Massachusetts listings for sale

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$5,875,000 - West Dennis, MA
18 Wendy Way West Dennis, MA - Welcome to Tranquility Base. Properties at the end of the fingers of West Dennis come for public sale so rarely only three have ever been recorded in the MLS. It's no wonder, with its views and luxuries. Plus this property is a boater's paradise, with a 72' deep water dock tucked conveniently along the side of the property (and permission for a second dock out front) and the calm waters of Bass River to lead you right out to Nantucket Sound. Among the $1M+ in updates that were done to the house in '24/'25 are: A brand new sea wall, all new decks, landscape, irrigation, a brand new kitchen, updated steel framing, new hardwood floors, sliders, and new HVAC. Views can be enjoyed from almost any room, and the open concept and window placement bring in every mood of sunlight throughout the day. Four en suite bedrooms plus ample overflow space and laundry up and down make this home an epic place to gather. Just around the corner (or the bend in the river) is West Dennis Yacht Club, as is West Dennis Beach. Only 30 minutes from the bridge or 15 minutes to the airport, this is an escape you can get to in a hurry.
1966 | 4 | 6 | 3,938 sqft.
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$5,850,000 - Osterville, MA
35 Hidden Lane Osterville, MA - A rare multi-generational waterfront estate in the heart of Osterville. ''Daybreak'' offers almost 6000 square feet of living space on a private ¾ acre lot. As you enter the main residence you are struck by the panoramic views of Neck Pond and the Wianno Golf Course. The custom design is centered on the vaulted great room which features a wood-burning fieldstone fireplace and floor-to-ceiling glass, capturing the stunning landscape while the southwest exposure allows hours of natural light to flood the home. The main residence is an open living floor plan which includes a gourmet kitchen, dining area, and three-season sunroom which flow seamlessly to a wraparound deck, creating effortless indoor-outdoor living. The first-floor primary suite offers an en-suite bath, a private deck with water views and an adjacent den/office with a gas fireplace and walls of built-ins. The upper level offers a second bedroom suite, two guest bedrooms and a cozy reading area. The finished walk-out lower level is designed as a complete entertainment center with a game and family space, pool table, wet bar, gym, craft room, loads of closet/storage space as well as a full bathroom with indoor and outdoor access. Outdoor spaces include an expansive bluestone terrace, pergola-covered hot tub and fire pit, outdoor shower and a private dock for swimming, fishing, and small craft water activities. Across the circular driveway there is 3 bay heated garage with a workshop and potting room. The guest suite above, accessed by a 2 person lift, also offers spectacular water views from the private deck and fireplaced living area. It is perfect for the guests needing privacy and quiet time or even an artist's loft. The gardeners in the group will be delighted by an enclosed raised bed garden space and an impressive herb garden. The littlest ones will love the playset and shed for creating their own fantasies of a cozy home. Additional features include laundry closets on all three levels, gleaming hardwood floors, two whole house generators and radiant floor heating. This waterfront retreat is a hidden gem! And the best part is it is just a short walk to a quaint village with shopping, restaurants, library and banks, with all the charm you are searching for in a quintessential Cape Cod village.
2006 | 5 | 6 | 5,957 sqft.
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$5,750,000 - Nantucket, MA
26 North Cambridge Street Nantucket, MA - Cast a line, cruise the waters, and enjoy front row seats for every sunset from your own waterfront escape. Situated on a full waterfront acre in the peaceful and private Little Neck Way section of Madaket harbor. Additional ground cover available. Current septic meets Title V requirements.
1950 | 2 | 1 | 0 sqft.
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$5,500,000 - New Marlborough, MA
114 Downs Rd New Marlborough, MA - Welcome to your dream lakefront oasis! This brand-new, custom-built 5,500 sq.ft.+/- home offers the perfect blend of luxury, comfort, & breathtaking natural beauty. Spanning three thoughtfully designed levels, this 5-bedroom, 5 1/2-bathrooms masterpiece features amazing lake views, refined finishes, & exceptional functionality for everyday living & entertaining.The open-concept main floor features a spacious living room, dining area, & a gourmet kitchen that flows seamlessly onto a grande screen porch ideal for hosting gatherings or soaking in the views. The expansive primary suite includes a spa-inspired bathroom, large walk-in closet, & serene lake vistas. A dedicated office on the main level & a second remote office on the upper level offer flexible work-from-home options.Whether you're looking for a luxurious full-time residence or the ultimate lakefront getaway, this extraordinary home offers everything you need & more. Don't miss your chance to own a slice of paradise!
2022 | 5 | 6 | 5,500 sqft.
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$5,500,000 - Cotuit, MA
996 Main Street Cotuit, MA - Relaxed coastal living meets glorious views at this harbor front retreat in the heart of Cotuit. The property boasts expansive frontage along the water and is located directly adjacent to conservation land, ensuring total privacy. Set against the backdrop of sweeping water views, this dramatic home showcases an enchanting waterside great room with inviting sitting and dining areas, updated fully-equipped kitchen, charming family room, spacious bedrooms and a full length attic ready for completion. Bask in harbor breezes from the expansive decks overlooking the bay, beautiful grounds, and soft sandy beach. Take a short stroll to enjoy a sailing lesson, lunch at the Kettle Ho, an afternoon art show, or an evening Ketteleers ballgame. This offering represents a rare opportunity to own a wonderful home in the quintessential seaside village of Cotuit.
