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Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

6 Beds ⋅ 7 Baths ⋅ 73565263 MLS

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

59 Hagerty Drive, Tisbury

Listing courtesy of Listing Agent: Carol Shore from Listing Office: Donnelly + Co..

$6,150,000

Iconic “Egg Rock” Estate—a rare oceanfront legacy property set on 3 private acres in Nahant’s prestigious East Point. Overlooking Egg Rock and the Atlantic, this grand 9,000+ SF residence offers 10 bedrooms and 8 baths, showcasing exceptional period craftsmanship. Elegant interiors feature soaring 11’ ceilings, intricate plaster moldings, refined millwork, gleaming hardwood floors, and a dramatic central staircase. Nine fireplaces, a stately library, billiard room, mural room, and classic butler’s pantry enhance its timeless appeal, while a third-floor guest suite provides added privacy for extended stays. Expansive windows capture sweeping ocean vistas. Outdoors, enjoy a heated cliffside pool and pool house, ideal for relaxation or direct access via a rebuilt seawall to a private shared beach. A distinguished offering of coastal grandeur and historic significance.

10 Beds ⋅ 11 Baths ⋅ 73535142 MLS

Iconic “Egg Rock” Estate—a rare oceanfront legacy property set on 3 private acres in Nahant’s prestigious East Point. Overlooking Egg Rock and the Atlantic, this grand 9,000+ SF residence offers 10 bedrooms and 8 baths, showcasing exceptional period craftsmanship. Elegant interiors feature soaring 11’ ceilings, intricate plaster moldings, refined millwork, gleaming hardwood floors, and a dramatic central staircase. Nine fireplaces, a stately library, billiard room, mural room, and classic butler’s pantry enhance its timeless appeal, while a third-floor guest suite provides added privacy for extended stays. Expansive windows capture sweeping ocean vistas. Outdoors, enjoy a heated cliffside pool and pool house, ideal for relaxation or direct access via a rebuilt seawall to a private shared beach. A distinguished offering of coastal grandeur and historic significance.

374 Nahant Road, Nahant

Listing courtesy of Listing Agent: Annie Wachtel from Listing Office: Coldwell Banker Realty - Marblehead.

$6,125,000

Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every season. Adding a truly one-of-a-kind touch in the dining room, trompe l’oeil murals by Linda Carnegie bring scenes of Edgartown indoors as works of art. The first-floor primary suite is a private retreat, complete with custom closets and cabinetry. The spa-like full bath features a sunken tub, and the suite opens to its own private deck with an outdoor shower. The living extends outdoors through an impressive collection of spaces designed for relaxed island days and long summer evenings. Multiple decks provide room to dine and lounge, while the screened porch offers a shaded retreat from morning coffee to sunset cocktails. Surrounding it all, lush gardens designed by Donaroma’s bring color, texture, and privacy, with each season offering something new to admire. Above the garage, a separate guest suite offers its own kitchen, full bath, and private entrance – ideal for visiting family, extended-stay guests, a caregiver, or an independent retreat for older children. With its refined interiors, beautiful grounds, and prized location just moments from Edgartown’s shops, restaurants, harbor, and historic waterfront, this exceptional property is a unique opportunity.

4 Beds ⋅ 6 Baths ⋅ 73590664 MLS

Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every season. Adding a truly one-of-a-kind touch in the dining room, trompe l’oeil murals by Linda Carnegie bring scenes of Edgartown indoors as works of art. The first-floor primary suite is a private retreat, complete with custom closets and cabinetry. The spa-like full bath features a sunken tub, and the suite opens to its own private deck with an outdoor shower. The living extends outdoors through an impressive collection of spaces designed for relaxed island days and long summer evenings. Multiple decks provide room to dine and lounge, while the screened porch offers a shaded retreat from morning coffee to sunset cocktails. Surrounding it all, lush gardens designed by Donaroma’s bring color, texture, and privacy, with each season offering something new to admire. Above the garage, a separate guest suite offers its own kitchen, full bath, and private entrance – ideal for visiting family, extended-stay guests, a caregiver, or an independent retreat for older children. With its refined interiors, beautiful grounds, and prized location just moments from Edgartown’s shops, restaurants, harbor, and historic waterfront, this exceptional property is a unique opportunity.

78 Plantingfield Way, Edgartown

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..

$6,000,000

The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.

4 Beds ⋅ 3 Baths ⋅ 73573000 MLS

The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.

78 Gardiner Road, Falmouth

Listing courtesy of Listing Agent: Jack Cotton from Listing Office: Sotheby's International Realty.

$5,995,000

Sited atop a beautifully landscaped bluff overlooking Buzzards Bay, Stony Beach, and Penzance Point, this iconic Woods Hole residence is a rare expression of timeless coastal living. Beloved by the same family for more than 40 years, the home retains an unmistakable sense of authenticity, with hardwood floors throughout, rich wood paneling, and gracious rooms that reflect generations of summers by the sea. The main level offers a kitchen, den, dining room, living room, and a series of inviting porches and outdoor spaces, each designed to capture the extraordinary setting and sweeping water views. A charming waterfront cabana creates a private perch above the bay, while a separate walkway and deck wrap along the seawall, offering yet another remarkable vantage point from which to experience the coastline. Upstairs, five bedrooms and multiple baths provide generous accommodations for family and guests. Surrounded by established landscaping and set high above the water, this extraordinary property embodies the enduring character, beauty, and understated elegance that have long defined Woods Hole.

5 Beds ⋅ 4 Baths ⋅ 73587248 MLS

Sited atop a beautifully landscaped bluff overlooking Buzzards Bay, Stony Beach, and Penzance Point, this iconic Woods Hole residence is a rare expression of timeless coastal living. Beloved by the same family for more than 40 years, the home retains an unmistakable sense of authenticity, with hardwood floors throughout, rich wood paneling, and gracious rooms that reflect generations of summers by the sea. The main level offers a kitchen, den, dining room, living room, and a series of inviting porches and outdoor spaces, each designed to capture the extraordinary setting and sweeping water views. A charming waterfront cabana creates a private perch above the bay, while a separate walkway and deck wrap along the seawall, offering yet another remarkable vantage point from which to experience the coastline. Upstairs, five bedrooms and multiple baths provide generous accommodations for family and guests. Surrounded by established landscaping and set high above the water, this extraordinary property embodies the enduring character, beauty, and understated elegance that have long defined Woods Hole.

