Massachusetts listings for sale

$39,000,000 - Chilmark, MA

41 Cobbs Hill Road Chilmark, MA - One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated drive, and past a 150 year old barn that was relocated from Pennsylvania, the beautiful Main House with bespoke interiors and a wraparound porch overlooks rolling lawns and a quintessential boat house with dock and private beach. A separate guest house, design studio, gym, tennis court, garages, additional guest accommodations and staff housing are thoughtfully sited around the property. Multiple riding rings and paddocks for the equestrians and gentleman farmers, while the stunning Norman Foster designed pool house is a true work of art, ideal for personal relaxation or sophisticated entertaining alike. A legacy property like no other, Blue Heron Farm is a pleasure to show, by appointment only.

$25,000,000 - Edgartown, MA

25 Dock Street Edgartown, MA - UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident in its picturesque harbor, filled with sailboats, yachts, and fishing vessels. Strolling along the waterfront and enjoying the maritime ambiance is a favorite pastime for visitors and locals alike. Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. Experience the lively lifestyle of coastal living from this custom home featuring two balconies, beautiful hardwood floors, marble bath, custom stone-surround fireplace, and fabulous kitchen with high-end finishes. The waterfront clubhouse is ideal for entertaining guests at the harbor's edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This landmark property in Edgartown, with its exceptional location, impressive and private deep-water docks, and refined residence with water's edge clubhouse all combine to create a special destination that captures the essence of Edgartown's vibrant cultural scene with art galleries, boutique shops and fine dining. This is truly a once in a lifetime opportunity. This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

$20,000,000 - Nantucket, MA

258 Polpis Road Nantucket, MA - “Harbor Creek’ is one of the finest Polpis estates that exists. This private and stunning property on just over 4 acres and across the way from acres of protected conservation land includes a five bedroom main house and a two bedroom guest house, room for a pool, direct harbor access as well as outstanding panoramic views and beyond. Renovated by Cross Rip Builders and decorated to perfection, this custom built home includes an outstanding ‘chef’s kitchen’, two separate bright and open living rooms each with a fireplace, antique details and a large primary bedroom with a private deck looking out towards the harbor. There are three sets of French doors leading to the rear deck making for easy access to the lush and flowing expansive yard; perfect for sunset cocktails, entertaining and family gatherings as well as direct access to your own boat! There is a separate two bedroom guest house and mature, beautiful landscaping surrounding the entire property providing much privacy. Whether you are looking for the ideal summer retreat or want to enjoy all of the island seasons, look no further than this exquisite and sophisticated one of a kind property. This is an opportunity to own one of the most iconic properties on Nantucket, also known as the house with the white dory in the front yard; a true island landmark!

$19,500,000 - Provincetown, MA

105 Bradford Street Extension Provincetown, MA - Nestled high on a hill in the coveted west end of Provincetown, Seaglass Inn & Spa presents an exceptional opportunity for those seeking a remarkable investment with breathtaking views and limitless potential. With 4.2 acres of prime Provincetown real estate, this expansive 57-room property combines recent upgrades with a versatile range of uses, making it a choice candidate for creative visionaries. The inn features 57 well-appointed guestrooms, some with water views, and has benefited from significant recent enhancements, including a new roof and numerous upgraded rooms. The property's allure is further heightened by its breathtaking sunrises and sunsets. Guests can indulge in a serene retreat by the sparkling pool. There is a 2-bedroom apartment on the property. And, a bonus is 109R Bradford Street Ext., a 1.16 acre lot (included in the 4.2 acre total) with unimpeded water views and approved building plans. The possibilities for Seaglass Inn & Spa are as vast as the views it offers. Continue operating the beloved inn and spa to enhance guest experiences and attract high-end clientele. Alternatively, elevate the property into a luxurious destination with state-of-the-art amenities and exclusive services. For those looking to create a residential community, the ample land is ideal for a distinguished single-family home development, offering modern homes that capitalize on the unique location and spectacular views. Additionally, the property holds potential as a vibrant non-profit arts center, fostering creativity and community engagement in a stunning, scenic setting. Seaglass Inn & Spa boasts a prime location, providing both privacy and exclusivity while remaining close to the vibrant heart of Provincetown. With endless possibilities and unparalleled scenic beauty, this property is a rare gem that invites visionary projects and offers boundless potential for its next chapter. Seller welcomes offers with requests for buyer concessions.

$16,950,000 - Edgartown, MA

68 N Water Street Edgartown, MA - This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The main level features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscaped outdoor patio, ideal for al fresco dining and relaxation. Beyond the patio, a lush lawn and manicured gardens surround an impressive 42' x 18' swimming pool, creating a true outdoor oasis. The second level houses four spacious bedrooms, including a luxurious primary suite with an office, ensuite bath, and a private deck overlooking the pool. The third floor offers a large sleeping area with six twin beds, a full bath, a game area, and French doors leading to a sun-drenched deck.

