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$4,750,000
4 Beds 6 Baths 24193947 MLS
Ultra private hilltop estate with panoramic views overlooking Lake Waramaug with steps to private waterfrontage & floating dock. Chic 4 bedroom, 4 full and 2 half bathroom shingle-style house with infinity edge swimming pool & spa with magnificent views overlooking the lake. Formal entrance foyer leads to Great Room-style chefs eat-in Kitchen / Dining / Family room, with French doors to wrap around porch overlooking the lake. Library with fireplace. Up the beautiful double-height staircase is the luxe Primary Suite with fireplace, dressing room, and full bath with double-size steam shower, dual vanities & deep soaking tub in front of a wall of windows facing the lake. Three more bedrooms with lake views are on this level -- one en-suite and the other two share a Jack-and-Jill bath. The fully finished walk-out lower-level includes a media / game room with kitchenette, laundry & full bath with shower and leads to large stone patio and pool. 3-car detached garage with potential in-law / guest apartment. Fully fenced property. Outdoor fieldstone fireplace. Must see. Rare.

90 Tinker Hill Rd, Washington

Listing courtesy of Peter Klemm from Klemm Real Estate Inc. (917) 864-4940 (860) 868-7313

$4,750,000
4 Beds 6 Baths 22602909 MLS
Welcome to 15 Ice House Road in Duxbury, a thoughtfully designed custom-built home offering exceptional luxury living. The private, fenced resort-style backyard is designed for year-round enjoyment, featuring a stunning pool and outdoor living area with a stone fireplace. Inside, quality craftsmanship and custom finishes shine throughout. The chef's kitchen boasts custom cabinetry, Thermador and Miele appliances, a walk-in pantry, and center island, flowing seamlessly into the dining area, living room with coffered ceiling and gas fireplace, and screened porch overlooking the pool. The first-floor primary suite features a spa-inspired bath with jacuzzi tub, digital valve shower, custom walk-in closet, and double vanities. A custom office for two and laundry room complete the main level. Upstairs are three ensuite bedrooms and a spacious bunk/game room. The finished lower level, 1185 sq. ft. offers 9-ft ceilings, wine room, media room with 8K screen, exercise room, game area, and half bath. An exceptional offering of luxury, privacy, and timeless elegance.

15 Ice House Road, Duxbury

Listing courtesy of Listing Agent: Kerri L Wick (kerri.wick@sir.com) from Listing Office: Sotheby's International Realty.

$4,750,000
3 Beds 5 Baths 73544248 MLS
Rarely available 3.25-acre property on Newton's South Side offers an exceptional development opportunity in an estate property area. The site is located on picturesque Dudley Road, surrounded by mature trees and expensive homes. There is currently a 4,200sf antique barn on the property that was converted to a residence 50 years ago. This residence has 4 bedrooms, 3 bathrooms and a 2-car garage. The owners have secured an engineering opinion confirming the potential for a three-lot, as-of-right subdivision, by creating a cul-de-sac off Dudley Rd. The creation of the cul-de-sac would require the removal or relocation of the existing barn. Each lot holds the potential for a 8,000+ SF house. Whether you envision restoring and modernizing the existing home, creating a new private estate, or pursuing a subdivision for multiple grand residences, the possibilities here are significant. Buyer to perform due diligence prior to submitting an offer.

136 Dudley Rd, Newton

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

$4,750,000
4 Beds 6 Baths 73536461 MLS
Welcome to 15 Ice House Road in Duxbury, a thoughtfully designed custom-built home offering exceptional luxury living. The private, fenced resort-style backyard is designed for year-round enjoyment, featuring a stunning pool and outdoor living area with a stone fireplace. Inside, quality craftsmanship and custom finishes shine throughout. The chef's kitchen boasts custom cabinetry, Thermador and Miele appliances, a walk-in pantry, and center island, flowing into the dining area, living room with coffered ceiling and gas fireplace, and screened porch overlooking the pool. The first-floor primary suite features a spa-inspired bath with jacuzzi tub, digital valve shower, custom walk-in closet, and double vanities. A custom office for two and laundry room complete the main level. Upstairs are three ensuite bedrooms and a spacious bunk/game room. The finished lower level, 1185 sq. ft. offers 9-ft ceilings, wine room, media room with 8K screen, exercise room and half bath.

15 Ice House Road, Duxbury

Listing courtesy of Listing Agent: Kerri Wick from Listing Office: Sotheby's International Realty.

