20,222 Phillipston MA Homes For Sale Over 2M

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$5,499,000
4 Beds 6 Baths 73469087 MLS
Newly Refined with an Updated Design.Spectacular new construction in coveted World’s End by acclaimed design-build team White Oak Home and The Kerr Collective. This coastal residence offers the opportunity to personalize a thoughtfully designed custom home with harbor views and a private setting. Features include a dramatic great room with soaring ceilings, gas fireplace, and French doors to a rear patio for seamless indoor-outdoor living. The chef’s kitchen offers premium appliances, a 10-ft island, separate scullery, and elegant dining room with expansive windows. The first floor includes a bonus room with full bath, formal living room, and office. The second level features a luxurious primary suite with balcony and spa-style bath, three additional bedrooms, family room, and two full baths. Enjoy a 3-car garage, deeded beach rights, and a location steps to World’s End, minutes to Boston.

112 Martins Ln, Hingham

Listing courtesy of Listing Agent: Darleen Lannon from Listing Office: William Raveis R.E. & Home Services.

$5,497,000
5 Beds 7 Baths 73509134 MLS
Exceptional Luxury Living in Wellesley’s Generals Neighborhood. A rare opportunity for luxury buyers seeking exceptional craftsmanship, modern amenities, and a premier Wellesley location. Custom built in 2017, this 6,300+ SF Neoclassical Colonial in Wellesley’s coveted Generals neighborhood offers four elevator-served levels designed for sophisticated everyday living and effortless entertaining.Whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and 9-foot ceilings—including the finished lower level—reflect a standard of construction rarely found. The chef’s kitchen features soapstone countertops, dual dishwashers, and a walk-in pantry, while five en-suite bedrooms provide exceptional privacy. The primary suite offers a spa-inspired bath and a serene retreat from the day.The lower level transforms into a destination of its own with a private executive office, home gym, wine storage, and Bowers & Wilkins Diamond cinema. Outdoors, enjoy a custom patio, fireplace, hot tub, and mature arborvitae creating a private setting for entertaining and relaxation. A two-car garage and dual EV chargers add everyday convenience.An exceptional choice for those relocating to Wellesley or moving up within town, with Morses Pond, Hardy Elementary, Linden Square, Wellesley Square, shopping, dining, and commuter rail all nearby.For buyers searching for a move-in-ready luxury home in Wellesley, 48 Marshall Road offers the rare combination of quality, location, privacy, and amenities that is difficult to replicate. Schedule your private tour today.

48 Marshall Rd, Wellesley

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

$5,495,000
4 Beds 5 Baths 73555166 MLS
Residence PH1J sits atop The Quinn, one of the South End's most desirable full-service buildings, designed by Robert A.M. Stern. Back Bay skyline views greet you upon entry, carried through an open-concept kitchen and living area spanning 40' of western and northern exposures. Rift-sawn oak cabinetry, marble countertops and backsplash, and a Wolf and Sub-Zero appliance package define the kitchen. Each bedroom accommodates a king bed with walk-in closets and en-suite baths. The primary suite features two large walk-in closets, a marble double vanity, radiant-heated marble floors, a soaking tub, and a glass shower with a marble surround. A laundry room with custom built-ins offers storage and a second egress, perfect for Boston's inclement-weather days. A rooftop cabana with outdoor kitchen, two garage parking spaces with EV charging, and amenities including an indoor lap pool, infrared sauna, 8,000 SF fitness center, and multiple curated lounges complete this exceptional offering.

380 Harrison Ave Unit PH1J, Boston

Listing courtesy of Listing Agent: John Petrizzo from Listing Office: Corcoran Property Advisors.

$5,495,000
4 Beds 5 Baths 73526293 MLS
Set on 15.7 acres in the heart of Sherborn, The Grout Farm offers a rare blend of refined country living and thoughtfully developed equestrian amenities. The reimagined main residence features light-filled living spaces, a custom kitchen, updated systems, and warm modern finishes. The estate includes a detached 1-bedroom, 1-bath guest cottage, carriage barn connected to the main barn, and the Apple Barn with gym, storage, and flexible space designed for future equestrian use. Amenities include a large indoor arena, outdoor arena with specialized footing, drainage, and irrigation, 11 stalls, fenced paddocks, run-in sheds, automatic field waterers, and hacking paths throughout the property. Orchard, greenhouse, gardens, and open pasture complete this distinctive offering within one of New England’s most established equestrian communities, with exceptional access to Boston.

