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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
7 Beds ⋅ 7 Baths ⋅ 73532720 MLS
Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

14 Winthrop St, Newton

Listing courtesy of Listing Agent: The Drucker Group from Listing Office: Compass.
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73510191 MLS
Coveted in town/Dana Hall location! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$4,295,000
4 Beds ⋅ 3 Baths ⋅ 73488928 MLS
Rare private beachfront offering in Manchester-by-the-Sea. This authentic shingled Arts & Crafts coastal home sits directly on the sand, offering panoramic ocean views and a private beach. Ideally located near conservation land, the village, and commuter rail to Boston. Originally built c.1928 and thoughtfully renovated, the home features classic Shingle-Style details, a floor-to-ceiling fieldstone fireplace, and walls of windows framing the sea. The chef’s kitchen with center island, stainless appliances, and vaulted ceiling captures stunning water views. Lower level includes a private guest suite with kitchen, living area, and game space. .A covered porch with gas fireplace opens to the sand and private fire pit—perfect for effortless coastal living.

53 Raymond Street, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.
$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 ⋅ 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.
$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.
$4,249,000
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.
$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
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
6 Beds ⋅ 5 Baths ⋅ 73488577 MLS
Meticulously renovated to the highest standards of design, this striking home artfully preserves its Victorian details while introducing luxurious modern amenities. Restored period features include soaring ceilings, grand proportions, intricate millwork, bay & bow windows, stained glass, pocket doors, built-ins, & wainscoting. Lavish updates include an entire wall of Hope's steel windows, app-controlled lighting & blinds, exquisite stonework, electric car charging, & irrigation. The sleek eat-in kitchen showcases custom cabinetry, a waterfall island, mirrored backsplash, and top-of-the-line appliances including a 6-burner gas range. An adjacent butler's pantry offers glass-fronted cabinets lined with antique mirror, a beverage cooler, & unlacquered brass counters & backsplash. An elegant primary suite is comprised of a bedroom with a fireplace, custom walk-in closet, and opulent bath with floor-to-ceiling marble, a glass-enclosed walk-in shower, and floating double vanity.

12 Martin Street, Cambridge

Listing courtesy of Listing Agent: Gail Roberts, Ed Feijo & Team from Listing Office: Coldwell Banker Realty - Cambridge.
$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.
$4,150,000
3 Beds ⋅ 3 Baths ⋅ 73536468 MLS
Step into timeless Sconset charm at 9 Carew Lane. Tucked away this classic 1920 cottage embodies the quiet magic that has drawn visitors and homeowners to this storied village for generations. This three-bedroom, two-and-a-half bath home has been lovingly preserved, retaining the architectural character and warmth that define the 'Sconset aesthetic. With 2,655 square feet of living space spread across two floors, the home offers generous room to gather while never losing its intimate cottage feel. A wood-burning fireplace anchors the living space, lending the kind of cozy ambiance that makes a Nantucket evening something to savor. The patio and garden offer a peaceful retreat. Original details and craftsmanship speak to the home's rich history, while thoughtful updates including central A/C, poured concrete foundation, oil/FHA heat, town water and sewer, and on-site parking are the practical details equally well-considered.

9 Carew Lane, Nantucket

Listing courtesy of Listing Agent: Nicole Tirapelli from Listing Office: Douglas Elliman Real Estate - Park Plaza.
$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.
$4,000,000
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.
$4,000,000
5 Beds ⋅ 2 Baths ⋅ 73513139 MLS
Surrounded by endless gardens and green space this expansive cape house sits on a vast 10,000+ square foot lot, perched above the first hole of Fresh Pond Golf Course overlooking Fresh Pond across from the acres worth of Grove Street Playground and Park, right on the Belmont line. The home has been meticulously maintained, updated and has lots of windows and sunlight, hardwood floors, a vaulted ceiling sunroom with radiant heated floors, two working fireplaces, a great floor plan, solar panels, two car parking with EV charger, a deck to soak up the view and endless options for bedrooms, office, workout and lounge or living space. This is a can't miss opportunity to live in one of the very best locations in Cambridge.

175 Grove Street, Cambridge

Listing courtesy of Listing Agent: Jaclyn Kryzak from Listing Office: Labrava Realty, LLC.
$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..
$3,999,000
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.
$3,995,000
5 Beds ⋅ 3 Baths ⋅ 73542542 MLS
A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.

49 High Street, Edgartown

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 73541133 MLS
8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$3,995,000
4 Beds ⋅ 8 Baths ⋅ 73527289 MLS
A private garden estate overlooking the Upton State Forest, where a winding paver driveway meanders through mature gardens before arriving at an extraordinary custom home. Created by combining three lots into one remarkable homesite, this custom-built residence offers exceptional privacy while remaining just minutes from Route 495, the Mass Pike, shopping, and dining. Nearly two years in the making, every aspect of the home was carefully planned, from its architectural details to its placement on the property to maximize views of the mature gardens and the Upton State Forest beyond. Beautifully landscaped grounds create a remarkable sense of arrival and a peaceful retreat in every season.

10 Andrea Dr, Hopkinton

Listing courtesy of Listing Agent: Stephanie Archung from Listing Office: Gibson Sotheby's International Realty.
$3,995,000
5 Beds ⋅ 4 Baths ⋅ 73519571 MLS
This inviting home exudes charm with its warm and welcoming spaces, sunny exposures and absolutely ideal Pinckney Street location. A large entry floor offers living, dining & kitchen, and powder room, as well as a "mudroom" located off of a delightful courtyard. The floorpan is flexible and allows for versatility, the front facing dining room can also function as a reception room with its handsome fireplace. An oversized kitchen with notable appliances overlooks the private courtyard. A second floor den can be included as part of the primary suite, or closed off and used as a cozy living space. The primary floor also offers an office, an oversized spa-like bath and abundant closet space. The third floor features 2 large bedrooms, a lovely bathroom and office, and private deck. The fourth floor was designed for 2 additional bedrooms, a full bath and thoughtfully laid out laundry room. This property features central air, many notable upgrades, outstanding storage and lovely curb appeal.

14 Pinckney Street, Boston

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

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