20,618 Winthrop MA Homes Built 1990 1999

 Refine Search
Sort by
40 Eutaw Ave, Braintree
$2,499,000
6 Beds ⋅ 4 Baths ⋅ 73573206 MLS
Presenting 40 Eutuaw Avenue, an exceptional architect-designed estate situated on nearly two acres of professionally landscaped grounds w/ potential to subdivide. This stately custom Colonial features a refined stucco exterior, 14 rooms, 6 generously sized bedrooms, four full bathrooms, and four fireplaces. Auto enthusiasts or those requiring extensive storage will appreciate the heated four-car garage providing secure and ample parking and space, while the fully appointed in-law suite above includes a kitchen, living room, two bedrooms, and a full bathroom. Throughout the home, exceptional craftsmanship is showcased through mahogany, hardwood, and marble flooring; detailed crown molding; coffered ceilings; granite countertops; and numerous custom finishes. The open first floor layout is ideal for both everyday living and entertaining. The welcoming marble foyer features a striking winding staircase and leads to the elegant dining room and den/sitting area with gas fireplace along with double sliding doors leading to the exterior deck. The living room offers a wood-burning fireplace with French doors for privacy. The spacious kitchen, accentuated with marble flooring & radiant heat, is equipped with high-end appliances, a large center island with sliding doors leading to a beautiful, window-lined three-season porch. A step-down family room features soaring ceilings and a floor-to-ceiling stone gas fireplace. The first floor also includes a welcoming side entry with double closet, mudroom, full bathroom with stone shower, separate laundry room equipped with dual sink and plenty of cabinets. Upstairs, the primary suite offers a gas fireplace, a cherry-wood walk-in closet/dressing area with French doors, a spa-like bathroom and a private balcony overlooking the backyard oasis. Three additional bedrooms and another full bathroom complete the second level. The resort-style, fenced backyard is an exceptional private retreat, featuring lush landscaping with irrigation, a large deck, stone patio, heated Gunite pool & spa, outdoor shower and storage shed. A partially finished basement offers additional living space and endless possibilities, with abundance of storage throughout the home. Only 14 miles from Boston, close to highway, public transportation, schools, shopping, restaurants & so much more. This pristine home offers luxurious living in a serene, private setting conveniently located to all the necessities. Schedule your private showing today!

40 Eutaw Ave, Braintree

Listing courtesy of Listing Agent: Lori Wirtz from Listing Office: The Firm.

51 Sewall Ave Unit 2, Brookline
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 73572859 MLS
SIGNIFICANT PRICE ADJUSTMENT! This exceptional 4-bedroom, 3.5-bath duplex is nestled on a historic, tree-lined street just steps from vibrant Coolidge Corner and close proximity to the Longwood Medical area. Thoughtfully designed for comfortable family living, this residence includes the two upper floors and boasts nearly 2,900 sq ft of sunlit space with windows on every side. The private entrance welcomes you along a charming cobblestone path bordered by lush perennial gardens. Inside, an open floor plan connects a chef’s kitchen—complete with high-end cabinetry, stainless steel appliances including a 6 burner gas range—to the inviting family room with a cozy fireplace. The living room’s fireplace and direct access to a private deck make entertaining effortless. The main level also features a home office, spacious guest suite with fireplace, and stylish powder room. Upstairs, unwind in a tranquil primary suite, two additional bedrooms, a flexible bonus room and laundry closet. Enjoy central A/C, hardwood floors, ample storage, two parking spaces under a pergola, and more. Discover the perfect blend of style, livability and location! Please reach out to realtor for a list of property improvements.

51 Sewall Ave Unit 2, Brookline

Listing courtesy of Listing Agent: Robin Allen from Listing Office: Hammond Residential Real Estate.

45 Wellesley Rd, Belmont
$2,499,000
5 Beds ⋅ 4 Baths ⋅ 73566881 MLS
Welcome to Luxury living at its finest in the desirable BELMONT HILL Locate Single Family Home with 5 BD, 3F&1H BA & 2 Offices.Offering a stunning open-concept layout with an expansive Living & Dinning RMs with Meticulous attention to details and quality finishes throughout make for a comfortable and inviting place to live. The Modern Kitchen features white Shaker style cabinets,Miele & Wolf appliances and huge dinning peninsula opens to Sun Drenched family room with gas fireplace & walls of windows overlooking landscaped back yard. A three Season sunroom,Deck,Patio, & an Office make the picture perfect. There are 4 bedrooms and 2 modern full baths on second floor. Lower level offers Playroom area with sliding door, 2nd Office and one full bath. Two attached car garage. New Roof, Siding and decks any many more improvements. Close to Belmont Center, Shops, Restaurants and T Station. Convenience to Beaver Brook, Rock Meadow Conservation Area, Habitat and many more! This house has it all!

