Wellfleet Real Estate

Welcome to Wellfleet, Massachusetts – a picturesque gem nestled on Cape Cod’s stunning outer shores. Known for its breathtaking natural beauty, this charming town boasts a unique blend of coastal charm, rich history, and vibrant community spirit. With its pristine beaches, lush landscapes, and charming downtown, Wellfleet is a haven for nature lovers and those seeking a tranquil escape.

Wellfleet is renowned for its stunning beaches, including the famous Marconi Beach and the serene Wellfleet Bay Wildlife Sanctuary. Here, you can enjoy sun-soaked days, explore tidal pools, or take a leisurely stroll along the shore. For those who appreciate the great outdoors, Wellfleet offers an array of hiking and biking trails, perfect for exploring the scenic beauty of the Cape.

The town is also a treasure trove of artistic expression, with a thriving local arts scene that includes galleries, theaters, and music festivals. The Wellfleet Harbor Actors Theater and the annual Wellfleet OysterFest are just a couple of highlights that showcase the town’s cultural vibrancy.

Food enthusiasts will delight in Wellfleet's culinary offerings, particularly its fresh seafood. Known as the “Oyster Capital of Cape Cod,” the town is home to numerous seafood shacks and fine dining establishments where you can savor the freshest catches, including the famed Wellfleet oysters.

With its friendly community, stunning landscapes, and rich cultural offerings, Wellfleet is more than just a destination; it’s a place to call home. Whether you’re considering a seasonal getaway or a permanent residence, Wellfleet invites you to experience the magic of Cape Cod living.

Newest Listings in Wellfleet

$1,100,000

22603574 MLS

A rare Wellfleet investment opportunity offering an operating restaurant and exceptional redevelopment potential. Home to the successful Brekkies restaurant, this landmark property includes the existing restaurant building plus the former function hall/event venue, which was lost to fire in 2023. Architectural plans have been prepared illustrating the potential reconstruction of the event space with residential units above (subject to buyer verification and approvals). Ideally located adjacent to the Copper Swan Inn and just moments from Wellfleet Harbor, downtown shops, galleries, and Cape Cod National Seashore beaches, this property offers endless possibilities for hospitality operators, investors, and developers. A truly unique chance to own and reimagine one of Wellfleet's primary commercial destinations.

70 W Main Street, Wellfleet

$2,799,000

5 Beds ⋅ 5 Baths ⋅ 22603566 MLS

Everything Wellfleet is famous for is right outside your front door, yet here you'll enjoy complete privacy, tucked away amid lush gardens on 1.61 acres.This gorgeous custom-built home is quality construction throughout, with custom built-ins that add both charm and function. It's an ideal fit for a large family or multigenerational living, offering five bedrooms in total: a first-floor primary suite plus two spacious bedrooms upstairs in the main house, complemented by a separate 2-bedroom apartment that can easily function independently or be incorporated into the main living space, perfect for extended family, guests, or rental income potential.The chef's kitchen is a culinary dream, open to the dining and living areas. Step outside to relax on the screened porch or unwind on the patio beside your own tranquil fish pond and waterfall.With Wellfleet's in-town charm at your doorstep and acreage that delivers privacy and room to breathe, this property offers the best of both worlds.

160 Main Street, Wellfleet

$319,000

2 Beds ⋅ 1 Baths ⋅ 22603410 MLS

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 ownership. Fees are $275 a month which includes taxes and shared septic and water. Come explore sprucing up what is here or look at options for something new and elevated.

2067 Weatherly Avenue, Wellfleet

$739,000

3 Beds ⋅ 2 Baths ⋅ 22603310 MLS

WELLFLEET-Warm, inviting, and thoughtfully updated, this home blends timeless Cape Cod character with today's comforts. Recent improvements include beautiful flooring, a paid-for solar energy system with battery backup, efficient heat pump that provides central a/c and heat, and a backup furnace for year-round peace of mind. The walkout lower level offers wonderful finished additional living space, perfect for a family room, home office, or hobbies.Beautifully shielded from the road, the property provides a surprising sense of privacy. Relax on the spacious deck overlooking the woods, rinse off in the outdoor shower after a day at the beach, or enjoy the large partially fenced yard, perfect for pets. Two handcrafted horseshoe crab light fixtures by renowned local artist Steve Swain of the Frying Pan Gallery add a unique touch of Cape Cod charm.Whether you're looking for year-round home, retirement retreat, vacation getaway, or investment property, this home checks all boxes. Cape Cod Rail Trail is just down the road. Explore the nearby fire roads for peaceful walks through the National Seashore! Call today!

