20,609 Worcester County MA Homes For Sale

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70 Mccallar Lane, Concord
$5,195,000
5 Beds ⋅ 8 Baths ⋅ 73452478 MLS
WHY 70 McCALLAR? The rare opportunity to enjoy BRAND-NEW CONSTRUCTION on two private acres, less than one mile from historic Concord Center, with sidewalks leading into town. This exceptional 7,400+ SF residence combines timeless New England architecture with the comfort, efficiency, and peace of mind of new construction. Thoughtfully designed for both grand entertaining and everyday living, the home features 10-foot ceilings, expansive windows, exquisite millwork, white oak floors, five en suite bedrooms, and a luxurious primary retreat. Enjoy the privacy of an estate-like setting without sacrificing convenience to Concord's shops, restaurants, cultural attractions, and nearby Emerson Hospital. From its beautifully appointed interiors to its exceptional outdoor living spaces, every detail reflects quality and thoughtful design. A remarkable opportunity to enjoy the best of Concord living without the compromises of renovating an older home. Meet the Builder anytime and ask your questions.

70 Mccallar Lane, Concord

Listing courtesy of Listing Agent: Jim J. D Agostine from Listing Office: Country Real Estate Inc..
85-89 Clay Street, Cambridge
$5,100,000
73594380 MLS
Rare Cambridge development opportunity offered at 85, 85A and 89 Clay Street. The offering includes a renovated two-family residence at 85 Clay, a separate rear cottage residence known as 85A Clay, and the larger lot at 89 Clay with a garage and parking spaces. Together, the two tax parcels contain approximately 9,254 sq. ft. per City assessing records; lot area, boundaries and frontage require independent survey verification. Set within North Cambridge's established residential neighborhood, the site offers convenient access to Alewife and Davis Square, Red Line service, and shops, cafes and restaurants along Massachusetts Avenue. Nearby Linear Park and the area's walking and cycling network add to the lifestyle appeal. The combination of neighborhood character, transit access and everyday conveniences offers an appealing setting for a potential condominium project, subject to feasibility and approvals. Existing residences paired with an adjoining garage lot present a rare opportunity to explore a thoughtfully designed residential development in Cambridge. A possible redevelopment concept of approximately 18-33 residential units is presented for buyer investigation only. THIS CONCEPT HAS NOT BEEN APPROVED BY THE CITY OF CAMBRIDGE. The unit range is conceptual, is not a statement of existing or permitted units, and is not a representation that this density is feasible or permitted by right.

85-89 Clay Street, Cambridge

Listing courtesy of Listing Agent: Romeo Zeqo from Listing Office: Best Boston Realty, LLC.
97 Oakmont Ave, Westminster
$5,100,000
5 Beds ⋅ 4 Baths ⋅ 73578429 MLS
Welcome to 97 Oakmont, an extraordinary Montana-built log cabin retreat set on 80 private acres in Westminster. Combining exceptional craftsmanship, natural beauty, and unmatched privacy, this is the kind of property that rarely comes to market. The 5+ bedroom home showcases soaring log timbers, a dramatic fireplace, warm wood interiors, and expansive decks designed to take full advantage of the stunning surroundings. Nearly every room offers a view, including the beautifully positioned kitchen boasting Dakota mahogany granite countertops, overlooking the fields, meadows, and rolling landscape beyond. A second-floor office with water views provides a peaceful place to work, create, or simply enjoy the quiet. Outside, the property is just as impressive. Enjoy direct access to Croker Pond with your own private dock and views of the pond's two islands. Whether you're kayaking, fishing, paddleboarding, or simply enjoying a morning coffee by the water, the setting is nothing short of spectacular. The 80 acres offer a rare mix of open meadows, mature woods, and established trails for walking, hiking, exploring, and enjoying nature right outside your door. Organic fields free of chemical fertilizers, abundant wildlife, and a mature maple grove with maple syrup production potential create a property that feels both private and purposeful. The finished walk-out lower level includes a separate living area with direct access to a covered patio, creating a seamless connection to the outdoors and offering some of the property's most beautiful views. The lower garage allows you to park your snow mobile at the end of the day. While the setting feels worlds away, you're just minutes from everything Westminster has to offer, including local restaurants, shopping, Wachusett Mountain, golf, and year-round outdoor recreation. Route 2 and the Fitchburg commuter rail provide convenient access to Boston and surrounding communities.97 Oakmont is more than a home—it's a private New England estate offering waterfront living, extensive acreage, recreational opportunities, and the kind of peace and tranquility that is increasingly difficult to find. A truly rare opportunity.

