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87 E Brimfield Holland, Brimfield
$2,495,000
7 Beds ⋅ 9 Baths ⋅ 73579841 MLS
**OPEN HOUSES 10/31 and 11/1 11-3pm.** Rare opportunity to own one of New England’s most distinguished legacy country estates, set on 56 acres in the desirable town of Brimfield. This extraordinary offering combines privacy, scale, natural beauty, and remarkable versatility, with potential for an equestrian estate, private family compound, multi-generational retreat, wellness destination, event venue, or development. Rolling meadows, mature woodlands, manicured gardens, stone walls, and cobblestone and brick pathways create an enchanting setting. A private pond and hillside stream add to the park like grounds. The approximately 8,600+ sq ft main residence is complemented by a 2,000+ sq ft guest house, providing exceptional flexibility for extended family, guests, staff, or rental income. Resort style amenities include a swimming pool and pool house, two tennis courts (grass and clay), a golf practice area, and beautifully designed outdoor entertaining spaces. The expansive acreage and open land offer an ideal foundation for a premier horse property or equestrian facility, while additional acreage and road access provide possibilities for subdivision, expansion, or other approved uses.For those seeking a true New England country estate, the scale and character here are difficult to replicate. Create a generational retreat, sophisticated equestrian property, private compound, or destination with room to evolve for years to come. At the “Crossroads of New England,” the location is just five minutes from the Massachusetts Turnpike with convenient access to I-90, I-84, and Route 20. Approximately 60 miles to Boston, 27 miles to Worcester, 28 miles to Springfield, 40 miles to Hartford, 60 miles to Providence, and 155 miles to NYC. Within an hour of three international airports and approximately 100 colleges and universities, this setting offers exceptional connectivity throughout Massachusetts, Connecticut, Rhode Island, and the greater Northeast. A singular legacy offering defined by land, privacy, recreation, and endless possibilities.

87 E Brimfield Holland, Brimfield

Listing courtesy of Listing Agent: Stephanie Lachapelle Group from Listing Office: Compass.

14 Bayberry Rd, Scituate
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 73579313 MLS
Prominently set in one of Scituate’s most coveted locations, this exceptional shingle-style home offers a blend of timeless character and modern luxury. The home showcases elegant, light-filled interiors with high ceilings, refined finishes, and a versatile floor plan designed for today’s lifestyle. A welcoming foyer leads to the heart of the home—a well-appointed kitchen—surrounded by sophisticated living spaces, a formal dining room, and a private home office with scenic views. The second level features 3 spacious BRs plus a stunning primary suite complete with a walk-in closet and spa-like bath with soaking tub and modern shower. A generous laundry room and expansive bonus space provide flexibility for a family room, gym, or both. The newly finished 3rd floor offers a private en suite 5th BR with full bath. Recent upgrades include new mini splits, new gas furnace, and an automatic generator. Enjoy sweeping ocean and marsh views from nearly every room-a truly special coastal retreat!

14 Bayberry Rd, Scituate

Listing courtesy of Listing Agent: Melissa McNamara Group from Listing Office: William Raveis R.E. & Home Services.

79 Woodchester Dr, Newton
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73578296 MLS
Majestic Tudor style home in Newton’s highly desirable Chestnut Hill neighborhood! This property boasts architectural details, an abundance of character & timeless charm through its high ceilings, hardwood floors, beautiful moldings and built ins. Enter into an open & airy front foyer with a dramatic center staircase. Resume the tour through a sunken living room boasting coffered ceilings & a gorgeous fireplace, then to the family room w/custom cabinets, dining room with built in window seating & large picturesque windows, a large remodeled EIK with a generous amount of cabinets/counter space and a full bath. The second floor flaunts an open office space, laundry, 2 full bathrooms & 4 generous size bedrooms(one primary suite). The walk up third floor has a gigantic rec room w/ gas fireplace & full bathroom. Basement includes 3 more finished rooms, a half bath & direct access to the garage. Enjoy the outdoors on a large back deck, with great yard space and mature landscaping.

79 Woodchester Dr, Newton

Listing courtesy of Listing Agent: Jarrod L. Pescosolido from Listing Office: Romo Realty Group.

