Uppercaperealty.com Search Results

$3,995,000

A masterclass in modern design, in Perfect Harmony with nature. Turtle Hill House is a striking expression of modern coastal living, thoughtfully designed to embrace its extraordinary Wellfleet setting. Perched high among the treetops, the home feels immersed in the surrounding landscape, with expansive glass, abundant natural light and views that create a seamless connection between indoors and out. Even the property's name speaks to its setting, where turtles return to nest in the front yard. Inside, a European kitchen with concrete countertops and high-end stainless steel appliances is complemented by sequentially matched maple paneling throughout the kitchen, living and dining spaces. A dramatic steel and maple stairway adds an architectural focal point, while multiple decks extend the living spaces outdoors and take full advantage of the surrounding treetop and marsh views. With an association beach and tennis courts close by, and the natural beauty of Wellfleet all around, this sophisticated and wonderfully unexpected home offers an entirely new way to experience Cape Cod.

4 Beds ⋅ 4 Baths ⋅ 22604262 MLS

A masterclass in modern design, in Perfect Harmony with nature. Turtle Hill House is a striking expression of modern coastal living, thoughtfully designed to embrace its extraordinary Wellfleet setting. Perched high among the treetops, the home feels immersed in the surrounding landscape, with expansive glass, abundant natural light and views that create a seamless connection between indoors and out. Even the property's name speaks to its setting, where turtles return to nest in the front yard. Inside, a European kitchen with concrete countertops and high-end stainless steel appliances is complemented by sequentially matched maple paneling throughout the kitchen, living and dining spaces. A dramatic steel and maple stairway adds an architectural focal point, while multiple decks extend the living spaces outdoors and take full advantage of the surrounding treetop and marsh views. With an association beach and tennis courts close by, and the natural beauty of Wellfleet all around, this sophisticated and wonderfully unexpected home offers an entirely new way to experience Cape Cod.

50 Anawan Road, Wellfleet

$3,995,000

A rare offering in one of Scituate’s most coveted coastal settings, this exceptional custom New England shingle-style estate is privately sited on 4.09 beautifully manicured acres, 50 feet high, just moments from Minot Beach, North Scituate Village, Cohasset Harbor and Village. Views of Hatherly Country Club, the Gulf River and glimpses of the ocean create a captivating backdrop that beautifully complements the home’s coastal setting. Offering approximately 6,200 sq. ft. across four levels, the home showcases timeless architecture, exceptional craftsmanship and thoughtfully designed spaces for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring custom cabinetry, a generous double thick granite center island and high-end Thermador appliances. An adjoining breakfast area opens to the outdoor patios, while the butler’s pantry with wet bar and wine refrigerator connects seamlessly to the elegant formal dining room. The inviting living room is anchored by a wood-burning fireplace with marble surround, while a private study, detailed millwork, coffered ceilings and a distinctive custom compass inlay in the foyer add architectural character throughout the main level. Upstairs, the serene primary suite offers a gas fireplace, sitting area, spacious custom walk-in closets and a spa-inspired bath with radiant heated floors, marble countertops, oversized tiled shower and air-jet tub. Three additional bedrooms are each ensuite, providing exceptional comfort, privacy & spacious closets. A dedicated second-floor laundry adds everyday convenience. The third floor expands the home's entertaining possibilities with a family room and theater setup featuring an Atmos surround sound and 4K projector. The approximately 1,300 sq. ft. partially finished lower level with LVT flooring provides additional flexible space for recreation, fitness or a playroom. Outdoors, mature professional landscaping creates a private retreat complemented by natural stone patios, fieldstone walls, a wraparound farmer’s porch, extensive landscape lighting and a newly repaved driveway. A heated three-car garage, high-efficiency systems, radiant heat, impact-resistant Marvin windows, irrigation with a separate well and numerous custom details complete this distinctive coastal property. An extraordinary combination of privacy, scale, craftsmanship and location — offering refined coastal living within easy reach of The Commuter Rail to Boston.

