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59 Hagerty Drive, Tisbury
$6,150,000
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..

374 Nahant Road, Nahant
$6,150,000
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.

78 Gardiner Road, Falmouth
$6,000,000
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.

46 Gardiner Rd, Falmouth
$5,995,000
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.

172 Irving Avenue, Barnstable
$5,995,000
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: .

186 Stoney Cove Lane, Barnstable
$5,995,000
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: .

375 Baxters Neck Rd, Barnstable
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 73541050 MLS
This meticulously renovated waterfront Cape on the bay is indoor-outdoor living at its finest, where sun-filled interiors meet breathtaking waterfront views. Five plus bedrooms, multiple fireplaces, and a sprawling finished basement provide space for every occasion, while a breakfast nook overlooking the rear landscape sets the tone for relaxed everyday living. With the flexibility to place the primary suite on the first or second floor, the layout adapts effortlessly to any lifestyle. Outside, 1.69 acres of manicured grounds showcase a heated in-ground pool with new bluestone surround, hot tub, fire pit, pool house, and outdoor shower. With multiple lounging areas, every corner of the exterior is worth savoring. The shared dock and included boat are the finishing touch on a property that truly has it all.

375 Baxters Neck Rd, Barnstable

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

10 Hitching Post Lane, Weston
$5,995,000
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.

55 Parkwood Drive, Milton
$5,995,000
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.

80 Pinckney Street, Boston
$5,995,000
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.

66 Ocean St, Nahant
$5,995,000
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.

41 Concord Sq, Boston
$5,990,000
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.

236 Powder Point Ave, Duxbury
$5,975,000
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.

1 West Hill Place, Boston
$5,950,000
6 Beds ⋅ 7 Baths ⋅ 73573491 MLS
Tucked away on a private cul-de-sac in Beacon Hill, 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. 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.

9 Willard Road, Brookline
$5,950,000
4 Beds ⋅ 4 Baths ⋅ 73508634 MLS
Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

372 Warren St, Brookline
$5,900,000
9 Beds ⋅ 9 Baths ⋅ 73564889 MLS
This 9-bedroom, 6 full/3 half bath residence spans 8,619 sq ft, blending timeless architectural character with thoughtful modern updates throughout. A stunning 2024-renovated kitchen with fireplace and radiant heated flooring anchors the home, complemented by a newly enclosed breezeway, cozy breakfast nook and gracious dining room with double French doors. Updated Pella windows enhance the home, while refinished hardwood floors and fresh paint create a beautifully refreshed interior. Designed with both everyday living and entertaining in mind, the home features a sunken living room with direct exterior access to the solarium and screened porch, creating a seamless connection between the interior and surrounding grounds. The greenhouse conservatory has been completely reimagined with honed absolute black stone, new tile flooring, and a custom fountain, offering a truly distinctive space within the home. Generous bedroom suites and thoughtfully updated baths provide privacy and comfort throughout. A private-entrance, attached in-law/au pair suite offers exceptional flexibility for guests or staff, while an epoxy-finished garage round out the home's modern improvements. Outdoors, a stone patio extends the home's entertaining space onto the expansive, level grounds, with the rare opportunity to add a pool and create a truly exceptional indoor-outdoor setting. Minutes to the Longwood Medical Area (8–10 min), Fenway (10–15 min), Back Bay (15–20 min), and Logan Airport (20 min), with Brookline Reservoir, Fisher Hill Reservoir Park, Larz Anderson Park, and the Emerald Necklace all nearby. A short drive delivers Chestnut Hill's premier shopping, dining, Equinox, and Wegmans. A once-in-a-generation offering.

372 Warren St, Brookline

Listing courtesy of Listing Agent: Gabrielle Russo from Listing Office: Coldwell Banker Realty - Boston.

12 and 0 Hunter Dr., Marshfield
$5,900,000
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.