1230 S River St, Marshfield
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73577993 MLS
Welcome to Seacrest, also known as the Coast Guard Mansion—an extraordinary estate set high on a commanding hilltop with sweeping panoramic views across the South River to the Atlantic Ocean beyond. More than a residence, Seacrest is a local landmark, a home that has stood witness to more than a century of history and now presents a remarkable opportunity.The estate’s distinctive design has been attributed to Richard Morris Hunt, the celebrated American architect of the Gilded Age whose work helped define some of the country’s most iconic estates. From the moment you arrive, Seacrest possesses a presence that is increasingly rare, grand yet inviting, architecturally significant yet wonderfully livable.Step inside and the craftsmanship immediately takes center stage. A magnificent wood central staircase rises from the entry hall to a dramatic upper walkway connecting the home’s two wings, creating an unforgettable architectural focal point. The spectacular great room soars to approximately twenty-foot ceilings, while the formal dining room is wrapped in rare tiger-eye maple paneling, lending warmth, depth, and character. A handsome mahogany-paneled office provides another richly detailed space.Extensive renovations and thoughtful updates have enhanced Seacrest while respecting the architecture that makes it so special. A significant renovation by respected South Shore architectural firm introduced a beautifully appointed custom center-island kitchen and reimagined primary suite, seamlessly blending modern comfort with the home's original character. Numerous additional improvements and custom details throughout further elevate the property for today's lifestyle.Offering approximately 4,880 square feet, twelve rooms, four bedrooms and four bathrooms, Seacrest provides an exceptional combination of grand entertainment spaces and comfortable private retreats. Its gracious proportions, extraordinary millwork, six fireplaces, custom windows, and irreplaceable architectural details create a home unlike anything being built today.Set on 2.86 private acres, the estate enjoys a timeless exterior and a spectacular elevated setting. Seacrest is more than a beautiful home. It is a piece of South Shore history—a landmark property where architecture, craftsmanship, privacy, and breathtaking coastal views come together in a way that simply cannot be recreated.

1230 S River St, Marshfield

Listing courtesy of Listing Agent: Amy March from Listing Office: The Firm.

40 Grandview Rd, Chelmsford
$2,495,000
6 Beds ⋅ 7 Baths ⋅ 73575595 MLS
ENJOY LUXURY LIVING AT ITS FINEST! In this elegant estate, that boasts a grand residence with a full, attached in-law/ADU. Set on more than 5 acres and set well back from the street, this extraordinary private estate offers an unparalleled blend of elegance, scale, and resort-style living. This impressive Colonial is defined by sophisticated interiors, beautifully appointed living spaces, custom built-ins, rich hardwood floors, refined millwork, and two fireplaces that create an atmosphere of timeless luxury. The expansive chef’s kitchen features custom cabinetry, a over-sized island, Sub-Zero refrigerator, Wolf cooktop, and elegant finishes, while the grand family room and adjoining game room with wet bar create an exceptional setting for entertaining. The luxurious primary suite offers a generous closet and a lavish private bath with a soaking tub and beautifully tiled shower. Additional ensuite accommodations provide comfort and privacy, while the first floor offers a separate living area with two bedrooms, its own kitchen, living room, and sunroom. Outside, the grounds are truly spectacular, featuring a resort-style inground pool with a dramatic rock waterfall, cabana with half bath, hot tub, professional landscaping, and a covered outdoor kitchen and entertaining area with ample seating. A four-car attached garage and expansive driveway add convenience to this remarkable property. A truly exceptional offering that combines grandeur, privacy, and effortless luxury. DON’T MISS THE OPPORTUNITY TO MAKE THIS EXTRAORDINARY CHELMSFORD ESTATE YOUR OWN.

40 Grandview Rd, Chelmsford

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

703 Boston Post Rd, Weston
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73574322 MLS
Nestled on one of Weston's most picturesque roads, this young Colonial completed in 2008 offers something truly rare in Weston: a coveted in-town location. The Town Green, Weston Center, the library, the elementary schools, and Land's Sake Farm, with its seasonal harvests and pick-your-own fields, are all just moments from your front door. In a town known for sprawling estates and winding country roads, a home that pairs this level of craftsmanship with such close proximity to the heart of town is a special find. Inside, every detail has been thoughtfully considered, from the sun-drenched interiors to the refined finishes that flow effortlessly from room to room, striking a beautiful balance between elegant and inviting. Spacious gathering areas make entertaining a pleasure, while private retreats throughout the home offer quiet comfort at the end of the day. Meticulously maintained and truly move-in ready, this home reflects pride of ownership in every corner. Beyond the center, enjoy scenic conservation trails, nearby shopping and dining, and easy access to major commuting routes. Rarely does a home offer this blend of quality, character, and town center convenience in one of MetroWest's most desirable communities.