97 Oakmont Ave, Westminster

Listing courtesy of Listing Agent: The Edwards Realty Team from Listing Office: Barrett Sotheby's International Realty.
52 Pinckney St, Boston
$5,100,000
3 Beds ⋅ 7 Baths ⋅ 73511019 MLS
Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
7 Overview Lane, Oak Bluffs
$5,100,000
73503350 MLS
A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association on Martha's Vineyard. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive access to the association’s private dock on Sengekontacket Pond, ideal for kayaking, paddleboarding, and more. This offering also includes a highly coveted stockholder membership to Farm Neck Golf Club, making it a truly unique and valuable investment.

7 Overview Lane, Oak Bluffs

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
3 Wyndemere Dr, Southborough
$5,000,000
5 Beds ⋅ 7 Baths ⋅ 73582552 MLS
What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.

3 Wyndemere Dr, Southborough

Listing courtesy of Listing Agent: Edith Paley from Listing Office: William Raveis R.E. & Home Services.
370-372 Centre St, Boston
$5,000,000
16 Beds ⋅ 9 Baths ⋅ 73574148 MLS
A premier mixed-use investment opportunity in the heart of Jamaica Plain’s Hyde Square, 370 Centre Street offers 9,768 square feet of rentable area, strong in-place income, and compelling long-term upside in one of Boston’s most established rental markets. The fully renovated property consists of two street-level commercial spaces and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated to modern standards and are fully leased through September 1, 2027. Total gross monthly rental income is $31,300, supporting an attractive 6.5% cap rate and providing immediate cash flow with additional opportunity for future income growth. The location is a key driver of long-term demand. Positioned directly on Centre Street in vibrant Hyde Square, the property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to employment and education centers across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Longwood. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 370 Centre Street may be acquired independently or together with neighboring 374 Centre Street, a separate seven-unit mixed-use property. Combined, the properties comprise five commercial spaces and eight fully renovated residential apartments, creating a rare opportunity to acquire meaningful scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, future upside, exceptional connectivity, and the flexibility to acquire individually or as a package, 370 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

370-372 Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
3 Oak Bluffs Avenue, Oak Bluffs
$5,000,000
2 Baths ⋅ 73572959 MLS
Location, Location, Location! A once-in-a-lifetime legacy investment opportunity in one of the most desirable and high-visibility locations on Martha’s Vineyard. Priced to sell and positioned for success, 3 Oak Bluffs Ave is prominently situated at the corner of Seaview Ave and Oak Bluffs Ave—you know the spot. This exceptional property places your business directly in the center of it all, with unmatched exposure to both pedestrian and vehicular traffic. Located directly across from Inkwell Beach, Ocean Park, The Steamship Authority and SeaStreak ferry terminals, and Circuit Ave, and just around the corner from Oak Bluffs Harbor, this is a location that simply speaks for itself. And there’s more: the entire on-site parking lot belongs to this property, providing plenty of dedicated parking, with additional parking options available throughout the surrounding area. In a location where parking can be at a premium, this is a significant advantage. Whether you’re looking to relocate an existing business, expand your footprint, or launch your next venture, it’s hard to imagine a better location to bring your vision to life. Put your business at the gateway to Martha’s Vineyard, take advantage of extraordinary visibility and traffic, and position yourself for long-term success. B1 Zoning allows for a variety of commercial uses, offering flexibility for a range of business opportunities. Opportunities of this caliber—and in a location this prominent—rarely come along. This one won’t last. Secure this incredible property and invest in a location that could become the foundation of your next great success.