4 Beds ⋅ 5 Baths ⋅ 73569447 MLS

A rare offering in one of Scituate’s most coveted coastal settings, this exceptional custom New England shingle-style estate is privately sited on 4.09 beautifully manicured acres, 50 feet high, just moments from Minot Beach, North Scituate Village, Cohasset Harbor and Village. Views of Hatherly Country Club, the Gulf River and glimpses of the ocean create a captivating backdrop that beautifully complements the home’s coastal setting. Offering approximately 6,200 sq. ft. across four levels, the home showcases timeless architecture, exceptional craftsmanship and thoughtfully designed spaces for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring custom cabinetry, a generous double thick granite center island and high-end Thermador appliances. An adjoining breakfast area opens to the outdoor patios, while the butler’s pantry with wet bar and wine refrigerator connects seamlessly to the elegant formal dining room. The inviting living room is anchored by a wood-burning fireplace with marble surround, while a private study, detailed millwork, coffered ceilings and a distinctive custom compass inlay in the foyer add architectural character throughout the main level. Upstairs, the serene primary suite offers a gas fireplace, sitting area, spacious custom walk-in closets and a spa-inspired bath with radiant heated floors, marble countertops, oversized tiled shower and air-jet tub. Three additional bedrooms are each ensuite, providing exceptional comfort, privacy & spacious closets. A dedicated second-floor laundry adds everyday convenience. The third floor expands the home's entertaining possibilities with a family room and theater setup featuring an Atmos surround sound and 4K projector. The approximately 1,300 sq. ft. partially finished lower level with LVT flooring provides additional flexible space for recreation, fitness or a playroom. Outdoors, mature professional landscaping creates a private retreat complemented by natural stone patios, fieldstone walls, a wraparound farmer’s porch, extensive landscape lighting and a newly repaved driveway. A heated three-car garage, high-efficiency systems, radiant heat, impact-resistant Marvin windows, irrigation with a separate well and numerous custom details complete this distinctive coastal property. An extraordinary combination of privacy, scale, craftsmanship and location — offering refined coastal living within easy reach of The Commuter Rail to Boston.

8 Border St, Scituate

$3,995,000

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of manicured grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home features over 3500 square feet of living space and centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are fully immersed in the surrounding waterscape and anchored by a two story fireplace. A sunroom captures the quieter, sheltered side of the shoreline, and the finished lower level offers room to expand living space. Four bedrooms include a private primary suite with its own deck and expansive bath. Outside, immaculate grounds rich with coastal plantings give way to a fenced rear yard and a wooden staircase descending to the waterfront -- where a private beach and Little Pleasant Bay await. Generational. Irreplaceable. Quintessential Cape Cod!

4 Beds ⋅ 5 Baths ⋅ 22602956 MLS

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of manicured grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home features over 3500 square feet of living space and centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are fully immersed in the surrounding waterscape and anchored by a two story fireplace. A sunroom captures the quieter, sheltered side of the shoreline, and the finished lower level offers room to expand living space. Four bedrooms include a private primary suite with its own deck and expansive bath. Outside, immaculate grounds rich with coastal plantings give way to a fenced rear yard and a wooden staircase descending to the waterfront -- where a private beach and Little Pleasant Bay await. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Lane, Orleans

$3,995,000

Grand View. Set high above Commercial Street in Provincetown's coveted East End, this distinguished residence enjoys panoramic views of Provincetown Harbor, Long Point, and Cape Cod Bay from a rare 1.19-acre setting. Built circa 1880, it became the summer home of renowned painter Max Bohm in 1916 and has remained in the same family ever since, a remarkable legacy reflecting Provincetown's enduring artistic heritage. The residence offers approximately 2,166 square feet with four bedrooms and two baths. Spanning the full width of the home, the living room is anchored by a striking five-sided bay window with a built-in window seat, creating a gracious space for gathering while framing the natural beauty beyond. An expansive covered porch embraces the ever-changing light and spectacular harbor views. A stairway leads you down to the street. The rear of the property abuts protected conservation land extending to Route 6, ensuring an exceptional sense of privacy. One of the largest residential parcels in Provincetown, Grand View is a setting of rare beauty and enduring significance.

4 Beds ⋅ 2 Baths ⋅ 22603390 MLS

Grand View. Set high above Commercial Street in Provincetown's coveted East End, this distinguished residence enjoys panoramic views of Provincetown Harbor, Long Point, and Cape Cod Bay from a rare 1.19-acre setting. Built circa 1880, it became the summer home of renowned painter Max Bohm in 1916 and has remained in the same family ever since, a remarkable legacy reflecting Provincetown's enduring artistic heritage. The residence offers approximately 2,166 square feet with four bedrooms and two baths. Spanning the full width of the home, the living room is anchored by a striking five-sided bay window with a built-in window seat, creating a gracious space for gathering while framing the natural beauty beyond. An expansive covered porch embraces the ever-changing light and spectacular harbor views. A stairway leads you down to the street. The rear of the property abuts protected conservation land extending to Route 6, ensuring an exceptional sense of privacy. One of the largest residential parcels in Provincetown, Grand View is a setting of rare beauty and enduring significance.