703 Boston Post Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

82 Old Garrison Rd, Sudbury
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73571809 MLS
Once in a blue moon, an estate comes to market that is truly unlike anything else. Custom built and set amid magnificent gardens inspired by the landscapes of Europe, Japan, and Morocco, 82 Old Garrison Road in Sudbury is a remarkable expression of architecture, artistry, and nature. Reimagined and reconstructed in 2004, this architecturally distinctive contemporary estate offers four bedrooms, four baths, and more than 4,500 square feet of living space, privately set on approximately five beautifully cultivated acres. Designed to create a seamless connection between indoors and out, the home unfolds through light-filled living spaces, walls of glass, and unexpected architectural moments, each framing a different view of the surrounding landscape. At the heart of the property are gardens cultivated over many years as a true labor of love. Meandering paths lead through an ever-changing landscape of specimen plantings, perennial gardens, tranquil water features, intimate gathering spaces, a small orchard, and a greenhouse. Around each turn is something new to discover, creating an experience that feels worlds away while remaining in the heart of Sudbury. The grounds are equally suited to relaxation and entertaining, with an in-ground pool surrounded by lush plantings and multiple outdoor spaces that invite long afternoons, quiet mornings, and memorable gatherings beneath the open sky. Inside, the home is warm, sophisticated, and wonderfully individual. Expansive windows bring the gardens into nearly every room, while thoughtfully designed living and entertaining spaces reflect the same creativity found throughout the grounds. The flexible layout provides versatile accommodations for residents and guests, complemented by distinctive spaces for dining, gathering, working, and retreat. A three-car garage, whole-house generator, metal roof, warm cedar-shingle exterior, and expansive ipe decking add substance and practicality. Set within Sudbury’s storied Wayside Inn Historic District, the property feels remarkably removed while remaining connected to the heart of town. More than a home, 82 Old Garrison Road is a private world unto itself, shaped by imagination and an extraordinary appreciation for beauty. For the discerning buyer seeking privacy, originality, and a property that simply cannot be replicated, this is a rare opportunity to become the next steward of one of Sudbury’s most distinctive estates.

82 Old Garrison Rd, Sudbury

Listing courtesy of Listing Agent: Peace Nguyen from Listing Office: Engel & Volkers Wellesley.

1 Howard, Newburyport
$2,495,000
3 Beds ⋅ 4 Baths ⋅ 73570817 MLS
Welcome Home to 1 Howard Street, a home layered with luxury and character, picked up and put back together again on the historic grounds of the 1875 Shaw Estate. This one is a category killer! Crafted by the premier builder behind the highest-priced luxury sale in the Newburys, with a renowned designer lending a distinctive palette & collected interiors that fit just right in this storied north-end neighborhood of richly styled and colored homes. In the kitchen-Sub-Zero & Wolf appliances, & handcrafted cabinetry that's milled and perfected in a workshop, +features like a walk-in pantry & discreet touch down enclave. A sculptural suspended fireplace creates a warm center for gathering, while the lower level boasts a street-entry access & a next level entertainment room with wet bar, a full bath +4th BR potential, and room for everyone to watch the game or Friday night movie. Outdoors, a stone patio & artfully planned backyard invite long lunches, evening cocktails & four-season living beyond the walls. Close to downtown & everything else Newburyport offers, this exceptional home, full of personality & easygoing polish, will be move-in ready by the holidays!

1 Howard, Newburyport

Listing courtesy of Listing Agent: Lynne Hendricks from Listing Office: Gibson Sotheby's International Realty.

7 Shore Road Extension, Harwich
$2,495,000
3 Beds ⋅ 4 Baths ⋅ 73569636 MLS
Experience the quintessential coastal lifestyle just a few homes from Nantucket Sound. Built in 2005, this Cape-style home offers deeded beach rights for sun-soaked days by the water. The heart of the residence is an expansive, open living space designed for effortless entertaining, where the main living room with a gas fireplace flows seamlessly into the kitchen, dining, and sitting area. For quieter moments, retreat to the cozy den to relax by the fireplace. The main level also features a bedroom, full bath, and laundry for convenience. Upstairs, the large primary suite serves as a sanctuary with a walk-in closet and a private balcony, while a guest ensuite provides comfort for everyone. The finished lower level adds incredible versatility, featuring a full bathroom, built-ins, and a wet bar complete with a beverage fridge. Outside, the nicely landscaped lot includes a spacious patio space with a firepit, a storage shed, and a refreshing outdoor shower. Soak in the salty breezes in this beautiful blend of comfort and charm. Your dream of coastal living awaits in West Harwich.

7 Shore Road Extension, Harwich

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.

32 Hickory Cliff Rd, Newton
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73568025 MLS
Price improvement! The new-construction lifestyle without the new-construction premium — completely rebuilt from the ground up in 2026, thoughtfully redesigned with high-end finishes, timeless style, and exceptional craftsmanship, no detail overlooked. Brand-new roof, frame, siding, and systems, with renewed windows throughout. An open two-story foyer welcomes you in. High ceilings and abundant natural light streaming through oversized windows give the entire home an extremely bright, airy feeling. Designed to live wide rather than tall: generous open floors with no third-story climb at the end of the day. Two primary suites give this home an edge other Newton houses can't match. The first-floor suite features a walk-in closet, an office nook, and a spa bath wrapped floor to ceiling in marble-look tile — a genuine primary bedroom, not a converted study. Upstairs, a second primary suite with double vanities, plus additional bedrooms, each with its own en-suite bath. The main level opens around a chef's kitchen with quartz counters, a walk-in pantry, and an oversized island with a built-in microwave drawer, flowing into the dining room and a living room with a fireplace and TV-ready wall — made for entertaining. A beautiful half bath serves guests on the first floor. Gleaming brand-new hardwood floors throughout, second-floor laundry, and a high-efficiency cold-climate heat pump built to Newton's fossil-fuel-free code. Below, the partial basement serves as a home gym, with additional crawl space. The oversized one bay garage offers EV charging, remote doors, and a high ceiling; out back, a fully fenced yard with a paver patio and mature plantings.Set on a quiet Newton Upper Falls street canopied by old-growth trees — minutes to Route 9 and I-95, and a short walk to the Green Line at Eliot, just two streets away. Newton's highly ranked schools: Angier or Zervas Elementary, Brown Middle, and Newton South High.