90 Village Lane, Wellfleet

$2,200,000

3 Beds ⋅ 3 Baths ⋅ 22603268 MLS

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 that has served as overflow parking and off-season boat storage. The custom-designed and built single-owner home features wide pine-plank floors, knotty pine paneling, wainscoting, custom-handcrafted doors, cabinets, and vanities, and skim-coated plaster walls. Attention to detail and craftsmanship are evident throughout. The first floor features an open-concept layout, with a stately brick fireplace outfitted with a propane gas insert anchoring the main living space. Expansive sliding glass doors capture panoramic views, inviting the outdoors in and connecting the main living areas and the private primary ensuite directly to the bayside decks. Practicality meets thoughtful planning in the kitchen ell, where a transitional hallway provides convenient access to a powder room, pantry closets, a laundry room, and internal entries to the two-car garage and basement. Upstairs consists of two front-to-back bedrooms with a shared generous full bath, offering elevated waterviews. Whether hosting summer guests or enjoying a quiet weekend by the water, the home feels equally suited to entertaining and peaceful retreat. Premium features that enhance the property's utility include an oversized, two-car garage with insulated doors, a spacious walk-in attic, and a full basement accessible from two interior points. Modern essentials like a whole-house Generac generator and an outdoor shower complete the offering. The property is served by a four-bedroom septic system with a recent inspection report available.

300 Paine Hollow Road, Wellfleet

$899,000

4 Beds ⋅ 2 Baths ⋅ 22603196 MLS

Welcome to Twin Oaks, a private and comfortable 4-bedroom, 2-bath Cape-style home nestled on a secluded 1-acre wooded lot. Tucked away at the end of a sand driveway in the peaceful Paine Hollow bayside neighborhood, this property offers the perfect blend of privacy and natural beauty.The waters of Blackfish Creek are just down the road, and the home abuts acres of protected conservation land with scenic walking trails right outside your door. Whether you're looking for a year-round residence or a tranquil retreat, this property offers an exceptional opportunity to enjoy nature at its finest.The home is served by a 5-bedroom septic system, which has passed inspection, offering potential flexibility for future expansion, subject to local regulations.The oil tank needs upgrading and the seller is asking the buyer to take responsibility for a new oil tank at buyers expense and after the closing. The WFD will issue a 6 month waiver for the buyer to accomplish the installation.Don't miss this rare opportunity to own your own private sanctuary in one of the area's most peaceful settings.

50 Amy's Way, Wellfleet

$799,000

4 Beds ⋅ 2 Baths ⋅ 22603185 MLS

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 features hardwood floors, a cozy fireplace, two first-floor bedrooms, and a full bath, offering flexibility for guests or single-level living. Upstairs, you'll find two spacious bedrooms & an additional full bath. Step outside to a private backyard with a deck & outdoor shower--ideal after a beach day. The walkout lower level provides outstanding potential to create more living space, whether you envision a media room, home gym, playroom, or guest suite. An ideal opportunity as a year-round residence, vacation getaway, or investment property in one of Cape Cod's most desirable coastal communites.

3098 State Hwy Rte 6 Highway, Wellfleet

$735,000

3 Beds ⋅ 3 Baths ⋅ 22603040 MLS

Nestled on a generous lot in one of Wellfleet's most beloved quiet, family-friendly neighborhoods, this beautifully updated ranch-style home delivers classic Cape Cod charm -- plus a fully self-contained in-law suite, perfect for multigenerational living or offsetting costs with rental income.The main level features two spacious bedrooms with new carpet, two remodeled full baths, and a stunning updated kitchen with new granite countertops. Brand new flooring, fresh paint throughout, and an oversized living room anchored by a classic brick fireplace give the home a crisp, move-in ready feel. A large yard and outdoor shower complete the Cape experience.Downstairs, the walkout lower level in-law suite offers its own eat-in kitchen, private bedroom, full bath, and separate entrance. A large unfinished basement adds storage and expansion potential.2,550+ sq ft total. Minutes to Wellfleet's beaches, town center, and the best seafood on the Outer Cape.