50 Sylvan Way, Chatham
$5,900,000
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: .

321 Beacon Street, Boston
$5,900,000
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.

19 Locust Ln, Aquinnah
$5,900,000
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.

14 Lovers Lane, Southborough
$5,895,000
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.

15 Windy Hill Way, Chatham
$5,850,000
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..

18 Follen Street, Boston
$5,825,000
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.

29 Llewellyn Way, Edgartown
$5,820,000
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.

31 Lambert's Cove Rd., Tisbury
$5,800,000
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.

343 Nashawtuc Rd, Concord
$5,750,000
6 Beds ⋅ 8 Baths ⋅ 73513932 MLS
Exquisitely crafted shingle-style home by Concord's Six Point Builders in the heart of Nashawtuc Hill, with direct access to miles of walking trails. The open first floor showcases custom millwork, a spacious gourmet eat-in kitchen with oversized island and the finest appliances. The family room is anchored by a stone fireplace overlooking the impeccably landscaped backyard, deck, and terraces . A screened porch , a stunning dining room, and the spacious living room provide perfect gathering spaces for family and friends. Upstairs offers five spacious en-suite bedrooms, including a luxurious primary suite with spa-like bath & a Jack & Jill walk-in dressing room/closet, plus an enormous laundry room with built in cabinetry. 2 private home offices add versatility on the first and second floor. The high-end walk-out lower level impresses with wine cellar, bar, billiards area, second LG washer & dryer, and guest suite. Experience the pinnacle of Concord living on iconic Nashawtuc Hill!

343 Nashawtuc Rd, Concord

Listing courtesy of Listing Agent: Kim Patenaude and Rory Fivek Real Estate Group from Listing Office: Barrett Sotheby's International Realty.

50 Oxbow Rd, Needham
$5,750,000
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.

22 Winthrop Street, Newton
$5,700,000
7 Beds ⋅ 7 Baths ⋅ 73588239 MLS
Nearly complete, this beautifully transformed Victorian residence on West Newton Hill seamlessly blends timeless architecture with sophisticated modern living. A gracious wraparound front porch introduces more than 7,400 square feet of thoughtfully designed living space, offering up to seven bedrooms, including a first-floor bedroom suite. Step inside through the grand open and high ceilings set an impressive tone, or enter through the spacious mudroom conveniently located just steps from the three-car garage. The main level flows effortlessly from formal living and dining rooms to an expansive open-concept kitchen and family room anchored by a wood-burning fireplace. The family room opens directly to a patio and level backyard, creating an ideal setting for indoor-outdoor entertaining and everyday living. The upper levels feature five bedrooms, four full bathrooms, and a generously sized laundry room. The expansive primary suite has been carefully designed to provide an exceptional balance of privacy, comfort, and functionality. The lower level is equally impressive, offering high ceilings and direct outdoor access. This versatile space is ideal for a playroom, media room, fitness area, or additional entertaining space and also includes a bedroom, full bathroom, and ample storage. Ideally situated just minutes from the Massachusetts Turnpike and convenient to the shops, restaurants, commuter rail, and amenities of West Newton Square, this exceptional residence offers a combination of scale, thoughtful design, level outdoor space, and everyday convenience.

22 Winthrop Street, Newton

Listing courtesy of Listing Agent: MB Associates from Listing Office: Coldwell Banker Realty - Newton.

70 Mccallar Lane, Concord
$5,698,000
5 Beds ⋅ 8 Baths ⋅ 73452478 MLS
BRAND NEW CONSTRUCTION just under one mile from historic Concord Center, with sidewalks leading all the way into town. Set on two private acres, 70 McCallar Lane offers the rare combination of timeless New England architecture, exceptional craftsmanship, and an unparalleled location. Designed for both elegant entertaining and comfortable everyday living, this 7,400+ square foot residence features beautifully proportioned living spaces, soaring 10-foot ceilings, expansive windows, custom millwork, and warm white oak floors throughout. The luxurious primary suite is a private retreat with a spa-inspired bath, while five en suite bedrooms provide exceptional comfort for family and guests. A home of remarkable quality in one of Concord's most sought-after locations—just moments from Concord Center's celebrated shops, restaurants, parks, and rich historic charm. Meet the Builder anytime and experience this exceptional home firsthand.

70 Mccallar Lane, Concord

Listing courtesy of Listing Agent: Jim J. D Agostine from Listing Office: Country Real Estate Inc..

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