45 Wellesley Rd, Belmont

Listing courtesy of Listing Agent: Fariba Rostam from Listing Office: Boston City Realty.

35 Kato Drive, Sudbury
$2,499,000
5 Beds ⋅ 4 Baths ⋅ 73563285 MLS
Located on Kato Drive in an established peaceful wooded neighborhood in the desired South Sudbury area. Designed with respect for the land and honoring the tradition spanning five generations of fine homebuilders and craftsmen this home represents the “last house on the block”! Beautifully sited on a 1.38 acre wooded parcel with South Easterly views through the treetops. The home to be built will enjoy privacy and nature along with all of the modern conveniences. A chef’s kitchen with Scandia custom cabinetry is open to the Breakfast Room with wraparound windows and a cozy fireplaced Family Room all flowing to the private rear deck and yard area. There is a centrally located formal Dining Room with a first floor Home Office/ Media Room. Luxurious Primary Suite with long range views. Future expansion options in the unfinished lower level. All the modern comforts, fine restaurants, shopping and minutes away from the major routes to access the area amenities and commuting to Boston!

35 Kato Drive, Sudbury

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.

10 Travis Road, Natick
$2,499,000
6 Beds ⋅ 6 Baths ⋅ 73560082 MLS
NEW PRICE!! Now 100% complete and move-in ready, this exceptional custom home offers a rare opportunity to own one of Natick’s finest new homes. Featuring over 5,000 sq ft of beautifully finished living space, this thoughtfully designed 6-bedroom, 6-bath home includes a rare 3-car garage and timeless craftsmanship throughout. The sun-filled open floor plan is perfect for everyday living and entertaining, highlighted by a chef’s kitchen with Wolf & Sub-Zero appliances, custom cabinetry, an oversized island, butler’s pantry, wet bar, and designer finishes. A private first-floor guest suite offers flexibility, while the luxurious primary suite features a boutique-style dressing room and spa-inspired bath. The walkout lower level includes a finished bedroom, full bath, and over 1,000 sq ft ready for future expansion. Minutes to Natick Center, commuter rail, top-rated schools, shopping, dining, and major routes

10 Travis Road, Natick

Listing courtesy of Listing Agent: Marilyn Green from Listing Office: RE/MAX Signature Properties.

34 Addison St, Arlington
$2,499,000
4 Beds ⋅ 5 Baths ⋅ 73528327 MLS
Exquisitely rebuilt & thoughtfully designed, this bright, joyful Victorian blends timeless character with exceptional craftsmanship & modern comfort. Nestled in Arlington’s beloved Spy Pond neighborhood, the home enjoys sparkling pond views from multiple windows & a lifestyle rich in nature. Fish, kayak, birdwatch, play tennis, stroll scenic trails, explore Elizabeth Island, or skate across the pond in winter—all just steps from your door. Sun-filled living & dining rooms flow into a beaut. designed kitchen. Sunlight moves through the home throughout the day, creating a warm, calm ambience. The second floor offers a beautiful primary suite & two additional bedrooms connected by a Jack and Jill bath. The third-floor primary suite is stunning--a peaceful retreat with abundant light, privacy, & its own laundry. The lower level includes a playroom, half bath, & additional laundry area. A rare opportunity to enjoy modern efficiency, exceptional craftsmanship.

34 Addison St, Arlington

Listing courtesy of Listing Agent: Svetlana Sheinina from Listing Office: eXp Realty LLC - Corporate Office.

104 Standish St, Duxbury
$2,499,000
5 Beds ⋅ 4 Baths ⋅ 73501656 MLS
Where antique charm meets modern living, 104 Standish Street is a timeless Duxbury treasure. Originally built with classic character and lovingly updated, this 5-bedroom, 3.5-bath home blends historic details with the conveniences of today. Sunlit rooms, warm wood floors, and period craftsmanship create a sense of history, while the addition in 2009 which included kitchen, baths, & systems deliver modern everyday ease. Filled with generous living space for gathering and private retreats for quiet moments, the home offers a rare balance of elegance and function. Just minutes to Duxbury’s vibrant town center, top schools, and the Eagle’s Nest Bay, it places you at the heart of everything the community has to offer—beaches, boating, shops, and more. A true coastal classic, ready for its next chapter.

