Refine Search
Sort by
$5,475,000
5 Beds 6 Baths 1409358 MLS
Rare waterfront opportunity in Jamestown - private, west-facing home set on a 5.4 acre lot with private beach access. Custom designed for inspiring lasting memories, this home offers unmatched privacy and natural beauty. Whether envisioned as an idyllic summer retreat or a year-round home, you have the opportunity to enjoy your own coastal sanctuary. Spanning 3,900 sq ft, the home boasts 5 beds and 4/2 baths, with wide open spaces for entertaining, seamlessly marrying indoor and outdoor living. The open floor plan is enhanced by a western exposure, providing a perfect setting for enjoying striking sunsets and the gentle ocean breeze. Jamestown is a gem, and a local favorite - close enough to ferry over to Newport for dinner, but far enough to provide a tranquil retreat along the Narragansett Bay shoreline. Embrace the serene beauty of nature while indulging in the finest of modern living at this exceptional property. 30 minutes from TF Greene Airport, 90 minutes from Boston, and 3 1/2 hours from New York City.

76 Battery Lane, Jamestown

$5,475,000
4 Beds 6 Baths 73387997 MLS
WORLD-CLASS BOSTON ARCHITECT designs a spectacular home incorporating the historic GREENOUGH BARN! 5,418 s.f. Of living space plus a 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame was relocated from Carlisle conservation land! The barn was reimagined and will be reconstructed as a MODERN MASTERPIECE on one of the most dramatic lots ever offered for any Concord new construction. Surrounded on 3 SIDES BY CONCORD CONSERVATION LAND that is farmed for sunflower fields. Beyond the conservation land are open & UNDISTURBED VIEWS OF MINUTEMAN NATIONAL PARK in every direction. The main living space soars with 30'+ CEILINGS & MASSIVE GLASS WALLS. All 4 bedrooms are on the 1st floor of this one-of-a-kind home. 2nd floor features a media room & private home office. The house offers a 3 car garage significant enough for multiple car lifts. There is no comparable new home currently being built in Greater Boston! The lower level could be utilized for a playroom or additional recreation area. Designed to ENJOY THE LARGE SKY & SPECTACULAR SUNSET VIEWS! Rare Opportunity - permit approved!

241 Shadyside Avenue, Concord

$5,450,000
4 Beds 6 Baths 73499730 MLS
Refined Vineyard living in The Preserve. Set on a knoll overlooking the pond and sweeping grasslands, this exceptional home blends classic coastal architecture with modern luxury. The expansive great room showcases cathedral ceilings, rich millwork, and abundant natural light, with three sets of French doors opening to a bluestone patio with multiple sitting areas and a heated saltwater pool. The chef’s kitchen flows seamlessly into the dining and living spaces. One wing offers an inviting lounge and a luxurious primary suite with spa-like bath and dressing room, while the opposite wing features three guest bedrooms, each with ensuite baths and walk-in closets. Additional highlights include a proper mudroom and a finished lower level with media room, full bath, and storage. Surrounded by mature landscaping, with easy access to trails, the bike path and Farm Neck Golf Club. The Preserve is a private enclave of luxury homes and is arguably one of Oak Bluffs most exclusive neighborhoods.

8 Paddock Rd, Oak Bluffs

$5,449,000
4 Beds 5 Baths 73476823 MLS
NEWLY REPOSITIONED PRICING! Located just moments from Town and the harbor, 2 Mariner Way presents a rare opportunity to own new construction in one of Nantucket’s most coveted settings. Tucked within an enclave of only 3 luxury residences, this home offers the perfect balance of in-town convenience and the serenity of nearby Monomoy’s shoreline. Enjoy easy access to Main Street, the Great Harbor Yacht Club, and scenic bike paths. The thoughtfully designed floor plan balances gathering and retreat. An open-concept kitchen, dining, and living space with fireplace anchors the first floor, complemented by a private guest suite. Upstairs, the spacious primary suite is joined by two en-suite bedrooms and a secondary living area. Fully move-in ready for the 2026 season and including a one-year developer warranty for a seamless transition, 2 Mariner Way combines location, lifestyle, and turnkey design to capture the very best of Nantucket living.