46 Gardiner Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

$5,995,000

Set in the heart of Hyannis Port with commanding views of the harbor and Nantucket Sound, this magnificent shingle-style residence offers Cape Cod living at its finest. Boasting an unrivaled location just a stone's throw from the beach and yacht club, a spacious wraparound porch welcomes you on approach, ideal for entertaining or relaxing amidst gentle sea breezes and a breathtaking backdrop. Inside, the gracious layout balances scale and intimacy, with mesmerizing views from nearly every room and thoughtful details including hardwood floors, beamed ceilings, and multiple fireplaces. The eat-in kitchen is appointed with stainless steel appliances and a walk-in pantry, and connects seamlessly to the adjacent formal dining room. Seven bedrooms and four-and-a-half baths provide comfort throughout, including a private wing above the attached two-car garage with three bedrooms and a large bonus room. A rare and exceptional opportunity within the Hyannis Port Civic Association and steps from everything the village has to offer, this iconic residence is ready to be reimagined and enjoyed for years to come.

7 Beds ⋅ 5 Baths ⋅ 73579636 MLS

Set in the heart of Hyannis Port with commanding views of the harbor and Nantucket Sound, this magnificent shingle-style residence offers Cape Cod living at its finest. Boasting an unrivaled location just a stone's throw from the beach and yacht club, a spacious wraparound porch welcomes you on approach, ideal for entertaining or relaxing amidst gentle sea breezes and a breathtaking backdrop. Inside, the gracious layout balances scale and intimacy, with mesmerizing views from nearly every room and thoughtful details including hardwood floors, beamed ceilings, and multiple fireplaces. The eat-in kitchen is appointed with stainless steel appliances and a walk-in pantry, and connects seamlessly to the adjacent formal dining room. Seven bedrooms and four-and-a-half baths provide comfort throughout, including a private wing above the attached two-car garage with three bedrooms and a large bonus room. A rare and exceptional opportunity within the Hyannis Port Civic Association and steps from everything the village has to offer, this iconic residence is ready to be reimagined and enjoyed for years to come.

172 Irving Avenue, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$5,995,000

Tucked away in the quintessential village of Cummaquid, this extraordinary coastal estate presents a rare fusion of classic New England architecture, fine interior craftsmanship, and sweeping natural beauty. The property enjoys total privacy and directly borders the pristine tidal flats and walking trails of the Mass Audubon Long Pasture Wildlife Sanctuary. Sweeping views stretch endlessly across lush salt marshes toward Barnstable Harbor, osprey nesting platforms, and the distant dunes of Sandy Neck, offering a living landscape that changes dramatically with the light and seasons. A sense of arrival unfolds at the gated entrance, where double wooden gates set between stone pillars open to a winding drive and motor court. Classic shingles, coastal periwinkle blue shutters, and an attached four-bay garage establish an immediate sense of refined luxury. An expansive stone terrace caters to outdoor living with a built-in barbecue, fire pit, and a shaded pergola for outdoor dining. A rolling lawn gives way to the heated swimming pool and cabana, where days can be spent in a resort-like setting amidst breathtaking water views. Inside, light-flooded spaces with vaulted ceilings and walls of windows invite the surrounding natural landscape into every room. The dramatic main living area showcases wide-plank wood floors, a wall of windows facing the scenic water views, custom cobalt blue media cabinetry, and an artisan compass rose wood floor inlay. Adjacent to the formal dining room, the chef's kitchen boasts stone countertops, a spacious island, and an integrated coffee station. A first-floor primary suite serves as a tranquil private retreat, featuring a fireplace and private French doors to the grounds. It is paired with a showroom-quality walk-in dressing room with an expansive center island and glass-front wardrobe. Well-appointed bedroom suites offer refined accommodations for family and guests throughout the home. Combining absolute privacy, exceptional resort amenities, and an unbeatable setting in historic Cummaquid, this home captures the essence of classic Cape Cod living.

6 Beds ⋅ 8 Baths ⋅ 73569689 MLS

Tucked away in the quintessential village of Cummaquid, this extraordinary coastal estate presents a rare fusion of classic New England architecture, fine interior craftsmanship, and sweeping natural beauty. The property enjoys total privacy and directly borders the pristine tidal flats and walking trails of the Mass Audubon Long Pasture Wildlife Sanctuary. Sweeping views stretch endlessly across lush salt marshes toward Barnstable Harbor, osprey nesting platforms, and the distant dunes of Sandy Neck, offering a living landscape that changes dramatically with the light and seasons. A sense of arrival unfolds at the gated entrance, where double wooden gates set between stone pillars open to a winding drive and motor court. Classic shingles, coastal periwinkle blue shutters, and an attached four-bay garage establish an immediate sense of refined luxury. An expansive stone terrace caters to outdoor living with a built-in barbecue, fire pit, and a shaded pergola for outdoor dining. A rolling lawn gives way to the heated swimming pool and cabana, where days can be spent in a resort-like setting amidst breathtaking water views. Inside, light-flooded spaces with vaulted ceilings and walls of windows invite the surrounding natural landscape into every room. The dramatic main living area showcases wide-plank wood floors, a wall of windows facing the scenic water views, custom cobalt blue media cabinetry, and an artisan compass rose wood floor inlay. Adjacent to the formal dining room, the chef's kitchen boasts stone countertops, a spacious island, and an integrated coffee station. A first-floor primary suite serves as a tranquil private retreat, featuring a fireplace and private French doors to the grounds. It is paired with a showroom-quality walk-in dressing room with an expansive center island and glass-front wardrobe. Well-appointed bedroom suites offer refined accommodations for family and guests throughout the home. Combining absolute privacy, exceptional resort amenities, and an unbeatable setting in historic Cummaquid, this home captures the essence of classic Cape Cod living.