3 Oak Bluffs Avenue, Oak Bluffs

Listing courtesy of Listing Agent: Jesse Greenstein from Listing Office: Gibson Sotheby's International Realty.
30-32 High, Lynn
$5,000,000
34 Beds ⋅ 25 Baths ⋅ 73552194 MLS
Yannios RE Investment Services, as exclusive agent, is proud to present a rare investment opportunity, that has not been available to the open market in 20 years. This offering represents a rare opportunity to acquire in one of the most supply-constrained submarkets in the Boston market. The building consists of 9-two bedrooms, 12-one bedrooms, 4 studios. Tenant paid heat and electric, hot water included in the rent. The units have sub-panels, newer ceramic tile & vinyl flooring, newer bathrooms, kitchens and other units with partial kitchen updates. The common hallways have newer vinyl plank flooring and lighting & newer roof. The common hallways have newer vinyl plank flooring and lighting & newer rubber roof. Value-add upside positioning the property to capture rent growth in a high-demand, low-vacancy market with access to public transportation and commuting routes into Boston.

30-32 High, Lynn

Listing courtesy of Listing Agent: James Yannios from Listing Office: Yannios R E Investment Sales.
1 Pearl St & Es Acushnet Ave, New Bedford
$5,000,000
2 Baths ⋅ 73547308 MLS
ATTENTION all investors, hotel, developers & retail end users! This is a fully approved transit-oriented development (TOD) site that offers high visibility from Route 18 Here is your opportunity, directly abutting the fully operating Railroad Depot. This is a 3.16 acre site ready to be developed. It is in walking distance to the operational train stop platform as well as the Port of New Bedford, Nantucket & Martha's Vineyard Sea Streak Ferry terminal.TODS benefit people,cities & the environment. This 3 + acre lot presents tremendous development potential for a hotel concept "The property was previously approved for hotel development, with significant entitlement work completed, offering a strong foundation for a new developer to pursue the project." .TOD development offers limited soft costs with zoning & height regulations all but waived.Buildings could have prime views of Historic New Bedford & Buzzards Bay. New Bedford is a unique seaport city with the largest commercial fishing port ,a new transit system & countless ameneties, major employers, academic institutions, beaches, harbor walks,shops,dining, musems & a art community

1 Pearl St & Es Acushnet Ave, New Bedford

Listing courtesy of Listing Agent: Noble Vincent from Listing Office: Coastal Realty.
379 Somerville Avenue, Somerville
$5,000,000
13 Beds ⋅ 12 Baths ⋅ 73472135 MLS

379 Somerville Avenue, Somerville

Listing courtesy of Listing Agent: Tim McGeary from Listing Office: Colliers International.
18 Hereford St, Boston
$4,999,999
7 Beds ⋅ 5 Baths ⋅ 73586949 MLS
Introducing the newly reimagined 18 Hereford Street, an exceptional Back Bay single-family residence offering remarkable scale, soaring ceilings, oversized windows, and abundant natural light. Built circa 1871 for builder and contractor George Martin Gibson, this distinguished home is one of four contiguous residences he developed on the block. (Historical information from the Back Bay Houses website). A gracious foyer welcomes you inside, opening to an elegant living room and an adjoining formal dining room. A dramatic curved staircase leads to the second floor, the heart of daily living, with a warm den, inviting dining space, a kitchen with stainless-steel appliances and granite countertops, and a full bath. The third floor offers three generously proportioned bedrooms and a full bath. Three additional bedrooms, another full bath, and a laundry room occupy the fourth floor. Either upper level offers excellent flexibility for creating a spacious, customized primary suite. Fully renovated in 2023, the garden level opens directly to a charming brick patio and features a kitchenette, full bath, and versatile bedroom—ideal for guests, an au pair, a home gym, or a family room. Thoughtful updates include electrical, heating, and HVAC improvements. Rental parking is available nearby. Ideally situated in Back Bay, 18 Hereford Street is moments from the neighborhood’s shopping, dining, green space, and cultural amenities.

