Osterville Classified Ad Listings

31 Susan Ruth Rd. In a village along Nantucket Sound, Dennis Port features warm-water beaches that are considered among Cape Cod's most desirable for swimming and windsurfing. If you are looking for a Cape Cod cottage, you found it. Situated a short walk from the waterfront of Haigis Beach. Heated Sunporch with panoramic view of the outdoor space.. Here's what makes it special: Two bedrooms One...

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...

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 ...

27 Island Inn Rd Unit 9C. Welcome to 27 Island Inn, Unit 9C, an inviting Martha's Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-...

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...

19 Morse Ed St # 333. THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street and Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, offic...

53 Bar Neck Rd Unit B. Enjoy your winter overlooking Great Harbor! This beautifully updated 2-bedroom, 1.5- bath apartment welcomes you to Woods Hole. It features modern finishes throughout, an in-unit washer and dryer, and convenient off-street parking. Ideally located close to local science institutions, bike paths, and downtown Woods Hole and Falmouth.. 2 Bedrooms. 2 Bathroom. 1700 ft

51 Spinnaker Ln. Welcome to 51 Spinnaker Lane, where privacy, style and versatility come together in sought-after Pocasset Woods. This isn't just a house-It's the backdrop to your next great chapter! Granite steps, a manicured lawn and seasonal plantings create beautiful curb appeal, while conservation land surrounds you w/ privacy, and miles of trails to explore. Inside, the inviting layout fl...

3 Elizabeth Rd. Location, lifestyle, and convenience come together in this comfortable home, tucked into a quiet, well-established Pocasset neighborhood just a half mile from Hen Cove. Launch a boat or kayak from the public boat ramp, tie up at the dinghy dock, go for a swim, cast a line, or simply head to the water to enjoy a beautiful Cape Cod sunset. Area marinas, restaurants, and the privat...

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...

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...

1276 County Rd. Steeped in history and gracefully restored, this exceptional Cataumet antique farmhouse has been thoughtfully enhanced over the years, blending timeless New England character with the comfort, efficiency, and peace of mind today's homeowners appreciate. Set on 1.57 picturesque acres, the property has benefited from an extensive program of improvements designed to preserve its ar...

15 Tilton Way. This traditionally styled residence offers exceptional quality and craftsmanship in a coveted Edgartown location, situated on a corner lot just blocks from downtown and the harborfront. Thoughtfully designed for both elegant entertaining and relaxed island living, the home features beautifully proportioned interiors that flow seamlessly from one space to the next. The inviting fr...

1 Pebble Path. Welcome to 1 Pebble Path, a spacious Cape-style home located in the desirable Forestdale area of Sandwich. Set on just under half an acre lot, this property offers 5 bedrooms, 2 full baths, and approximately 2,115 sq. ft. The main level features a bright kitchen, dining area, living room with fireplace installed in 2024, family room, first-floor bedroom, and full bath, creating a...

39 Spinnaker Ln. Welcome to sought-after Pocasset Woods, where comfortable one-level living meets a peaceful conservation setting. This well-maintained two-bedroom, two-bath ranch offers 1,392 square feet of inviting living space, featuring hardwood floors, a dedicated formal dining room, and a spacious front-to-back living and family room anchored by a cozy fireplace. The three-season porch pr...

378 Ames Way. Welcome to this charming 2-bedroom half cape set on a beautiful, level.38-acre lot in Centerville. Offering a wonderful combination of comfort, privacy. This inviting home abuts more than 7 acres of conservation land, providing a peaceful surroundings and a sense of space that is hard to find. Filled with natural light this home has a large, updated kitchen offers plenty of room f...

43 Quaker Rd. Freshly Remodeled One-Level Living in the Heart of Hyannis! This 3-bedroom, 2-bath home has been thoughtfully updated inside and out, featuring a brand-new roof, partial siding, select new windows and doors, upgraded electrical, recessed lighting, a remodeled kitchen, updated bathroom, and a brand-new primary bath. Move-in ready and ideally located just minutes from Main Street, H...

47 Winemack St. Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with ...

19 Floodtide Ln. Stunning Bayside Builders "The Villager" a one level much desired open floor plan featuring a Great room with cathedral ceilings, custom built-ins, gas fireplace, spacious dining area with direct access to deck and private serene yard. Gleaming hardwood floors throughout, first floor laundry, 2 car garage, TOWN SEWER. Large primary bedroom ensuite has walk-in closet and cathedr...