32 Hickory Cliff Rd, Newton

Listing courtesy of Listing Agent: Janet Qin from Listing Office: Quintess Real Estate.

8 Rouse Rd., Gloucester
$2,495,000
2 Beds ⋅ 2 Baths ⋅ 73564204 MLS
Set on the coveted waterfront of Eastern Point, this iconic property offers a truly exceptional location overlooking the open Atlantic. During World War II, the home was owned by the U.S. government and served as a lookout station for enemy submarines.The first floor features an inviting open floor plan, with a kitchen flowing into the living and dining areas. A dramatic floor-to-ceiling fieldstone fireplace anchors the living room, while sliders open to a beautiful waterside patio—perfect for enjoying the spectacular setting.The expansive great room, once a garage, offers tremendous flexibility and could be converted back if desired. On the second floor, two generous decks flank the main structure, while a cozy second living room with fireplace provides an intimate retreat. The spacious primary bedroom features a full bath and access to the remarkable outdoor spaces.A spiral staircase leads to the third-floor loft, where the views are truly magnificent, stretching across the open Atlantic. Renovate to your taste or build anew—properties in a setting this rare and extraordinary seldom become available.

8 Rouse Rd., Gloucester

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.

2 Bridle Path, Lynnfield
$2,495,000
5 Beds ⋅ 7 Baths ⋅ 73547141 MLS
Privately sited on 1.4 acres at a coveted cul-de-sac address, this 2007 Colonial delivers 8,000± sq ft of refined living — 5 bedrooms, 4 full and 3 half baths. Grand formal living and dining rooms flank a fireplaced family room, while the chef's kitchen — stainless appliances, center island, wet bar, wine chiller, walk-in pantry — opens to a sun-filled dining area. The primary retreat features a vaulted ceiling, custom-fitted walk-in closet, and spa-inspired bath, joined by four generous bedrooms. A separate suite with bedroom, full bath, and private sitting room offers exceptional flexibility for guests or extended family. The finished lower level hosts a game room and fitness studio. Outdoors, a resort-caliber setting — in-ground saltwater pool, fenced grounds, expansive patio and deck, outdoor shower, and professional landscaping. A four-car garage completes the offering. Moments from shopping, conservation land, golf, and major routes. Seller financing available to qualified buyers.

2 Bridle Path, Lynnfield

Listing courtesy of Listing Agent: The Avenue from Listing Office: Serhant.

79 Ann Lee Rd, Harvard
$2,495,000
5 Beds ⋅ 6 Baths ⋅ 73545107 MLS
Luxury new construction featuring a stunning French Farmhouse design, situated in one of Harvard’s most sought-after neighborhoods. Set atop a picturesque knoll and abutting conservation land, this exceptional 6,459 sq. ft. home offers a beautiful sense of privacy and connection to nature. Outstanding craftsmanship, thoughtful design, and timeless architectural details are showcased throughout. The welcoming main level centers around a spectacular 12' vaulted family room with a dramatic floor-to-ceiling stone fireplace, tongue-and-groove wood ceiling, and exposed beams, flowing seamlessly into the chef’s kitchen with an expansive center island, quartzite countertops, 42-inch Thermador range with griddle, additional Thermador appliances, and access to the expansive IPE hardwood deck, perfect for entertaining and enjoying the private setting. The elegant living room features a wet bar, creating an inviting space for entertaining. A mahogany inlay in the foyer makes a beautiful first impression, while extensive custom finish carpentry, detailed moldings, millwork, and trim showcase the exceptional quality throughout. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with a spa-inspired bath and generous walk-in closet, along with three additional bedrooms and two full baths on the second floor. The finished walkout lower level expands the living space with a comfortable family room, game room, wet bar, bedroom, and two full baths, with ample outdoor space off the walkout offering the potential for a future pool, subject to approvals. Additional highlights include a three-car garage, 400-amp electrical service, electric heat pumps with propane backup, security system, 10-zone irrigation, surround sound wiring, and beautifully appointed finishes throughout. Ideally positioned in a desirable Harvard setting, this remarkable home offers sophisticated design, modern amenities, generous living space, and the rare combination of privacy, conservation land, and exceptional outdoor living potential.

79 Ann Lee Rd, Harvard

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.

218 Upper Main Street, Edgartown
$2,495,000
1 Beds ⋅ 2 Baths ⋅ 73540958 MLS
Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! This offering is for the real estate and the business. Please inquire with listing agent for additional details and information.

