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$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

$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

$415,000
2 Beds 1 Baths 22602797 MLS
Location is Everything! Tucked away in the highly sought-after Chequessett Village community, this rare Wellfleet 3-season ''turn key'' cottage offers water peeks and pure Cape Cod charm. Ideally located just .3 miles from both Powers Landing and Mayo Beach. Easy access to warm bay waters, stunning sunsets, and the relaxed coastal lifestyle that makes Wellfleet so special. Renovated cottage blends classic character with modern comfort, featuring vaulted beamed ceiling, skylight, renovated kitchen with dishwasher, updated bathroom w shower. Storage loft. Thoughtfully designed to maximize comfort and charm. Outside is true highlight of the property -- exclusive patio with private front lawn offering peeks of the bay. Perfect setting for outdoor dining, entertaining, or simply relaxing with a book. Proximity to all that Wellfleet has to offer, including restaurants, galleries, boating, golf, tennis, pickleball, sailing, theater, playgrounds, and the breathtaking beaches and trails of the Cape Cod National Seashore. Condo fees include landscaping, rubbish removal, laundry facilities, and insurance. Well behaved owners' pets permitted. Rare opportunity to own a truly special Cape escap

420 Chequessett Neck Road, Wellfleet

$1,100,000
5 Beds 4 Baths 22602574 MLS
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 cabinetry and center island. Multiple bonus rooms provide flexibility for home offices, artist studios, fitness spaces, workshops, or guest accommodations. The lower level includes an in-law apartment, additional bonus rooms, and a separate laundry area, offering exceptional versatility for extended family, creative pursuits, or multi-generational living. A spacious deck overlooks protected National Seashore land, creating a peaceful natural backdrop. With some thoughtful cosmetic updates, this property presents a rare opportunity in one of Cape Cod's most desirable destinations.

69 Whitetail Lane, Wellfleet

$749,000
2 Beds 1 Baths 22602512 MLS
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 this classic neighborhood. You're just a short, half-mile walk from the quiet, scenic Old Wharf Landing and the tidal rhythms of the nearby Blackfish Creek marshes. When you're ready to explore, you're only moments away from the rolling dunes of Marconi Beach, local nature trails, the bike path, and the vast, protected landscape of the Cape Cod National Seashore. This is an effortless way to get closer to the real Wellfleet.

15 Barker Street, Wellfleet

$879,000
4 Beds 2 Baths 22601974 MLS
Looking for Privacy? Want to get to Duck Pond easily? Well, this might be for you! Pull up into the 2.19 acres to the hilltop home. Enter via deck stairs OR into walkout area. Upper-level entry take's you into the living room with oak floors & coat closet. Living room freshly painted April 2026. To your right is the Kitchen- Dining room with oak floors, also freshly painted in April 2026. Back door to deck, patio & enclosed outdoor shower. Going down the hall to a full bath and 3 bedrooms all with oak floors. Main bedroom with 2 double closets, oak floors & a half bath.Going to the walkout is a newly created room in 2023 with built-ins and French doors. Most of the walkout is unfinished with laundry and plumbing roughed in for a 3rd bath. Take the backroads to Ocean beaches, ponds and the downtown village too via Long Pond Road. This home is ready for YOU.

50 Designers Road, Wellfleet

$4,650,000
6 Beds 4 Baths 22602018 MLS
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.

1035 Chequessett Neck Road, Wellfleet

$1,795,000
4 Beds 4 Baths 22602006 MLS
Nestled in the heart of downtown Wellfleet, this restored four-bedroom home offers charm combined with modern comforts. A second dwelling offers beautiful space for guests, a home office/studio, or possibly your own gallery. Boasting a prime location, the property has peaks of the Harbor from both the first and second levels, creating a serene coastal backdrop. The inviting living spaces provide ample room for entertaining, while the renovated kitchen blends historic character with contemporary functionality. 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.

10 Bank Street, Wellfleet

$749,900
3 Beds 2 Baths 22601907 MLS
Conveniently located on the desirable oceanside of Wellfleet, this solid three-bedroom, two-bath ranch offers easy coastal living on a level, treed corner lot. Built in 1970 and offering approximately 1,060 square feet of living space, the home features a comfortable single-level layout with hardwood floors in the main living areas, a wood stove for cozy evenings, and baseboard heat for year-round comfort. A bright, spacious sunroom addition expands the living area beautifully. Step outside to enjoy multiple decks, perfect for outdoor dining, relaxing, or entertaining. The garage, added after the original construction, provides excellent storage and everyday convenience. Set on an expansive 18,700+/- square foot lot, there is ample room to relax, garden, or explore future possibilities. Enjoy easy access to both fresh water and salt water, take a short walk to nearby ponds or bike to Wellfleet's stunning ocean beaches. Recent upgrades include a newer roof and windows, and the septic system has passed Title 5. Move-in ready and full of potential, this property is ideal as a year-round home, vacation retreat, or investment.

