Wellfleet, Massachusetts listings for sale

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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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$3,500,000 - Wellfleet, MA
135 Newcomb Hollow Road Wellfleet, MA - Nestled within the National Seashore, this 4-bedroom home, with 1-bedroom studio, sits on 2 acres, offering unmatched privacy and stunning ocean views. Located a stone's throw from Newcomb Hollow beach, freshwater ponds, and a short ride to town. The mid-century main house features a spacious living area and a solarium, maintaining many original design elements. Enjoy breathtaking Atlantic vistas through custom windows and sliding doors, which open to a generous deck, seamlessly blending indoor and outdoor living. Additionally, a renovated, detached 820 SF free-standing studio offers a space rich in architectural details, perfect for creativity or relaxation. This exceptional property presents an opportunity to restore the existing home or design your own vision on a large parcel. Just a short distance from Newcomb Hollow Beach, it's an ideal retreat for inspiration and solitude. Make 135 Newcomb Hollow Road your own and join the lineage of creatives who have called this place home.
1964 | 5 | 3 | 3,284 sqft.
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$2,900,000 - Wellfleet, MA
495 Chequessett Neck Road Wellfleet, MA - Unique Opportunity to Own a Piece of Wellfleet History! Step back in time with this remarkable Wellfleet home, originally constructed in 1770 by Richard Atwood on Boundbrook Island. In a captivating journey, the house was floated to its current picturesque waterfront location in the early 20th century. Cherished by the same family for over 70 years, this quintessential Outer Cape home is ready for your vision, restoration and renovation. Set on over 2.4 acres of prime waterfront land, the homesite is not in a flood zone, offering peace of mind along with its natural beauty. The gently sloping, grassy lot is adorned with mature trees and includes deeded private beach rights. Nestled on the coveted Chequessett Neck Road, this property promises an unparalleled coastal lifestyle.
1770 | 6 | 2 | 1,906 sqft.
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$2,700,000 - Wellfleet, MA
20 First Avenue Wellfleet, MA - Nestled on the peninsula of Canon Hill this exceptional property offers sweeping panoramic views of Drummer Cove and beyond, with direct access to the water via stairs from the property. Designed with meticulous attention to detail, the home's infrastructure has been overbuilt to withstand even the most severe hurricanes, ensuring peace of mind for years to come.. A private guest wing provides ample space for visitors, while the luxurious primary bedroom features its own private balcony, perfect for enjoying stunning water views. Working from home, you will have comfortable office with views and built ins,. The expansive wraparound deck allows for seamless outdoor living, with multiple areas to relax and take in the surrounding natural beauty. This home offers European sophistication and combines elegance, durability, and sustainability in one breathtaking package. The home is equipped with an elevator and a backup generator to ensure comfort and safety in any weather. Seller welcomes offers with request for buyer concessions.
1981 | 5 | 4 | 2,946 sqft.
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$2,499,000 - Wellfleet, MA
10 Bank Street Wellfleet, MA - Nestled in the heart of downtown Wellfleet, this restored four-bedroom antique home offers charm combined with modern comforts. Boasting a prime location, the property features views of the Harbor from the second level, creating a serene coastal backdrop. The main residence showcases original architectural details, including wide-plank wood floors, exposed beams, and elegant moldings. The inviting living spaces provide ample room for entertaining, while the renovated kitchen blends historic character with contemporary functionality. A detached guest cottage offers additional space for visitors, perfect for extended stays, home office or studio. Step outside to discover the newly designed professional landscape, complete with lush gardens and a private backyard retreat. This outdoor sanctuary provides the ideal setting for summer gatherings or peaceful relaxation. Just moments from Wellfleet's galleries, shops, and dining, this rare offering presents the perfect blend of historic elegance and modern coastal living. Don't miss this exceptional opportunity to own a piece of Wellfleet's rich heritage. Seller welcomes offers with requests for buyer concessions.
1880 | 4 | 4 | 3,284 sqft.
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$2,365,000 - Wellfleet, MA
114 4Th Street Wellfleet, MA - Surround yourself with a spectacular sweeping view of Cape Cod Bay. Perched on a secure bluff facing due west, be treated to unobstructed magnificent sunsets accompanied by the sounds of the bay. You will be enveloped in the privacy and natural beauty that is unique to Lieutenant Island adjacent to the Audubon preserve. With the maximum allowable solar power, (no electric bills) a greenhouse, and the cleanest well water on the Cape, you are instantly and happily off the grid. This house has to be experienced to be fully appreciated. Coming through the front door the view is immediately captivating. The main living area connects seamlessly with the large deck and 180 degree water views. Take your private stairway to the beach with pristine sand flats and wild Wellfleet oysters. All bedrooms have water views. The ground floor features a sunroom entryway, a large family room/gym, walk through pantry, and an indoor SwimEx hydrotherapy pool. Extensively remodeled by Stello Construction, this sophisticated yet low maintenance home allows you to relax and recharge in a healthy and private setting.