2 Mariner Way, Nantucket

$5,400,000
3 Beds 2 Baths 73531359 MLS
Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking fireplace with a glacial stone hearth, while the open kitchen offers custom cabinetry and premium appliances. The primary suite includes two office spaces, a media area, walk-in closet, and spa-inspired bath. A private guest suite features a full bath with soaking tub, and the third bedroom is currently configured as a wellness space with sauna. Additional amenities include an attached two-car garage, owned solar panels, EV charging station, and a six-bedroom septic system.Seven Gates Farm residents enjoy access to private beaches, docks, tennis courts, and more.1000 acres of protected land.

35 South Bowl Rd, Chilmark

$5,395,000
4 Beds 5 Baths 1416051 MLS
Stunning private waterfront oasis set on more than three acres of beautifully landscaped grounds at the tip of Rumstick Point. Thoughtfully renovated by the current owners, this exceptional home blends timeless elegance with modern comfort. The main level features a spacious living room with a gas fireplace, sunroom/home office, dining room, family room with a gas fireplace, and a beautifully appointed kitchen all showcasing spectacular water views. Each of the four bedrooms enjoys serene water views with their own beautifully updated baths. A convenient second-floor laundry room adds to the home's thoughtful design. The private backyard is a true showpiece, featuring a custom pool, mature specimen plantings, and a fenced raised-bed garden. Entertain with ease in the outdoor kitchen, complete with a Napoleon grill, searing station, and premium amenities, along with multiple dining and gathering spaces designed to take full advantage of the waterfront setting. Steps lead directly to the water, with beach access just a short paddle away. Meticulous landscaping, exceptional outdoor living spaces, and high-end finishes throughout make this a rare, move-in-ready waterfront retreat.

24 Stone Tower Lane, Barrington

$5,395,000
6 Beds 9 Baths 73523690 MLS
Impressively sited on a quiet cul-de-sac in Dover’s sought-after Snow’s Hill neighborhood, this French country estate is surrounded by lush, newly designed landscaping with mature plantings, flowering perennials, winding paths, an orchard, and a putting green just steps from the billiard room. Inside, elegant entertaining meets everyday comfort with soaring ceilings, arched doorways, radiant floors, custom cabinetry, and an open, light-filled layout. A two-story foyer opens to a grand bridal staircase leading to five ensuite bedrooms and a bonus media room, while the first floor offers a guest suite/ primary suite. Enjoy a handsome office with gas fireplace and mahogany built-ins. The heated pool with spa, waterfalls, and water slide is complemented by a fully outfitted cabana with kitchen, full bath, laundry, and living/dining area. Extensive upgrades and renovations since 2018 reflect high quality craftsmanship and thoughtful design throughout

5 Hamlins Crossing, Dover

$5,350,000
5 Beds 7 Baths 73540738 MLS
Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s kitchen featuring premium finishes and a spacious dining area ideal for everyday living and entertaining. The second level offers a luxurious primary suite w a spa-inspired bath and exceptional walk-in closet, along w four additional bedrooms and conveniently located laundry room. The finished lower level features an entertainment lounge, media room, wet bar, wine cellar, and home gym. Outside, impeccably manicured grounds and a stunning stone waterfall create a private outdoor retreat. Just moments from Wellesley’s top schools, shops, restaurants, and commuter routes. An elegant masterpiece!