18 Hereford St, Boston

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.
190 Cherry Street, Middleboro
$4,999,999
2 Baths ⋅ 73489578 MLS
Established Seamless Gutter Manufacturing & Distribution Business – Massachusetts. Rare opportunity to acquire a well-established and profitable metal gutter fabrication business. The business has built a strong reputation for quality craftsmanship and reliable service, supported by a loyal customer base and consistent revenue history increasing year over year and operating since 1983. Full business details, equipment/inventory list and profit and loss can be provided after signing non-disclosure agreement for pre qualified buyers. Business can also be purchased with the current operating location, to see commercial listing including real estate view MLS #73489284.

190 Cherry Street, Middleboro

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.
111 Salem Street, Boston
$4,995,000
6 Beds ⋅ 5 Baths ⋅ 73593367 MLS
A rare opportunity to purchase a mixed use property along one of Boston's most storied commercial corridors, 111 Salem Street is ideally situated just one block from iconic Hanover Street in the heart of the North End. Offering approximately 4,500 square feet of commercial and residential space, the property combines established restaurant infrastructure, income potential, and long term flexibility. The commercial component spans three levels, including a street level restaurant, an extensively refurbished permitted lower level food preparation kitchen, and an additional level with private office and storage space. Features include walk in refrigeration, upgraded electrical systems, a service elevator with pallet lift connecting the commercial levels, and a dedicated rear roll up delivery entrance. Expansive signage extending along both sides of the building and projecting over the sidewalk provides prominent visibility along this highly trafficked North End corridor. Recent improvements include brick replacement and repointing at the front and rear, new gutters and drain pipes, and fire escape certification dated September 1, 2026. The restaurant is currently occupied by an established, long term tenant under a triple net (NNN) lease through December 2027. Above, 3 vacant two bedroom, one bathroom apartments, each equipped with air conditioning, offer immediate leasing flexibility, with potential for renovation, reconfiguration, or expansion to create larger residences, subject to applicable approvals. Existing roof access presents the potential for a future roof deck, subject to feasibility and necessary approvals. Whether envisioned as a future restaurant or hospitality destination, a 1031 exchange acquisition, or a long term mixed-use investment, 111 Salem Street offers a compelling combination of location, infrastructure, and versatility in one of Boston's most established neighborhoods.

111 Salem Street, Boston

Listing courtesy of Listing Agent: Cormier Collective Team from Listing Office: Serhant.
41 Shore Dr W, Mashpee
$4,995,000
4 Beds ⋅ 7 Baths ⋅ 73591255 MLS
A rare offering in New Seabury, this extraordinary custom-built residence overlooks the 18th fairway of the Ocean golf course at New Seabury Country Club, where sweeping golf course views meet refreshing ocean breezes. Designed by William Harris Architects of Atlanta in the genre of renowned architect A.M. Stern, celebrated for his distinguished private residences in the Hamptons and fine resort designs, including Disney's Yacht and Beach Club Resorts at Walt Disney World, this home reflects a distinctive architectural vision and timeless elegance. Offering over 6,000 square feet of luxurious living space, this exceptional residence features four bedroom en-suites, three half baths, and beautiful hardwood floors throughout. Three thoughtfully designed levels of living, along with a full basement, are conveniently accessible by private elevator or elegant staircase. Distinctive in design and exceptional in scale, this remarkable property offers ample room to add a pool and create your own private outdoor oasis. Ideally situated near New Seabury Country Club, with memberships available, members can enjoy access to two championship golf courses, full service clubhouse, five restaurants, two beach clubs, fitness facility, sixteen tennis courts and multiple pools. With generous accommodations and exceptional space, this home is ideally suited for those seeking privacy and flexibility for family, children, seniors, caretakers and guests alike. A truly unique offer in one of New Seabury's most desirable settings, where architectural distinction, luxury living, and the beauty of Cape Cod come together. Start creating your own Cape Cod memories for years to come. Please refer to feature sheet under documents for additional highlights.