676 Commercial Street, Provincetown

$3,995,000

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

4 Beds ⋅ 5 Baths ⋅ 73539001 MLS

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

$3,995,000

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

8 Beds ⋅ 6 Baths ⋅ 73483686 MLS

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

23 Beetle Swamp Road, Edgartown

$3,975,000

Oracle Square represents a rare investment opportunity in the heart of the Lower Cape. This landmark mixed-use property with significant frontage on Route 6A, named after the historic Cape Cod Oracle, serves as a vibrant focal point for village life in Orleans.Spanning a 1.42-acre parcel, the property offers a robust combination of residential stability and commercial vitality.The property is anchored by the well-known Emack & Bolio's Ice Cream, a staple destination for both the local community and the seasonal tourist population. The remaining ten commercial spaces house a variety of established retail and service businesses, ensuring a resilient and diversified income stream.Situated in the heart of Orleans, the property offers unparalleled access to the Cape's most sought-after amenities:• Village Life• The Cape Cod Rail Trail• Natural Beauty

73493120 MLS

Oracle Square represents a rare investment opportunity in the heart of the Lower Cape. This landmark mixed-use property with significant frontage on Route 6A, named after the historic Cape Cod Oracle, serves as a vibrant focal point for village life in Orleans.Spanning a 1.42-acre parcel, the property offers a robust combination of residential stability and commercial vitality.The property is anchored by the well-known Emack & Bolio's Ice Cream, a staple destination for both the local community and the seasonal tourist population. The remaining ten commercial spaces house a variety of established retail and service businesses, ensuring a resilient and diversified income stream.Situated in the heart of Orleans, the property offers unparalleled access to the Cape's most sought-after amenities:• Village Life• The Cape Cod Rail Trail• Natural Beauty

80-82 Cranberry Highway, Orleans

$3,950,000

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

4 Beds ⋅ 5 Baths ⋅ 73575553 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

$3,950,000

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

4 Beds ⋅ 5 Baths ⋅ 22604432 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

$3,950,000

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

4 Beds ⋅ 4 Baths ⋅ 73557823 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

46 Beach Rd, Orleans

$3,950,000

EXCEPTIONAL TURN-KEY 4 BR 3.5BA RETREAT nestled in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 sq. ft. wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

4 Beds ⋅ 4 Baths ⋅ 22504311 MLS

EXCEPTIONAL TURN-KEY 4 BR 3.5BA RETREAT nestled in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 sq. ft. wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

27 Fishermans Road, Truro

$3,950,000

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is an extraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine cooler and storage, and a striking custom glass-topped island breakfast area. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan, staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness- inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub, radiant heated floors, custom walk-in closet, and direct access to the laundry room. Every element was intentionally designed to promote comfort, simplicity, and relaxation. Beyond its striking design, the home is equally impressive in its advanced infrastructure and efficiency. Natural gas heat, a Buderus boiler, recirculating hot water, multi- zone climate control, Cat6 wiring, integrated audio, solar panels, auto connect emergency power generator, private well connected to full property irrigation system, whole-property ADT security, and extensive smart systems provide exceptional comfort, reliability, and peace of mind. The detached two-story barn offers remarkable flexibility with 2 oversized garage bays, 3 garage doors, including one on the side for easy access behind the cars, heated workshop space, a half bath, utility sinks, skylights, insulated construction, and steel beam support. The lower level is outfitted with kitchen cabinets as well as a counter top and kitchen sink. Above the main house garage, the finished studio apartment mirrors the quality of the main residence with its own kitchenette, full bath, heating, cooling, and security system--ideal for guests, a private office, creative studio, or extended family. Outside, mature flowering landscapes, professionally designed irrigation, imported Japanese architectural accents including several walls topped with imported decorative Japanese tile, an outdoor shower, and extensive drainage improvements create beautiful, low- maintenance grounds that complement the home's tranquil character. 46 Beach Road is far more than a luxury home--it is a carefully engineered sanctuary where thoughtful design, modern innovation, and the quiet beauty of Japanese architecture combined with Cape Cod character create an environment unlike any other. Rarely does a property offer this level of craftsmanship, functionality, and emotional connection in one of Cape Cod's most desirable locations

