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$4,375,000
5 Beds ⋅ 5 Baths ⋅ 73503416 MLS
Brand New Construction Home with inground pool on almost 1/2 acre prime lot in desirable Belmont Hill location! This home was built for entertaining by Elite builder! The main entrance welcomes you into a foyer which divides the floor plan into 2 wings. The first features living room, dining room, family room with fireplace, office, and powder room. All with a visual to the open concept Chef's kitchen w/natural white oak island, custom cabinets, pantry, & Wolf and Subzero appliances. The second wing features a dramatic great room with cathedral ceilings, fireplace, wet bar and caterer's kitchen. The second level has the primary suite with walk in closets, gorgeous spa like bath, 2 additional bedrooms, family bath, laundry room and covered porch overlooking the pool below. The third level has another bedroom suite with full bath and den. The lower level features a 3 car garage, gym, bedroom, full bath, second laundry, and recreation room with kitchenette and direct access to yard/pool.

55 Crestview Rd, Belmont

Listing courtesy of Listing Agent: Lori Orchanian from Listing Office: Coldwell Banker Realty - Belmont.
$4,350,000
7 Beds ⋅ 4 Baths ⋅ 73524665 MLS
Grand Queen Anne Victorian Home, formerly of the Weber Estate, nestled in a meticulously appointed British Garden with nearby urban and natural amenities. Through an expansive entertainment hall with comfortable living and dining rooms, stained glass windows of intriguing colors and shapes guide you through the home, creating a jeweled ribbon up the main staircase to the family rooms. The amount of original detailing maintained over the generations offers clear personalization of timeless designs, while allowing for the introduction of modern amenities. A prominent exposure floods the house with light and delight all day. The outdoor grounds reflect a curated effort to do justice to such a period estate, featuring spring flowering beds and sitting patios that usher in a summer of full, mature trees accompanying dahlias, delphiniums and hollyhocks, as well as vegetable patches that make room for perennials to create a wonderful private park.

269 Kent St, Brookline

Listing courtesy of Listing Agent: Ethan Felleman from Listing Office: Gibson Sotheby's International Realty.
$4,350,000
5 Beds ⋅ 7 Baths ⋅ 73488436 MLS
Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

39 Bay Pond Rd, Duxbury

Listing courtesy of Listing Agent: Suzanne Stevens from Listing Office: South Shore Sotheby's International Realty.
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 73505446 MLS
Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey Marcus from Listing Office: Corcoran Property Advisors.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73509923 MLS
This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings & dramatic walls of glass fill the home with natural light and frame spectacular sunsets. Multiple sliders open to an expansive wraparound deck for effortless indoor-outdoor living. Chefs kitchen, dual living areas, and adjacent open dining create an exceptional setting for relaxing or entertaining. There's nearly 5,000 sq on three levels, with 4 bedrooms and 3.5 baths. The luxurious primary suite offers panoramic water and sunset views. A finished multi-room lower level includes family room and convenient kitchenette. Solar panels, generator, gas heat, Central A/C, outside shower, reclaimed wood floors & more. You'll enjoy a seasonal dock/catwalk on Bucks Creek for kayaking, paddle-boarding, or clamming from your own back yard - and the calm waters of Harding's Beach are a short stroll via sidewalk. Don't miss out!

38 Indian Trail, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73552814 MLS
Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,250,000
5 Beds ⋅ 5 Baths ⋅ 73504708 MLS
Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73493426 MLS
The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$4,250,000
4 Beds ⋅ 2 Baths ⋅ 73487626 MLS
Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, Dennis

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$4,200,000
5 Beds ⋅ 7 Baths ⋅ 73548853 MLS
Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate - Wellesley.
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73539001 MLS
Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73515489 MLS
Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73500198 MLS
A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset’s Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef’s gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room’s gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

