South Wellfleet, MA Homes for Sale

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  /83

  $4,650,000

  $250K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 4,250 Sq Ft

  1035 Chequessett Neck Rd, Wellfleet, MA 02667

  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

  Ashley Fawkes Berkshire Hathaway HomeServices Robert Paul Properties

  1035 Chequessett Neck Rd, Wellfleet, MA 02667
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  /41

  $998,000

  $152K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,970 Sq Ft

  165 Cottontail Rd, Wellfleet, MA 02667

  This is a great, solid home with excellent rental history and added rental potential, offering lots of different options with a Main home and separate apartment above a free-standing garage. The home is lovingly cared for and offers lots of space - yet cozy with its beautiful wood beams and cathedral ceilings. Great oceanside location close to Duck pond, the main home features an airy, open

  Eva Scott Gibson Sotheby's International Realty

  165 Cottontail Rd, Wellfleet, MA 02667
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  /12

  $599,999

  $225K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 606 Sq Ft

  260 Kendrick Ave Unit 4, Wellfleet, MA 2667

  This charming beach front cottage/condo on the western shore of Wellfleet Harbor is one of 6 detached cottages known as ''Summer Winds of Wellfleet.'' Just steps from the calm, sparkling waters of Cape Cod Bay/Wellfleet Harbor, this cottage offers direct access to family friendly Mayo Beach with breathtaking views of the harbor and distant islands. Sunsets from your front yard are simply amazing!

  Terri Gamble Berkshire Hathaway Home Services Town and Country

  260 Kendrick Ave Unit 4, Wellfleet, MA 2667
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  /2

  $349,000

  • Land
  • 40,946 Sq Ft
  • $371,277 per Acre

  105 Howard Ct, Wellfleet, MA 02667

  Build your dream home on this bright, sunny (almost) 1 acre lot abutting the Cape Cod National Seashore. This is a neighborhood deluxe custom homes with convenient access to downtown Wellfleet, ponds and beaches. Lot should support a 4 bedroom home with town approval.

  Annabel McElroy Kinlin Grover Compass

  105 Howard Ct, Wellfleet, MA 02667
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  /50

  $3,275,000

  $500K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,578 Sq Ft

  344 King Phillip Rd, Wellfleet, MA 02667

  Set at the far end of King Phillip Road where peace and privacy abound, this cherished waterfront home offers private steps to the bay and beach, stunning, elevated and far reaching waterviews and thoughtful and beautifully curated, year round contemporary living. Nothing is missing here, from the generous 1.51 acre bayfront parcel to the dramatic open living area, spacious primary suite, private

  The Pechukas Group Kinlin Grover Compass

  344 King Phillip Rd, Wellfleet, MA 02667
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  /36

  $1,400,000

  • 3 Beds
  • 3 Baths
  • 2,197 Sq Ft

  10 Benson Ln, Truro, MA 02666

  The Seller likes to say this home is one Sand Dune from the ocean. Charming South Truro location where no one ever parts with their family property. This well loved home can be yours as this owner is moving on. Many beautiful spaces as well as some that used to have water views of the sea and Provincetown, before the trees got tall. There have been additions and enhancements to the structure over

  Deborah McDevitt Hays McDevitt REALTORS

  10 Benson Ln, Truro, MA 02666
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  /34

  $749,000

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  15 Barker St, Wellfleet, MA 02667

  A rare, move-in-ready find in a quiet, historic corner of South Wellfleet. This home has been given a thoughtful, top-to-bottom refresh that keeps things simple and honors its coastal roots. Surrounded by mature woods, it's the perfect low-key retreat where the natural beauty of the Outer Cape really shines.Everything inside has been updated with a clean, modern touch that feels right at home in

  Ashley Fawkes Berkshire Hathaway HomeServices Robert Paul Properties

  15 Barker St, Wellfleet, MA 02667
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  /67

  $2,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,359 Sq Ft

  300 Paine Hollow Rd, Wellfleet, MA 02667

  At the landing in quaint Paine Hollow, you will find this vintage waterfront Cape where timeless, classic design and an exceptional location come together to create a home and memories to be enjoyed for generations. The house is sited on .80 of an acre, with 206' of beach frontage, overlooking Blackfish Creek. Included is an additional .55-acre level, partially cleared, wooded, unbuildable lot