4 Beds ⋅ 4 Baths ⋅ 22603586 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is an extraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine cooler and storage, and a striking custom glass-topped island breakfast area. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan, staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness- inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub, radiant heated floors, custom walk-in closet, and direct access to the laundry room. Every element was intentionally designed to promote comfort, simplicity, and relaxation. Beyond its striking design, the home is equally impressive in its advanced infrastructure and efficiency. Natural gas heat, a Buderus boiler, recirculating hot water, multi- zone climate control, Cat6 wiring, integrated audio, solar panels, auto connect emergency power generator, private well connected to full property irrigation system, whole-property ADT security, and extensive smart systems provide exceptional comfort, reliability, and peace of mind. The detached two-story barn offers remarkable flexibility with 2 oversized garage bays, 3 garage doors, including one on the side for easy access behind the cars, heated workshop space, a half bath, utility sinks, skylights, insulated construction, and steel beam support. The lower level is outfitted with kitchen cabinets as well as a counter top and kitchen sink. Above the main house garage, the finished studio apartment mirrors the quality of the main residence with its own kitchenette, full bath, heating, cooling, and security system--ideal for guests, a private office, creative studio, or extended family. Outside, mature flowering landscapes, professionally designed irrigation, imported Japanese architectural accents including several walls topped with imported decorative Japanese tile, an outdoor shower, and extensive drainage improvements create beautiful, low- maintenance grounds that complement the home's tranquil character. 46 Beach Road is far more than a luxury home--it is a carefully engineered sanctuary where thoughtful design, modern innovation, and the quiet beauty of Japanese architecture combined with Cape Cod character create an environment unlike any other. Rarely does a property offer this level of craftsmanship, functionality, and emotional connection in one of Cape Cod's most desirable locations

46 Beach Road, Orleans

$3,950,000

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

8 Beds ⋅ 4 Baths ⋅ 73523107 MLS

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School St, Falmouth

$3,950,000

Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

4 Beds ⋅ 2 Baths ⋅ 73487626 MLS

Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, Dennis

$3,950,000

EXCEPTIONAL TURN-KEY 4BR 3.5BA RETREAT in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 SF wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

4 Beds ⋅ 4 Baths ⋅ 73424787 MLS

EXCEPTIONAL TURN-KEY 4BR 3.5BA RETREAT in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 SF wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

27 Fishermans Road, Truro

$3,899,000

Location Location Location - Perfectly situated on Schoosett St, Rte 139 - Minutes to Rte 3 and 53. Great opportunity to acquire an operating Car Dealership with full Service Center, or bring your own business ideas. 20 K sf Building (15 K sf footprint with approx. 5K sf mezzanine) on 2.3 AC. Zoned Business B - Excellent Visibility and Frontage, Beautiful Showroom, Large Service Shop with 6 Lifts, Drive on Lift with Hunter Alignment Machine, Full Car Detailing Area, Brand New Roof, New Full Bath, Conference Area, Automotive Sales and Service, Licensed for Sale of 169 Vehicles, Parking for over 200 vehicles. Possible other uses: Oil Change, Auto Glass Repair, Detailing, Showroom for Builders / Contractors, Light Industry, Fabrication, Assembly, Finishing, Packaging or Research, Medical Offices, Outpatient Health Services, Retail Store / Showroom. Professional and Business Offices, Indoor Commercial Recreation Fitness / Health Center, Insurance and Financial Institutions, etc.

73465237 MLS

Location Location Location - Perfectly situated on Schoosett St, Rte 139 - Minutes to Rte 3 and 53. Great opportunity to acquire an operating Car Dealership with full Service Center, or bring your own business ideas. 20 K sf Building (15 K sf footprint with approx. 5K sf mezzanine) on 2.3 AC. Zoned Business B - Excellent Visibility and Frontage, Beautiful Showroom, Large Service Shop with 6 Lifts, Drive on Lift with Hunter Alignment Machine, Full Car Detailing Area, Brand New Roof, New Full Bath, Conference Area, Automotive Sales and Service, Licensed for Sale of 169 Vehicles, Parking for over 200 vehicles. Possible other uses: Oil Change, Auto Glass Repair, Detailing, Showroom for Builders / Contractors, Light Industry, Fabrication, Assembly, Finishing, Packaging or Research, Medical Offices, Outpatient Health Services, Retail Store / Showroom. Professional and Business Offices, Indoor Commercial Recreation Fitness / Health Center, Insurance and Financial Institutions, etc.

