Oak Bluffs Classified Ad Listings

5 Tucker Ln. Welcome to 5 Tucker Lane, a thoughtfully custom-designed 4BR/3.5BA home offering 3,225 sqft of refined living space on 8 acres. Set far back from the road in a peaceful cul-de-sac, this home balances classic and modern elements to complement Marion's historic charm. Every detail has been thoughtfully crafted by the builder and their inhouse designer. Intentional warm tones, layered...

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...

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...

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, ...

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...

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...

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...

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...

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 ...

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...

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

Introducing the 1997 Viking 47 Convertible "Alibi" the epitome of luxury in mid-size sportfishing. Built on Viking's renowned modified-V hull, Alibi promises a smooth ride and exceptional stability, making her perfect for both serious fishing tournaments and leisurely coastal voyages. Equipped with twin 800 HP MAN D2848LE403 diesel engines, she boasts impressive cruising speeds and reliable per...

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...

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-...

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...

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 ...

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...

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 ...

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 ...