218 Upper Main Street, Edgartown

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

3 Beam St, Mattapoisett
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 73532837 MLS
Rare opportunity to own a private coastal retreat set on 6.68 acres with direct ocean frontage in desirable Mattapoisett. Tucked away at the end of a private road, this contemporary post-and-beam residence offers 2,750± sqft of living space surrounded by mature trees, sweeping water views, and exceptional privacy. The home features 3 bedrooms, 3 full baths, vaulted and beamed ceilings, hardwood and stone floors, a dramatic fireplace, custom built-ins, and an open-concept layout designed to capture natural light and scenic vistas. Enjoy multiple outdoor living areas including a screened porch, expansive stone patio, balconies, and beautifully landscaped grounds. Additional highlights include a private tennis court, attached 2-car garage, exercise room, sauna room, central air, and direct access to a private beach. A truly unique waterfront estate offering an extraordinary lifestyle on the South Coast. Property is being sold "AS IS". Seller makes no representations as to condition of property

3 Beam St, Mattapoisett

Listing courtesy of Listing Agent: Margaret Gee from Listing Office: Converse Company Real Estate.

3 Toronto Ave, Gloucester
$2,495,000
3 Beds ⋅ 5 Baths ⋅ 73526366 MLS
Exceptional 3-bed, 4.5-bath Colonial on 1.2 acres in East Gloucester, moments from Eastern Point Yacht Club and Niles Beach. A study in understated elegance, the home features geothermal heating/cooling and over 4,200 sq ft of luxurious living space. The main level opens into a foyer with 18' ceiling, dark hardwood floors, and staircase rising to second floor landing. Pass through the wet bar-pantry to a formal dining room, with sliding doors to sunroom and large deck. A spacious living room has walls of windows and granite gas fireplace; the chef’s kitchen has custom cabinets and dining island; and a private office offers first floor living option. On the upper level are an expansive main suite with his-n-hers walk-in closets, private balcony, and spa bath; and two more bedrooms and two full baths. The finished walk-out lower level has family room, accessory apartment, and laundry, with access to insulated 3-car garage. Sense and sensibility in Gloucester’s most distinctive community!

3 Toronto Ave, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

535 Washington Street, Duxbury
$2,495,000
6 Beds ⋅ 5 Baths ⋅ 73518408 MLS
A Coastal Legacy, Reimagined - With Room for Everything. Set along one of Duxbury's most storied corridors, between Snug Harbor and the Bluefish River, 535 Washington Street is a grand 19th-century Federal-style residence that once served as the meeting hall of the Independent Order of Odd Fellows. Today it offers a combination rarely found on the South Shore: 8,560± square feet with 6 bedrooms and 4.5 baths, sweeping bay views and a location minutes from the harbor, beach and village. The scale is extraordinary. The first-floor Great Room alone measures 40x60 - roughly 2,400 square feet beneath soaring 17' ceilings, with walls of windows framing views toward Duxbury Bay. Anchored by a caterer's kitchen, it is ready for gatherings of every size. Nearby, flexible space with 1.5 baths adapts easily to a home gym, studio, office or au pair/guest suite. On the second floor, an expansive living area with original curved tin ceilings and a fireplace opens to a second kitchen with bay views - ideal for multi-generational living, extended stays or simply spreading out. The third floor is a private retreat: the primary suite, with its own deck and two walk-in closets, plus three more bedrooms, two with vaulted ceilings. Wide-plank hardwood floors, intricately carved woodwork and multiple fireplaces have been carefully preserved throughout, while an elevator, a seller-owned 11.1 kW solar array and a rare 5-car garage add everyday convenience, with room for cars, kayaks and beach gear. Few homes pair this much space with this location, in the heart of Duxbury's historic waterfront neighborhood. The bustling harbor front and the Winsor House are moments away, the iconic Powder Point Bridge leads to six-mile Duxbury Beach, and the Raw Bar at Island Creek Oyster Farm is close by. The Maritime School and Duxbury's top-rated public schools are nearby, and Kingston Station offers MBTA commuter rail service to Boston, roughly 35 miles north. The opportunity is rare: a landmark building in one of New England's most coveted coastal towns, with the volume and flexibility to become a private compound, a multi-generational retreat or an unforgettable home for entertaining. Properties in this location seldom come to market, and almost never at this size. Own a piece of Duxbury's architectural and civic history, reimagined for modern coastal living - a home where fellowship, philanthropy and timeless New England elegance still echo through every room.

535 Washington Street, Duxbury

Listing courtesy of Listing Agent: Leslie MacKinnon from Listing Office: Compass.

43 Oak Hill Road, Harvard
$2,495,000
5 Beds ⋅ 6 Baths ⋅ 73504948 MLS
First time offered, this sun-filled Colonial sits atop Oak Hill in Harvard, offering privacy, craftsmanship, and refined country living on 2.58 acres with distant peekaboo views. Thoughtfully designed, the home features custom millwork, multiple fireplaces, and gracious, well-proportioned rooms suited for both everyday living and entertaining. The residence includes five bedrooms, four full baths, and two half baths across three levels, plus a finished lower level for recreation and gathering. A light-filled indoor lap pool pavilion, framed by arched windows and French doors, provides a distinctive year-round retreat. Stone terraces and landscaped grounds create inviting outdoor spaces. Additional highlights include a three-car garage and a rare three-level observatory. Convenient to Harvard Center, Bare Hill Pond, top schools, and Routes 2 and 495.