1960 | 3 | 2 | 2,500 sqft.
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$2,200,000 - Wellfleet, MA
223 Main Street Wellfleet, MA - A one-of-a-kind Wellfleet offering is available for immediate occupancy and your summer enjoyment. This lovingly renovated Wellfleet Center antique home, with elevated Duck Creek and Wellfleet Harbor views, is beautiful, inside and out, and has provided comfortable year-round living for its owners. I love the spacious layout, incorporating modern conveniences while the original house's outstanding features have been carefully preserved. The first floor offers gracious, one-floor living, with the back of the house opening to a private courtyard with mature gardens. Thoughtfully arranged for hosting family and friends, the second floor contains two spacious bedroom suites situated apart for ultimate privacy. A separate building contains a heated workshop, garage storage, and a second-floor studio apartment with a seasonal view. Located in the heart of Wellfleet Center, the property is within walking distance of Uncle Tim's Bridge, the market, shops, galleries, restaurants, the marina, and Mayo Beach. The National Seashore trails, ponds, and bay and ocean beaches are nearby and easily accessible from this central location. The property is compliant with the town septic regulations.
1840 | 4 | 4 | 2,192 sqft.
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$2,195,000 - Wellfleet, MA
14 Kendrick Avenue Wellfleet, MA - From generation to generation, families have come to the Cape, exploring its boundless diversity of beaches, vibrant villages and harbors--but it was only far, far down this treasure of a peninsula where tranquility and escape could truly be discovered. Welcome to 14 Kendrick Ave, your new sanctuary in the heart of Wellfleet, a place where time stands still. Here, you'll start your days sipping coffee to stunning harbor views before taking your boat to Jeremy Point for some private beachcombing and relaxation. After returning home, you'll grab fresh seafood across the street and prepare a delicious meal to enjoy al fresco with family and friends. Later, you'll walk to Mayo Beach to take in the glorious sunset and gather seashells. The kids will relish sleepovers in the property's two adorable guest cottages, falling asleep with windows wide open and sweet, salty air billowing through. All this, and so much more, can be yours. With Wellfleet's best restaurants, art galleries and shops around the corner--and playgrounds with tennis and basketball courts a stone's throw away--there's something for everyone here. The simple, beautiful life you've been dreaming of awaits.
2002 | 6 | 5 | 2,970 sqft.
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$2,100,000 - Wellfleet, MA
50 Higgins Lane Wellfleet, MA - Welcome to ''An Island of Your Own''—Duck Creek Hill -a rare and remarkable property nestled in the heart of Wellfleet, offering sweeping views of Duck Creek, Wellfleet Harbor, and the beloved Uncle Tim's Bridge. Set on 6.87 acres ensuring long-term privacy and the preservation of the natural landscape. With five distinctive outbuildings full of character and potential, this property offers incredible flexibility for creative use—be it artist studios, storage, gardening sheds, or peaceful retreats. Surrounded by nature and just moments from the village center, this secluded haven offers the best of both worlds: serenity and convenience. Conservation restrictions protect its scenic integrity, making this a truly once-in-a-lifetime opportunity to own a private piece of Wellfleet's cherished coastal environment. Seller welcomes offers with requests for Buyer concessions.
1930 | 2 | 1 | 1,224 sqft.
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$2,095,000 - Wellfleet, MA
40 Leilla Rich Drive Wellfleet, MA - Wellfleet, one of the most bucolic and unspoiled towns on Cape Cod, has always been a haven for those seeking refuge from the hustle and bustle of the modern world. Its National Seashore Atlantic beaches, stretching for six unspoiled miles, attract visitors from around the globe, as do its vibrant downtown art galleries, spectacular hiking trails and its myriad of eclectic and fine dining restaurants. If you relish a quaint seaside lifestyle, then you've come to the right place. Welcome to 40 Leilla Rich Drive, where Wellfleet is your oyster. Here, your days will likely begin and end in your spacious, vaulted four-season family room overlooking your private, expansive backyard. Enjoy your morning coffee and some authentic French pastries from nearby PB Boulangerie to the sounds of birdsong before heading to Lecount Hollow Beach for a day of fun in the sun. Then, take a stunning ocean view ride to the iconic Beachcomber for dinner & live music. Later, unwind fireside with some board games before retreating to your luxurious primary suite for some much needed R&R. All this, and so much more, can be yours from this peaceful neighborhood. This meticulously maintained home boasts several ensuite bedrooms, a dedicated office, first-floor laundry, a second-story suite with separate access and a private deck, ideal flow for indoor/outdoor entertaining and a fully fenced backyard with beautiful gardens and room for a pool. Don't miss the listing video, and come experience the good life on the Outer Cape today!
2011 | 5 | 5 | 4,049 sqft.