$4,750,000
7 Beds 8 Baths 24181755 MLS
Tucked away on a quiet cul-de-sac on the western shore of the Mystic River stands an exquisite 5,926 sq. ft. Georgian Colonial. As you view this 1931 estate and learn the unrepeatable details of its magnificent construction, this stately residence confirms it was built for this waterfront location, not just placed on it. Built to endure direct waterfront exposure with construction standards that have proven their value since 1931. Over the past 23 years, the owner has made many upgrades: Electrical, Heating, Lighting, Commercial Alarm system, Window Well Drainage System, Seawall, Roof w/ice shield, & more. All this to safeguard the home while bringing a lighter flair and more contemporary feel to the interior without sacrificing its elegance.* The sequence of spaces tells it all. Water-facing windows carry the shoreline through the principal rooms, so the setting follows you. Arched openings keep sightlines long; French doors dissolve the boundary between living space and covered porch, so indoor and outdoor rooms work as one floor plan. Coffered ceiling detail, Built-in cabinetry, and a centered fireplace give the interior the same permanence as the brick and stone outside. Hardwood floors run throughout. Formal dining and generous living areas hold a crowd; The bedrooms hold the quiet with soft light, water views, & the primary, with a private balcony. The spacious kitchen with water views & direct access draws you to the backyard:Terrace, Pier, Beach, the Sunrise or Sunset

30 Essex St, Groton

Listing courtesy of Camille Taylor from Taylor Realty Group, LLC. (860) 572-9400 (860) 572-9400

$4,750,000
4 Beds 5 Baths 73499231 MLS
This iconic Hingham gem sits on a gentle knoll overlooking Historic Lincoln Street on 1.83 acres of private,professionally landscaped grounds just steps from Hingham Square.Renovated in 2022,it blends historic character with refined luxury.Designer curated interiors feature high ceilings,wood floors,period moldings,built-ins,and three fireplaces,creating exceptional craftsmanship and open,light-filled living spaces.The flowing plan includes a sophisticated yet welcoming fireplaced living room,elegant dining room and sunfilled family room.Custom chef’s kitchen opens to a casual dining area and solarium for seamless indoor-outdoor living.All bedrooms are ensuite, including a retreat-like primary suite with coffered ceiling,fireplace,2 walk-in closets,and a luxurious bath.LL offers finished space with bedroom,kitchenette, living room.Outdoors enjoy front porch,stone patios,saltwater pool & spa,vegetable beds and a fruit orchard.There's an on site Irrigation well for this year round oasis!

54 Lincoln Street, Hingham

Listing courtesy of Listing Agent: Anne Greene from Listing Office: Coldwell Banker Realty - Hingham.

$4,749,900
5 Beds 7 Baths 73559641 MLS
Extraordinary opportunity to build a custom Modern New England estate on a picturesque one-acre parcel in one of Westwood’s most desirable neighborhoods. Envisioned at approximately 5,200± sq. ft., this exceptional residence is designed to offer 5 bedrooms, 5 full and 2 half baths, soaring ceilings, a dramatic great room, private study, formal dining, chef’s kitchen with prep kitchen, luxurious primary suite, bonus space, and 3-car garage. Optional finished lower level may include a fitness studio, media room, wine lounge, golf simulator, and guest suite. Enjoy professionally designed outdoor living with the potential for a pool, spa, and covered terrace. Convenient to Westwood Center, top-rated schools, commuter rail, shopping, dining, and major routes. Renderings are conceptual; final design, specifications, finishes, pricing, and features are subject to builder approval and may change.

36 Blue Hill Dr, Westwood

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$4,725,000
3 Beds 5 Baths 73564664 MLS
Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated saltwater pool, completed in 2025, serving as the centerpiece. Inside, warm and inviting living spaces are filled with natural light, while shiplap details and a relaxed coastal aesthetic give the home a classic island feel. Vaulted ceilings and thoughtful attention to detail enhance the home’s comfortable, refined character, while a thoughtfully designed single-level layout offers the ease and convenience of true first-floor living, with a private primary suite and separate guest wing providing an ideal sense of space and privacy. The detached studio with workshop is a hobbyist’s dream, overlooking the pool and offering a versatile space for creative pursuits, hobbies, or use as a pool cabana.

149 Litchfield Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$4,700,000
3 Beds 4 Baths 73536845 MLS
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.