104 Standish St, Duxbury

Listing courtesy of Listing Agent: Marni Migliaccio from Listing Office: The Firm - Duxbury.

8 Twillingate Lane, Sudbury
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 73484780 MLS
New Construction, to be built on final lot in established neighborhood. This stunning modern Farmhouse offers exceptional craftsmanship and attention to detail throughout. Get in early and take advantage of the opportunity to customize and create your dream home Thoughtfully designed with modern living in mind, this spacious home features a Chef's kitchen that opens to a dramatic cathedral-ceiling family room w/a gas fireplace. Perfect for everyday living and entertaining. The flexible floor plan includes a first-floor primary suite or optional home office, plus a luxurious second-floor primary suite and three additional generous sized bedrooms, each with its own private ensuite bath. Energy efficient construction ensures comfort and sustainability. The unfinished basement with 9' ceilings provides a blank canvas for future expansion. Close to schools, shopping and the Bruce Freeman Rail trail.

8 Twillingate Lane, Sudbury

Listing courtesy of Listing Agent: Libby Hamill from Listing Office: Berkshire Hathaway HomeServices Stephan Real Estate.

16 Vine St, Marion
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 73452977 MLS
NEW PRICE...AMAZING PRICE! A rare private compound in the heart of Marion Village, offering an exceptional combination of privacy, entertaining space and access to Sippican harbor. Set on 1.2 acres, 16 Vine Street brings together a beautifully renovated 4 bedroom main residence, swimming pool and spa, separate guest house, mature gardens and the extraordinary benefit of a deeded dock on Water Street. Designed for relaxed coastal living and effortless entertaining, the main house is filled with natural light and offers beautifully appointed living spaces that flow easily between indoors and out. A first-floor primary suite makes the home equally well suited to a summer retreat, year-round residence or a home to enjoy for generations. Outside, the property becomes its own private oasis. The pool and spa are surrounded by established landscaping and generous areas for dining, entertaining and gathering with family and friends. The separate guest house provides coveted additional space for overnight guests, a private office, studio or multigenerational living. Yet what truly distinguishes 16 Vine Street is its location. From this remarkably private setting, enjoy the quintessential Marion village lifestyle—around the corner from village shops and restaurants, Beverly Yacht Club, Sippican Tennis Club, Tabor Academy, and deeded use of a Water Street dock. This is far more than a beautifully renovated Village residence. It is a rare opportunity to own a private Marion compound combining land, guest accommodations, resort-style amenities and harbor access—all within Marion's picturesque village.

16 Vine St, Marion

Listing courtesy of Listing Agent: Christopher M. Demakis from Listing Office: Demakis Family Real Estate, Inc..

31 Alba Rd, Wellesley
$2,495,000
4 Beds ⋅ 6 Baths ⋅ 73586180 MLS
Ideally situated in one of Wellesley’s most desirable neighborhoods, this spacious Colonial offers a rare combination of privacy, generous living space, and exceptional walkability. Enjoy the convenience of being approximately a 10-minute walk to Whole Foods, 12 minutes to the middle school, 15 minutes to the elementary school, and 16 minutes to Wellesley High School, with Linden Square, Wellesley Hills Commuter Rail, shopping, and dining also nearby. Extensively updated in 2023, this inviting home offers over 5,700 square feet of versatile living space, thoughtfully designed for everyday comfort and entertaining.Sun-filled interiors and a thoughtfully designed floor plan welcome you into a gracious fireplaced living room, elegant dining room, and private office with custom built-ins. At the heart of the home, the renovated kitchen features upgraded appliances, two dishwashers, an expansive island, and a spacious dining area opening to a covered deck and private backyard. A stylish bar and butler’s pantry connect to the inviting family room, creating an effortless flow for gatherings. A full bath, powder room, and mudroom with direct garage access complete the main level.Upstairs, the impressive primary suite offers soaring ceilings, two walk-in closets, a beautifully updated bath, and a private terrace. A second ensuite bedroom includes a versatile bonus room, ideal for an additional home office or sitting area. Two more bedrooms, a full bath with double vanity, and dedicated laundry complete the second floor.The expansive finished lower level offers exceptional flexibility, with a media and recreation area, bar and kitchenette, fitness space, and additional rooms for work, play, or relaxation.Outside, a level backyard surrounded by mature trees creates a peaceful, private retreat, while a generous deck provides an inviting setting for outdoor dining and entertaining.With its desirable neighborhood setting, walkable location, flexible living spaces, and remarkable backyard privacy, this home offers an exceptional opportunity to enjoy the Wellesley’s sought-after in-town lifestyle.