392 S Main St, Cohasset

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 73453125 MLS
Northern California coast meets Boston's Gold Coast in this iconic, 4-bedroom, 3-bath direct waterfront Mid-century Modern house in Prides Crossing. Designed by famous architect John Lawrence Jr. as a weekend retreat, this home enjoys an unparalleled level of privacy and panoramic, 180-degree vistas of Manchester-by-the-Sea, Marblehead, Salem Sound to Misery and beyond. Sited on 2+ acres abutting RockMarge Estate to the west and 18 acres of conservation land to the east, the elevated living space is framed by seagrass covered dunes at the very end of a secluded, winding road lined with lush vegetation. Ideal for entertaining or intimate gatherings, this property is a slice of heaven. Looking to create something completely new? This offering includes city approvals and plans in hand to build a new 4,600+ sq. ft. primary residence and preserve 1,300 sq. ft. of existing home as a beach cabana. This is an exceptional opportunity.

68 Paine Ave, Beverly

Listing courtesy of Listing Agent: Alexandra Cutler from Listing Office: J. Barrett & Company.
$4,195,000
6 Beds ⋅ 8 Baths ⋅ 73562063 MLS
Introducing a newly constructed residence in one of Newtonville's most sought-after neighborhoods, where exceptional craftsmanship, generous proportions, and a highly functional floor plan come together. Set on a prominent corner lot, the home spans three beautifully finished levels, distinguished by soaring ceilings, oversized windows, and an abundance of natural light throughout. Designed to accommodate a variety of lifestyles, the home offers six bedrooms, including a first-floor suite ideal for guests, extended family, or a private office. Four spacious bedrooms occupy the second level, while the finished lower level adds a sixth bedroom, expansive media room, fitness area, and exceptional flexibility for everyday living and entertaining. Large-scale living spaces, well-proportioned bedrooms, fully custom designed walk-in closets, and quality finishes throughout such as the Taj Mahal natural quartz stone countertops in the kitchen and primary bath all add to the luxury feel to create a home that is as practical as it is refined. Ideally positioned just moments from Newton's village centers restaurants, shopping, parks, the library, Newton North HS, the Farmer's Market, Commuter Rail, Green Line, and major highway routes. This is an exceptional opportunity to own a brand-new home in one of the city's most desirable neighborhoods.

22 Arden Road, Newton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$4,188,000
6 Beds ⋅ 4 Baths ⋅ 73565718 MLS
Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from miles of conservation trails, major highways and top-rated Weston schools. An inviting open kitchen with gas cooking flows seamlessly into the spacious family room with custom built-ins, while the formal living and dining rooms are defined by walls of windows overlooking the serene landscape. The luxurious primary is a private retreat with vaulted ceiling, balcony, spa bath and two walk-in closets. Four additional upstairs bedrooms feature hardwood floors and generous closets. A versatile main-level office with separate entrance, custom built-ins, full bath and walk-in closet provides an exceptional private workspace, guest suite or in-law accommodation. The finished lower level offers a generous game/play room with bar, ideal for daily family use and entertaining. Central air and main-level laundry add everyday comfort. A spectacular screened porch and patio overlook the expansive, level backyard—an idyllic setting for outdoor entertaining, play and relaxation. An oversized 3-car garage provides abundant parking and storage, completing this remarkable offering.