100 Village Lane, Wellfleet

$989,000

3 Beds ⋅ 3 Baths ⋅ 22602986 MLS

Historic, charming and beautifully renovated this 3-bedroom antique home is thoughtfully updated structurally and cosmetically. Its timeless character has been preserved. Ties to the area's early saltworks and fishing industries, this special property offers a rare blend of historic significance and modern comfort. Filled with natural light, the main house features 2 beds + 2 baths, inviting living spaces and a spacious family room addition that creates an ideal gathering place for family and friends. Original charm is complemented by tasteful renovations; so warm and functional! Attached annex provides exceptional flexibility; soaring ceilings, living room w wood stove, sleeping loft, additional bedroom and a full bath. Perfect for guests, extended family, a home office, or creative retreat. Beautifully landscaped grounds create a private and picturesque setting. A detached two-car garage is topped by an unfinished studio space, offering endless possibilities for artists, hobbyists, remote work, or extra storage. Rich in history, character, and versatility. Unique Wellfleet property offers a rare opportunity to own a distinctive home to live, work, create and entertain.

45 Old Paine Hollow Road, Wellfleet

$499,900

22602868 MLS

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 Wellfleet's unique character, making it an ideal location for entrepreneurs, investors, and developers. Potential uses may include retail, professional offices, restaurants, galleries, artisan studios, hospitality-related ventures, and mixed-use concepts, subject to local approvals. Conveniently located near Route 6, downtown Wellfleet, the Cape Cod National Seashore, and some of the Cape's most popular beaches and attractions, the property benefits from strong seasonal tourism and year-round visibility. Opportunities within Wellfleet's Commercial 2 District are limited, call today!

531 Old Kings Highway, Wellfleet

$1,195,000

4 Beds ⋅ 3 Baths ⋅ 22602807 MLS

Special offering - Check out the 3D Video Tour! - Easy-to-own, newly constructed, in-town home tucked off of Main Street and just a stone's throw from the center of town. This thoughtfully designed, light-filled home features a spacious kitchen with granite countertops and an island seating area, opening onto a private stone patio, perfect for outdoor entertaining. The first floor consists of two bedrooms, including one with an en-suite half bath, a cozy living area or dining area with a propane gas fireplace, and a full bath with laundry. Upstairs, there is a cathedral ceiling with two additional bedrooms, a full bath, and a family room. Other notable features are parking for four cars, shed storage, and an outside shower. This property is ideal for a rental property, a personal vacation getaway, or a year-round home. The property is available for your immediate enjoyment this summer!

15 Squires Pond Lane, Wellfleet

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 22602799 MLS

Beautifully tucked away on a quiet, sand road on the western side of Ocean View Drive, you will find this long held family home which has been beautifully expanded and maintained since its original form in 1950. Designed first by mid century modern architect Paul Mitarachi, the stunning, original, 2 bedroom structure offers double height ceilings in the living room and a magical second level which invites the outside in and highlights the surrounding peace and privacy of the seashore woods. From here a light and bright, renovated kitchen connects this area to a spacious primary suite and generous screened-in porch ensuring easeful, modern living in an incomparable location. Set on 3.11 acres of land surrounded by Cape Cod National Seashore, here footpaths lead through the woods to hidden treasure Spectacle pond and the ocean can be heard from the moment you arrive. With access to ocean beaches, the north Wellfleet kettle ponds and even a quiet route to town center down Long Pond Road, this newly offered home combines mid century architecture with modern upgrades, expansion and renovation creating a comfortable, striking and warm place for all seasons. Come explore.

1125 Ocean View Drive, Wellfleet

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