31 Alba Rd, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

300 Market Street, Boston
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73585129 MLS
300 MARKET STREET (also known as 3 Mapleton Street), Brighton, MA 02135, presents a rare opportunity to acquire a well-established professional office property with a long history of community and commercial use. Originally built as a residence, the property later served as a funeral home before transitioning to professional office use more than 50 years ago. Today, the building remains actively utilized as an office and offers a proven setting for professional occupancy. With a listed price of $2,495,000, the offering appeals to professional users seeking the opportunity to own their own building in an established owner-occupant location, as well as investors and developers recognizing meaningful upside for the right strategy. The surrounding areas continued reinvestment and redevelopment momentum point to strong multifamily potential in the broader neighborhood context, including the possibility of redevelopment and new construction as demand for modern housing continues to grow. As exclusive agent, we are pleased to present the opportunity to acquire this versatile property with development potential, whether youare looking to establish or expand a professional office today or position the site for future growth.

300 Market Street, Boston

Listing courtesy of Listing Agent: Thomas R. Blakely from Listing Office: TRB Realty.

32 Preston Ct Unit 32, Swampscott
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 73584021 MLS
From quiet mornings overlooking the water to long walks on the beach, life at 32 Preston Court unfolds with the ocean as your backdrop. Set between Preston and Phillips Beaches, this 3-bedroom, 3-bath townhouse makes the most of its beachfront setting, with expansive windows framing sweeping views. The kitchen’s generous island opens to the dining room and a fireplaced living room, while sliders lead to a covered oceanfront deck and lawn area—an inviting setting for morning coffee, seaside dinners, and gathering with friends. Common stairs provide beach access, where low tide reveals an expansive sandy shoreline perfect for beach days with family and friends. A main-floor bedroom offers flexibility for guests or a home office. Upstairs, the primary suite features a fireplace, soaring ceiling, attached bath, walk-in closet, and private deck overlooking the ocean. A second upstairs bedroom and finished lower-level bonus room offer additional space. Association-maintained landscaping, an attached two-car garage, and additional off-street parking make coastal living feel effortless.

32 Preston Ct Unit 32, Swampscott

Listing courtesy of Listing Agent: Haley Paster Scimone from Listing Office: Gibson Sotheby's International Realty.

350 Washington Street, Cambridge
$2,495,000
6 Beds ⋅ 4 Baths ⋅ 73583213 MLS
A distinctive Cambridge home blending historic architectural character with modern amenities and generous, open living spaces. Restored newel posts, classic moldings and original details bring warmth and craftsmanship to the interior, while expansive living and dining areas flow into a spacious kitchen designed for everyday living and entertaining. Six bedrooms offer tremendous flexibility for family, guests and home offices. Two private decks extend the living space outdoors, while the rear yard is a blank canvas ready to become a private city oasis. A brick herringbone driveway provides rare off-street parking for three cars. Ideally located in The Port between Central and Kendall Squares, with convenient Red Line access and proximity to Cambridge's world-renowned biotech, life-science and innovation centers. A unique combination of historic Cambridge character, substantial living space, outdoor space and modern city living. Properties of this size and quality are rare to this neighborhood. Don't miss out!

350 Washington Street, Cambridge

Listing courtesy of Listing Agent: Sean D. Hope from Listing Office: Hope Real Estate Enterprises.