42 Washington St, Sherborn

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

$5,495,000
5 Beds 8 Baths 73514626 MLS
Perfectly situated in Pheasant Brook Estates, this remarkable property showcases Lexington's most premier landscape, offering a flawless blend of luxury, privacy and natural beauty. Surrounded by manicured grounds and serene private pond, this home spans over 9,000 square feet of thoughtfully designed living space. The main level showcases a harmonious, sun-drenched layout with clean architectural lines, expansive rooms and oversized windows seamlessly inviting the outdoors inside. Designed with balance and flow, every space feels both refined and welcoming. The second level features five spacious en-suite bedrooms, including a stunning primary suite with two-sided fireplace opening to a private home office, creating an ideal retreat. Each additional bedroom is graciously proportioned, offering comfort and privacy. Crafted to celebrate family, tranquility and connection to nature, this exceptional residence delivers a rare opportunity to own a truly luxurious and distinctive property.

16 Solomon Pierce Rd, Lexington

Listing courtesy of Listing Agent: Martha Sevigny from Listing Office: William Raveis R.E. & Home Services.

$5,495,000
4 Beds 7 Baths 73511241 MLS
This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

44 Meadowbrook Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$5,495,000
2 Beds 2 Baths 73507816 MLS ['The Carlton House Of Boston'] BLDG.
L'Entree du Jardin! Stunning unit at The Carlton House with 100% frontage overlooking The Boston Public Garden, offering the most special and intimate views of the city. This "B" units is one the best in the building. Brand new renovations and beautifully furnished, this sophisticated property shows extremely well. There is a large Primary Bedroom Suite with an amazing sitting area overlooking the Garden and beyond. The second bedroom is almost equally as large and makes for a great den and study too. Beautifully refinished hardwood floors and an abundance of closets and storage throughout. Eastward facing, each room is splashed with morning light. This home offers either full time living, Seasonal residency or an amazing in-town place. Enjoy Hotel services from the Newbury Hotel including Room Service, Fitness Center and Dining options: Contessa and Street Bar. 24/7 concierge and Valet parking.

2 Commonwealth Ave Unit 12B, Boston

Listing courtesy of Listing Agent: David Mackie from Listing Office: Coldwell Banker Realty - Boston.

$5,495,000
2 Beds 3 Baths 73419421 MLS
Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.

99 Uncle Alberts Drive Ext, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.

$5,495,000
4 Beds 4 Baths 73391055 MLS
Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this four-bedroom, four-bathroom masterpiece seamlessly blends luxury and comfort. Exquisite custom stonework graces the interior and exterior, lending timeless elegance to the home’s modern aesthetic.Professionally landscaped grounds create a serene outdoor retreat, harmonizing architecture with nature. A spacious three-car garage offers ample storage and convenience, complementing the home’s thoughtful design. Whether hosting grand gatherings or enjoying the tranquility of its surroundings, this exceptional estate offers an unparalleled lifestyle in an extraordinary setting.

32-70 Lazell Street, Hingham

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,495,000
73391052 MLS
Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this four-bedroom, four-bathroom masterpiece seamlessly blends luxury and comfort. Exquisite custom stonework graces the interior and exterior, lending timeless elegance to the home’s modern aesthetic.Professionally landscaped grounds create a serene outdoor retreat, harmonizing architecture with nature. A spacious three-car garage offers ample storage and convenience, complementing the home’s thoughtful design. Whether hosting grand gatherings or enjoying the tranquility of its surroundings, this exceptional estate offers an unparalleled lifestyle in an extraordinary setting.

32-70 Lazell Street, Hingham

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,490,000
4 Beds 5 Baths 73579376 MLS
An extraordinary custom built coastal estate beautifully positioned in one of New Seabury’s most coveted settings with sweeping panoramic views of Nantucket Sound. Offering approximately 6000 sq. Ft. is sophisticated enjoyment across 3 levels of comfortable living! The 4 BR/4.5 bath residence embodies the finest in Cape Cod relaxed seaside living. Supersized open kitchen, open to DR and family room. A spacious first floor Primary bedroom with custom double vanity bath, large step in tiled shower. Walk in closet. 2 additional bedrooms all with private baths and walk in closets, A 2 nd primary BR with oversized walk in closet and huge bath w/dble vanity and super sized tiled shower. 2nd and 3rd flr. Entertainment rooms with deck and fabulous views!

53 Triton Way, Mashpee

Listing courtesy of Listing Agent: Priscilla Stolba from Listing Office: Priscilla Stolba RE.