186 Stoney Cove Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$5,995,000

Welcome to 375 Baxter Neck, a classic waterfront estate home with stunning renovations and top-of-the-line amenities throughout. Located in a quiet and private enclave, yet close to Osterville Village and its great restaurants and shops, this expansive home features a thoughtfully designed floorplan ideal for large scale entertaining, or cozy weekends alike. A gorgeous chef's kitchen with soaring ceilings, oversized center island, top appliances and walls of glass overlooks the rear blue stone patio, heated pool, hot tub, gardens and lawn. Watch a steady parade of boats and glimmering water views from the first floor primary suite, which includes a large walk-in dressing room and spacious bathroom. Multiple fireplaces, crown moldings, built-ins, hardwood floors and other details are found throughout this exceptional residence, which is offered fully furnished with a Boston Whaler boat to park on the shared dock. A must see, by appointment only.

5 Beds ⋅ 7 Baths ⋅ 73541050 MLS

Welcome to 375 Baxter Neck, a classic waterfront estate home with stunning renovations and top-of-the-line amenities throughout. Located in a quiet and private enclave, yet close to Osterville Village and its great restaurants and shops, this expansive home features a thoughtfully designed floorplan ideal for large scale entertaining, or cozy weekends alike. A gorgeous chef's kitchen with soaring ceilings, oversized center island, top appliances and walls of glass overlooks the rear blue stone patio, heated pool, hot tub, gardens and lawn. Watch a steady parade of boats and glimmering water views from the first floor primary suite, which includes a large walk-in dressing room and spacious bathroom. Multiple fireplaces, crown moldings, built-ins, hardwood floors and other details are found throughout this exceptional residence, which is offered fully furnished with a Boston Whaler boat to park on the shared dock. A must see, by appointment only.

375 Baxters Neck Rd, Barnstable

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.

$5,995,000

New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and walk-in pantry, opening to an expansive family room with custom tray ceiling. The main level includes a private office, formal living and dining rooms, custom mudroom, and flexible first-floor primary or guest suite. Upstairs offers a second primary, three additional bedrooms, a lounge/game room, and laundry. The finished lower level with 11.5’ ceilings includes a second kitchen, theater, large entertaining space, and full bath. Set on 1.23 level acres with circular drive, patio, outdoor kitchen, pool potential, and 3-car garage, just minutes to town, top-ranked schools, and the commuter rail.

5 Beds ⋅ 7 Baths ⋅ 73525277 MLS

New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and walk-in pantry, opening to an expansive family room with custom tray ceiling. The main level includes a private office, formal living and dining rooms, custom mudroom, and flexible first-floor primary or guest suite. Upstairs offers a second primary, three additional bedrooms, a lounge/game room, and laundry. The finished lower level with 11.5’ ceilings includes a second kitchen, theater, large entertaining space, and full bath. Set on 1.23 level acres with circular drive, patio, outdoor kitchen, pool potential, and 3-car garage, just minutes to town, top-ranked schools, and the commuter rail.

10 Hitching Post Lane, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$5,995,000

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

7 Beds ⋅ 10 Baths ⋅ 73519804 MLS

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

55 Parkwood Drive, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

$5,995,000

Quintessential Beacon Hill 4+ bedroom townhouse located just steps from Louisburg Square. 80 Pinckney Street is a dream-it offers a renovated open concept kitchen/living/family room, elegant formal entertaining spaces, and a truly exceptional garden & greenhouse. This tasteful home has an elegant entry foyer complemented by a dramatic staircase and a picturesque greenhouse drawing you in to see more! A formal dining room w/ fireplace has notable French Zuber wallcovering, the epitome of opulence. The gorgeous living room features another marble fireplace & floor to ceiling windows that overlook the home's lush garden w/ fountain. A nearby wetbar & powder room make this the ultimate floor for entertaining! A handsome library/den, sunny office, bdrm & 2 baths make up the 2nd fl. A luxurious primary suite features a bedroom, 2 ensuite baths & sitting room. 2 addt'l bdrms & 2 baths make up the top floor. Large, lush garden & greenhouse. Elevator, finished bsmt w/ multiple storage rooms.

4 Beds ⋅ 8 Baths ⋅ 73508518 MLS

Quintessential Beacon Hill 4+ bedroom townhouse located just steps from Louisburg Square. 80 Pinckney Street is a dream-it offers a renovated open concept kitchen/living/family room, elegant formal entertaining spaces, and a truly exceptional garden & greenhouse. This tasteful home has an elegant entry foyer complemented by a dramatic staircase and a picturesque greenhouse drawing you in to see more! A formal dining room w/ fireplace has notable French Zuber wallcovering, the epitome of opulence. The gorgeous living room features another marble fireplace & floor to ceiling windows that overlook the home's lush garden w/ fountain. A nearby wetbar & powder room make this the ultimate floor for entertaining! A handsome library/den, sunny office, bdrm & 2 baths make up the 2nd fl. A luxurious primary suite features a bedroom, 2 ensuite baths & sitting room. 2 addt'l bdrms & 2 baths make up the top floor. Large, lush garden & greenhouse. Elevator, finished bsmt w/ multiple storage rooms.

80 Pinckney Street, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.

$5,995,000

Set on 1.23 acres of private waterfront looking out to Nahant’s iconic Egg Rock, this historic estate was built ca. 1890 by well-known builder Joseph T. Wilson, who constructed many of the North Shore’s grandest homes during the late 1800’s era of ‘summer cottages.’ The grandeur of the original mansion remains intact, its spectacular architecture and rich period detail preserved while incorporating 21st century updates to create a luxurious seaside compound. With eight bedrooms, six full and two half bathrooms, and 8,947 sf of living space on three levels, including a two and a half story great room opening to the oceanfront terrace and grounds, plaster ceilings with ornate medallions, tall Palladian windows, and elaborate woodwork throughout, this residence is built to a standard of craftsmanship and scale rarely found today. Ideally located 20 minutes from Logan Airport and downtown Boston, easily accessible to highways and commuter rail, this is an extraordinary property.

8 Beds ⋅ 8 Baths ⋅ 73368530 MLS

Set on 1.23 acres of private waterfront looking out to Nahant’s iconic Egg Rock, this historic estate was built ca. 1890 by well-known builder Joseph T. Wilson, who constructed many of the North Shore’s grandest homes during the late 1800’s era of ‘summer cottages.’ The grandeur of the original mansion remains intact, its spectacular architecture and rich period detail preserved while incorporating 21st century updates to create a luxurious seaside compound. With eight bedrooms, six full and two half bathrooms, and 8,947 sf of living space on three levels, including a two and a half story great room opening to the oceanfront terrace and grounds, plaster ceilings with ornate medallions, tall Palladian windows, and elaborate woodwork throughout, this residence is built to a standard of craftsmanship and scale rarely found today. Ideally located 20 minutes from Logan Airport and downtown Boston, easily accessible to highways and commuter rail, this is an extraordinary property.