6 Plant St, Newburyport
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73580681 MLS
Highly motivated seller. Bring an offer! the Residences at Moseley Woods, a collection of 4 exquisite new homes designed by Scott Brown and neighboring a 500-acre state park of walking trails and natural abundance. 6 Plant Street presents a refined expression of timeless design, impeccable craftsmanship, and uncompromising finishes. Encompassing over 4,000 square feet across three beautifully considered levels, this distinguished 4-bedroom, 4.5-bath home is appointed with hardwood flooring throughout, bespoke lighting, expansive Marvin windows and doors and a two-car attached garage. At the heart of the home, the chef’s kitchen is a sophisticated showcase of premium Omega cabinetry, Monogram appliances, an expansive center island, elegant wet bar, and walk-in pantry. A custom-fitted mudroom, versatile den or private home office with French doors, and graciously proportioned living and dining spaces complete the main level. Upstairs, a sumptuous primary suite is complemented by two additional bedrooms, a guest bath, and an impeccably appointed laundry room. The third floor offers an intimate retreat with a private en-suite bedroom and media room. Set on a generous 10,035-square-foot lot, the property enjoys exceptional proximity not only to scenic walking trails & Maudslay State Park, but also to downtown Newburyport's shops, restaurants and marinas, as well as area beaches.

6 Plant St, Newburyport

Listing courtesy of Listing Agent: Vincent Forzese from Listing Office: Realty One Group Nest.

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.

193A Commercial Street Unit 6, Provincetown
$2,495,000
73572501 MLS
Experience two distinct sides of Provincetown in one exceptional setting. Positioned directly on Commercial Street, this property benefits from the energy, visibility, and steady foot traffic of downtown, while its waterfront side opens to a remarkable panorama of Provincetown Harbor and Long Point. Currently configured for restaurant use, this property offers 3,074 square feet of interior space, complemented by an expansive 968-square-foot waterfront deck. The spacious interior provides flexibility for a range of concepts, with room to create distinct dining, gathering, and entertainment areas. Outside, the substantial harborfront deck offers an extraordinary setting for guests to enjoy the changing light, salt air, and activity on the water. Generous proportions and an unbeatable location provide a compelling foundation for a new owner's vision. Whether continuing its restaurant use or exploring another permitted commercial concept, this is an opportunity to establish a distinctive presence in the heart of Provincetown. Few commercial properties offer this combination of prominent street exposure, substantial indoor and outdoor space, and a direct connection to the harbor.

193A Commercial Street Unit 6, Provincetown

Listing courtesy of Listing Agent: The Rose Kennedy Team from Listing Office: Gibson Sotheby's International Realty.

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.

300 Market Street, Boston
$2,495,000
73567910 MLS
300 MARKET STREET (also known as 3 Mapleton Street), Brighton, MA 02135, presents a rare opportunity to acquire a well-established professional office property with a long history of community and commercial use. Originally built as a residence, the property later served as a funeral home before transitioning to professional office use more than 50 years ago. Today, the building remains actively utilized as an office and offers a proven setting for professional occupancy. With a listed price of $2,495,000, the offering appeals to professional users seeking the opportunity to own their own building in an established owner-occupant location, as well as investors and developers recognizing meaningful upside for the right strategy. The surrounding areas continued reinvestment and redevelopment momentum point to strong multifamily potential in the broader neighborhood context, including the possibility of redevelopment and new construction as demand for modern housing continues to grow. As exclusive agent, we are pleased to present the opportunity to acquire this versatile property with development potential, whether youare looking to establish or expand a professional office today or position the site for future growth.

300 Market Street, Boston

Listing courtesy of Listing Agent: Thomas R. Blakely from Listing Office: TRB Realty.

300 Market Street, Boston
$2,495,000
73567909 MLS
300 MARKET STREET (also known as 3 Mapleton Street), Brighton, MA 02135, presents a rare opportunity to acquire a well-established professional office property with a long history of community and commercial use. Originally built as a residence, the property later served as a funeral home before transitioning to professional office use more than 50 years ago. Today, the building remains actively utilized as an office and offers a proven setting for professional occupancy. With a listed price of $2,495,000, the offering appeals to professional users seeking the opportunity to own their own building in an established owner-occupant location, as well as investors and developers recognizing meaningful upside for the right strategy. The surrounding areas continued reinvestment and redevelopment momentum point to strong multifamily potential in the broader neighborhood context, including the possibility of redevelopment and new construction as demand for modern housing continues to grow. As exclusive agent, we are pleased to present the opportunity to acquire this versatile property with development potential, whether youare looking to establish or expand a professional office today or position the site for future growth.

300 Market Street, Boston

Listing courtesy of Listing Agent: Thomas R. Blakely from Listing Office: TRB Realty.

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.

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

How much is your home worth?

Get instant property value now!