10 Bartlett Road, Wellfleet

$549,900
3 Beds 1 Baths 22601833 MLS
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 feet, ready for your finishing touches. Enjoy the great Wellfleet Village with easy access to all of Cape Cod, along with nearby dining and bike trails. With the big-ticket improvements already complete, this home is ready for your personal vision. Updates include a newer roof, main-level windows, propane heating system and hot water, and a newly installed Innovative/Alternative septic system.

20 Fresh Brook Lane, Wellfleet

$1,200,000
5 Beds 3 Baths 22601798 MLS
Step into a piece of history with this extraordinary Wellfleet property. Rarely does a property with this much opportunity come to the market. Set on a pastoral 1.5 acre parcel and tucked back a generous distance from Route 6, you are enveloped in a peaceful oasis with glimpses of Drummer's Cove. The property offers endless possibilities with the historic main house, a large insulated and heated post and beam barn studio with attached garage and a charming one bedroom cottage. The main house boasts character throughout that can only be found in homes from this time period with the original layout, built-in's and much of the original hardware. The home features four bedrooms and two bathrooms, a sunporch, sunny kitchen with breakfast nook, and a dining room for larger gatherings. The second floor offers additional sleeping areas and plenty of storage. There are spaces to gather together and spaces for quiet retreat. Step outside and be greeted by mature plantings, lovely herb gardens and open spaces to enjoy outdoor living. Across the yard you will find the post and beam barn which offers abundant natural light and the open spaces present opportunities for many uses; home office, art studio, hang out space, future pool house etc. Tucked along the edge of the property is a charming cottage offering a loft bedroom, efficient kitchen, private deck, half bath and outdoor shower. Use for family and friends or additional income and rent either year round or seasonally. This property is a canvas for those who appreciate homes with character and soul. A chance to infuse your own vision into this already captivating gem. Whether you're drawn to the beautiful grounds or enchanted by its timeless allure, this property invites you to become part of its storied legacy.

1551 Us Route 6, Wellfleet

$575,000
22601518 MLS
Rare opportunity to secure 1.76 acres in highly desirable Wellfleet, offering exceptional potential for a high-end coastal retreat or lucrative investment property. This expansive parcel supports construction of up to a 7-bedroom home--ideal for maximizing rental income in one of Cape Cod's most sought-after vacation markets. Perfectly positioned near both Duck Pond and White Crest Beach, the property provides access to the best of Cape living--from peaceful freshwater swimming to iconic Atlantic Ocean beaches.Surrounded by natural beauty and offering exceptional privacy, this location is also moments from the Cape Cod National Seashore and the scenic Cape Cod Rail Trail, enhancing both lifestyle appeal and rental desirability.Just minutes to Wellfleet's vibrant village center, acclaimed dining, galleries, and cultural attractions, this property combines seclusion with convenience--an increasingly rare and valuable combination on the Outer Cape. Don't miss the chance to build a legacy property with strong income potential in a premier coastal destination.

175 Delphi Path, Wellfleet

$1,795,000
4 Beds 4 Baths 22601437 MLS
Major price improvement! Discover a truly unique property tucked away in the heart of Wellfleet that provides versatility. This quality-built home features a gourmet kitchen, four bedrooms, 4 baths, over 4000 sf and an adaptable space perfect for separate living quarters and potential income. Whether used as a multi-generational setup or a seamless single-family home, the interior boasts large yet inviting rooms with three fireplaces and charming nooks. Outdoor living is enhanced by multiple surrounding decks and 1.26 acres. The property also includes a unique ''blank slate'' room ready for a potential indoor pool. Note other idea concepts in the virtually staged photos.For the auto aficionados-find an oversized detached two-car garage and additional garage/s space in the expansive basement. With plenty of room for your boat and beach toys and just in time for summer on Cape Cod a truly versatile home in one of the Cape's most sought-after villages.

85 Pier Road, Wellfleet

$2,950,000
5 Beds 3 Baths 22601246 MLS
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.

135 Newcomb Hollow Road, Wellfleet

$495,000
22601251 MLS
If you've been waiting for the right spot to build on the ocean side of Route 6, this is one worth paying attention to. 60 Perch Pond Way sits on about 1.5 acres of wooded land, gently sloping to the southwest where it opens up to a quiet, picturesque pond. The setting feels tucked away, calm, and naturally private.The lot supports a five-bedroom home, and the positioning of the house site really enhances that sense of seclusion without sacrificing light or openness. A five-bedroom Title V has already been designed, and the well is installed, which takes a big step out of the building process.You also have the added benefit of back road access to everything Wellfleet is known for. Freshwater ponds, ocean beaches, and the trails of the Cape Cod National Seashore are all within easy reach, along with a quick drive into downtown.It's a rare opportunity to build in a setting that feels both private and connected to everything that makes Wellfleet so special.

60 Perch Pond Way, Wellfleet

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