66 Ocean St, Nahant

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$5,990,000

Tucked within the South End’s historic neighborhood, this 1865 bow-front Victorian single family spans over 4,000 total square feet across multiple levels. The home was thoughtfully renovated for modern living while retaining many of the details of its 19th-century origins. Custom bow-front windows reflect the original design, and marble mantels, ornamental ceilings, medallions, and other period architecture remains intact throughout. The parlor level offers generous proportions and a series of connected living and entertaining spaces. Bow-front windows bring in natural light and frame views of the square, complemented by original fireplaces and beautifully preserved architectural details. The home includes four bedrooms, two full bathrooms, and two half baths, with a layout suited to both everyday living and entertaining.Modern updates have been incorporated throughout, including a well-appointed chef’s kitchen leading to a private patio and direct access to two parking spaces. This extraordinary home offers a distinctive example of historic South End living with the conveniences of today.

4 Beds ⋅ 4 Baths ⋅ 73574016 MLS

Tucked within the South End’s historic neighborhood, this 1865 bow-front Victorian single family spans over 4,000 total square feet across multiple levels. The home was thoughtfully renovated for modern living while retaining many of the details of its 19th-century origins. Custom bow-front windows reflect the original design, and marble mantels, ornamental ceilings, medallions, and other period architecture remains intact throughout. The parlor level offers generous proportions and a series of connected living and entertaining spaces. Bow-front windows bring in natural light and frame views of the square, complemented by original fireplaces and beautifully preserved architectural details. The home includes four bedrooms, two full bathrooms, and two half baths, with a layout suited to both everyday living and entertaining.Modern updates have been incorporated throughout, including a well-appointed chef’s kitchen leading to a private patio and direct access to two parking spaces. This extraordinary home offers a distinctive example of historic South End living with the conveniences of today.

41 Concord Sq, Boston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$5,975,000

YOUR SUMMER PLAYGROUND. YOUR YEAR-ROUND ESCAPE. Perfectly positioned in coveted Powder Point, this extraordinary 6,895 sq. ft. waterfront residence, with an additional 660 sq. ft. of finished lower-level living, offers breathtaking views of Duxbury's Back River, Duxbury Beach and beyond. Enjoy an unmatched coastal lifestyle with a rare private boat house, dock and beach. Masterfully restored and expanded, the 5BR, 5.5BA home features rich hardwood floors, exquisite millwork, four fireplaces, and sun-filled rooms framing spectacular water views. A first-floor guest suite, finished walkout lower level with wine cellar and interior potting shed, manicured grounds, and 3-car garage complete this remarkable offering. An iconic legacy estate where timeless elegance meets the very best of Duxbury waterfront living.

5 Beds ⋅ 6 Baths ⋅ 73356281 MLS

YOUR SUMMER PLAYGROUND. YOUR YEAR-ROUND ESCAPE. Perfectly positioned in coveted Powder Point, this extraordinary 6,895 sq. ft. waterfront residence, with an additional 660 sq. ft. of finished lower-level living, offers breathtaking views of Duxbury's Back River, Duxbury Beach and beyond. Enjoy an unmatched coastal lifestyle with a rare private boat house, dock and beach. Masterfully restored and expanded, the 5BR, 5.5BA home features rich hardwood floors, exquisite millwork, four fireplaces, and sun-filled rooms framing spectacular water views. A first-floor guest suite, finished walkout lower level with wine cellar and interior potting shed, manicured grounds, and 3-car garage complete this remarkable offering. An iconic legacy estate where timeless elegance meets the very best of Duxbury waterfront living.

236 Powder Point Ave, Duxbury

Listing courtesy of Listing Agent: Liz Bone Team from Listing Office: South Shore Sotheby's International Realty.

$5,950,000

This magnificent corner residence at West Hill Place offers a rare combination of privacy, scale, and convenience, complete with a direct parking space at your front door, on a private cul-de-sac in Beacon Hill. Spanning over 6,100 square feet, this exceptional home features 6 bedrooms, 5 full baths, and 2 half baths, blending historic character with thoughtful modern living. Bathed in natural light from exposures on three sides, the home is designed for both grand entertaining and comfortable everyday living. A dramatic two-story great room with soaring beamed ceilings serves as the centerpiece of the home, while a formal dining room overlooks the space from above. The spacious eat-in kitchen is appointed with premium appliances, Downsview custom cabinetry, abundant storage, and generous Black Walnut counter space. A handsome library with a wet bar provides an inviting retreat, and six fireplaces throughout add warmth and timeless charm.The expansive primary suite features South & West exposures, a walk-in closet, and a beautifully appointed en-suite bath. Five additional generously sized bedrooms, including including a private lower-level au pair suite complete with a kitchenette and full bath, offer exceptional flexibility for family, guests, or home office needs. Crowning the residence is a spectacular private roof deck showcasing sweeping views of the Charles River, Cambridge, and the Boston skyline, creating an extraordinary setting for outdoor entertaining and relaxation. Ideally located just moments from the Public Garden and the renowned shops, cafés, and restaurants of Charles Street, this rare offering presents an unparalleled opportunity to experience Beacon Hill living at its finest.

6 Beds ⋅ 7 Baths ⋅ 73573491 MLS

This magnificent corner residence at West Hill Place offers a rare combination of privacy, scale, and convenience, complete with a direct parking space at your front door, on a private cul-de-sac in Beacon Hill. Spanning over 6,100 square feet, this exceptional home features 6 bedrooms, 5 full baths, and 2 half baths, blending historic character with thoughtful modern living. Bathed in natural light from exposures on three sides, the home is designed for both grand entertaining and comfortable everyday living. A dramatic two-story great room with soaring beamed ceilings serves as the centerpiece of the home, while a formal dining room overlooks the space from above. The spacious eat-in kitchen is appointed with premium appliances, Downsview custom cabinetry, abundant storage, and generous Black Walnut counter space. A handsome library with a wet bar provides an inviting retreat, and six fireplaces throughout add warmth and timeless charm.The expansive primary suite features South & West exposures, a walk-in closet, and a beautifully appointed en-suite bath. Five additional generously sized bedrooms, including including a private lower-level au pair suite complete with a kitchenette and full bath, offer exceptional flexibility for family, guests, or home office needs. Crowning the residence is a spectacular private roof deck showcasing sweeping views of the Charles River, Cambridge, and the Boston skyline, creating an extraordinary setting for outdoor entertaining and relaxation. Ideally located just moments from the Public Garden and the renowned shops, cafés, and restaurants of Charles Street, this rare offering presents an unparalleled opportunity to experience Beacon Hill living at its finest.