$5,490,000
4 Beds 6 Baths 73565201 MLS
Perched above Tiverton's coastline with sweeping views out to Fogland Beach, 10 High Hill Road is a newly built luxury home built by Hill and Harbor Design. This retreat spanning just over 5,000 square feet across a thoughtfully designed main residence and detached ADU. The 4-bedroom, 4.5-bath home showcases quality craftsmanship at every turn, with European white oak engineered flooring throughout and a chef's kitchen anchored by a Thermador appliance suite including a 48" gas range, panel-ready appliances, and a walnut island beneath waterfall quartzite countertops. The primary suite offers a spa-like marble bath with quartzite waterfall counters, a custom California Closets system, and Newport Brass fixtures. A coffered great room ceiling wrapped in natural grasscloth wallpaper anchors the main living space, warmed by a gas fireplace with a custom quartzite surround. Outside, a resort-style pool and outdoor shower are framed by professionally designed landscaping. Windows frame the water views from nearly every room, while a fully equipped one-bedroom ADU offers flexible space for guests, extended family, or a private studio. Premium finishes carry through every detail. Deeded mooring coveys with the property. Within walking distance to Fogland beach, restaurants, farm stands — making 10 High Hill Road coastal Rhode Island living at its finest.

10 High Hill Road, Tiverton

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.

$5,475,000
4 Beds 6 Baths 73387997 MLS
WORLD-CLASS BOSTON ARCHITECT designs a spectacular home incorporating the historic GREENOUGH BARN! 5,418 s.f. Of living space plus a 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame was relocated from Carlisle conservation land! The barn was reimagined and will be reconstructed as a MODERN MASTERPIECE on one of the most dramatic lots ever offered for any Concord new construction. Surrounded on 3 SIDES BY CONCORD CONSERVATION LAND that is farmed for sunflower fields. Beyond the conservation land are open & UNDISTURBED VIEWS OF MINUTEMAN NATIONAL PARK in every direction. The main living space soars with 30'+ CEILINGS & MASSIVE GLASS WALLS. All 4 bedrooms are on the 1st floor of this one-of-a-kind home. 2nd floor features a media room & private home office. The house offers a 3 car garage significant enough for multiple car lifts. There is no comparable new home currently being built in Greater Boston! The lower level could be utilized for a playroom or additional recreation area. Designed to ENJOY THE LARGE SKY & SPECTACULAR SUNSET VIEWS! Rare Opportunity - permit approved!

241 Shadyside Avenue, Concord

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.

$5,395,000
6 Beds 8 Baths 73572478 MLS
Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.

$5,395,000
73527228 MLS
Discover 7.28 acres of pristine land offering exceptional privacy, tranquility, and natural beauty in one of Massachusetts’ most sought-after communities. This remarkable parcel presents a rare opportunity to create a custom luxury estate surrounded by mature trees, open space, and a serene natural landscape. Located in Weston, the property offers the perfect balance of peaceful country living and modern convenience. Just minutes from Wellesley town center, residents enjoy easy access to boutique shopping, restaurants, commuter rail service, and everyday amenities while maintaining a private, secluded setting. Weston is renowned for its top-ranked public and private schools, abundant conservation land, and exceptional quality of life. Whether you envision a grand estate, private retreat, or legacy property for generations to come, this extraordinary offering provides the ideal canvas to bring your vision to life in one of Greater Boston’s most prestigious and desirable towns.

475 Glen Rd, Weston

Listing courtesy of Listing Agent: Julie Harrison from Listing Office: Gibson Sotheby's International Realty.

$5,390,000
5 Beds 6 Baths 73507096 MLS
A rare opportunity on Cohasset Harbor now offered at a compelling new price. This stunning shingle-style estate offers extraordinary privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & a spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space with an additional full bath and room for guests or playroom. Amenities include tennis & bocce courts plus a three story barn perfect for boat storage, a car collection, indoor sports court or artist studio. Third floor of barn features a spacious totally renovated 4 room apartment perfect for generational living. Not in flood zone.

1-R Baileys Island Rd, Scituate

Listing courtesy of Listing Agent: Christine Powers from Listing Office: Coldwell Banker Realty - Cohasset.

