatre, and billiard room. The two-story guest house is thoughtfully sited to provide privacy from the main residence and complements the estate's exceptio

Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of 'Sconset. Light and bright, with plenty of space, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and spa, an open-concept kitchen, dining, and living area that is perfect for entertaining, and multiple gathering spaces indoors and out for large families or groups

Ideally located just moments from Nantucket's vibrant downtown, this beautifully renovated 4-bedroom, 3-bathroom antique home offers the perfect blend of historic character and modern living. Originally built in 1835 and thoughtfully updated in 2015, the property is offered fully furnished and enjoys a strong rental history, making it an exceptional opportunity for both investment and personal use. Rich in original architectural details, the home showcases the timeless charm of a classic Nantucket residence while providing all the comforts of contemporary living. At the heart of the home is a spacious, light-filled kitchen featuring vaulted ceilings and a large dining table that comfortably seats 12-an ideal gathering space for family and friends. The updated kitchen and bathrooms complement the home's historic appeal, while outdoor living is equally inviting with a private patio and dining area perfect for summer entertaining or relaxing after a day at the beach. Additional amenities

Tucked into the heart of Nantucket's coveted Old Historic District, just moments from Main Street, this exceptional newly built compound blends timeless architecture with refined, modern living boasting over 5,200 sf of living space. Designed with a sense of modern classic elegance, the property offers a beautifully crafted five bedroom main residence complemented by a separate three bedroom guest house-ideal for extended family, guests, or flexible use. Both homes feature thoughtfully designed open floor plans, where light-filled interiors flow effortlessly from one space to the next. Clean lines, high-end finishes, beautiful trim details throughout and understated coastal sophistication define the aesthetic, creating an inviting yet elevated atmosphere throughout. Living and dining areas seamlessly connect to well-appointed kitchens, perfect for both everyday living and entertaining. The outdoor space features a front yard, covered porch for al fresco dining off of main house, a priv

Perched along Anne's Lane in 'Sconset, this exceptional Baxter Road residence allows you to take full advantage of the coastal setting with over three levels of living space, ocean vistas and a spacious wrap-around porch. The property offers five bedrooms, four full and one-half baths, multiple gathering spaces, a widow's walk with panoramic views, and a large deck just off the kitchen, ideal for outdoor dining. Endearingly named Family Matters, this beloved home boasts abundant natural light, inviting interiors, and seamless indoor-outdoor living throughout

Located on the corner of Easy Street and Oak Street in the heart of Nantucket, this ground-floor retail condominium offers an excellent in-town commercial opportunity with immediate proximity to the harbor, downtown shops, and restaurants. The Oak Street frontage benefits from steady pedestrian flow and seamless access to the surrounding historic district, while remaining directly connected to the energy of Easy Street. The space comprises approximately 350 square feet (net) in one ground-floor retail unit within a mixed-use commercial property and includes access to a shared restroom. Limited expansion is possible. The flexible layout allows for a variety of commercial uses, including retail, gallery, professional office, or service-oriented concepts. Its central location and walkability make it well suited for businesses seeking strong visibility in an established commercial corridor. Offering accessibility, and long-term potential, this Oak Street retail space represents a compellin