14 Bristol Road, Wellesley

$5,350,000
4 Beds 5 Baths 73495595 MLS
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace—ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

205 South Rd, Chilmark

$5,300,000
5 Beds 5 Baths 1412835 MLS
Perched high above the coastline in the prestigious Anawan Cliffs enclave, 75 North Cliff Drive offers a rare opportunity to own one of the most commanding vantage points in all of Narragansett. Spanning 6,736 square feet, this substantial residence captures breathtaking panoramic water views that rival many direct waterfront homes stretching across Narragansett Bay to the iconic Jamestown Bridge and all the way to the historic Beavertail Lighthouse and beyond. Set within one of Rhode Island's most exclusive coastal neighborhoods, Anawan Cliffs is renowned for its privacy, prestige, and distinguished residents, while offering a lifestyle centered around the water. Residents enjoy private neighborhood access to the shoreline and beach an invaluable amenity for those seeking to avoid the congestion and crowds often associated with public beaches in Narragansett. The property also sits adjacent to the highly coveted Bonnet Shores community, a destination already well known and sought after by discerning out-of-state buyers and summer residents alike. Positioned prominently on an elevated hilltop, the home's greatest luxury is its extraordinary setting where sweeping coastal vistas and sea breezes take center stage. With its impressive scale, commanding presence, and irreplaceable location, 75 North Cliff Drive presents a grand opportunity for year-round living or an exceptional seasonal residence for ocean-side entertaining.

75 N Cliff Drive, Narragansett

$5,295,000
4 Beds 6 Baths 73529545 MLS
Set on a hill with commanding ocean views framed by Minot's Light and Little Harbor, this exquisitely remodeled coastal residence offers water views from nearly every room. The open floor plan features soaring 10- to 12-foot ceilings, abundant natural light, and refined spaces designed for gracious entertaining. Highlights include 4 water-view bedrooms, a custom library/study, 4 full baths, and 2 half baths. The kitchen is appointed with custom cabinetry, a pantry/coffee bar, oversized center island, Wolf dual-fuel range, Sub-Zero refrigerator, and Miele dishwasher. A family room with custom built-ins and cocktail bar complements the formal living and dining rooms that open to an exceptional outdoor living space. A spectacular roof deck captures the panoramic vistas. Landscaping, masonry, and whole-house systems complete this exceptional offering. Moments from Cohasset Village, Sandy and Black Rock beaches, the commuter rail, and the Hingham Ferry to Boston.

3 Jerusalem Lane, Cohasset

$5,295,000
4 Beds 6 Baths 24169777 MLS
Welcome to 34 Nearwater Road, an exquisite home in the coveted Pine Point Assoc., just steps from Crescent Beach. This turnkey gem offers year-round water views & a seamless blend of luxury and comfort. The light-filled interior boasts soaring ceilings & an open floor plan that feels both elegant and inviting. The living room, anchored by a wood-burning fireplace, exudes charm, while the formal dining room shines w/ sophisticated coffered ceilings. At the heart of the home is a chef's kitchen featuring state-of-the-art appliances - including 2 refrigerators and dishwashers, perfect for culinary adventures. Adjacent spaces include a bright office & a chic bar area, making entertaining effortless. A refined powder room completes the main level. Upstairs, the primary suite is a true retreat with a cozy gas fireplace, 2 walk-in closets, and a spa-like bath with a tub. Three additional ensuite bedrooms ensure privacy for family & guests, while the laundry room adds convenience. The 3rd floor, w/ breathtaking water views of LIS & Farm Creek, features a full bathroom & versatile space ideal for work, fitness, or play. On the lower level, a large mudroom features ample storage & the large, extra-deep two-car garage provides easy access. Outside, the oversized front patio w/ stunning Long Island Sound water views, is perfect for morning coffee or evening gatherings around the gas fire pit. Enjoy coastal living within walking distance of the beach, town, & Rowayton's vibrant amenities.

34 Nearwater Rd, Norwalk

$5,295,000
3 Beds 7 Baths 73496934 MLS
Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island, complemented by a wet bar and casual dining area. Three ensuite bedrooms include a primary suite with water views, a sitting area, walk-in closet, pool access, and a spa-like bath. The walk-out lower level offers a game room, media area, kitchenette, wine storage, and bonus room. Outdoors, enjoy a heated pool, spa, bluestone terrace, and direct access to calm waters for swimming, boating, and some of the best steamers, littleneck, and cherry stones on the Island. Offered furnished with strong rental history.