1 West Hill Place, Boston

Listing courtesy of Listing Agent: Paul Whaley/Charlie Ring Team from Listing Office: Coldwell Banker Realty - Boston.

$5,900,000

Set on 2.87 private acres abutting conservation land, this distinguished gated estate offers over 9,000 square feet of beautifully appointed living space, where refined interiors meet level, verdant grounds in a setting of rare privacy and calm. The soaring two-story entrance hall opens onto a gracious floor plan defined by hardwood floors, intricate millwork, crown molding, French doors, and generous ceiling heights. The fireplaced living room and dining room, distinguished by a coffered ceiling, lend themselves to elegant entertaining, while a sun-filled family room—also warmed by its own fireplace—features a wall of windows and opens through French doors to the private backyard. At the heart of the home, a spacious eat-in chef’s kitchen is outfitted with a six-burner gas range, double ovens, pot filler, walk-in pantry, and expansive center island. A private office opens to the grounds through French doors, while a custom-fitted mudroom, powder room, and two staircases bring thoughtful convenience to the first floor. A private en suite bedroom is well suited to guests or extended family. The second floor holds five additional en suite bedrooms, including an exceptional primary suite with vaulted ceiling, gas fireplace, custom built-ins, and three organized walk-in closets. Its luxurious bath offers a deep soaking tub, oversized tiled shower, dual vanities, and radiant heated floors, while a beautifully appointed laundry room with custom cabinetry completes the level. A versatile recreation room and half bath occupy the spacious third floor. Below, the fully finished lower level is designed for both relaxation and entertaining, with a temperature-controlled wine cellar, second kitchen, media room with leather recliners, exercise room, TV nook, game room, sauna, and full bath. Outside, a bluestone patio and pergola extend the living spaces gracefully into the landscape, overlooking the broad, private yard. Grand in proportion yet effortlessly welcoming, this remarkable Needham estate pairs superb craftsmanship with a tranquil setting convenient to area amenities.

6 Beds ⋅ 9 Baths ⋅ 73575446 MLS

Set on 2.87 private acres abutting conservation land, this distinguished gated estate offers over 9,000 square feet of beautifully appointed living space, where refined interiors meet level, verdant grounds in a setting of rare privacy and calm. The soaring two-story entrance hall opens onto a gracious floor plan defined by hardwood floors, intricate millwork, crown molding, French doors, and generous ceiling heights. The fireplaced living room and dining room, distinguished by a coffered ceiling, lend themselves to elegant entertaining, while a sun-filled family room—also warmed by its own fireplace—features a wall of windows and opens through French doors to the private backyard. At the heart of the home, a spacious eat-in chef’s kitchen is outfitted with a six-burner gas range, double ovens, pot filler, walk-in pantry, and expansive center island. A private office opens to the grounds through French doors, while a custom-fitted mudroom, powder room, and two staircases bring thoughtful convenience to the first floor. A private en suite bedroom is well suited to guests or extended family. The second floor holds five additional en suite bedrooms, including an exceptional primary suite with vaulted ceiling, gas fireplace, custom built-ins, and three organized walk-in closets. Its luxurious bath offers a deep soaking tub, oversized tiled shower, dual vanities, and radiant heated floors, while a beautifully appointed laundry room with custom cabinetry completes the level. A versatile recreation room and half bath occupy the spacious third floor. Below, the fully finished lower level is designed for both relaxation and entertaining, with a temperature-controlled wine cellar, second kitchen, media room with leather recliners, exercise room, TV nook, game room, sauna, and full bath. Outside, a bluestone patio and pergola extend the living spaces gracefully into the landscape, overlooking the broad, private yard. Grand in proportion yet effortlessly welcoming, this remarkable Needham estate pairs superb craftsmanship with a tranquil setting convenient to area amenities.

370 Grove St, Needham

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$5,900,000

Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool...Property has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more.....All information here has not been independently verified and buyer should do his/her own due diligence by checking with their attorney, and zoning and building rules and by laws, etc....Assessment numbers subject to change with new Fiscal Year.

4 Beds ⋅ 5 Baths ⋅ 73544856 MLS

Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool...Property has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more.....All information here has not been independently verified and buyer should do his/her own due diligence by checking with their attorney, and zoning and building rules and by laws, etc....Assessment numbers subject to change with new Fiscal Year.

95 Cotchpinicut, Chatham

Listing courtesy of Listing Agent: John Burke from Listing Office: William Raveis Chatham.

$5,900,000

Set along one of N.E. most coveted waterfront corridors, this extraordinary 13 acre estate represents a rare convergence of architectural pedigree, unrivaled privacy and enduring coastal elegance. Bordered by over 200 acres of protected land & commanding sweeping views of the North River, the property offers an irreplaceable setting of remarkable beauty & serenity. Inspired by the celebrated coastal architecture of Robert A.M. Stern, the custom Nantucket-style 14 room residence is a masterwork of timeless design and exceptional craftsmanship. Beyond the home, resort-caliber amenities elevate the estate experience. Meticulously landscaped grounds unfold to a private heated swimming pool, fully appointed cabana, lush lawns, and outdoor living spaces designed for relaxation and entertaining. A private deep-water dock capable of handling vessels up to 45' provides direct access to the Atlantic Ocean, offering an unparalleled lifestyle for boating enthusiasts and waterfront purists alike.