41 Shore Dr W, Mashpee

Listing courtesy of Listing Agent: Debbie Kenney from Listing Office: .
98 Edgartown Bay Rd, Edgartown
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 73581090 MLS
COASTAL LUXURY IN KATAMA — EXCEPTIONAL LIVING NEAR SOUTH BEACH. Set in one of Katama’s most coveted locations, where the sound of the ocean drifts in and South Beach is within easy reach, this distinctive coastal contemporary was thoughtfully designed to maximize natural light, energy efficiency, and long-term flexibility.The reverse-style floor plan places the main gathering spaces on the upper level, where abundant windows fill the interiors with sunlight and frame distant views across the lower reaches of Katama Bay. The open-concept Living, Dining, and Kitchen areas flow seamlessly together, creating an inviting setting for relaxed Vineyard living and effortless entertaining. At the heart of the home, the oversized Chef’s Kitchen opens directly onto a spacious porch for outdoor dining, gathering, and lounging, while two additional porches further extend the living space. The upper porch also enjoys seasonal views of the Edgartown fireworks, and nearby Fisherman’s Wharf and the public boat landing offer convenient access to Katama Bay and Edgartown Harbor.The home features four light-filled en suite bedrooms, each with a private bath and spacious shower. The generous Primary Suite includes dual oversized closets, a walk-in shower, and a private water closet. A bright first-floor bonus room offers flexible use as a Den, In-Home Gym, yoga studio, or additional guest space, with sliding glass doors for privacy, its own porch, and an adjacent half bath.Future accessibility was incorporated into the original design through a fully framed, wired, and mechanically prepared elevator shaft, allowing for the potential installation of an elevator with minimal disruption.Offered turnkey with indoor and outdoor furnishings and an established rental history, 98 Edgartown Bay Road is equally compelling as a personal Vineyard retreat, an income-producing investment, or a combination of both. The property also offers room for a future swimming pool and detached garage, subject to local approvals. Thoughtfully conceived for entertaining, sustainability, accessibility, and lasting enjoyment, this exceptional Katama residence presents a rare opportunity just moments from South Beach.

98 Edgartown Bay Rd, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.
448 Concord Road, Weston
$4,995,000
6 Beds ⋅ 8 Baths ⋅ 73579890 MLS
A rare and exceptional six bedroom estate with timeless architectural appeal, Designed by Jan Gleysteen Architects, this custom home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.

448 Concord Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
1 Franklin Street Unit PH2D, Boston
$4,995,000
2 Beds ⋅ 3 Baths ⋅ 73578189 MLS
Experience Boston from the 57th floor of Millennium Tower in the one-of-one Penthouse 2D - a 2 + bedroom, 2.5-bath residence with approximately 2,700 square feet, high ceilings and a private terrace overlooking the city and harbor. Expansive living and dining spaces create an inviting setting for entertaining, while the approximately 200-square-foot terrace extends gatherings outdoors. The kitchen features Christopher Peacock cabinetry and premium appliances, with views toward the terrace. A split-bedroom layout offers privacy, complemented by a custom office space. The primary suite provides generous closet space and a marble bath with a freestanding soaking tub and separate glass-enclosed shower. With distinctive interiors, high ceilings, private outdoor space and sweeping views, this one-of-one penthouse brings a remarkable perspective to downtown living.

