Osterville Classified Ad Listings

25 Centerville Ave. NINE month rental only. This lovely beach home offers 2 bedrooms and will sleep 6 people. There is 1 queen bed, 2 twin beds and a sofa bed. Short walk to the beach (.3 mile). Comes with window a/c units and the use of a washer/dryer. Large backyard to grill, relax, play yard games, etc. Approximately 2 miles to Hyannis Center and ferries to Nantucket and 1 mile to Kennedy Co...

37 Circuit Ave Unit 5. In-Town Oak Bluffs Condo with Panoramic Water Views Experience the best of island living in this charming in-town Oak Bluffs condo, offering just under 800 square feet of comfortable and versatile living space. The condo features one generously sized bedroom plus a separate sleep nook, offering flexibility for guests, a home office, or additional sleeping accommodations. ...

4428 Main St. A true storybook property where centuries of history and timeless charm meet thoughtful updates for today's lifestyle. Welcome to the Captain John Gorham home! Originally built in 1660, this remarkable 3,424-sq-ft Colonial has been thoughtfully renovated over the years. The custom kitchen features soapstone counters, SS appliances, a gas range, and breakfast nook overlooking the g...

477 Teaticket Hwy. If you've been looking for a project with real potential, 477 Teaticket Hwy is ready for your vision. This East Falmouth home needs work, but the location and future infrastructure upgrades make it a standout opportunity. The town is in the process of connecting the property to town sewer with approval for up to 4 bedrooms, giving you room to dream big. Right now, the home is...

48 Tyler Dr. Welcome to 48 Tyler Drive! Newly built and back on the market with a $50,000+ price reduction. This beautiful 2,788 sq. ft. home offers exceptional space, thoughtful design, and custom finishes throughout. Featuring 4 bedrooms, 3 1/2 baths, first-floor laundry, and a 2-car heated garage, there is plenty of room for comfortable living and entertaining. The spacious first-floor prima...

4631 Falmouth Rd. A rare opportunity to own two residentially zoned parcels totaling 2.28 acres in desirable Cotuit. This property includes a 4,443 sq. ft. historic building from the 1700s with a special permit to operate as a restaurant. It offers flexible potential-continue as a commercial establishment or explore residential development on the second lot. The well-designed interior features ...

528 Main St. Expanded cottage with in-law suite, garage, and detached studio. On the way to West Chop, it is equidistant to Downtown Vineyard Haven, the flagpole at West Chop, Mink Meadows Golf Club, and Vineyard Haven Yacht Club. This 4 bedroom, 4 bathroom property offers a flexible floor plan, including a private inlaw wing complete with its own entrance, kitchen, living room, full bathroom, ...

579 E Falmouth Hwy. Cape Cod living starts here! Just minutes from beaches, boating, waterfront dining, and all that Falmouth has to offer, this move-in ready ranch sits on a private, tree-lined corner lot designed for enjoying every season. The spacious fenced backyard features a patio, outdoor shower, storage shed, and plenty of room to relax or entertain after a day at the beach. Inside, you...

31 Beacon Avenue. Single Family Home for sale in Oak Bluffs, MA for $895,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,092 square foot home was built in 1982 on a lot size of 0.11.. Nestled along a quiet lane, 31 Beacon Avenue is a delightful saltbox-style home offering three bedrooms and one and a half baths. The bright, open floor plan offers a warm and welcoming feel, with conveni...

26 Wheeler Rd. There are few settings on Cape Cod quite like this-and even fewer homes built with this level of thought, scale, and finish. Tucked privately along Ashumet Pond on 1.40 acres, this nearly 8,000-square-foot waterfront estate was clearly designed for an end user, with exceptional attention paid not only to aesthetics, but to how the home lives day to day. Seven fireplaces, soaring ...

98 Shellback Way Unit O. Enjoy effortless single-level living with this prime end-unit townhouse in the sought-after Deer Crossing Condo Complex. Tailor-made for a relaxed, low-maintenance lifestyle, this pristine home features central AC and a private deck ideal for peaceful morning coffee. The main floor is designed for accessibility and comfort, highlighting a desirable first-floor primary b...

14 Bramble Bush Drive. Single Family Home for sale in Forestdale, MA for $639,900 with 3 bedrooms and 3 full baths. This 1,288 square foot home was built in 1975 on a lot size of 0.46.. Welcome to 14 Bramble Bush Drive, a beautifully updated 4-bedroom, 3-bath raised ranch offering approximately 1,900 square feet of comfortable living space. Set on nearly half an acre along a quiet Forestdale st...

26 Flint Hill Rd. Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two side...

71 Tide Run. Stunning, Tranquil, Exceptional! Don't miss this once in a lifetime opportunity to own one of the only remaining seaside lots in New Seabury! Your dream awaits to transform this blank canvas into your unique waterfront wonder. This location which is outside the flood zone, will provide beautiful views overlooking Jehu Pond and presents an exceptional opportunity to create a custom ...

402 Prince Hinckley Rd. Welcome to one of Centerville's most popular neighborhoods just minutes to Routes 28 and 6 as well as shopping, restaurants and beaches in Centerville and Osterville. This ranch currently has two ample bedrooms but the septic system is designed for three - giving the new owner an option of a possible third bedroom (with town approval) in place of the formal living room. ...

27 Floodtide Ln. Welcome to 27 Floodtide Ln. in Cobblestone Landing, privately tucked into a cul-de-sac, surrounded by mature plantings that create a peaceful sense of retreat. Thoughtful design, natural light and easy 1st floor living come together in this beautifully cared-for home. Step inside to an open, light-filled living space with cathedral ceilings and gleaming hardwood floors. A gas f...

174 Upper County Rd Unit 1-7. Meticulously maintained 1-bedroom, 1-bath condominium in Salt Works Village, ideally located in Dennis Port near Cape Cod beaches, restaurants, shopping, Swan Pond, and local attractions. Bright and welcoming, this move-in ready home offers an excellent opportunity for year-round living, a seasonal getaway, or an investment property. The seller is flexible and can ...

67 Lakefield Rd. Welcome home to this classic Cape Cod residence full of warmth and charm! This inviting home offers comfortable one-floor living and ample flexible space in the finished basement. Step inside to a welcoming entry room adjacent to the bright, sun-filled vaulted family room complete with dual skylights and a ceiling fan. The newly updated eat-in kitchen offers ample cabinet stora...

66 Tern Ln. Awaken to the gentle shimmer of Lake Wequaquet, one of Cape Cod's largest lakes-perfect for an early morning swim or casting a line in the quiet calm.From the moment you arrive, this classic Cape home captures your heart. Its sweeping stone porch feels at one with the natural landscape, offering a timeless welcome. Inside, the soft glow of mahogany floors is complemented by detailed...

32 Edgartown-West Tisbury Rd. A Rare Offering in West Tisbury - Over 19 Acres of Opportunity with approvals in place for a six lot subdivision. An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally si...