$4,700,000
6 Beds 6 Baths 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

Listing courtesy of Helene Salerno from Ogents, LLC. (203) 921-9426 (203) 247-2001

$4,700,000
5 Beds 7 Baths 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan

Listing courtesy of Douglas Milne from Houlihan Lawrence. (203) 667-0344 (203) 655-8238

$4,699,000
14 Beds 12 Baths 5072541 MLS
Turner Mill Inn, built in 1936, is one of the oldest ski destinations in Stowe…and in the US. This property was restored by the current owners, beginning is 2020, with great emphasis on fit and finish. The property abuts Stowe Mountain Resort (Vail) and is located at the corner of Mountain Road and Notchbrook Road. Ski home from the top of Stowe Mountain Resort’s Four Runner Quad, down the Bruce Trail and walk across the street to Turner Mill. The property also has a stop on the Mountain Road Shuttle for easy access to Stowe Mountain Resort and Stowe Village. What is Turner Mill now? Level 1 and 2: (5) bedrooms (4) baths, kitchen, living rooms, dining room, sitting room…3,410 sq’ Level 3: (4) Bedrooms, (3) baths, living room, dining room, kitchen…2,019 sq’ Level 4: Suite One (2) bedrooms, kitchen, bath. Suite Two (2) bedrooms, bath, kitchen. Suite Three (2) bedrooms, bath, kitchen…1,871 sq’ Please see the attached Interactive Property Tour! Reference the attached Architectural Drawing Package showing the floorplans and dimensions. These are not as-built drawings. In addition to the restored, renovated and updated Turner Mill Inn there are 9 acres. (4) acres in the Upper Mountain Road Zoning district and (5) acres in the RR-5 Zoning district. The (5) acres in RR-5 are not developed. Reference Survey attached. For summer swimming fun the property has direct access to Foster’s Swimming Hole in Notch Brook. This is a popular summer attraction in Stowe.

56 Turner Mill Ln, Stowe

Listing courtesy of George Bambara from Pall Spera Company Realtors-Stowe Village. (Cell: 802-730-6084)

$4,695,000
6 Beds 10 Baths 73555839 MLS
Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

23 Burroughs Road, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

$4,695,000
5 Beds 4 Baths 22501445 MLS
Newly Built 5 bedroom 3.5 bath home close to Mayflower Beach with 600' of shared private beach. The home offers unobstructed views from across Cape Cod Bay. Year round sunsets in one of the most desirable private beach on the Cape. An Energy Star rated home that includes a professionally designed kitchen, open floor plan, 9' ceilings, shingled exterior , custom wood cabinets, crown ceiling moldings, stone countertops, gas fireplaces, viewing balconies, roof top deck with easy exterior access. Professionally landscaped yard with stone patio, gas firepit, and fenced in yard for complete privacy. Parking for 7 cars. Just a short walk to Chapins Bayside dining. Ready for occupancy!

7 Collins Avenue, Dennis

Listing courtesy of Listing Agent: Chuck Deluga (chuck@betterwoodhomes.com) from Listing Office: Paul W Sullivan & Assoc.

$4,695,000
3 Beds 2 Baths 22602744 MLS
Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away, an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home's strong rental history reflects its wide appeal. A rare opportunity to own directly on Vineyard Haven Harbor, with a mooring available and the best of Martha's Vineyard right outside your door.

16 Frog Hollow, Vineyard Haven

Listing courtesy of Listing Agent: Rose E Ryley (rose@wallacemv.com) from Listing Office: Wallace & Co. Sotheby's International Realty.

$4,695,000
3 Beds 2 Baths 73478787 MLS
Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away, an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal.

16 Frog Hollow, Tisbury

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

$4,674,000
5 Beds 7 Baths 24206524 MLS
Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dramatic double-height foyer opens to sun-filled living spaces with soaring ceilings, wide-plank white oak floors, and walls of glass leading to a covered deck and private fenced backyard. The custom white oak kitchen features Thermador appliances, quartz countertops, bespoke cabinetry, and a walnut wet bar. Five en-suite bedrooms include a luxurious primary suite with vaulted ceilings, heated bath floors, and a steam shower. Ideally located near Riverside Commons, Metro-North, beaches, downtown Old Greenwich, parks, and top-rated schools.