1 Franklin Street Unit PH2D, Boston

Listing courtesy of Listing Agent: Khoury Group from Listing Office: Serhant.
2 Commonwealth Unit 8G, Boston
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 73572522 MLS ⋅ ['Carlton House'] BLDG.
At the sought-after Carlton House on Commonwealth Avenue by the Public Garden, this sizeable duplex residence epitomizes effortless living at a prime Back Bay address adjoining The Newbury, Newbury Street’s acclaimed luxury hotel. Overlooking the magnificent tree-lined boulevard with the Public Garden as a backdrop and sweeping cityscapes all around, this comfortable residence is laid out like a private home and has 3 bedrooms, 3½ baths, an office, excellent storage, and a valet-attended garage space. A versatile living/dining room is featured along with a family/dining room where a floor-to-ceiling glassed bay showcases the wide-open vista. Privately placed on the upper level, the bedrooms feature a spacious primary suite with wardrobe room. Amidst the beauty of Boston’s Emerald Necklace parklands, The Carlton House offers elegant common spaces, 24-hour concierge and valet parking, direct access to the hotel, room service, and close proximity to Back Bay’s finest shopping and dining.

2 Commonwealth Unit 8G, Boston

Listing courtesy of Listing Agent: George Ballantyne from Listing Office: Gibson Sotheby's International Realty.
43 Monadnock Road, Wellesley
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
15 Union Wharf Unit 15, Boston
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 73537004 MLS ⋅ ['Union Wharf'] BLDG.
Newly constructed townhouse at Harbor’s edge on the south side of prestigious Union Wharf. Flawlessly designed and custom-built with exposures on two sides and unobstructed views of Boston's Harbor and Skyline. Living/Dining area offers ceiling-to-floor glass, views, fireplace, white oak floors. Center Chef’s kitchen with Scavolini Italian Cabinetry, Wolf/Sub Zero, waterfall island and Italian Calacatta Marble. Master Suite features grand ceiling, additional balcony overlooking the Harbor and City, Ensuite bath w/dual vanities, walk-in steam shower, skylight and Italian Marble. 2 guest bedrooms with built-ins & large Den with views. Sonos invisible Sound, Brilliant light system, Italian light crystals. New: Roof, Windows, Doors, Skylights, HVAC, Electrical, HW Heater. Union Wharf features 24-hour gated parking, guest parking, sea-side heated swimming pool, on-site management, marina slips, and a common roof deck. On the primary footpath of The Waterfront.

15 Union Wharf Unit 15, Boston

Listing courtesy of Listing Agent: Carmela Laurella from Listing Office: CL Properties.
111 Slades Corner Road, Dartmouth
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 73532630 MLS
Wing House Farm is an exceptional 12+ acre estate offering refined pastoral beauty and coastal country living. Abutting the 280+/- acre Destruction Brook Woods, the property enjoys direct access to scenic trails while remaining close to Village shops, marinas, beaches and dining. Rolling lawns, stone walls, split-rail fenced paddocks and established gardens define the picturesque landscape. At the heart of the estate is a meticulously renovated antique Colonial with elegant proportions and timeless charm. Equestrian amenities further distinguish the property, including a barn equipped with 4 box stalls, tack room and guest quarters. Perfectly sited between the barn and the detached 2 bay garage with loft space, an in-ground pool and spa add an inviting layer of leisure.  A rare offering where historic character, equestrian amenities and coastal access converge along the South Coast.

111 Slades Corner Road, Dartmouth

Listing courtesy of Listing Agent: Team MCM from Listing Office: Gibson Sotheby's International Realty.
35 South Bowl Rd, Chilmark
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 73531359 MLS
Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking fireplace with a glacial stone hearth, while the open kitchen offers custom cabinetry and premium appliances. The primary suite includes two office spaces, a media area, walk-in closet, and spa-inspired bath. A private guest suite features a full bath with soaking tub, and the third bedroom is currently configured as a wellness space with sauna. Additional amenities include an attached two-car garage, owned solar panels, EV charging station, and a six-bedroom septic system.Seven Gates Farm residents enjoy access to private beaches, docks, tennis courts, and more.1000 acres of protected land.

35 South Bowl Rd, Chilmark

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..
56 Stage Island Road, Chatham
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 73529657 MLS
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity. Fully furnished, turn-key, move right in!

