Oak Bluffs Classified Ad Listings

179 Pineleigh Path. Overlooking the golf course within the coveted gated community of Oyster Harbors, this exceptional residence combines timeless design with modern comforts in a beautifully crafted coastal setting. The home is defined by generous proportions, abundant natural light, and refined architectural detail throughout. The kitchen is tailored for both everyday living and entertaining,...

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

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...

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...

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...

20 South St. Nestled on highly coveted lower South Street in the heart of Marion Village, this 2700 sq ft 5-bedroom, 4-bathroom antique home offers a spacious layout with ample room for family and guests. Stepping inside, you are greeted by the feel of a summer house from days gone by, while at the same time, it offers the warmth and systems required to make this a charming, year-round home. Fe...

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...

52 County Rd Unit 3. Condo living at it's best - first floor primary bedroom, nice landscaped corner lot, close walk to the water, local restaurants/shops, while conveniently located near the highway. The first floor has a primary master bedroom and en suite bathroom, bright and open floor concept, half bath and plenty of closets for storage. The second floor includes a loft area perfect for a ...

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...

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...

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...

68 Gold Leaf Ln Unit 68. "Wow!!" is all I can say, and so will you, when you see this stunning end unit at wonderful Windchime! This is possibly the nicest unit that's come on the market for a long time. The location within Windchime is the best, adjacent to the greenery and trails of town conservation land. But that's just the beginning. The light from the windows everywhere, including high tr...

2 Mainsail Cir. Offering the ideal combination of space, privacy and natural light, this Nantucket-style condo is designed for comfortable Cape Cod living. Beautiful wood floors flow throughout the main living areas of this versatile floor plan. The Nantucket offers two spacious bedroom suites, with one conveniently located on each level--ideal for privacy and flexibility. On the second level, ...

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...

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 ...

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...

70 Acre Hill Rd. Private park-like grounds with diverse trees, shrubs, and perennial beds is the setting for this lovely 3 br/2ba home offering easy access to Barnstable Village, its nearby harbor, Millway Beach, and the many restaurants, shops, etc. that the local Village and nearby Hyannis have to offer. This delightful home was renovated and expanded ~2004 and has been beautifully maintained...

7 Osprey Ct. New construction in New Seabury Resort offering over 3,000 sq ft of living space on a private 1/3-acre lot. This 4-bedroom, 3.5-bath Seahawk Model home features a first-floor primary suite with expansive bath, walk-in closet, plus three second-floor guest bedrooms. Beautifully appointed kitchen with upgraded cabinetry, kitchen island, quartz countertops, and upgraded appliances. In...

15 Twenty First St N. Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island's best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken liv...

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...