26 Cart Path Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$4,165,000
4 Beds ⋅ 5 Baths ⋅ 73565909 MLS
Behind a classic white picket fence in the heart of Hingham Center, this exceptional home seamlessly blends timeless New England architecture with sophisticated modern living. Thoughtfully renovated with exquisite craftsmanship and designer finishes throughout, the home offers the rare combination of an open floor plan, exceptional privacy, and an unbeatable location. The heart of the home is a beautifully appointed chef's kitchen that flows into a gracious yet comfortable family room, creating the perfect setting for everyday living and entertaining. A dramatic wall of French doors opens to an extraordinary outdoor living space, extending the home into a private backyard retreat. Formal living and dining rooms, private office, spacious mudroom, two powder rooms, and a welcoming secondary entrance complete the main level. Upstairs, the elegant primary suite is joined by generously sized bedrooms accessed via the home's central staircase, while a separate staircase off the mudroom leads to a sun-filled bonus room overlooking the spectacular grounds -- ideal as a playroom, studio, or private guest retreat. The backyard is nothing short of extraordinary. Designed by acclaimed landscape architect Sean Papich, the grounds create a true private oasis. A sweeping bluestone patio flows directly from the family room to an outdoor kitchen pavilion, inviting al fresco dining throughout the seasons. Gather around the expansive fire pit, unwind among mature birch and evergreen trees, and enjoy terraced lawns framed by handcrafted stone walls, perennial gardens, and custom architectural landscape lighting that transforms the property after sunset. Completing this remarkable estate is a fully renovated modern barn unlike any other -- featuring polished concrete floors, a Fullswing (TM) golf simulator, surround sound, automated blackout shades, and flexible recreation or entertaining space that elevates the lifestyle well beyond the main residence. Additional highlights include a home gym, integrated whole-home sound system, smart lighting, and extensive exterior landscape lighting. A truly one-of-a-kind offering where classic Hingham charm meets exceptional design, luxury amenities, and resort-style outdoor living. All just moments from Hingham Square, restaurants, shops, schools, and the commuter boat & rail.

68 School Street, Hingham

Listing courtesy of Listing Agent: Christie O'Connor from Listing Office: Compass.
$4,150,000
6 Beds ⋅ 8 Baths ⋅ 73520778 MLS
Perched atop 8.58 private acres at one of Manchester’s highest elevations, Ocean Ledge commands breathtaking distant ocean vistas and mesmerizing celestial views. This grand residence offers an exceptional sense of privacy and scale, perfectly positioned to capture both sunrise over the water and starlit evening skies.The estate is complemented by a charming carriage house featuring an apartment above a spacious three-car garage—ideal for guests, extended family, or additional income. Equestrian enthusiasts will appreciate the four-stall barn complete with tack room and paddock, while leisure amenities abound with a Har-Tru tennis court and a stunning 40-foot pool, creating a true resort-like setting. A rare opportunity to own an elevated coastal retreat that seamlessly blends elegance, recreation, and panoramic beauty.

73 Forest, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$4,149,000
6 Beds ⋅ 8 Baths ⋅ 73481956 MLS
Set on a beautifully landscaped one-acre lot, this exceptional new construction home offers the prestige of the estate side of town with a rare sense of privacy and space. Spanning over 7,100 sq ft, the residence features 6 beds, 7.5 baths, and refined craftsmanship throughout. The chef’s kitchen includes top-of-the-line appliances, an oversized island, and a working pantry, opening to a sun-filled family room overlooking the expansive, private yard. The acre setting offers outstanding potential for a pool, sports court, & outdoor living. The main level features a first-floor en suite bedroom & formal dining room. Upstairs, the primary suite offers a spa-like bath & generous walk-in closet. Each bedroom is thoughtfully designed w/ an en suite bath. A finished lower level provides flexible space for a gym or media room. Complete with a 3-car garage, custom millwork, & designer finishes, this home offers a rare blend of elegance & convenience minutes from top rated schools & town center.

8 Crestview Road, Needham

Listing courtesy of Listing Agent: Connor Gillen from Listing Office: Keller Williams Realty.
$4,095,000
3 Beds ⋅ 6 Baths ⋅ 73560395 MLS
There's a natural rhythm to how this Arts & Crafts home unfolds. Each space leads to the next with intention, drawing your eye outward to terraces and established perennial gardens, and beyond to the quiet of protected land. The architecture does the work here--rooms are generous without feeling overstated, and the transitions between them feel considered rather than forced. Light moves easily through the home, shifting the mood from morning to evening, whether it's a quiet start to the day or a full house gathered across indoor and outdoor spaces. Craftsmanship is evident throughout, with custom finishes that add depth without distraction. The layout offers flexibility--spaces that invite both retreat and connection--anchored by a setting that remains calm and private, yet close to the energy of town when you want it. It's a home that reveals itself over time, not all at once--where design, setting, and livability come together in a way that feels both grounded and lasting.