  Ashley Fawkes Berkshire Hathaway HomeServices Robert Paul Properties

  300 Paine Hollow Rd, Wellfleet, MA 02667
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  $2,100,000

  • 4 Beds
  • 4 Baths
  • 2,561 Sq Ft

  9 Kinnikinnick Rd, Truro, MA 2666

  One-of-a-kind mid-century modern home known as 'The Treehouse' in breathtaking natural setting atop Truro Hills. A perfect getaway. Watch both sunrises & sunsets from expansive views of this private, hilltop treasure (bay peaks). Multiple decks suspend you in the forest. Fruit vines, bushes, and trees add to its rustic, back-to-nature vibe. Enter well-maintained house via the Great Room with

  Bruce Katcher Berkshire Hathaway HomeServices Robert Paul Properties

  9 Kinnikinnick Rd, Truro, MA 2666
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  /66

  $1,695,000

  • 4 Beds
  • 4 Baths
  • 3,364 Sq Ft

  256 Browns Neck Rd, Wellfleet, MA 02667

  A beautiful home for all seasons! This stunning architect-designed, custom-built contemporary home, being sold with its adjoining separate lot of .73 of an acre, is a unique offering located in a private, quiet marshside location on the outskirts of Wellfleet Village. Being offered turn-key, this tasteful, stylish and well-maintained home features an open floor plan with an abundance of glass

  Ashley Fawkes Berkshire Hathaway HomeServices Robert Paul Properties

  256 Browns Neck Rd, Wellfleet, MA 02667
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  $1,995,000

  $100K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,049 Sq Ft

  40 Leilla Rich Dr, Wellfleet, MA 02667

  Looking for a resort-style compound with high-end craftsmanship and a rare level of privacy? Welcome to 40 Leilla Rich Drive. Set on a fully-fenced lot with room for a pool, this upscale all-season property is perfect for long summer weekends, entertaining guests or simply unwinding near miles of National Seashore beaches. A dramatic vaulted four-season family room anchors the home. Filled with

  Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

  40 Leilla Rich Dr, Wellfleet, MA 02667
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  /56

  $1,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,262 Sq Ft

  69 Whitetail Ln, Wellfleet, MA 2667

  This is a property where vision can create value. Bordering protected Cape Cod National Seashore land, this spacious contemporary saltbox offers over 3,000 sq. ft. of flexible living space in a tranquil Wellfleet setting. The home features 5 bedrooms, 3.5 baths, a private primary suite with cathedral ceiling, an open-concept living area with soaring ceilings, and a custom kitchen with cherry

  Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

  69 Whitetail Ln, Wellfleet, MA 2667
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  /7

  $499,900

  • 1 Bed
  • 1 Bath
  • 859 Sq Ft

  531 Old Kings Hwy, Wellfleet, MA 02667

  Rare opportunity to acquire a commercially zoned property in the heart of Wellfleet. Located at 531 Old King's Highway, this property is situated within the Town's desirable Commercial 2 (C-2) Zoning District, offering flexibility for a variety of commercial, business, service, tourism, and mixed-use opportunities. The district is designed to encourage economic activity while supporting

  Peter Vaillancout EXIT Cape Realty

  531 Old Kings Hwy, Wellfleet, MA 02667
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  /48

  $1,995,000

  • 4 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1005 3rd Ave, Wellfleet, MA 2667

  A sparkling jewel on Lt. Island. This is what Wellfleet living is all about. This 4 Bedroom, 2 Bath beach house offers open living space and sweeping views out to Wellfleet Harbor and into the mouth of Blackfish Creek. A large deck seamlessly blends indoor and outdoor living and offers plenty of space for entertaining, or gathering with friends and family. The house has been very well maintained

  Day - Logan Group Kinlin Grover Compass

  1005 3rd Ave, Wellfleet, MA 2667
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  /28

  $1,100,000

  • 4 Beds
  • 1 Bath
  • 1,547 Sq Ft

  21 Town Hall Rd, Truro, MA 2666

  This sweet, Cape style home offers four bedrooms - two up, two down - on a wooded .76 acre lot in South Truro. With hardwood floors, an inviting wood-burning fireplace, and an eat-in kitchen, it's full of charm. There is a heated walkout basement that could be converted into more living space - maybe an ADU. The lovely front lawn with a distant view of Cape Cod Bay is shaded by a majestic maple

  Gregg Russo William Raveis Real Estate & Home Services

  21 Town Hall Rd, Truro, MA 2666
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  /25

  $1,495,000

  $204K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  110 Prince Valley Rd, Truro, MA 2666

  PRICED TO SELL! This lovingly maintained 3-bedroom, 2-bath contemporary home represents a true once-in-a-lifetime opportunity. Held and cherished by a single family, the property is nestled within 3.81 acres of complete privacy, enveloped by the pristine, protected landscape of the National Seashore. The main house features single-floor living, and mini-split A/C and heating, a spacious deck, a