43 Oak Hill Road, Harvard

Listing courtesy of Listing Agent: J. Stanley Edwards from Listing Office: LandVest, Inc., Concord.

531 Menauhant Rd, Falmouth
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73484870 MLS
Nestled in the sought-after seaside neighborhood of Menauhant, this fully renovated Cape Cod–style home blends classic coastal charm with modern comfort. Set on half an acre, the property offers privacy while being less than a 2 minute walk to the sandy shores of Menauhant Beach. The home features 4 bedrooms and 4.5 bathrooms, including three en-suite bedrooms for added comfort and privacy. Enjoy ocean and marsh views from the living room, kitchen, and dining area—perfect for entertaining or relaxing after a day at the beach. Thoughtful renovations and high-end finishes enhance the home’s elegant yet relaxed coastal feel. Enjoy the spacious yard for outdoor gatherings or quiet evenings in the sea breeze. Ideally located just a scenic coastal drive to the restaurants, shops, and nightlife of Main Street in Falmouth, this home offers the perfect balance of tranquility and convenience—ideal as a year-round residence or Cape Cod getaway. Listing Agent is related to Seller.

531 Menauhant Rd, Falmouth

Listing courtesy of Listing Agent: Samuel Koss from Listing Office: Today Real Estate, Inc..

102 Nashawena St, Falmouth
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 73484479 MLS
Set along Snug Harbor, this 1930 shingled residence in W. Falmouth spans nearly one acre with a private floating dock providing access to Buzzards Bay. The picturesque setting overlooks the tranquil harbor, capturing sweeping water views and unforgettable sunsets. Rich in character, the home has original architectural details, warm woodwork, hardwood floors, and inviting living spaces filled with natural light. A rare waterfront offering with enduring appeal, it may be enjoyed as is, expanded, renovated, or customized to reflect your vision while embracing its exceptional setting. The property presents a unique opportunity to own a premier waterfront location with valuable dock rights already in place. The main level includes a first floor primary bedroom and multiple gathering spaces for year round or seasonal living. Upstairs offers two additional bedrooms, a spacious family room with wet bar, fireplace, and expansive deck overlooking Snug Harbor. Quick access to the bike path and Chapoquoit Beach.

102 Nashawena St, Falmouth

Listing courtesy of Listing Agent: Danielle Rokosz from Listing Office: Sotheby's International Realty.

23 Centre Ave, Belmont
$2,495,000
7 Beds ⋅ 5 Baths ⋅ 73381529 MLS
Antique Colonial & separate Carriage House (1869 sqft) that can be used as a rental, home office, in-law or au pair, sited on over 1/2 acre on Belmont Hill and close to vibrant Belmont Center. The main house has been thoughtfully renovated for modern living while keeping its historic charm. Stunning, sun filled open concept chef's kitchen with island, dining area and living room. Relax in the spacious family room or beautiful custom oak paneled study with coffered ceiling, built ins and wood burning fireplace. A half bath with laundry closet and a fabulous mud room complete the 1st floor. 2nd floor includes a primary en suite, three additional bedrooms, two with bay windows, and full bath. Bonus room on the 3rd floor. The carriage house- formerly a blacksmith shop -with garage space for two cars features three bedrooms, two baths, laundry and open concept kitchen and fireplaced living room with cathedral ceiling and access to a large roof top deck with amazing skyline views.

23 Centre Ave, Belmont

Listing courtesy of Listing Agent: Catherine Tahajian from Listing Office: Coldwell Banker Realty - Belmont.

41 Westford Farm Rd, Duxbury
$2,490,000
4 Beds ⋅ 7 Baths ⋅ 73590775 MLS
Offering the feel of new construction with the character of an established home! Completely transformed and expanded in 2026, this exceptional Duxbury Colonial showcases sophisticated design, luxurious finishes, custom craftsmanship, and extensive upgrades throughout. Thoughtful details include custom built-ins, kitchen cabinetry, and closets. Major improvements include new plumbing, electrical systems, insulation throughout, asphalt and metal roofing, heating, 4-zone central AC, and hardwood flooring, with luxury vinyl plank flooring in the finished lower level.Offering over 5,300 sq. ft. of finished living space, the home features 4 bedrooms, 5 full and 2 half baths, and an inviting layout for everyday comfort and entertaining. The chef's kitchen flows into spacious gathering areas, while the luxurious primary suite offers two walk-in closets and a spa-inspired bath. Above the expanded wing, a light-filled bonus suite with its own beautifully finished full bath and walk-in shower provides flexible space for an art studio, yoga retreat, creative pursuits, or private lounge.The finished lower level features a custom wet bar, wine cellar, and versatile spaces for fitness, games, media, or entertaining. A professionally installed, hardwired security system adds convenience. Set on nearly an acre, the property offers landscaped grounds, irrigation, a composite deck, outdoor shower, expanded driveway, and attached, fully insulated 2-car garage with high ceilings. A rare opportunity to enjoy exceptional craftsmanship, generous living spaces, and the like-new appeal of a move-in-ready Duxbury home!