32 Schoosett St., Pembroke

$3,895,000

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pine hills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

5 Beds ⋅ 5 Baths ⋅ 22602802 MLS

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pine hills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Road, Plymouth

$3,895,000

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

5 Beds ⋅ 5 Baths ⋅ 73532558 MLS

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Rd, Plymouth

$3,875,000

EXCEPTIONAL MIXED-USE INVESTMENT AND OWNER-OCCUPANT OPPORTUNITY JUST MINUTES FROM HISTORIC EDGARTOWN ON BEAUTIFUL MARTHA'S VINEYARD! This meticulously maintained 6,712 SF property offers three commercial units plus a residential apartment with an additional side attic future expansion potential to add an additional apartment. Commercial spaces include a dental practice with finished lower level (full bath, kitchenette, living area & bedroom, and storage room), a Pilates studio with reception area, two studios & half bath, and a commercial catering kitchen with a full basement prep/expansion kitchen and half bath. The spacious 1+ bedroom condo features open-concept living, kitchen, bonus room (area with built in couch/bed) & full bath. Unfinished attic includes architectural plans for a second residential apartment - enhancing future value and income potential. Ideal for medical, dental, restaurant, wellness, professional offices, retail, creative studios or investors. Property has town water and sewer - a great bonus. Ample on-site parking, flexible layout, and an outstanding Edgartown location just outside the Historic District.

5 Baths ⋅ 73564126 MLS

EXCEPTIONAL MIXED-USE INVESTMENT AND OWNER-OCCUPANT OPPORTUNITY JUST MINUTES FROM HISTORIC EDGARTOWN ON BEAUTIFUL MARTHA'S VINEYARD! This meticulously maintained 6,712 SF property offers three commercial units plus a residential apartment with an additional side attic future expansion potential to add an additional apartment. Commercial spaces include a dental practice with finished lower level (full bath, kitchenette, living area & bedroom, and storage room), a Pilates studio with reception area, two studios & half bath, and a commercial catering kitchen with a full basement prep/expansion kitchen and half bath. The spacious 1+ bedroom condo features open-concept living, kitchen, bonus room (area with built in couch/bed) & full bath. Unfinished attic includes architectural plans for a second residential apartment - enhancing future value and income potential. Ideal for medical, dental, restaurant, wellness, professional offices, retail, creative studios or investors. Property has town water and sewer - a great bonus. Ample on-site parking, flexible layout, and an outstanding Edgartown location just outside the Historic District.

258 Edgartown-Vineyard Haven Rd, Edgartown

$3,850,000

Designed by award-winning architect James Estes and featured in Design New England magazine, this exceptional North Truro residence is a striking modern interpretation of Cape Cod living. Built in 2010 and set on nearly an acre, the home's thoughtful design embraces its setting, with elevated, sunlit primary living area facing a wall of windows that capture views of Cape Cod Bay and surrounding conservation land. Step onto an extraordinary setting for entertaining - the screened porch and lounging deck with pergola. Channel your inner chef in the beautifully appointed kitchen, featuring Wolf, Sub-Zero and Bosch appliances and a stunning 11-foot granite-topped island. Gather family and friends in the spacious dining area or relax by the living room's gas fireplace, surrounded by custom built-ins created by a local craftsman. Retreat to your serene primary suite, which offers a Juliette balcony, spa-like bath and dressing room with private laundry. Throughout the home, a sophisticated coastal palette pairs translucent Kalwall panels, seaglass-inspired surfaces and light maple wood with steel cable and architectural detailing. A dramatic bridge overlooking the soaring entry leads to a private powder room. On the garden level, three additional bedrooms and two full baths provide separation for family and guests, with each bedroom opening to its own private deck. Every room is tastefully designed with a curated collection of high-end designer furnishings selected to complement the home's distinctive architecture and are included in the offering. Completing the garden level is an impressive mudroom with extensive built-ins, laundry, and full-length bench, which exits to a breezeway leading to the dedicated fitness and storage rooms. Outdoors, professionally designed and landscaped grounds create a lush, bucolic setting, while adjoining conservation land provides a natural backdrop and helps preserve the expansive views toward the Bay. When the Bay beckons, Bay Village Association beach stairs are just a short stroll away, with Provincetown just a few minutes drive away. Distinctive, sophisticated and beautifully connected to its Outer Cape setting, this is architecture designed not simply to be admired, but to be lived in.