12 Somerset Road, Provincetown

Listing courtesy of Listing Agent: Mark Lynett from Listing Office: Gibson Sotheby's International Realty.
$4,000,000
5 Beds ⋅ 4 Baths ⋅ 73542491 MLS
A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an intimate library create a sophisticated backdrop for entertaining. Center island chef's kitchen and FP'd family room. Period details include custom millwork, French doors, a spacious butler’s pantry and multiple fireplaces. Expansive porches and patios overlook lush gardens and sweeping grounds, leading to a tucked-away pool. An oversized 3-car carriage house with loft adds further versatility. This rare offering includes a separate buildable lot, providing an opportunity for expansion or legacy compound. Minutes to the commuter rail, major routes, and premier shopping. An irreplaceable opportunity.

157 Grove Street, Westwood

Listing courtesy of Listing Agent: Bell Property Partners from Listing Office: Compass.
$3,999,999
5 Beds ⋅ 6 Baths ⋅ 73496678 MLS
This beautiful Coastal New England / Nantucket-style shingle home overlooks scenic W. Dennis Beach and is abutted by Uncle Stephen’s Pond. Custom built in 2016 by Pecoy Signature Homes, the residence spreads 5-bedrooms and 5.5 baths over 4,834 square feet of thoughtfully designed living space, with natural light and water views showcased throughout. A gracious entry introduces an expansive open-concept layout. The main level features a stunning great room, private office, mudroom, laundry, and multiple dining areas, all centered around a showpiece chef’s kitchen. Appointed with an oversized quartz island, custom cabinetry, a vented NXR range, wet bar, and a generous walk-in pantry. The main-level primary suite offers an ensuite. Three ensuite bedrooms are located on the 2nd level the third-floor loft serves as a sophisticated lounge with wet bar, opening to a private deck with panoramic ocean views. The houses on Uncle Stephens share a private ocean beach (pictured).

10 Uncle Stephens Rd, Dennis

Listing courtesy of Listing Agent: Chris Bowser from Listing Office: Conway - Mattapoisett.
$3,999,999
4 Beds ⋅ 3 Baths ⋅ 73494430 MLS
Perched high above Lagoon Pond, this exceptional Martha's Vineyard estate offers a rare convergence of natural beauty, refined comfort, and Island living at its finest. Set on 2.25 secluded acres, panoramic views stretch across the shimmering waters, a private haven for kayaking, sailing, and peaceful exploration. Inside, four bedrooms and three full bathrooms are complemented by generous windows framing breathtaking water views from nearly every room. A family room and library, formal living room, and a private guest suite on the far side of the residence provide ample space for all. Outside, the lawn sweeps to the water's edge, where a sandy shoreline invites you to launch a kayak, cast a line, or linger over a sunset picnic. A detached three-car garage with a finished room above offers generous storage for watercraft, paddleboards, and all the trappings of Island adventure. Minutes from shops, restaurants, and the harbor, yet worlds away in feeling.

94 Weaver Lane, Tisbury

Listing courtesy of Listing Agent: Emma Kennedy from Listing Office: Sandpiper Realty, Inc..
$3,999,500
5 Beds ⋅ 5 Baths ⋅ 73528794 MLS
Envision a carefree lifestyle in this exquisitely crafted, top-quality home with elevator to every floor. Extensively redesigned and practically rebuilt in 2007, no expense was spared in a complete reimagining of the home. Expansive rooms with custom installations, imported finishes and details, formal and informal tastefully created spaces - this home presents an oasis for modern living. Floor to ceiling window installations allow tremendous light to stream into every corner. Features include hand-tooled kitchen and bathroom cabinetry, top-of-the-line windows and doors, a primary suite with private deck and two large walk-in closets, a media room with radiant heated floor, and a barbecue great room leading out to a fantastic entertaining space, beneath a handsome custom-built pergola. A stunning landscape design impresses with gorgeous flowering perennials and mature trees, as well as a sweeping view of lush green lawn, surrounded by professionally manicured planting beds and bushes.