58 Halsey Dr, Greenwich

Listing courtesy of Natalya Parker from William Raveis Real Estate. (646) 651-3456 (203) 869-9263

$4,650,000
6 Beds 4 Baths 22602018 MLS
Wellfleet's finest waterfront location paired with an immaculate custom-built home, this is the property you have been waiting for. Enjoy stunning views out to Cape Cod Bay while enjoying the peace of mind that comes from being behind the protective barrier of Great Island Thoughtfully designed and expertly sited, this home offers spectacular views from every room, with an intuitive and inviting layout. 1035 Chequessett Neck is perched high on a bluff with a commanding vista out over Herring Cove and Cape Cod Bay. Your mornings can effortlessly turn into afternoons watching the ever-changing seascape; you will never tire of the sun setting into Cape Cod Bay. Well built by a local craftsman, Eric Winslow, quality materials and attention to detail are evident throughout. Oversized and abundant windows draw your eye outside, inviting a sense of calm and ease and bathing each room in natural light. The house has been carefully planned to offer plenty of room for friends and family while feeling intimate, cozy, and just the right size when the guests have departed. Featuring five bedrooms (two of which are ensuite), a chef's kitchen, two living areas,a home office, and a gym, everything you need has been thought of. Multiple waterside deck spaces make indoor-outdoor living easy and offer places to gather together or spaces to find a quiet retreat. Being sold fully turn-key, there is nothing to do here but relax and enjoy all the Wellfleet has to offer.

1035 Chequessett Neck Road, Wellfleet

Listing courtesy of Listing Agent: The Narrowland Group (ashley@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,650,000
4 Beds 5 Baths 24176753 MLS
Welcome to 150 Joshuatown Road in Lyme, a stunning, custom built residence sited on over 30 acres of bucolic land, with specimen trees, beautiful landscaping, and over 1/4 mile of impressive rebuilt stone walls. The main level features a welcoming foyer, Chef's kitchen with breakfast room, a cherry paneled library with vaulted ceiling and warming fireplace, commodious dining room, living room with separate seating areas, and a first floor primary suite. The second level has additional bedrooms and a beautiful family room, currently used as an art studio. In addition to the Main house, there is an incredible Guest house, fully functioning with full kitchen and adequate bedroom space. This is a property that needs to be seen to be believed! Simply amazing!

150 Joshuatown Rd, Lyme

Listing courtesy of Jennifer Caulfield from William Pitt Sotheby's Int'l. (860) 388-7710 (860) 767-7488

$4,650,000
5 Beds 7 Baths 73502884 MLS
Situated in the coveted gated neighborhood of Seaside between the Ocean and country club stands this stunning retreat. As you approach the home you will notice the classic charm is grand yet welcoming. The open concept living area has coffered ceilings a fireplace and plenty of space for guests to gather. The kitchen is truly a delight with a large center island and top of the line appliances. In the back yard you have both covered and open patio spaces surrounding a heated pool. The first floor Primary Suite has direct patio access, a large walk in closet and a private en-suite that is perfect after a long day. Upstairs has 2 bedrooms each with their own dedicated bath a sitting area and a rooftop deck overlooking the ocean! The lower level contains additional sleeping areas an office space as well as a family room. The 2 car garage features a guest suite above it perfect for longer term guests. Enjoy deeded access to the beach just steps away. Be the home where everyone gathers.

5 Coastline Drive, Mashpee

Listing courtesy of Listing Agent: Timothy Morgan from Listing Office: RE/MAX Innovative Properties.

$4,625,000
3 Beds 3 Baths 24180859 MLS
Welcome to Little Pond Farm in Stonington, CT. This private estate of 96 acres on the Connecticut shoreline is midway between Boston and New York and minutes from ocean beaches, sailing, and the historic village of Mystic. It offers the space and privacy of true country living within easy reach of the coast. The custom main residence pairs scale with warmth: a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace opens to a chef's kitchen and a custom wood island, all framing views across fields, ponds, paddocks, and the post-and-beam barn. The main-level primary suite offers dual closets, an en-suite with an oversized walk-in shower, and a private stone terrace with an oversized gunite hot tub & outdoor shower. A fireside library, screened porch, and service rooms complete the floor; two additional bedrooms with a jack and jill bathroom are located on the upper level.The barn is fitted with four oversized stalls, tack and feed rooms, and a wash stall, connected by breezeway to a two-level guest house. The ground level offers a large studio with a wet bar, half bath, and an attached one-car garage; above is a complete guest residence with a full kitchen and living area, bedroom, walk-in closet, and full bath. 70 of 96 acres are permanently protected under a Connecticut Farmland Trust easement, permitting agricultural use and structures preserving the surrounding hayfields, woodlands, and brook in perpetuity and ensuring lasting privacy.