4 Beds ⋅ 4 Baths ⋅ 73565209 MLS

Designed by award-winning architect James Estes and featured in Design New England magazine, this exceptional North Truro residence is a striking modern interpretation of Cape Cod living. Built in 2010 and set on nearly an acre, the home's thoughtful design embraces its setting, with elevated, sunlit primary living area facing a wall of windows that capture views of Cape Cod Bay and surrounding conservation land. Step onto an extraordinary setting for entertaining - the screened porch and lounging deck with pergola. Channel your inner chef in the beautifully appointed kitchen, featuring Wolf, Sub-Zero and Bosch appliances and a stunning 11-foot granite-topped island. Gather family and friends in the spacious dining area or relax by the living room's gas fireplace, surrounded by custom built-ins created by a local craftsman. Retreat to your serene primary suite, which offers a Juliette balcony, spa-like bath and dressing room with private laundry. Throughout the home, a sophisticated coastal palette pairs translucent Kalwall panels, seaglass-inspired surfaces and light maple wood with steel cable and architectural detailing. A dramatic bridge overlooking the soaring entry leads to a private powder room. On the garden level, three additional bedrooms and two full baths provide separation for family and guests, with each bedroom opening to its own private deck. Every room is tastefully designed with a curated collection of high-end designer furnishings selected to complement the home's distinctive architecture and are included in the offering. Completing the garden level is an impressive mudroom with extensive built-ins, laundry, and full-length bench, which exits to a breezeway leading to the dedicated fitness and storage rooms. Outdoors, professionally designed and landscaped grounds create a lush, bucolic setting, while adjoining conservation land provides a natural backdrop and helps preserve the expansive views toward the Bay. When the Bay beckons, Bay Village Association beach stairs are just a short stroll away, with Provincetown just a few minutes drive away. Distinctive, sophisticated and beautifully connected to its Outer Cape setting, this is architecture designed not simply to be admired, but to be lived in.

44 Twine Field Rd, Truro

$3,795,000

Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tile.

3 Beds ⋅ 4 Baths ⋅ 73545525 MLS

Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tile.

96 Hammett Ln, Chilmark

$3,790,000

THE COMPOUND AT INDIAN HILL Some properties are a house. This one is a world. Set on more than 3 private acres, this true multi-dwelling compound was built for the way people live now: together, apart, & on their own terms. 4,464 SF across the 3 dwellings. The main house anchors it all, with glass doors & big windows framing meadow views, a stone fireplace, & a kitchen built for gathering. The Studio Barn is the wild card, as a creative studio, wellness space, or quiet retreat. The Guest House is a proven income asset with a long rental history, offering three bedrooms & a loft-inspired living space of its own. Seven bedrooms. Four & a half baths. One heated saltwater pool. Endless configurations, from a full family compound to a primary residence with built-in income. Set in West Tisbury near Lambert's Cove & Long Point beaches, farm stands, & Cedar Tree Neck Sanctuary. Rural enough to disappear into, close enough to never feel cut off. Walkable to Market, apothecary & post office. A property built for generations, whichever chapter you're writing next. Three dwellings, two septic systems, capacity for up to 10 bedrooms. Buyer to verify with West Tisbury Board of Health.

7 Beds ⋅ 5 Baths ⋅ 22603630 MLS

THE COMPOUND AT INDIAN HILL Some properties are a house. This one is a world. Set on more than 3 private acres, this true multi-dwelling compound was built for the way people live now: together, apart, & on their own terms. 4,464 SF across the 3 dwellings. The main house anchors it all, with glass doors & big windows framing meadow views, a stone fireplace, & a kitchen built for gathering. The Studio Barn is the wild card, as a creative studio, wellness space, or quiet retreat. The Guest House is a proven income asset with a long rental history, offering three bedrooms & a loft-inspired living space of its own. Seven bedrooms. Four & a half baths. One heated saltwater pool. Endless configurations, from a full family compound to a primary residence with built-in income. Set in West Tisbury near Lambert's Cove & Long Point beaches, farm stands, & Cedar Tree Neck Sanctuary. Rural enough to disappear into, close enough to never feel cut off. Walkable to Market, apothecary & post office. A property built for generations, whichever chapter you're writing next. Three dwellings, two septic systems, capacity for up to 10 bedrooms. Buyer to verify with West Tisbury Board of Health.