56 Stage Island Road, Chatham

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.
49 Melcher St Unit PH501/503, Boston
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 73529032 MLS ⋅ ['Necco Landing'] BLDG.
Boston's most unique residence by combining a sprawling 3-bedroom loft with an adjacent studio, resulting in nearly 3,500 square feet of unparalleled living space. Occupying the building's coveted corner exposure along Melcher St and Necco St, this industrial-chic home showcases 12+ foot original wood-beam ceilings, exposed brick walls, and oversized factory-style windows that flood the space with natural light. The expansive layout offers limitless possibilities for entertaining, working from home, multigenerational living, or creating a private guest suite. The main residence features a massive open-concept living area, a chef's kitchen with premium appliances and an oversized island, and three generously sized bedrooms, including a luxurious primary suite with walk-in closets, double vanity, and walk-in shower. The adjoining studio adds exceptional flexibility and value. Completing the home is a private 400+ sq ft roof deck—a true rarity in the Seaport. Located above Mooo Seaport!

49 Melcher St Unit PH501/503, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
66 Rockland Place, Newton
$4,995,000
73344931 MLS
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing courtesy of Listing Agent: Alison Haran from Listing Office: Coldwell Banker Realty - Newton.
66 Rockland Place, Newton
$4,995,000
3 Beds ⋅ 1 Baths ⋅ 73344929 MLS
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing courtesy of Listing Agent: Alison Haran from Listing Office: Coldwell Banker Realty - Newton.
66 Rockland Place, Newton
$4,995,000
3 Beds ⋅ 1 Baths ⋅ 73343859 MLS
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing courtesy of Listing Agent: Alison Haran from Listing Office: Coldwell Banker Realty - Newton.
63 Flansburg Ave, Dalton
$4,990,000
73473251 MLS
THE STATIONERY FACTORY. Business & Real Estate for sale. Over 105,000 sf restored Industrial building. Center for community activity, live Music, Dining and home to over 25 local businesses and artisans. Building includes one of the largest live Music/Event spaces in Western MA with 3 performance space occupancies of 100, 500 and up to 1,000 permitted. Restaurant (leased) and commercial kitchen on site. Listing includes 2 duplex Residential buildings. Parking available for over 100 Cars. Property zoned for both Residential and Commercial use. Approximately 90 pct leased with over 10,000 sq. ft. that would be available to new owner. **Priced at appraised value for immediate sale (Appraisal available for review.)

63 Flansburg Ave, Dalton

Listing courtesy of Listing Agent: Steven Weisz from Listing Office: William Pitt Sotheby's International Realty.
90 Suffolk Rd, Newton
$4,980,000
5 Beds ⋅ 7 Baths ⋅ 73579970 MLS
Welcome to 90 Suffolk Road, a truly special Chestnut Hill residence where classic architecture, beautiful proportions, and a warm, welcoming feel come together on approximately one private acre. From the moment you arrive, there is a sense of space, privacy, and timeless elegance that makes this house feel like home. Sunlight fills the gracious main level, where generously sized rooms flow naturally from one to the next. The spacious cooks kitchen is made for gathering, while the elegant living and dining rooms provide the perfect setting for entertaining. A fireplaced den or office offers a cozy retreat, and the living room fireplace adds warmth and character. A beautifully appointed in-law suite with full bath provides exceptional flexibility for guests or extended family visits. A wraparound deck overlooks the expansive grounds. Upstairs, the primary suite is a peaceful retreat, with a spa-like bath, two custom walk-in closets, and beautiful views across the property. Three additional spacious bedrooms and 2 bathrooms complete the second level. The walk-out lower level adds another dimension to the home, with a comfortable family room, playroom, and bonus office space. The grounds are magical—private and lush, and offering a rare sense of space in one of Chestnut Hill's most sought-after neighborhoods. Close proximity to Boston, public transportation, major hospitals, schools, and shopping.

90 Suffolk Rd, Newton

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

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