385 Barnes Road, Oak Bluffs

$5,250,000
5 Beds 6 Baths 24191535 MLS
An exceptional opportunity to own a thoughtfully crafted 2015 Colonial in one of Greenwich's most desirable in-town neighborhoods. Set on level grounds at the end of a quiet cul-de-sac, this home offers four finished levels of natural light, high ceilings and refined finishes throughout. The heart of the home is an expansive kitchen with a large center island that flows effortlessly into the family room and opens through French doors to a private terrace and backyard. Five en-suite bedrooms, including a flexible lower-level guest suite, provide comfort and privacy for family and visitors alike. Spaces for work, fitness and recreation, with premium features including a whole-house generator, HEPA air filtration and water filtration systems make this home as functional as it is beautiful.

16 Annjim Dr, Greenwich

$5,250,000
4 Beds 5 Baths 73546213 MLS
Set on one of Crow Point’s most coveted streets, this exceptional NEW CONSTRUCTION home offers elevated coastal living w/ water views, sun-drenched interiors & bespoke finishes throughout. Perfectly positioned above North Beach, this 4 bed / 4.5 bath residence seamlessly blends timeless design & modern luxury. Thoughtfully designed for both everyday living & entertaining, the home features high ceilings on each level, expansive open-concept living spaces filled w/ natural light, sophisticated custom details & seamless indoor-outdoor flow. Multiple decks, including private outdoor spaces off the LR & primary suite, capture beautiful water views & ocean breezes.The luxurious primary suite features a cathedral ceiling, fireplace, spa bathroom & private deck overlooking the water. Every inch of the home reflects elevated craftsmanship, beautiful spaces & refined coastal elegance. An extraordinary opportunity to own a premier home in one of Hingham’s most desirable seaside neighborhoods.

12 Howard Road, Hingham

$5,250,000
4 Beds 4 Baths 73529657 MLS
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity.

56 Stage Island Road, Chatham

$5,249,000
5 Beds 9 Baths 24146882 MLS
A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

294 Maple Rd, Easton

$5,245,000
4 Beds 5 Baths 24176398 MLS
"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

$5,225,000
6 Beds 4 Baths 73472922 MLS
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

$5,200,000
5 Beds 4 Baths 73534187 MLS
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

$5,200,000
6 Beds 7 Baths 24173339 MLS
Hidden behind Shorehaven Country Club in a private gated waterfront enclave, 3 Canfield Crossing offers a rare combination of privacy, a naturally protected waterfront setting, and an immersive connection to the water. Unlike many waterfront homes, the views here aren't reserved for a single room. Nearly every space-from the kitchen and living areas to the bedrooms and balconies-captures the ever-changing tides, creating a seamless connection to the surrounding landscape. Completely reimagined in 2024, the home was designed for effortless indoor-outdoor living. A chef's kitchen with custom cabinetry, premium appliances, and a butler's pantry opens to expansive living and dining spaces, while a NanaWall connects the interior to the waterfront terrace and infinity-edge pool beyond. With four finished levels connected by elevator, six ensuite bedrooms, and two separate guest or au pair opportunities, the home offers exceptional flexibility for both everyday living and entertaining. Whether enjoying a quiet morning on the terrace, kayaking or paddleboarding from your backyard, spending the afternoon at nearby Shorehaven Country Club, or dining just minutes away in Westport, Rowayton, or South Norwalk, the lifestyle is as compelling as the setting. This is a waterfront residence where timeless design, exceptional privacy, and an extraordinary connection to the water come together in one of Fairfield County's most distinctive coastal settings.