31 Josiah Sachem Way, West Tisbury

$3,750,000

RIDING LIGHTS, named for the navigation lights used to illuminate anchored vessels at night, is a rare waterfront offering in North Truro. This iconic 6-bedroom, 4.5-bath home, originally built in the 1920s and thoughtfully expanded over the years, blends historic character with an extraordinary coastal setting. Its distinctive stucco exterior and conical architectural design captured the attention of renowned artist Edward Hopper, who painted the home in the 1930s. The heavily vegetated dune face provides natural stability while enhancing privacy, and a private walkway leads to a pristine sandy beach. Enjoy sweeping views of Provincetown, Cape Cod Bay, the Sagamore Bridge, and the mainland beyond. A truly exceptional legacy property, RIDING LIGHTS offers the rare opportunity to own an important piece of Truro history and create cherished memories for generations to come

6 Beds ⋅ 5 Baths ⋅ 73547903 MLS

RIDING LIGHTS, named for the navigation lights used to illuminate anchored vessels at night, is a rare waterfront offering in North Truro. This iconic 6-bedroom, 4.5-bath home, originally built in the 1920s and thoughtfully expanded over the years, blends historic character with an extraordinary coastal setting. Its distinctive stucco exterior and conical architectural design captured the attention of renowned artist Edward Hopper, who painted the home in the 1930s. The heavily vegetated dune face provides natural stability while enhancing privacy, and a private walkway leads to a pristine sandy beach. Enjoy sweeping views of Provincetown, Cape Cod Bay, the Sagamore Bridge, and the mainland beyond. A truly exceptional legacy property, RIDING LIGHTS offers the rare opportunity to own an important piece of Truro history and create cherished memories for generations to come

41 Pond Road, Truro

$3,700,000

Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef’s kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

4 Beds ⋅ 4 Baths ⋅ 73536484 MLS

Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef’s kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

9 Clare Rd, Plymouth

$3,699,000

Set within The Bay Club at Mattapoisett, 9 High Ridge Drive delivers the rare combination of scale, privacy, and true resort-style living. With over 8,000 sq ft of refined space designed for the way people actually live: hosting, gathering, escaping, and giving guests room to stay. The setting feels private and elevated, with a heated gunite pool, outdoor entertaining areas, carriage house flexibility, generous bedrooms, and a floor plan built for both everyday comfort and unforgettable weekends. This is South Coast luxury with a private-club rhythm: golf, dining, fitness, racquets, coastal access, and the ease of a community lifestyle around you. For buyers considering Cape Cod, coastal Massachusetts, or a second-home retreat, 9 High Ridge offers the feeling of a private resort without the friction. A Bay Club estate with presence, lifestyle, and room for the next chapter.

7 Beds ⋅ 10 Baths ⋅ 73528874 MLS

Set within The Bay Club at Mattapoisett, 9 High Ridge Drive delivers the rare combination of scale, privacy, and true resort-style living. With over 8,000 sq ft of refined space designed for the way people actually live: hosting, gathering, escaping, and giving guests room to stay. The setting feels private and elevated, with a heated gunite pool, outdoor entertaining areas, carriage house flexibility, generous bedrooms, and a floor plan built for both everyday comfort and unforgettable weekends. This is South Coast luxury with a private-club rhythm: golf, dining, fitness, racquets, coastal access, and the ease of a community lifestyle around you. For buyers considering Cape Cod, coastal Massachusetts, or a second-home retreat, 9 High Ridge offers the feeling of a private resort without the friction. A Bay Club estate with presence, lifestyle, and room for the next chapter.

9 High Ridge Drive, Mattapoisett

$3,695,000

Set on more than 30 stunningly beautiful acres along the shores of Cape Cod Bay, Sunset Farm is a rare coastal retreat of remarkable privacy and unlimited optionality. Thoughtfully created by a master arborist with great vision and care, this legacy property features a curated landscape of specimen trees, open meadows, and winding trails around 5 large and naturally recharging freshwater ponds. A custom built farmhouse, substantial barn, and sprawling bucolic countryside provide for immediate enjoyment, while conceptual plans exist for a full multi-generational family compound including stables, additional guest houses, pool and tennis court. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located within proximity to restaurants, shops and galleries. Timeless, serene, and impossible to replicate, this is one of Cape Cod’s most magical properties and is a pleasure to show, by appointment only.

3 Beds ⋅ 3 Baths ⋅ 73576136 MLS

Set on more than 30 stunningly beautiful acres along the shores of Cape Cod Bay, Sunset Farm is a rare coastal retreat of remarkable privacy and unlimited optionality. Thoughtfully created by a master arborist with great vision and care, this legacy property features a curated landscape of specimen trees, open meadows, and winding trails around 5 large and naturally recharging freshwater ponds. A custom built farmhouse, substantial barn, and sprawling bucolic countryside provide for immediate enjoyment, while conceptual plans exist for a full multi-generational family compound including stables, additional guest houses, pool and tennis court. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located within proximity to restaurants, shops and galleries. Timeless, serene, and impossible to replicate, this is one of Cape Cod’s most magical properties and is a pleasure to show, by appointment only.