$5,375,000
17 Beds 12 Baths 73559633 MLS
BRAND NEW APARTMENT BUILDING FOR SALE OFF COMM AVE - Turnkey/Condo quality 7 unit building located in a prime Allston location. approx $355,320 Gross income through 8/31/26. Tremendous upside potential in the rents! Brand new utilities, a full sprinkler system, new energy efficient windows, designer Kitchens & Bathrooms, Gleaming New Hardwood flooring. Brand New Gas HVAC and separate water meters (Tenants pay all utilities including water and sewer). The property is located in between Boston College, Boston University, Saint Elizabeth's Medical Center, New Balance Headquarters as well as the ever-expanding Boston Landing mixed-use project. The subject property sits just 200 feet from the Warren Street Station on the Green Line which allows tenants easy access to all of Boston. Pro-forma & floor plans available upon request.

104-106 Warren, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.

$5,350,000
5 Beds 8 Baths 73573262 MLS
Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$5,300,000
6 Beds 4 Baths 73529550 MLS
Discover oceanfront quintessential island living in this newer constructed shingle style home, thoughtfully designed from the ground up to honor the storied architectural heritage of the New England coast while delivering every comfort the modern household demands. From the moment you arrive, the home's classic cedar-shingled façade and welcoming front porch communicate a sense of permanence and grace. It is a home that feels as though it has always belonged on this stretch of Plum Island shoreline. This home offers the most spectacular sunrises and sunsets. Waterviews are admired from every room. Every room tells the same story, thoughtful design, premium craft, and an abiding respect for the islands setting that surrounds it. The front and primary porches offer up a place for morning coffee, afternoon reading, and the simple pleasure of watching the world drift by at an island pace. Plum Island and this home is not just an address, it is a way of living a lifestyle.

4 35th St, Newbury

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.

$5,295,000
4 Beds 5 Baths 73473408 MLS
Extraordinary and rarely offered, this private estate in the heart of historic Sandwich commands sweeping, panoramic views of Cape Cod Bay from nearly 19 acres of secluded land. A true legacy property, the setting offers unmatched privacy, rolling grounds, and endless possibilities in one of Cape Cod’s most coveted locations. The residence encompasses over 6,000 square feet and is designed to support both refined living and grand-scale entertaining, whether enjoyed as a seasonal retreat or year-round residence. Outdoor living is paramount, with a heated gunite pool, classic farmer’s porch, and widow’s walk serving as exceptional vantage points to take in the ever-changing bay views and coastal horizon. The property also features its own dedicated solar field, enhancing efficiency and sustainability. Rarely does an estate of this magnitude, acreage, and outlook become available—an exceptional opportunity to own a private sanctuary defined by space, serenity, and breathtaking water views

19 Cedarville Road, Sandwich

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,295,000
73460693 MLS
Rarely available in Greater Boston's most sought-after investment class, 4 Preston Court is a 24,751 +/- SF, two-story multi-tenant R&D/flex building positioned in Bedford's IND-B (I2) zoning district, adjacent to Lexington's prestigious Hartwell Avenue innovation corridor. The property is ideally configured for an owner-user seeking to occupy 50-60% of the building while retaining income from an established, diverse tenant base that includes health providers and R&D occupants.The building features flexible floor plates serviced by a 4,500 lb. capacity passenger/freight elevator, accommodating a broad range of uses including corporate office, R&D, laboratory, biotech, and light manufacturing. Bedford's I2 zoning further supports medical office and out-patient clinic uses by right, making this an exceptionally versatile asset.

4 Preston Ct, Bedford

Listing courtesy of Listing Agent: Jeremy Cyrier from Listing Office: Jeremy Cyrier.

$5,250,000
4 Beds 5 Baths 73571701 MLS
Brand-new and sun-filled, this exceptional shingle-style Gambrel is privately set on nearly an acre of professionally landscaped, level grounds just off coveted Shore Road, less than a block from the ocean. A refined coastal retreat, the 4-bedroom, 4.5-bath residence pairs exceptional craftsmanship with effortless luxury and gracious indoor-outdoor living. Beautiful millwork and 9' ceilings define the first floor, anchored by a vaulted beam-ceiling primary suite with a spectacular spa-inspired bath. The generous eat-in kitchen and family room feature a dramatic shiplap-vaulted ceiling and open to a sun-drenched patio surrounding a heated plunge pool and oversize yard with unlimited potential. A second-floor deck overlooks the secluded grounds, while an additional primary en-suite and two bedrooms and two more baths complete the upper level. Stroll to Chatham Bars Inn, the Fish Pier and Main Street - an enviable setting where the best of Chatham is truly at your doorstep.

106 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.

$5,250,000
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.