305 Pequot Trl, Stonington

Listing courtesy of Mark Bevington from Coldwell Banker Realty. (860) 861-2944 (860) 536-9618

$4,600,000
6 Beds 8 Baths 24204809 MLS
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

2 Windy Hill Rd, Westport

Listing courtesy of Jacob Bivona from Keller Williams Prestige Prop.. (203) 705-8180 (203) 327-6700

$4,600,000
3 Beds 5 Baths 73563876 MLS
An exceptional home in a coveted area, 165 Wings Neck Road pairs remarkable craftsmanship with a spectacular coastal setting overlooking Pocasset Harbor and Bassett’s Island. Custom built by noted luxury home builder Peter B. Coffin, this approximately 5,000-square-foot residence was conceived with an uncompromising level of quality, scale and detail, surrounded by beautifully landscaped grounds with a heated gunite pool and extraordinary water views.Light-filled interiors unfold in an open, sophisticated plan designed equally for entertaining and everyday coastal living. Three south-facing decks embrace the scenery, while distinctive architectural details include hand-hewn hickory floors, extensive custom millwork and built-ins, and seven fireplaces throughout the home. The expansive kitchen serves as the heart of the residence with a large island, pantry and generous gathering space. Main and upper floor primary suites offer exceptional privacy, complemented by additional guest accommodations. A four-person elevator connects the living levels with the four-car garage, adding convenience rarely found in a Cape Cod residence of this character.Outside, the experience is equally compelling. The pool and landscaped grounds create a private resort-like retreat, while views stretch across Pocasset Harbor toward Bassett’s Island with the natural landscape of the neighboring Wings Neck Sanctuary completing the backdrop. Rare on its own and even more extraordinary as part of a larger opportunity, adjacent 155 Wings Neck Road is also offered for sale. Acquire 165 individually or consider both residences together to create a significant multi-home coastal compound on one of Pocasset’s most desirable stretches of shoreline.

165 Wings Neck Rd, Bourne

Listing courtesy of Listing Agent: Fisher and Marks from Listing Office: .

$4,600,000
3 Beds 5 Baths 22603981 MLS
An exceptional home in a coveted area, 165 Wings Neck Road pairs remarkable craftsmanship with a spectacular coastal setting overlooking Pocasset Harbor and Bassett's Island. Custom built by noted luxury home builder Peter B. Coffin, this approximately 5,000-square-foot residence was conceived with an uncompromising level of quality, scale and detail, surrounded by beautifully landscaped grounds with a heated gunite pool and extraordinary water views. Light-filled interiors unfold in an open, sophisticated plan designed equally for entertaining and everyday coastal living. Three south-facing decks embrace the scenery, while distinctive architectural details include hand-hewn hickory floors, extensive custom millwork and built-ins, and seven fireplaces throughout the home. The expansive kitchen serves as the heart of the residence with a large island, pantry and generous gathering space. Main and upper floor primary suites offer exceptional privacy, complemented by additional guest accommodations. A four-person elevator connects the living levels with the four-car garage, adding convenience rarely found in a Cape Cod residence of this character... Outside, the experience is equally compelling. The pool and landscaped grounds create a private resort-like retreat, while views stretch across Pocasset Harbor toward Bassett's Island with the natural landscape of the neighboring Wings Neck Sanctuary completing the backdrop. Rare on its own and even more extraordinary as part of a larger opportunity, adjacent 155 Wings Neck Road is also offered for sale. Acquire 165 individually or consider both residences together to create a significant multi-home coastal compound on one of Pocasset's most desirable stretches of shoreline.

165 Wings Neck Road, Pocasset

Listing courtesy of Listing Agent: Fisher + Marks (fisherandmarks@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,600,000
6 Beds 6 Baths 73522816 MLS
Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic five-bedroom main residence, along with a separate one-bedroom carriage house, are rich in character and await a thoughtful renovation or reimagining. Ideally located near the clubhouse, restaurant, tennis courts, and pro shop, the property offers easy access to the Farm Neck lifestyle while remaining just minutes from town, the harbor, and ferry terminal. This is an extraordinary chance to secure a property within the esteemed Farm Neck Golf Club community. Included is a highly sought-after Farm Neck Club Stockholder Membership, enhancing both its prestige and value.

15 Tamarack Lane, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..

$4,600,000
4 Beds 4 Baths 73514104 MLS
ONE MILE FROM HISTORIC EDGARTOWN VILLAGE. NEW home with a POOL, and close to SOUTH BEACH. The facade offers a covered porch. The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room has a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace. The great room opens to the dining room with a wall of glass doors overlooking the pool area. The dining room flows into the gourmet kitchen with a seating island. Off the dining and kitchen area is access to the mudroom which has a half bath, pantry, and laundry area. Off the mudroom area is an outdoor shower. The first floor hosts the primary bedroom with a luxurious bathroom. The second floor has three guest rooms and two full bathrooms. The rear yard offers privacy in the 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscape.