46A Roos Road, Sandwich

$3,695,000

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

3 Beds ⋅ 4 Baths ⋅ 73547874 MLS

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

9 Thaxter Ln, Edgartown

$3,695,000

Perched above Shoestring Bay, this magnificent waterfront compound provides a rare combination of natural beauty and modern luxury. Designed to deliver an unmatched lifestyle, the property features a private dock that gives access to endless water activities. Thoughtful details are found throughout the residence, from the gourmet kitchen with a Wolf range and granite countertops to the first-floor primary suite with a fireplace and sliding glass doors that frame breathtaking water views. On the second level, two well-appointed bedrooms each have private balconies and their own full bathrooms. A gracious sitting room enjoys access to a spacious third balcony, while a separate in-law suite above the attached 3-car garage is complete with a kitchenette. A detached garage offers additional storage and endless opportunities with unfinished space above. Located minutes from the village center, Willowbend, and Mashpee Commons, this spectacular waterfront home awaits its next chapter.

4 Beds ⋅ 6 Baths ⋅ 73503222 MLS

Perched above Shoestring Bay, this magnificent waterfront compound provides a rare combination of natural beauty and modern luxury. Designed to deliver an unmatched lifestyle, the property features a private dock that gives access to endless water activities. Thoughtful details are found throughout the residence, from the gourmet kitchen with a Wolf range and granite countertops to the first-floor primary suite with a fireplace and sliding glass doors that frame breathtaking water views. On the second level, two well-appointed bedrooms each have private balconies and their own full bathrooms. A gracious sitting room enjoys access to a spacious third balcony, while a separate in-law suite above the attached 3-car garage is complete with a kitchenette. A detached garage offers additional storage and endless opportunities with unfinished space above. Located minutes from the village center, Willowbend, and Mashpee Commons, this spectacular waterfront home awaits its next chapter.

359 Santuit Road, Barnstable

$3,650,000

Set in the heart of Katama, this exceptional 5.5-acre building lot offers a rare opportunity to create a private island retreat surrounded by nature and conservation land. The property is bordered by 87 acres of Sheriffs Meadow conservation land and an additional 75 acres of town-owned land, providing an extraordinary sense of privacy and protected open space. Located in a well-established Katama neighborhood, the property captures the essence of the island lifestyle, with the sights, sounds, and salt air of the Atlantic Ocean close by. Just minutes from South Beach and Wilson’s Landing, easily enjoy swimming, boating, fishing, and long summer days by the water. A remarkable opportunity to build in one of the Vineyard’s most coveted settings, with expansive protected land and the beauty of Katama all around.

73565039 MLS

Set in the heart of Katama, this exceptional 5.5-acre building lot offers a rare opportunity to create a private island retreat surrounded by nature and conservation land. The property is bordered by 87 acres of Sheriffs Meadow conservation land and an additional 75 acres of town-owned land, providing an extraordinary sense of privacy and protected open space. Located in a well-established Katama neighborhood, the property captures the essence of the island lifestyle, with the sights, sounds, and salt air of the Atlantic Ocean close by. Just minutes from South Beach and Wilson’s Landing, easily enjoy swimming, boating, fishing, and long summer days by the water. A remarkable opportunity to build in one of the Vineyard’s most coveted settings, with expansive protected land and the beauty of Katama all around.

8 Turkeyland Cove Road, Edgartown

$3,600,000

Tucked away on 4.5 acres off Lambert's Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert's Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplace, opening onto a patio overlooking the water. The kitchen with casual dining area connects to a screened porch, creating easy indoor-outdoor living. A heated Gunite pool and expansive yard enhance the tranquil setting. Additional features include a first floor bedroom, detached garage, full basement, and a newly installed Title V septic system designed for SIX bedrooms.

5 Beds ⋅ 3 Baths ⋅ 22602483 MLS

Tucked away on 4.5 acres off Lambert's Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert's Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplace, opening onto a patio overlooking the water. The kitchen with casual dining area connects to a screened porch, creating easy indoor-outdoor living. A heated Gunite pool and expansive yard enhance the tranquil setting. Additional features include a first floor bedroom, detached garage, full basement, and a newly installed Title V septic system designed for SIX bedrooms.

20 James Pond Way, West Tisbury