41 Westford Farm Rd, Duxbury

Listing courtesy of Listing Agent: Christiane Oliveira Machado from Listing Office: Invest Realty Group.

8 Jeffers Way, Aquinnah
$2,490,000
3 Beds ⋅ 4 Baths ⋅ 73581761 MLS
Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mile from Aquinnah’s resident beaches. The four-bedroom, three-and-a-half-bath home offers generous living space across three levels. Designed with gathering and entertaining in mind, the main level features a spacious kitchen with abundant counter and cooking space, a formal dining room, a fireplaced living room, and an additional living and entertainment area. Sliding doors open to an expansive deck spanning the back of the home—an inviting setting for outdoor dining, relaxing, and enjoying evening sunsets. A large outdoor shower completes the Vineyard experience. Upstairs, the oversized primary bedroom includes an adjoining room ideal for a home office, fitness area, or quiet retreat. Two additional bedrooms, a full bath, and a spacious bonus room provide flexibility for family and guests. The lower level offers a separate guest area with a sitting room, the home’s fourth bedroom, a full bath, and its own exterior entrance. An extra-deep two-car garage is located beneath the home and is accessible from both inside and outside, with additional space at the rear for a workshop or storage. A country-style shed and adjoining concrete patio create another outdoor gathering area, ideal for a fire pit and enjoying the property’s natural surroundings. The current owners have completed an extensive range of renovations, upgrades, and improvements—far too many to list here. Please inquire for the complete list. Conveniently located near the Aquinnah Public Library, Gay Head Lighthouse, the Aquinnah Cliffs, beaches, shops, and restaurants, this spacious up-Island retreat offers room to gather, entertain, and enjoy the beauty of Aquinnah. Excellent rental history—details provided upon request.

8 Jeffers Way, Aquinnah

Listing courtesy of Listing Agent: Jen O'Hanlon from Listing Office: Compass.

78 Porter Rd, Andover
$2,488,000
6 Beds ⋅ 6 Baths ⋅ 73587034 MLS
LUXURY LIVING WITH EXCEPTIONAL INDOOR AND OUTDOOR SPACE. Set on a beautiful wooded lot in Andover, near The Pike School and Phillips Academy, this impressive 8,613 SF Colonial offers an extraordinary amount of space and an ideal setting for both everyday living and entertaining. The grand interior features 1st floor office with french doors, formal living room and dining room, three fireplaces, hardwood floors, detailed millwork, an expansive kitchen with an oversized island, and a spectacular two-story family room with coffered ceiling. A primary suite on the second floor and an additional first-floor bedroom provide exceptional flexibility with 4 additional bedrooms and 5.5 baths. The finished walk-out lower level adds an incredible amount of additional living and recreational space. Outside, the beautifully designed pool area and spacious deck create a private setting for entertaining, relaxing, and enjoying the warmer months complemented by plenty of seating, lounging areas, and a fenced back yard. A three-car attached heated garage, whole-house generator, and central air add comfort and convenience. DON’T MISS THE OPPORTUNITY TO MAKE THIS EXTRAORDINARY ANDOVER HOME YOUR OWN.

78 Porter Rd, Andover

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

54 Maple Street, Concord
$2,488,000
4 Beds ⋅ 5 Baths ⋅ 73585348 MLS
A standout new construction offering in the heart of West Concord by one of the area’s most reputable builders. This is the kind of new construction West Concord rarely sees - beautifully built, thoughtfully detailed, and designed to feel entirely at home in its surroundings. Timeless New England architecture gives way to a warm, bright and refined interior with 9-foot ceilings, natural oak hardwood floors, substantial millwork, and exceptional natural light. At the heart of the home, an expansive kitchen with an 8-foot island, walk-in pantry, and Thermador appliances opens effortlessly to the fireplaced family room and rear patio - creating a space equally suited to everyday living and entertaining. A private study with glass doors and floor-to-ceiling bookcases, elegant dining room, and tailored mudroom bring character and purpose to the main level. Upstairs, the serene primary suite features a spa-like bath and walk-in closet, complemented by an ensuite bedroom, two additional bedrooms with a Jack-and-Jill bath, and dedicated laundry. The finished lower level extends the home beautifully with an office, recreation room, gym/game space, and full bath. Andersen 400 Series windows, four-zone air-source heat pumps, 400-amp service, and EV charging reflect the same attention to quality throughout. And the setting is every bit as compelling as the home itself - behind sits Rideout Park and just moments from West Concord Village, the commuter rail, shops, restaurants, and Bruce Freeman Rail Trail. Few new homes offer this combination of craftsmanship, scale, and true village living. 54 Maple represents West Concord living at its finest.