4 Beds ⋅ 5 Baths ⋅ 73534024 MLS

Set along one of N.E. most coveted waterfront corridors, this extraordinary 13 acre estate represents a rare convergence of architectural pedigree, unrivaled privacy and enduring coastal elegance. Bordered by over 200 acres of protected land & commanding sweeping views of the North River, the property offers an irreplaceable setting of remarkable beauty & serenity. Inspired by the celebrated coastal architecture of Robert A.M. Stern, the custom Nantucket-style 14 room residence is a masterwork of timeless design and exceptional craftsmanship. Beyond the home, resort-caliber amenities elevate the estate experience. Meticulously landscaped grounds unfold to a private heated swimming pool, fully appointed cabana, lush lawns, and outdoor living spaces designed for relaxation and entertaining. A private deep-water dock capable of handling vessels up to 45' provides direct access to the Atlantic Ocean, offering an unparalleled lifestyle for boating enthusiasts and waterfront purists alike.

12 and 0 Hunter Dr., Marshfield

Listing courtesy of Listing Agent: Janet Koelsch from Listing Office: Coldwell Banker Realty - Scituate.

$5,900,000

The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!

6 Beds ⋅ 8 Baths ⋅ 73533378 MLS

The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!

50 Sylvan Way, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$5,900,000

This magnificent townhouse on picturesque Beacon Street offers the perfect combination of modern conveniences and historic grandeur in the heart of Back Bay. An elevator serves all levels of the home, which is topped by a dramatic skylight and private roof deck with stunning views. The tastefully appointed interiors include a grand double parlor living level with striking historic details and soaring ceilings, a living or entertaining room with full wet bar and direct access to the outdoor deck, an open kitchen, dining and family room with endless storage and high-end appliances, expansive mudroom with access to the patio and parking, and a home office. The entire 4th floor was renovated and includes the luxurious primary suite. Additional features include a whole-house water filtration system, new HVAC, ERV system for continuous fresh air, new lighting controls, and the entire home was deleaded. This wonderful home is steps from all Back Bay has to offer and includes 3 parking spaces.

4 Beds ⋅ 5 Baths ⋅ 73532634 MLS

This magnificent townhouse on picturesque Beacon Street offers the perfect combination of modern conveniences and historic grandeur in the heart of Back Bay. An elevator serves all levels of the home, which is topped by a dramatic skylight and private roof deck with stunning views. The tastefully appointed interiors include a grand double parlor living level with striking historic details and soaring ceilings, a living or entertaining room with full wet bar and direct access to the outdoor deck, an open kitchen, dining and family room with endless storage and high-end appliances, expansive mudroom with access to the patio and parking, and a home office. The entire 4th floor was renovated and includes the luxurious primary suite. Additional features include a whole-house water filtration system, new HVAC, ERV system for continuous fresh air, new lighting controls, and the entire home was deleaded. This wonderful home is steps from all Back Bay has to offer and includes 3 parking spaces.

321 Beacon Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$5,900,000

There is a town at the end of Martha's Vineyard. The road narrows, the houses thin, and the light changes. This is Aquinnah; the westernmost town, clay cliffs, a lighthouse, and one of the smallest year-round populations on the Vineyard. Compound-scale offerings rarely come to market here. 19 Locust Lane is one of them. Nearly 17 acres high above Vineyard Sound, with open water views to the Elizabeth Islands. A custom Dutch Colonial main residence and separate guest house, both built in 2005. Cedar shake. Stone walls. Built to belong to the landscape, not compete with it. Inside: over 6,000 square feet across six bedrooms. Wide-plank floors, an open-plan dining room, and a gourmet kitchen with a Tuscan oven. At its center, a great room with cathedral ceiling, cedar trusses, and a floor-to-ceiling stone fireplace, facing the ridgeline and water beyond. Room to host, with the flexibility of two living spaces. Aquinnah has kept its character. This is the place that lets you stay there.

7 Beds ⋅ 5 Baths ⋅ 73526631 MLS

There is a town at the end of Martha's Vineyard. The road narrows, the houses thin, and the light changes. This is Aquinnah; the westernmost town, clay cliffs, a lighthouse, and one of the smallest year-round populations on the Vineyard. Compound-scale offerings rarely come to market here. 19 Locust Lane is one of them. Nearly 17 acres high above Vineyard Sound, with open water views to the Elizabeth Islands. A custom Dutch Colonial main residence and separate guest house, both built in 2005. Cedar shake. Stone walls. Built to belong to the landscape, not compete with it. Inside: over 6,000 square feet across six bedrooms. Wide-plank floors, an open-plan dining room, and a gourmet kitchen with a Tuscan oven. At its center, a great room with cathedral ceiling, cedar trusses, and a floor-to-ceiling stone fireplace, facing the ridgeline and water beyond. Room to host, with the flexibility of two living spaces. Aquinnah has kept its character. This is the place that lets you stay there.

19 Locust Ln, Aquinnah

Listing courtesy of Listing Agent: Creatini Group from Listing Office: eXp Realty LLC - Corporate Office.

$5,895,000

Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

7 Beds ⋅ 9 Baths ⋅ 73384674 MLS

Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

14 Lovers Lane, Southborough

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD.

$5,850,000

Set on 4.66 acres of beautiful, wooded land, 1 Cabin Rd presents a rare opportunity to create something truly special in Weston. Tucked into a private, natural setting, the property offers an exceptional sense of peace, seclusion, and connection to the surrounding landscape. Whether envisioned as the setting for a thoughtfully designed new home, a renovation or expansion, or another long-term vision, the property provides a unique canvas for a buyer looking to create something truly tailored to their needs. With its generous acreage, wooded setting, and privacy, 1 Cabin Rd is an opportunity to imagine what could be created here.

5 Beds ⋅ 6 Baths ⋅ 73583804 MLS

Set on 4.66 acres of beautiful, wooded land, 1 Cabin Rd presents a rare opportunity to create something truly special in Weston. Tucked into a private, natural setting, the property offers an exceptional sense of peace, seclusion, and connection to the surrounding landscape. Whether envisioned as the setting for a thoughtfully designed new home, a renovation or expansion, or another long-term vision, the property provides a unique canvas for a buyer looking to create something truly tailored to their needs. With its generous acreage, wooded setting, and privacy, 1 Cabin Rd is an opportunity to imagine what could be created here.

1 Cabin Rd, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$5,850,000

This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You'll also find an office nook and access to a rooftop deck/widow's walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.

5 Beds ⋅ 6 Baths ⋅ 73495151 MLS

This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You'll also find an office nook and access to a rooftop deck/widow's walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.