$14,995,000 - Dartmouth, MA

1 Mattarest Lane Dartmouth, MA - This sensational oceanfront estate is located in the coveted, gated beachfront community of Nonquitt. The 7+ bed Main House boasts breathtaking water views through expansive walls of glass, while the guest and pool houses are seamlessly integrated to create a one-of-a-kind coastal retreat. Light-filled living and dining spaces are designed for effortless indoor-outdoor living and entertaining, flowing beautifully onto patios and poolside areas. The detached garage includes the fully equipped guest suite with a bedroom, sitting room, full bath, washer and dryer. Set behind a tall privet hedge and surrounded by natural beauty, this custom home was recently built by Parker Construction with top finishes throughout. Resort-style grounds include level lawns, elegant hardscapes, and a stunning infinity-edge pool and spa overlooking a private beach and the shimmering sea beyond. Nonquitt blends laid-back coastal charm with exclusive amenities including golf, tennis, and sailing.

$14,500,000 - Hyannis Port, MA

27 Marchant Avenue Hyannis Port, MA - Iconic Waterfront Estate in Historic Hyannis Port: Introducing a rare opportunity to own a landmark waterfront estate in the heart of Hyannis Port - an exclusive coastal enclave rich with history and timeless Cape Cod charm. Perfectly perched on an elevated 1.11-acre bluff with 200 feet of private sandy beach, this notable seven-bedroom residence offers panoramic views across Nantucket Sound and direct sightlines to the famed Kennedy Compound. The property has been transformed through a masterful collaboration between the current owners, architect Dell Mitchell, and interior designer Heather Wells. Today, it stands as a sophisticated yet relaxed modern coastal retreat. With over 5,000 square feet of beautifully curated living space, every room is oriented toward the water, maximizing natural light and drawing the outside in. A dramatic entry foyer opens to sweeping views of the sea, setting the tone for the home's seamless connection to its extraordinary backdrop. Whitewashed plank walls, beamed ceilings, and wide windows evoke a breezy, beachy elegance, while refined finishes and rustic details lend warmth and authenticity. The spacious living room offers a serene gathering space framed by large scale windows that capture uninterrupted ocean views and enhanced by a striking fireplace. Just beyond, a gracious dining room, ideal for gatherings of up to 12, anchors the home with coastal sophistication. The chef's kitchen is a showpiece, with a large center island, top-tier appliances, and custom cabinetry that echoes the home's relaxed yet refined sensibility. The sun-drenched sunroom, positioned on the east side of the home, provides access to the private beach, rolling green lawns, and a resort-style pool area with built-in fire pit and multiple seating areas. Offered furnished, the home's interiors are a curated collection chosen to echo the character of Cape Cod while elevating it with understated sophistication. Completing the estate is a three-car garage, guest quarters, a circular drive for elegant arrivals, and private access to a secluded beach that feels worlds away yet is just minutes from the best of Cape Cod. A generational offering in one of the Cape's most storied locations, this is coastal living at its absolute finest.

$13,995,000 - Edgartown, MA

5 Briggs Road Edgartown, MA - NEW CONSTRUCTION - COMPLETED. POND FRONT on WINTUCKET COVE. The epitome of Luxury Living, yet understated. 6,343 sq.ft., 7 Bed, 9 Bath home, w/16ft x 42ft saltwater heated pool, 2 car garage & a dramatic over sized screened porch w/11ft high ceilings. Discover a beautiful Vineyard oasis on 9.2 acres of land on the South Shore w/376ft of frontage on Wintucket Cove. An expansive property, merging traditional & contemporary design, creating a warm, streamlined, elegant home. Huge living room w/fireplace flanked by two inviting alcoves for lounging/reading. Wall of glass doors leads to patio, yard, pool & down to a boardwalk on the Cove. Gourmet Kitchen w/large island, Quartz Counters, Thermador stainless appliances w/professional stove. Scullery w/additional fridge, dishwasher & sink. Quartz island w/contrasting cabinets which seats 6 comfortably. Adjacent dining room, with views towards the water, complete w/custom serving hutch. Hallway to oversized screened porch w/wood burning fireplace, or to a very bright Bonus Room w/multiple windows & doors leading to mahogany deck that directs you to the Gunite POOL & SPA. At the opposite end of the house, Ground Floor Primary Bedroom w/ensuite including soaking tub, shower, private outdoor shower enclosure & private deck. Upstairs you'll find another large suite w/private deck facing the water, WIC, writing area & huge bathroom w/double vanities. Two more guest suites nearby each w/private bathroom. Wonderful media room w/sumptuous seating & views over Wintucket Cove. Special reading nook on the way to super mahogany deck overlooking the pool, yard & Wintucket Cove. A 5th Private Suite finishes off this wing w/its own WIC & full private bathroom. Heading towards the 'East Wing', two guest bedrooms w/shared bathroom & a second laundry. A second staircase brings you down to a wonderful built-in mudroom, storage area & powder room. Mudroom leads to a huge very bright two car garage w/Tesla Charger & numerous windows. Expansion Possibilities included adding a Guest House, an accessory dwelling unit. Enjoy Swimming, Boating, Kayaking, Paddle boarding on Edgartown Great Pond, continue to Land Bank Beach, Atlantic Ocean & South Beach. Drive to Morning Glory Farm, Airport, Vineyard Golf & Downtown Edgartown. Potential Family Compound! Beautifully Furnished, contents may be purchased separately. Additional photos will be added!

$13,950,000 - North Chatham, MA

301 Whidah Road North Chatham, MA - Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

$13,200,000 - Oak Bluffs, MA

150 East Chop Drive Oak Bluffs, MA - Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves.

Massachusetts listings for sale

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