73 Countryside Road, Newton

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.
$3,999,000
5 Beds ⋅ 8 Baths ⋅ 73562442 MLS
At the end of a quiet cul-de-sac sits a residence where grand scale, thoughtful design and inviting spaces come together on more than two acres. Welcome to 373 Caterina Heights. Offering over 8,400 sq. ft., this meticulously maintained home is impressive and grand yet designed to feel warm and welcoming throughout. The oversized foyer sets the tone from the moment you walk in. On one side - a handsome office with custom built-ins and wet bar creating a distinguished workspace; to the other side boasting a sunken living room flowing to the formal dining room. The foyer then leads to the main living areas which are equally impressive. The beautifully appointed kitchen features a large island, Wolf appliances and Sub-Zero refrigeration and connects to a sunroom for all seasons (with heating & cooling) providing an exceptional place to relax while overlooking the private grounds and in-ground pool/hot tub area. And speaking of exceptional...a great room with soaring vaulted ceilings, custom cabinetry and a dramatic stone fireplace for you to enjoy. Walls of windows frame views of the expansive backyard, while an overlook from the second-floor landing adds to the room’s architectural presence. Two staircases enhance the home’s thoughtful flow, while multiple living areas provide room to gather as well as space to retreat. Five bedrooms each enjoy the privacy of an en-suite bath, including two primary suites - one on each floor - giving the new owner many options. The fifth bedroom upstairs offers privacy and includes its own sitting area, creating an ideal retreat for guests, extended family, teens or an au pair suite while the upstairs den with a full closet offers the flexibility of a sixth bedroom. The lower level boasts approximately 1,000 sq. ft. of possibility with marble flooring, a second kitchen area with Sub-Zero refrigeration, full bath and generous storage. Complete with a three-car garage and owned solar panels, this extraordinary property offers a rare combination of space, privacy and timeless appeal—all within an established and desirable neighborhood. A home created not simply to impress but to be enjoyed. Make your appointment today and judge for yourself. This home speaks for itself.

373 Caterina Hts, Concord

Listing courtesy of Listing Agent: Team Sonia Rollins & Associates from Listing Office: EXIT Premier Real Estate.
$3,999,000
5 Beds ⋅ 6 Baths ⋅ 73540147 MLS
Hi my name is 20 Boulder... but you can call me Home. Experience exceptional scale, sophistication & architectural detail in this striking custom residence. A soaring 2-story foyer welcomes you to elegant living spaces, including formal living & dining rms, highlighted by dramatic arched windows & access to a covered patio w/ a masonry fireplace.The main level also offers a private home office w/ custom built-ins, a flexible ensuite BR ideal for guests, a chef’s kitchen w/ custom cabinetry, oversized center island & sun-filled breakfast area, plus a powder rm, mudrm & direct access to the heated 3-car garage. 2nd floor the luxurious primary suite features a spa bath, expansive dressing room & private Juliet balcony & additional ensuite BRs. Top floor offers versatile space for changing chapters of life with comfort & privacy. Space for a guest suite, media rm, playrm or creative studio. Ideally located near top-rated Newton schools, Chestnut Hill shopping,easy access to highways&Boston

20 Boulder Rd, Newton

Listing courtesy of Listing Agent: Esin Susol from Listing Office: William Raveis R. E. & Home Services.
$3,999,000
5 Beds ⋅ 9 Baths ⋅ 73322653 MLS
Discover the epitome of luxury at this exquisite waterfront estate, a haven of tranquility and elegance. Built in 2002 and meticulously renovated, this stunning home offers unmatched comfort and privacy on 4.32 acres. With prime waterfront access and breathtaking views, this expansive 16-room residence features 5 spacious bedrooms and 9 baths including steam shower. The interior boasts two elegant primary suites with gas fireplaces, expansive walk-in closets, and deep hydro-massaging tubs. The masterfully crafted kitchen is equipped with top-line appliances, custom cabinets and granite countertops. The lower level includes hobby and pool table rooms, a kitchenette, an entertainment center and substantial storage. Outdoors, enjoy a stunning heated saltwater pool, oversized hot tub, waterfalls, multilevel stone terrace, outdoor shower, cabana with full bath and a built-in cooking area.This waterfront estate is more than just a home; it's a lifestyle.