15 Windy Hill Way, Chatham

Listing courtesy of Listing Agent: Timothy Bailey from Listing Office: John C. Ricotta & Associates, Inc..

$5,825,000

2016 New Construction/Gut Renovation of a 5-five story 2 unit brownstone offers a rare opportunity for multigenerational living, guest accommodations, owner occupied residence with income or au pair suite. Penthouse triplex with 3+ beds and ONLY 1 FLIGHT from the sidewalk features two living areas as well as rear and roof decks. Parlor duplex with 2 beds offers direct access to private patio and 2 full side-by-side parking spaces. Chef's kitchens with Thermodore appliances, gas fireplaces, central AC, open concept living, king-sized primary suites, walk-in closets, en-suite baths with step-in showers/double sinks, in unit laundry and oak hardwood floors. Follen Street is a peaceful dead end street on the Southwest Corridor that offers optimal proximity to private schools, dog parks, playgrounds, Pru Mall, Copley Square, Back Bay Trains and the conveniences of Boston's premier neighborhoods just moments from your door. Each of the 2 units in the building can be purchase separately and are listed for sale in MLS as #73588726 and #73588731.

5 Beds ⋅ 7 Baths ⋅ 73582794 MLS

2016 New Construction/Gut Renovation of a 5-five story 2 unit brownstone offers a rare opportunity for multigenerational living, guest accommodations, owner occupied residence with income or au pair suite. Penthouse triplex with 3+ beds and ONLY 1 FLIGHT from the sidewalk features two living areas as well as rear and roof decks. Parlor duplex with 2 beds offers direct access to private patio and 2 full side-by-side parking spaces. Chef's kitchens with Thermodore appliances, gas fireplaces, central AC, open concept living, king-sized primary suites, walk-in closets, en-suite baths with step-in showers/double sinks, in unit laundry and oak hardwood floors. Follen Street is a peaceful dead end street on the Southwest Corridor that offers optimal proximity to private schools, dog parks, playgrounds, Pru Mall, Copley Square, Back Bay Trains and the conveniences of Boston's premier neighborhoods just moments from your door. Each of the 2 units in the building can be purchase separately and are listed for sale in MLS as #73588726 and #73588731.

18 Follen Street, Boston

Listing courtesy of Listing Agent: The Biega + Kilgore Team from Listing Office: Compass.

$5,820,000

Set on over an acre of beautifully landscaped grounds, this estate offers a rare combination of privacy, refined living, and exceptional proximity to all that makes Martha’s Vineyard special. Bordering Land Bank conservation land and overlooking the picturesque fields of Morning Glory Farm, the property enjoys a peaceful pastoral setting with vibrant flower gardens and expansive outdoor living spaces. Just moments from the bike path, Downtown Edgartown, and South Beach, this exceptional compound offers the best of both worlds. With more than 4,000 square feet of living space across the main house, guest house, and detached garage with office above, there is ample room for both gathering and privacy. The recently renovated four-bedroom main residence is thoughtfully designed for comfortable living and entertaining. A dramatic living room with vaulted ceilings and a gas fireplace opens through sliding doors to an expansive deck overlooking the pool and outdoor kitchen. The dining room features soaring cathedral ceilings and direct deck access, while the beautifully renovated modern kitchen offers generous space for entertaining. A cozy den just off the kitchen provides a quiet retreat. The second floor is dedicated to the private primary suite with a renovated bath, while the lower level offers three additional bedrooms and two full bathrooms. The newly built two-bedroom guest house delivers an equally inviting experience, with cathedral ceilings accented by exposed beams, a modern kitchen, a spacious living room, a full bathroom, and laundry. Outdoor living is at the heart of this remarkable property. A heated infinity-edge pool and spa create a resort-like atmosphere, surrounded by beautifully manicured grounds and gardens with views across the working fields of Morning Glory Farm. A detached garage with an office and half bath above provides a versatile space for work or quiet retreat, complemented by an additional garage attached to the main house. Combining exceptional privacy, multiple living spaces and stunning farm views, 29 Llewellyn Way is a distinctive Vineyard compound designed for effortless year-round living and unforgettable summer gatherings.

6 Beds ⋅ 6 Baths ⋅ 73589183 MLS

Set on over an acre of beautifully landscaped grounds, this estate offers a rare combination of privacy, refined living, and exceptional proximity to all that makes Martha’s Vineyard special. Bordering Land Bank conservation land and overlooking the picturesque fields of Morning Glory Farm, the property enjoys a peaceful pastoral setting with vibrant flower gardens and expansive outdoor living spaces. Just moments from the bike path, Downtown Edgartown, and South Beach, this exceptional compound offers the best of both worlds. With more than 4,000 square feet of living space across the main house, guest house, and detached garage with office above, there is ample room for both gathering and privacy. The recently renovated four-bedroom main residence is thoughtfully designed for comfortable living and entertaining. A dramatic living room with vaulted ceilings and a gas fireplace opens through sliding doors to an expansive deck overlooking the pool and outdoor kitchen. The dining room features soaring cathedral ceilings and direct deck access, while the beautifully renovated modern kitchen offers generous space for entertaining. A cozy den just off the kitchen provides a quiet retreat. The second floor is dedicated to the private primary suite with a renovated bath, while the lower level offers three additional bedrooms and two full bathrooms. The newly built two-bedroom guest house delivers an equally inviting experience, with cathedral ceilings accented by exposed beams, a modern kitchen, a spacious living room, a full bathroom, and laundry. Outdoor living is at the heart of this remarkable property. A heated infinity-edge pool and spa create a resort-like atmosphere, surrounded by beautifully manicured grounds and gardens with views across the working fields of Morning Glory Farm. A detached garage with an office and half bath above provides a versatile space for work or quiet retreat, complemented by an additional garage attached to the main house. Combining exceptional privacy, multiple living spaces and stunning farm views, 29 Llewellyn Way is a distinctive Vineyard compound designed for effortless year-round living and unforgettable summer gatherings.

