Osterville Classified Ad Listings

2 Sharon Ln. This is not your typical Cape! Filled with natural light from an abundance of windows, glass doors and skylights, this distinctive 3 bedroom, 3 bath home offers an open, flexible floor plan designed for comfortable living and effortless entertaining. The updated kitchen is truly the heart of the home, opening to the spacious fireplaced living room with a beamed cathedral ceiling, s...

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...

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...

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...

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 ...

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 ...

66 Osprey Ln. Charming 3-Bedroom, 2-Bath Home in a Desirable Neighborhood! Welcome to this inviting 3-bedroom, 2-bathroom home, conveniently located in a residential neighborhood with easy access to the highway, shopping, and local amenities. The first floor features a spacious bedroom with easy-care flooring, a full bathroom, and convenient first-floor laundry, offering the comfort and flexibi...

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...

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...

37 Harbor Hill Dr Unit 37. Location, location, location! This 2-bedroom, 2-bath condo offers an excellent opportunity in a convenient Upper Cape location, nestled alongside Brookside Golf Course. The interior offers a blank canvas for your personal style and vision. The full interior basement provides valuable additional space just waiting to be finished for a family room, home office, gym, wor...

72 Hathaway Rd. Discover the charm of Wianno in this beautifully renovated four-bedroom, three-bath home, walking distance to Osterville Village, beaches, and the best of Cape Cod living. With deeded access to Eel River and lovely views overlooking the Wianno golf course, this inviting property offers a rare combination of location, comfort, and lifestyle. Thoughtfully designed for easy one-lev...

119 Whitehall Way. Fantastic curb appeal for this charming quintessential Cape! Located in a lovely well kept neighborhood on a quiet and private partial cul-de-sac street. This 4 bedroom, 3 bath home has been lovingly cared for over decades by the same family. It boasts an updated kitchen with granite counters and large, eat-in island. 1st floor primary suite. 2nd floor large bedroom and bath ...

23 Highview Ave. Welcome to this charming, updated ranch in the desirable Briarwood/John's Pond Association of Mashpee! Cathedral ceilings create a bright, open feel, while the updated kitchen with all new appliances makes this home move-in ready. A finished outbuilding connected by a breezeway adds valuable flexible living space - ideal as a home office, den, gym, hobby room, or guest overflow...

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...

235 Edgewater Dr W. This is a weekly summer rental at $6000 per week. Escape to this perfect waterfront Cape Cod summer rental getaway that has been newly renovated. Enjoy beautiful water views and a private dock with direct access to Vineyard Sound--no bridges required--this home is a boater's paradise. Dock your boat at the deep-water dock and soak in breathtaking sunsets from the west-facing...

25 Oyster Way. Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously lands...

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...

16 2nd Ave Unit 4. LIKE-NEW IN OSTERVILLE'S COVETED WIANNO AREA! Rare opportunity to own a free-standing condo/golf villa offering effortless luxury and low-maintenance Cape Cod living. Built in 2023 and lightly lived in, this beautifully appointed home is moments from Osterville Village, Wianno Golf Club, Dowses Beach, marinas, shops and dining. The light-filled interior features soaring ceili...

172 Irving Ave. Set in the heart of Hyannis Port with commanding views of the harbor and Nantucket Sound, this magnificent shingle-style residence offers Cape Cod living at its finest. Boasting an unrivaled location just a stone's throw from the beach and yacht club, a spacious wraparound porch welcomes you on approach, ideal for entertaining or relaxing amidst gentle sea breezes and a breathta...