Oak Bluffs Classified Ad Listings

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...

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,...

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, ...

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...

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...

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 ...

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...

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...

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...

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...

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

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...

487 Lamberts Cove Rd. This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha's Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth's Pond. Designed for easy enjoyment, the home offers a warm and welcoming kitchen filled with sunshine, a spacious living r...

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...

31 Jasons Ln. Beautifully renovated and thoughtfully designed by an Osterville builder, this custom ranch offers the ease of one-level living with the elevated finishes of a designer home including 3 beds with a large master suite and 3 full baths each one has its own unique design. The light-filled interior features a cathedral shiplap ceiling, Phillip Jeffries wallcoverings, extensive marble,...

14 Trapps Pond Rd. Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming ...

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...

Really well kept 2015 Sailfish 320WAC! G&S Maintained Since New!!! Pride of Ownership is apparent in this one. Boat is turn-key and ready for new adventures. Enormous 'Dance Floor' Open Cockpit. Spacious Cabin w/Enclosed Head & Shower, Galley, Mid-Birth, TV and More! Large and Comfortable Enclosed Helm w/Wrap-Around Glass and Wipers, Passenger Lounge, Bolstered Helm Seat, ShorePower, AC, Garmin...

27 7th St N. 27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers a...

50 Rivers Edge Rd. A contemporary masterpiece of industrial elegance, this custom-built residence envelops you in warmth, sophistication, and effortless comfort. A true Architectural Gem on the Child's River, it offers direct water access to Waquoit Bay and a coveted lifestyle within the exclusive River's Edge Association. Designed for refined living, the flowing open floor plan blends striking...