3 Canfield Xing, Norwalk

$5,200,000
4 Beds 5 Baths 1410933 MLS
Luxury Meets Tranquility on Aquidneck Island.This extraordinary, newly constructed modern farmhouse estate offers a rare blend of refined elegance and serene coastal living.Privately sited on 1.3 acres,surrounded by protected conservation land,the property delivers both exclusivity and natural beauty in equal measure.Spanning approximately 5,000 square feet, this thoughtfully reimagined residence showcases impeccable craftsmanship and sophisticated design.Soaring ceilings and signature reclaimed wood beams create a striking architectural statement,while curated high-end finishes and contemporary amenities elevate every space.Sunlight pours into expansive living areas.The home's open-concept is designed for both effortless daily living and elegant entertaining.The first-floor primary suite is a private retreat, complete w/ a spa-inspired en-suite bath.Three additional bedrooms,each with their own baths,and home office offer comfort and privacy for family and guests alike. Outdoors,a privet-enclosed saltwater pool forms a secluded oasis-perfect for quiet relaxation or sophisticated gatherings framed by lush landscaping,stone walls,completed by a bespoke 10X14 gardener's shed with cedar shake roof, artist's studio,or yoga sanctuary space.Located just minutes from the renowned beaches and historic Newport,this exceptional property captures the essence of coastal luxury living.From breathtaking morning sunrises to tranquil sunsets,every moment here is elevated.

424 Third Beach Road, Middletown

$5,199,000
5 Beds 8 Baths 1417769 MLS
Nestled within the private gates of Carnegie Harbor, one of Rhode Island's most exclusive waterfront communities, this beautifully renovated residence offers luxury, privacy, and coastal living. Completely turnkey, the home blends timeless architecture with sophisticated modern finishes. Expansive living spaces capture sweeping views of Narragansett Bay and spectacular sunsets. Set just off the shoreline, the property enjoys panoramic water views while offering added protection from direct waterfront exposure. Designed for entertaining and everyday living, the home features a finished lower level ideal for recreation or guests. Outside, a professionally designed putting green, chipping area, and practice bunker create a resort-style amenity rarely found. Residents enjoy direct gated access to Aquidneck Marina, while the Aquidneck Club golf course is moments away. Downtown Newport, world-class sailing, beaches, fine dining, and shopping are all within minutes. A rare opportunity exists to purchase the beautifully landscaped adjoining parcel, the only available buildable lot within Carnegie Harbor. Expand the estate, create guest accommodations, or preserve exceptional privacy an offering seldom available in this coveted community. Whether hosting family gatherings, welcoming summer guests, or enjoying a quiet evening overlooking the Bay, this exceptional property offers an unmatched blend of luxury, recreation, and coastal living. Adjacent lot available separately or pkg

231 Carnegie Harbor Drive, Portsmouth

$5,199,000
6 Beds 8 Baths 24177071 MLS
Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one. And you don't want your guests walking past your bedroom to get to a third floor guest room either. The family bedroom floor should be private. Wider homes are much more desirable & functional than taller homes. The home has a generous first floor guest bedroom & full bath. Much better. It's not just for grandma you know, although she will love it. Who knows when you're going to tear your meniscus or ACL?? Pickleball hurts! :) Or - it's a great, convenient play room for little ones. Or a gamers' paradise for the older set. #Choices. We also have two designated offices; one on the first floor & a second in a private wing with its own staircase on the second floor. Three wet bars and a dry bar. Custom cabinetry & built ins throughout. There's a 20x40 salt water pool. Oversized tilting European windows & sliders drench the home in natural light. Organic modern; warm & functional. A true walk out lower level that easily doubles as a pool house with a full bath, second laundry and entertaining spaces. A full house generator and even an EV outlet. It's all here. Come visit. Come home.

4 Sycamore Dr, Westport

$5,195,000
8 Beds 9 Baths 24182442 MLS
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room.

56 W Morris Rd, Washington

$5,100,000
7 Beds 7 Baths 73376559 MLS
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

$5,000,000
6 Beds 7 Baths 24168601 MLS
Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Twin Circle Dr, Westport

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.