Oak Bluffs Classified Ad Listings

2 Old Farms Trl. Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown's most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of ...

39 Ryder Ln. Ideally situated in Marion Village, moments from the harbor, beaches, and Tabor Academy, this beautifully updated residence offers more than 4,345 square feet of refined coastal living on a spacious, professionally landscaped lot. Timeless character and thoughtful improvements create an inviting home for elegant entertaining, multigenerational living, and relaxed everyday enjoyment...

775 Shore Rd. Set high on a private.65-acre lot overlooking the Pocasset River, this distinctive home beautifully blends classic character with modern comfort. Thoughtfully updated and meticulously maintained, it features wide pine and fir floors, architectural details, double-pane windows, and an exceptional setting just minutes from beaches and boating. The custom eat-in kitchen offers a maho...

265 Wings Neck Rd. Set in the sought-after Wings Neck peninsula, this one-level ranch offers a rare blend of privacy, coastal charm, and boating lifestyle. Sited on over an acre, this 3BR, 2BA home is ideal for those who value effortless living and time on or near the water. Enjoy access to neighborhood docks through the coveted Winnepoc Association--perfect for boating enthusiasts. Inside, woo...

32 Washington Avenue Ext. Leave the car at home and enjoy the best of Hyannis! Tucked along a quiet side street near Main Street's restaurants and shops, Cape Cod Hospital, and the harbor ferries, this bright, renovated home puts everyday conveniences and Cape adventures within easy reach.Inside, hardwood floors, an open living and dining area, and a wood-burning fireplace create a warm, welcom...

40 Sweet William Wt Way # 155. THIS PROPERTY IS A WEEKLY RENTAL PROPERTY! This stunning home is situated right in the heart of West Tisbury, yet set back enough for a completely private feel. On a property that encompasses 10 acres with your own private pond, you will feel the stress melt away as soon as you get to this luxury vacation home. Keys to private Quansoo Beach Association come with t...

Meet Chance %BD%9D%A4 %BD %BD%8F After five wonderful years together, I'm sadly looking for a loving forever home for Chance due to housing issues. This is an incredibly difficult decision, and I want nothing more than to find him a family who will love him as much as I do. Chance is approximately 5 years old, neutered, house-trained, and great with children, adults, and strangers. He's affecti...

Introducing an exceptional 2021 14' 4" Whaly 435R Runabout Utility Boat, perfect as a center console craft or yacht tender. Featuring a striking Forest Green hull and powered by a Mercury 40 HP Four Stroke EFI engine with only 98 hours of use, this boat is impressively stable, robust, and fast! Equipped with more features than many 30-foot vessels, it includes a Garmin GPS/Plotter/Sonar, a JL A...

40 Shellback Way Unit F. Move right in to this beautifully maintained and spacious 2-bedroom townhouse in the highly sought-after Deer Crossing complex! Boasting newer flooring and tasteful paint throughout, this home offers a perfect blend of comfort and style. Enjoy all the most coveted amenities, including a brand new HVAC system, a cozy gas fireplace, and a private patio ideal for outdoor r...

71 Homeport Dr. There is something truly special about this home from the moment you arrive. Set in a quiet, private West Hyena's location directly across from protected conservation and watershed land, 71 Homeport offers a rare blend of charm, character, and tranquility. Inside, you'll love the open, spacious layout-flooded with natural light and designed for effortless living. Whether you are...

32 Josiah Path. Anticipated for completion in 2027, this newly constructed single-family residence offers a rare opportunity to customize your dream Cape Cod coastal retreat. Spanning 2,255 square feet of thoughtfully designed living space, this semi-custom home allows you to select the final finishes and truly make it your own. The intuitive floor plan features 3 spacious bedrooms, including a...

131 State Rd. Magical waterfront Quitsa pond cottage with private dock will change your life living on the water. Every day is special when you have an intimate relationship with Quitsa Pond. Calm, safe and breathtaking, adventure is out the doorstep and the sunsets.... Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed...

35 Bayshore Dr. Discover the perfect blend of coastal charm and comfort in this beautiful 4 bedroom, 3.5 bath home overlooking the marsh. Enjoy peaceful views and access to an association dock, ideal for boating, kayaking or paddleboarding or simply embrace the Cape Cod lifestyle. The thoughtfully renovated kitchen features stylish finishes and flows seamlessly into the sun filled spaces- inclu...

4 Jacobs Neck Rd. Great Potential with Pond and Beach Access ~ Set on ten private wooded acres in the Boldwater community, this unique property combines privacy, flexibility, and exceptional potential. It includes a beautifully appointed guest house ready to enjoy, plus an approximately 5,400 sq. ft. structure offering the opportunity to create a custom main residence with a swimming pool. Owne...

225 Lamberts Cove Rd. This year-round home, situated less than half a mile from Lambert's Cove Beach, boasts fine craftsmanship and character in a peaceful, wooded environment. Inside, the open living room features wide plank floors, cathedral ceilings with beams, and a central brick fireplace that connects seamlessly to the updated kitchen.. 3 Bedrooms. 2.5 Bathroom. 1588 ft

126 Grey Hawk Dr Unit 697. Welcome to 126 Grey Hawk Drive in the coveted 55+ Southport Community. This beautifully appointed 'Orleans' style end unit offers easy one floor living. The designer kitchen gleams w/ SS appliances, granite counters and breakfast bar adjacent to a lovely dining area. Crown molding and wood flooring continue into the gracious living room w/ built in bookcases surroundi...

19 Spring St. Welcome to 19 Spring st, a charming, recently renovated single-family home offering comfort, privacy, and unbeatable Hyannis location. These 2 bedrooms, 1 full bath home sits on a quiet private end, with no through traffic, close to everything Hyannis has to offer, ideal as a year-round residence, second home, downsizer, or smart investment property in the heart of Cape. single-fa...

174 Lowell Rd Unit 17. Welcome to Quashnet Valley East. Discover the perfect blend of comfort, charm and convenience in this spacious 2-bedroom townhome, beautifully situated within the desirable Quashnet Valley East community. Surrounded by meticulously maintained grounds and mature landscaping, onsite property management adds to the ease of townhouse living. Minutes from Mashpee Commons. Welc...

210 Seapit Rd. Spacious one bedroom, one bath 2nd floor apartment with balcony off the livingroom that over looks Seapit/Waquoit Bay inlet. All utilities included EVEN Wifi and Steam TV. The apartment has it's own washer and dryer and 1 car garage for parking and storage.. 1 Bedroom. 1 Bathroom. 500 ft

19 Moniz Way. Cozy Winter Getaway in Falmouth Escape to Cape Cod this winter and enjoy a spacious 4-bedroom, 2-bathroom home designed for families and friends looking for comfort, relaxation, and plenty of space to enjoy time together. The home features a fully stocked kitchen, cozy living and dining areas, and comfortable sleeping arrangements. Dogs are welcome, so your furry family members ca...