9 Marthas Way, Edgartown

Listing courtesy of Listing Agent: Michele Casavant from Listing Office: Vineyard Village Realty.

$4,600,000
7 Beds 5 Baths 73496611 MLS
In the intellectual heart of Cambridge, a residence of architectural grandeur offers a rare convergence of substance and tranquility, just steps from Harvard Sq & Charles River. This Victorian lives like a grand single-family home while possessing the versatility of a 2-family. Spanning 3824sqft, its 15 rooms are defined by generous proportions, natural light, timelessness of five fireplaces. The layout features 5 beds, 3F/2H baths, sunroom. At its heart is a chef’s kitchen, a welcoming space with a large island, high-end appliances, intimate seating. Discover a private urban sanctuary on the sprawling 6563sqft lot, where a perfected Zen-like garden creates an idyllic retreat for serene lounging. A coveted side-by-side 2-car driveway, Central AC, private-entrance au-pair/guest suite provide ultimate flexibility. Expansive 1174sqft high-ceilinged unfinished basement awaits your vision. Unique opportunity to live moments from iconic museums, acclaimed dining. Currently rented through Dec 31, 2026. Showings by Appointment Only

32 Hawthorn St, Cambridge

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.

$4,599,000
6 Beds 7 Baths 73562908 MLS
Welcome to 35 Willard Street, a rare and pristine six-bedroom, six-and-a-half-bath single-family residence built in 2017, offering 4,800SF of beautifully designed living space across four levels. Ideally situated in Cambridge’s coveted Half Crown–Marsh neighborhood, the home is just moments from the Charles River and Harvard Square and features an attached two-car garage and a fully equipped au pair/in-law suite. A grand foyer introduces the main living level, with a gracious corner dining room framed by bay windows on one side and an inviting living room with a bay window and fireplace on the other. At the heart of the home is a chef’s kitchen appointed with Sub-Zero and Wolf appliances, a pantry, and breakfast bar. A powder room completes the level, while an elegant staircase accented with custom wainscoting connects the upper floors and garden level. The second floor features three bedrooms, each with an en suite bath. The spacious primary suite includes a custom-built walk-in closet and a luxurious bath with a dedicated soaking tub and oversized shower. The third floor offers two additional bedrooms, one of which offers an en suite bath and another full bath, a custom-built laundry room, and access to a private roof deck. The garden-level au pair/in-law suite provides exceptional flexibility with its own chef’s kitchen, full bath, additional laundry, and private entrance. An attached, EV-ready two-car garage and a private side patio ideal for al fresco dining and entertaining complete the home. 35 Willard Street offers an exceptional combination of scale, thoughtful functionality, outdoor space, and location in one of Cambridge’s most coveted residential neighborhoods, with convenient access to Harvard Square, BB&N, Charles River, and Downtown Boston.

35 Willard St, Cambridge

Listing courtesy of Listing Agent: Jennie & Eddie Luxury Living Boston Team from Listing Office: Regatta Realty.

$4,599,000
6 Beds 7 Baths 73542515 MLS
Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

7 Cider Hill Way, Andover

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$4,595,000
6 Beds 7 Baths 24203624 MLS
A remarkable home where historic charm has been completely reimagined for modern living, set on over two acres in one of New Canaan's most coveted locations. Impeccably cared for and thoughtfully updated throughout, this stately residence offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork and moldings, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office open to an elegant living room with double-sided gas fireplace and formal dining room with butler's pantry. Designed equally for effortless entertaining and everyday living, the heart of the home is an extraordinary custom kitchen with ample storage opening to an impressive, light-filled family room. Multiple French doors extend the living spaces outdoors to the rear porches, sweeping lawns, and pool. A powder room, two bedrooms, full bath, and mudroom provide added flexibility on the main level. Upstairs, the luxurious primary suite is a true retreat with fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and laundry room complete the second level. The lower level offers additional living space with a bonus room, access to the three-car garage, and a fabulous cabana room with wet bar, updated full bath, and sliding doors opening directly to the pool for effortless summer entertaining.

125 West Rd, New Canaan

Listing courtesy of Jennifer Leahy from Compass Connecticut, LLC. (917) 699-2783 (203) 343-0141

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