54 Maple Street, Concord

Listing courtesy of Listing Agent: Team Suzanne and Company from Listing Office: Compass.

39 Kings Grant Rd, Weston
$2,480,000
4 Beds ⋅ 3 Baths ⋅ 73500883 MLS
Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area, forming the heart of the home — an inviting gathering space for daily family life and casual entertaining. The first floor also includes a private primary suite and a dedicated study that can easily function as an additional bedroom, guest room, or home office.Upstairs offers three spacious bedrooms and a full bathroom, providing comfortable separation and flexibility for family or guests.A detached garage includes two parking bays plus a separate workshop.A separate access carriage house offers flexible bonus space for RV truck parking, workplace, and possible ADU conversion.

39 Kings Grant Rd, Weston

Listing courtesy of Listing Agent: Keystone Homes Group from Listing Office: Keller Williams Realty Boston Northwest.

140 Dudley St, Brookline
$2,480,000
5 Beds ⋅ 4 Baths ⋅ 73492578 MLS
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

232 Lincoln Street, Lexington
$2,479,000
5 Beds ⋅ 5 Baths ⋅ 73496693 MLS
Just completed, amazing new construction by one of Lexington's most experienced builders. Very close to the Bridge Elementary School & Lexington High, & abutting conservation. This 5 bedroom house has 4 full & 1 1/2 bathroom, with 4,696 sf of finished living area. The millwork throughout the house is incredible, with custom built-in shelving in the formal living room & the family room. Both living & family rooms have fireplaces. The wainscoting continues up the staircase to the 2nd level (which has a skylight that allows tons of natural in). The chef's kitchen has all high-end S+S appliances & quartz countertops. The butlers pantry that connects the kitchen to the formal dining room has custom cabinets, a quartz countertop with an additional sink. The lower level has a wet bar, wine chiller & a dishwasher as well a full bathroom & 2 large bonus rooms. There is a 2 car garage that has direct access into the mudroom and half bathroom. Lincoln Field Recreation Center is 1/4 mile away.

232 Lincoln Street, Lexington

Listing courtesy of Listing Agent: Robert Cohen from Listing Office: Coldwell Banker Realty - Lexington.

42 North Shore Drive Unit 42, Dartmouth
$2,475,000
3 Beds ⋅ 4 Baths ⋅ 73595473 MLS
Set within the highly regarded waterfront community of Round Hill, this stately home is one of just four Mansion Cluster residences overlooking Buzzards Bay and the broad expanse of manicured grounds known as the Great Lawn. With over 3,000 square feet of living space, the home enjoys sweeping water views from nearly every room. The main living areas are positioned to take full advantage of the setting, with expansive windows framing the Bay and a large deck extending the living space outdoors for much of the year. The first floor includes a fireplaced living room, dining area, and kitchen, all offering direct access to the outdoor deck. A first-floor primary suite features a spacious bath with a large walk-in shower, double vanity and radiant flooring. A separate laundry room and convenient half bath complete this level. Upstairs is a second primary suite, an additional bedroom, a full bath, and an office or bonus room. Additional features include an attached two-car garage and a full basement. Round Hill residents enjoy a remarkable collection of amenities, including a nine-hole golf course with no tee times, an Olympic-size heated swimming pool, two private beaches, four Har-Tru tennis courts, a clubhouse with a seasonal snack bar, and a playground. And if all this is not enough to keep you thoroughly entertained, the shops and restaurants of both Padanaram and Russells Mills Village are just minutes away. Equally suited for year-round living or seasonal use, this residence offers the opportunity to enjoy exceptional ocean views, resort style amenities, and the strong sense of community that has long defined this beachfront community.

42 North Shore Drive Unit 42, Dartmouth

Listing courtesy of Listing Agent: Team MCM from Listing Office: Gibson Sotheby's International Realty.

58 Thomas Park, Boston
$2,475,000
4 Beds ⋅ 3 Baths ⋅ 73593761 MLS
Once in a lifetime opportunity to own this meticulously restored, Single Family Victorian Brownstone offering direct scenic park & monument views as well as seasonal harbor and beach views. State of the art kitchen with Wolf appliance suite package, including custom Wolf Hood & solid quartz backsplash with matching island.4 palatial bedrooms with additional private office, marble spa bath with floating vanity & 3 sided glass shower, towering ceilings, glistening hardwood floors with cherry inlay, custom walk-in designer closets, designer lighting throughout, cedar walled laundry with separate folding area, 2 zoned climate control, conservatory style sun lounge, sumptuous gardens with limestone water fountain perfect for curating herbs & flowers, stunning deck & patio area with privacy fencing. A Must See!

58 Thomas Park, Boston

Listing courtesy of Listing Agent: MT Fox from Listing Office: MT Fox Real Estate, Inc..

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