$5,250,000
73522983 MLS
You won't want to miss this discovery! Prime mixed-use investment opportunity in the heart of downtown Falmouth! Located directly on bustling Main Street, this high-visibility property offers approximately 9,600 sq. ft. of retail/commercial space plus a beautifully renovated 1,500 sq. ft. 3BR/2BA apartment above. The property is comprised of three commercial spaces totaling approximately 1,600 sq. ft., 4,500 sq. ft., and 3,500 sq. ft., each with full basements providing exceptional storage and utility space not included in the square footage. Five to six dedicated parking spaces plus abundant street parking and a municipal parking lot just one block away make access easy for customers, tenants, and guests. Surrounded by popular shops, restaurants, and year-round activity, this location benefits from exceptional pedestrian traffic in one of Cape Cod's most vibrant downtown districts. Just minutes to area beaches, ferries, and marinas. Ideal opportunity for investors or owner/users.

199 Main Street, Falmouth

Listing courtesy of Listing Agent: Michael Valentine from Listing Office: Premier Commercial.

$5,225,000
6 Beds 4 Baths 73472922 MLS
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$5,200,000
3 Baths 73580413 MLS
Welcome to 45 & 47 Water Street, a Waterfront Landmark and Legacy Investment w/200+ years of successful enterprise, that are being offered for sale for the first time in 40 years! These are individual properties being sold together, representing a rare opportunity to put down roots in one New England's most sought-after coastal enclaves. Featured in magazines & destination media for its charming & walkable downtown with exceptional dining, cafés, culture & overall charm, Newburyport has exploded as a bucket-list hometown across all demographics, & these 2 premier offerings stand in the heart of it all. The 1822 Clock Tower Building at 45 Water Street commands the harbor with its stately brick façade & distinctive period architecture. Beside it, 47 Water Street-a 1970 warehouse extending toward the Clipper City Rail Trail-adds scale, flexibility & an unusually expansive downtown footprint. From the 4th-floor balcony (45 Water) Newburyport’s working waterfront unfolds before you. Luxury yachts fill the marina directly below; with the Custom House, Harbormaster’s office & Waterfront Park all in your sights. Here is a panorama so sweeping, you can watch a sailboat slipping beneath the Gillis bridge’s swing span, and follow it all the way through the picturesque harbor to Plum Island - a breathtaking view from the top 2 floors found nowhere else in the city. The 2 buildings ideally are being sold together, with 45 Water Street boasting approximately 9,300 sq. ft. of finished space, character-rich interiors, exceptional visibility & on-site parking. Envision a signature waterfront headquarters; a legacy investment with an attractive balance sheet, or a mixed-use destination pairing luxury residences-and perhaps penthouses above-with a café, restaurant or vibrant commercial use below. Built after the Great Fire of 1811 & constructed for permanence during Newburyport’s maritime prosperity, it housed Sumner, Swasey & Currier, prominent merchants who connected this harbor with foreign ports bringing goods to supply a growing nation. Generations later, Bennett & Company made it the flagship headquarters of an intl. apparel design & manufacturing business grounded in principles of mindfulness, respect and workforce wellbeing. With 2 complementary buildings, panoramic harbor views, parking, income potential & an irreplaceable setting, this is more than a real estate acquisition. The 2 buildings are being sold together for a total sales price of $8million.

45 Water St, Newburyport

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

$5,200,000
16 Beds 11 Baths 73574354 MLS
A premier mixed-use investment opportunity at the corner of Centre Street and Sheridan Street in the heart of Jamaica Plain’s Hyde Square, 374 Centre Street offers 9,153 square feet of rentable area, strong income, and compelling long-term upside in one of Boston’s established rental markets. The fully renovated property consists of two street-level commercial spaces, one office, and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated and are fully leased through September 1, 2027, while all three commercial spaces are currently leased. Total gross monthly rental income is $33,000, supporting an attractive 6.6% cap rate and providing immediate cash flow with additional opportunity for future income growth. The prominent corner location offers excellent visibility and exposure for commercial tenants while placing residents in the heart of 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 destinations across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Heath St. 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. 374 Centre Street may be acquired independently or together with neighboring 370 Centre Street, a separately offered mixed-use property consisting of two commercial spaces and four fully renovated residential apartments. Combined, the properties comprise five commercial spaces and eight residential apartments, creating a rare opportunity to acquire significant scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, a high-visibility corner location, future upside, and the flexibility to acquire individually or as a package, 374 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

374-374A Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$5,200,000
5 Beds 4 Baths 73534187 MLS
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

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

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