29 Llewellyn Way, Edgartown

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

$5,800,000

Located in the highly coveted Harbor Coves Association, this stunning Gambrel-style residence, currently under construction by Harbor Builders, offers an exceptional blend of timeless architecture, elegant living spaces, and resort-style outdoor amenities. The inviting main level features a chef's kitchen that opens up to both the designated dining area and spacious living room. The luxurious first floor primary bedroom offers a private retreat with an en suite bathroom and walk-in closet, complemented by a laundry room and mudroom. Upstairs, two additional en suite bedrooms provide comfort and privacy, along with a spacious family room and office space. The finished lower level expands the living space with a home theatre, exercise room and full bath, ideal for hosting guests. Outdoors, a sparkling in-ground pool, surrounded by beautifully designed grounds creates a private oasis for relaxing and entertaining. With access to a private association beach on Crow's Pond, this North Chatham home provides the best of Cape Cod living.

3 Beds ⋅ 6 Baths ⋅ 73593924 MLS

Located in the highly coveted Harbor Coves Association, this stunning Gambrel-style residence, currently under construction by Harbor Builders, offers an exceptional blend of timeless architecture, elegant living spaces, and resort-style outdoor amenities. The inviting main level features a chef's kitchen that opens up to both the designated dining area and spacious living room. The luxurious first floor primary bedroom offers a private retreat with an en suite bathroom and walk-in closet, complemented by a laundry room and mudroom. Upstairs, two additional en suite bedrooms provide comfort and privacy, along with a spacious family room and office space. The finished lower level expands the living space with a home theatre, exercise room and full bath, ideal for hosting guests. Outdoors, a sparkling in-ground pool, surrounded by beautifully designed grounds creates a private oasis for relaxing and entertaining. With access to a private association beach on Crow's Pond, this North Chatham home provides the best of Cape Cod living.

160 Woodland Way, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$5,800,000

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. Association located dock on Lake Tashmoo!

6 Beds ⋅ 9 Baths ⋅ 73525014 MLS

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. Association located dock on Lake Tashmoo!

31 Lambert's Cove Rd., Tisbury

Listing courtesy of Listing Agent: Idalyn Macchia Gilstad from Listing Office: Wallace & Co. Sotheby's International Realty.

$5,750,000

Welcome to your Vineyard dream home in the highly sought-after West Chop neighborhood. This exceptional brand-new construction offers 6 bedrooms, 6 full baths, and 1 half bath, thoughtfully designed with timeless coastal elegance and modern luxury. Filled with natural light, the home’s bright and airy interior showcases impeccable craftsmanship, spacious living areas, and a gourmet chef’s kitchen featuring premium high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. An inviting home office provides a quiet space to work remotely, while the expansive bonus room with a wet bar offers the ideal setting for gatherings, game nights, or relaxing with family and friends. Designed for seamless indoor-outdoor living, a sun deck overlooks the stunning pool and beautifully landscaped grounds, creating a private retreat for summer enjoyment. The property is set on just under an acre and framed by mature trees, offering both privacy and tranquility. From select vantage points, enjoy distant views of Vineyard Sound and watch the ferry make its way across the water. Ideally located near West Chop’s beautiful beaches, prestigious clubs, and renowned restaurants, this extraordinary residence combines luxury, comfort, and convenience in one of Martha’s Vineyard’s most desirable locations. Whether as a year-round residence or seasonal escape, this is coastal living at its finest.

6 Beds ⋅ 7 Baths ⋅ 73593991 MLS

Welcome to your Vineyard dream home in the highly sought-after West Chop neighborhood. This exceptional brand-new construction offers 6 bedrooms, 6 full baths, and 1 half bath, thoughtfully designed with timeless coastal elegance and modern luxury. Filled with natural light, the home’s bright and airy interior showcases impeccable craftsmanship, spacious living areas, and a gourmet chef’s kitchen featuring premium high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. An inviting home office provides a quiet space to work remotely, while the expansive bonus room with a wet bar offers the ideal setting for gatherings, game nights, or relaxing with family and friends. Designed for seamless indoor-outdoor living, a sun deck overlooks the stunning pool and beautifully landscaped grounds, creating a private retreat for summer enjoyment. The property is set on just under an acre and framed by mature trees, offering both privacy and tranquility. From select vantage points, enjoy distant views of Vineyard Sound and watch the ferry make its way across the water. Ideally located near West Chop’s beautiful beaches, prestigious clubs, and renowned restaurants, this extraordinary residence combines luxury, comfort, and convenience in one of Martha’s Vineyard’s most desirable locations. Whether as a year-round residence or seasonal escape, this is coastal living at its finest.

41 Hagerty Drive, Tisbury

Listing courtesy of Listing Agent: Joseph Holland from Listing Office: Vineyard Dream Realty LLC.

$5,750,000

Nestled in one of Needham’s most coveted neighborhoods, this custom-built shingled colonial exudes timeless elegance and exceptional quality. Set on a parklike 1.24-acre lot with a stately circular drive, the home offers unmatched curb appeal and an idyllic retreat. The main level features a gourmet kitchen with a massive island, a sunlit breakfast room overlooking the backyard, an executive office with rich woodwork, and expansive living, dining, and family rooms ideal for relaxing or entertaining. Upstairs, the primary suite includes a sitting room and dream closet, while four additional ensuite bedrooms, a secondary office/homework room, and a laundry room provide ample space and functionality. A graceful staircase, secondary back staircase, and elevator offer effortless access. The finished lower level features a spacious family room, gym, luxurious movie theater, and European-inspired stone wine cellar. Outside, enjoy a custom basketball court and meticulously landscaped yard.

5 Beds ⋅ 8 Baths ⋅ 73513467 MLS

Nestled in one of Needham’s most coveted neighborhoods, this custom-built shingled colonial exudes timeless elegance and exceptional quality. Set on a parklike 1.24-acre lot with a stately circular drive, the home offers unmatched curb appeal and an idyllic retreat. The main level features a gourmet kitchen with a massive island, a sunlit breakfast room overlooking the backyard, an executive office with rich woodwork, and expansive living, dining, and family rooms ideal for relaxing or entertaining. Upstairs, the primary suite includes a sitting room and dream closet, while four additional ensuite bedrooms, a secondary office/homework room, and a laundry room provide ample space and functionality. A graceful staircase, secondary back staircase, and elevator offer effortless access. The finished lower level features a spacious family room, gym, luxurious movie theater, and European-inspired stone wine cellar. Outside, enjoy a custom basketball court and meticulously landscaped yard.

50 Oxbow Rd, Needham

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

How much is your home worth?

How much is your home worth?