  Jessica Smart Duarte/Downey Real Estate

  110 Prince Valley Rd, Truro, MA 2666
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  /17

  $589,000

  $40K PRICE DROP

  • Land
  • 1.42 Acres
  • $414,789 per Acre

  7 Arrowhead Farm Rd, Truro, MA 02666

  Rare opportunity to build in Truro on a generous 1.42-acre lot at the end of a cul-de-sac. This unique parcel comes with a stamped 6-bedroom septic plan and an installed well. Extensive tree clearing has already been completed, paving the way for your project. You can bike to Cold Storage beach and charming North Truro Village. The location offers both privacy and convenience: nestled between

  Rose Kennedy Gibson Sotheby's International Realty

  7 Arrowhead Farm Rd, Truro, MA 02666
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  /19

  $350,000

  • 2 Beds
  • 1 Bath
  • 416 Sq Ft

  1937 State Highway Route 6 Unit E, Wellfleet, MA 02667

  Cape Cod living! This is the quintessential outer cape cottage, for enjoying all the natural settings, beaches, and the cultural offerings of Wellfleet and beyond. This sweet cottage is part of the historic Brownie's cabins, and offers rustic exposed wood beams, cathedral ceilings, with a surprisingly updated renovated kitchen. It's a cozy getaway! Step into the newly enclosed porch, then to the

  Melissa Yeaw Berkshire Hathaway HomeService Robert Paul Properties

  1937 State Highway Route 6 Unit E, Wellfleet, MA 02667
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  /37

  $2,250,000

  $449K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,441 Sq Ft

  65 Harmes Way, Eastham, MA 02642

  Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky.This stunning 4-bedroom beachfront retreat is summer living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances.With a proven rental history and

  Eva Scott Gibson Sotheby's International Realty

  65 Harmes Way, Eastham, MA 02642
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  /32

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,387 Sq Ft

  3098 State Hwy Rte 6, Wellfleet, MA 02667

  Tucked away at the end of a quiet road, this 4-bedroom, 2-bath Cape offers the perfect blend of privacy, convenience, and Cape Cod living. Set on a generously sized lot just 1.5 miles from Mayo Beach, you'll enjoy easy access to Wellfleet's renowned beaches, restaurants, galleries, and outdoor recreation while returning home to your own peaceful retreat. Inside, the sun-filled open floor plan

  Matt Winterle Serhant

  3098 State Hwy Rte 6, Wellfleet, MA 02667
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  /35

  $549,900

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  20 Fresh Brook Ln Unit A, Wellfleet, MA 02667

  Freestanding condo that lives like a single-family home and offers year-round enjoyment in Wellfleet. This 3-bedroom property features a renovated bathroom, full basement, and generous outdoor space, perfect for all seasons. Bright, sun-filled rooms highlight a spacious living room, eat-in kitchen, and large dining area ideal for entertaining. An upstairs loft offers over 505 additional square

  Natalia Weiner Gibson Sotheby's International Realty

  20 Fresh Brook Ln Unit A, Wellfleet, MA 02667
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  /13

  $319,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  2067 Weatherly Ave, Wellfleet, MA 02667

  Set at the far end of Harborside Village, tucked away on a lovely, private site, you will find this 2 bedroom mobile home offering space and site for year round living in a wonderful Wellfleet location offering quick access to the bay, galleries and restaurants on the pier and easy routes to town center, Mayo Beach and Power's Landing. Harborside Village has 88 sites, and offers cooperative

  The Pechukas Group Kinlin Grover Compass

  2067 Weatherly Ave, Wellfleet, MA 02667
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  /37

  $799,000

  Open Sun 10AM - 11:30AM

  • 3 Beds
  • 4 Baths
  • 2,441 Sq Ft

  111 Spring Brook Rd, Wellfleet, MA 02667

  Tucked away on a quiet Wellfleet cul-de-sac, this 3BR/4BA Cape offers prime access to Marconi Beach, the Cape Cod Rail Trail, and Mass Audubon Wellfleet Bay Wildlife Sanctuary. With 2,441 sq ft, its open layout flows from an updated kitchen into skylit living and dining areas with a pellet stove. Recent major updates include all-new windows and insulated siding, upgraded plumbing, new heating and

  Isi Georgiev Gibson Sotheby's International Realty

  111 Spring Brook Rd, Wellfleet, MA 02667

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