1981 | 4 | 2 | 4,303 sqft.
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$5,500,000 - Edgartown, MA
14 Katama Farm South Road Edgartown, MA - Katama Farm South - En route to this stellar location, enjoy scenic views while passing iconic Katama Farm. Less than a half-mile drive or a quarter mile walk from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000 sf in size and the multiple outdoor living spaces really combine to create a special casual indoor/outdoor summer living experience! This is the ultimate spot where privacy is paramount, yet the activity of South Beach is just a short distance away.
1988 | 3 | 4 | 2,869 sqft.
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$5,495,000 - Hyannis Port, MA
106 Longwood Avenue Hyannis Port, MA - Enjoy the summer breezes and views of the harbor from the porch of this classic shingle style house set up high on the hill. This home is perfect for entertaining large gatherings of family and friends. It has 6 Bedrooms and 5 1/2 Baths. The large living room opens on to the enclosed wrap around porch. The dining room also has views of Nantucket Sound. Step into the pantry/ bar area before entering the updated kitchen and tv room. The laundry room was renovated last year as was the one car garage. Excellent for storing bikes and or a golf cart. Upstairs the primary suite has a large bath with a jacuzzi tub. The views from the primary are endless.Three of the other upstairs bedrooms have views as well. A new roof and siding were replaced in the fall as well as the trim.. This home has heat and central air. A wonderful escape in the fall or winter with a wood burning fireplace in the living room. The home is located within the Hyannis Port Civic Association boundaries.Come take a tour of this wonderful home and be in by summer of 2025.
1925 | 6 | 6 | 4,454 sqft.
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$5,490,000 - Wellfleet, MA
1035 Chequessett Neck Road Wellfleet, MA - Wellfleet's finest waterfront location paired with an immaculate custom-built home, this is the property you have been waiting for. Enjoy stunning views out to Cape Cod Bay while enjoying the peace of mind that comes from being behind the protective barrier of Great Island Thoughtfully designed and expertly sited, this home offers spectacular views from every room, with an intuitive and inviting layout. 1035 Chequessett Neck is perched high on a bluff with a commanding vista out over Herring Cove and Cape Cod Bay. Your mornings can effortlessly turn into afternoons watching the ever-changing seascape; you will never tire of the sun setting into Cape Cod Bay. Well built by a local craftsman, Eric Winslow, quality materials and attention to detail are evident throughout. Oversized and abundant windows draw your eye outside, inviting a sense of calm and ease and bathing each room in natural light. The house has been carefully planned to offer plenty of room for friends and family while feeling intimate, cozy, and just the right size when the guests have departed. Featuring five bedrooms (two of which are ensuite), a chef's kitchen, two living areas,a home office, and a gym, everything you need has been thought of. Multiple waterside deck spaces make indoor-outdoor living easy and offer places to gather together or spaces to find a quiet retreat. Being sold fully turn-key, there is nothing to do here but relax and enjoy all the Wellfleet has to offer.
1999 | 5 | 4 | 4,250 sqft.
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$5,444,000 - Osterville, MA
38 Beach Plum Hill Road Osterville, MA - Nestled in Osterville's coveted Seapuit enclave, this EB Norris-built estate spans over two acres of serene privacy and limitless potential. From the rolling lawns and infinity pool to its deep-water access on Nantucket Sound, the property offers a rare coastal retreat. Soaring windows flood the interior with natural light, revealing mesmerizing, western-facing sunsets and layered views from every room. The flexible floor plan seamlessly integrates grand entertaining spaces with intimate corners, anchored by a luxurious first-floor primary suite for ultimate comfort. Whether you envision a multi-generational residence or simply desire room to expand, this oasis invites you to craft a lasting Cape Cod legacy. Located mere moments from Osterville's renowned Main Street, world-class golf, exclusive clubs, and pristine beaches, this estate transcends the ordinary, delivering an extraordinary lifestyle for discerning buyers seeking the very best of Cape Cod living.
1985 | 5 | 4 | 3,802 sqft.
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$5,429,900 - Dedham, MA
20-35 Shuttleworth Pl Dedham, MA - **Private Two-Home Compound – Endless Possibilities Await** Welcome to your own private compound — a rare opportunity to own not one, but *two* beautifully appointed, newly built homes on a single expansive parcel in Dedham’s coveted Precinct One neighborhood. Ideally located near major travel routes, this private wooded setting opens up to over two acres of scenic landscape, featuring two traditionally inspired residences with modern finishes, thoughtful design, and exceptional craftsmanship throughout. Built with today’s lifestyle in mind, Shuttleworth Place offers a unique opportunity for discerning buyers to establish roots in one of Greater Boston’s most desirable communities — with the added benefit and flexibility of compound-style living and new construction convenience. Don’t miss your chance to secure this exceptional dual-home property — schedule your private showing today!
2025 | 10 | 10 | 12,448 sqft.