26 Walkerwoods Dr, Harwich

Listing courtesy of Listing Agent: Karen Lopez from Listing Office: Great Estates Realty, Inc..
$3,998,000
5 Beds ⋅ 6 Baths ⋅ 73451336 MLS
East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming.A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis.A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. One of the most complete and intact agricultural landscapes remaining in Southern Berkshire County, has no true comparable. Read the history. Experience East Hill Farm. Reach out.

764 East Hill Road, New Marlboro

Listing courtesy of Listing Agent: Chapin Fish from Listing Office: William Pitt Sotheby's International Realty.
$3,998,000
6 Beds ⋅ 5 Baths ⋅ 73426596 MLS
WATERFRONT ESTATE – This rare Cape Cod retreat blends classic coastal architecture with modern refinement. Refreshed with new siding and a Red Cedar roof (August 2025), the home offers 6 bedrooms and 5 baths, a chef’s kitchen with Viking professional gas range, Sub-Zero refrigerator, and center island with prep sink flows seamlessly into the sun-filled living room, dining area, and waterfront sunroom. The main residence includes a 2-car garage and full basement, while a versatile guest house with its own 2-car garage and striking fieldstone fireplace invites endless possibilities as a one or two-bedroom retreat, artist’s studio, game room, or workshop. Set on 3.8 private acres, the estate features a heated in-ground pool, landscaped grounds, and direct access to tidal waters. More than a residence, it is a private Cape Cod sanctuary offering beauty, privacy, and an unparalleled coastal lifestyle. 2-Year Choice ULTIMATE Home Warranty included. Some photos virtually staged.

4390 Main, Barnstable

Listing courtesy of Listing Agent: Robert MacKinnon from Listing Office: eXp Realty LLC.
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73563572 MLS
A first look at this extraordinary new construction residence. Professional photography is scheduled for Tuesday, with a full collection of images coming soon! Set in highly sought-after Crow Point, this extraordinary new construction residence by Breakwater Development offers nearly 6,000 SF of beautifully finished living space across three levels, combining timeless architecture, exceptional craftsmanship and a thoughtfully designed floor plan. The heart of the home is a stunning chef’s kitchen with custom cabinetry, an oversized statement island and beautifully appointed butler’s pantry, opening to a spacious dining area and inviting living room with fireplace. A separate formal dining room provides an elegant setting for entertaining, while a private den/office offers a quiet retreat. Expansive windows and doors bring in abundant natural light and create a seamless connection to the generous outdoor patio, extending the home’s entertaining spaces outdoors. A thoughtfully designed mudroom with direct access to the two-car attached garage provides exceptional everyday functionality. Upstairs, the impressive primary suite is a private retreat with a spa-inspired ensuite bath and generous walk-in closet. Four additional bedrooms, including ensuite accommodations, provide privacy for family and guests, complemented by a dedicated laundry room and separate sitting room opening to its own private balcony. The finished lower level adds approximately 1,400 SF with a media room, fitness room, expansive bonus room and full bath, creating a destination for recreation, entertaining and guests, with additional unfinished space providing valuable storage. Custom millwork, detailed ceilings, wide-plank hardwood floors, generous closets and sophisticated finishes carry throughout. With 5 bedrooms, 5.5 baths, multiple living and entertaining spaces, a two-car garage and exceptional indoor-outdoor living, this is a rare opportunity for new construction of this caliber in one of Hingham’s most coveted coastal neighborhoods, moments from the water and the distinctive lifestyle of Crow Point.

20 Whiton Ave, Hingham

Listing courtesy of Listing Agent: Kevin Lewis from Listing Office: Coldwell Banker Realty - Hingham.

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