Zip codes 02557 listings for sale


$13,200,000 - Oak Bluffs, MA

150 East Chop Drive Oak Bluffs, MA - Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves.
2017 | 8 | 8 | 8,170 sqft.
$10,500,000 - Oak Bluffs, MA

47 E Chop Drive Oak Bluffs, MA - East Chop waterfront - Enjoy the ultimate in waterfront living experiences at this coveted East Chop location, with its spectacular waterviews and easy access to beach, tennis, dock/slips, and a wide range of harbor amenities. It offers a variety of multi-functional uses including -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion, 2.) Use it as its currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 3.) Or convert to condominiums, paperwork has been completed but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 7-BR main house plus 1-BR guest cottage, includes a 106 ft dock with water/electric for 8 slips and a 40' T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, all new heating/AC mini-splits, and new exterior security cameras.
1952 | 8 | 6 | 3,888 sqft.
$10,500,000 - Oak Bluffs, MA

47 East Chop Drive Oak Bluffs, MA - East Chop waterfront – Enjoy the ultimate in waterfront living experiences at this coveted East Chop location, with its spectacular waterviews and easy access to beach, tennis, dock/slips, and a wide range of harbor amenities. It offers a variety of multi-functional uses including -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion, 2.) Use it as its currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 3.) Or convert to condominiums, paperwork has been completed but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 7-bedroom property includes a 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, all new heating/AC mini-splits, new exterior security cameras and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Furniture included depending on price. Private outdoor shower with dressing area. On town sewer.
1952 | 7 | 6 | 0 sqft.
$5,100,000 - Oak Bluffs, MA

7 Overview Lane Oak Bluffs, MA - A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive access to the association's private dock on Sengekontacket Pond, ideal for kayaking, paddleboarding, and more. This offering also includes a highly coveted stockholder membership to Farm Neck Golf Club, making it a truly unique and valuable investment.
? | 0 | 0 | 0 sqft.
$4,500,000 - Oak Bluffs, MA

267 Barnes Road Oak Bluffs, MA - Enjoy waterfront living at its best with 163' of Lagoon frontage, including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water ~ boating, swimming, kayaking, clamming, and more. Savor the views from almost every room of the house, designed to accommodate family and friends with ease, and comfortable living. It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away off Barnes Road in a remote locale, close to many Island favorites. The main level, with high ceilings and large windows, enjoys natural light and provides spectacular water views from all angles. A wood-burning fireplace and wet bar set the tone of the living room, and a more formal sitting area is focused on the views. There is a half bath, a dining room, and a large eat-in kitchen with access to the patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon. The primary suite has a wood-burning fireplace, walk-in closet, and a generous en suite bath with direct access to a private deck overlooking the Lagoon. There are two additional spacious en suite bedrooms on this floor which also enjoy fabulous views. If you are looking for a quiet retreat, a second covered porch at the front of the house is the place for you. Have fun transforming this 2,000-square-foot walk-out basement with a full bath to fit your needs. Being sold furnished, this is the ultimate Vineyard Experience. First Floor: The welcoming, sun-filled foyer captures the essence of this home. From the moment you walk in, you are captivated by the remarkable ceiling height and dramatic views of the Lagoon. The living room, adjoining sitting room, and dining room create the perfect space for entertainment. The eat-in kitchen is on the right, with access to the patio. If you are looking for a quiet space, the left wing offers a full bath and two rooms for either an office, den, or overflow. Second Floor: The primary suite with a wood-burning fireplace, walk-in closet, and large bath occupies the entire left side of this floor. Enjoy the amazing views with access to the upper deck. Two large ensuite bedrooms, also with delightful views and access to the deck, are located on the right side. Basement: New flooring and interior painting were recently completed, offering many options for this space. A full bathroom and laundry are on this floor.
2000 | 3 | 6 | 4,046 sqft.
$4,400,000 - Oak Bluffs, MA

0 Eastville Avenue Oak Bluffs, MA - EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. THESE LOTS ARE ALREADY SUBDIVIDED. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic permits in place for two lots. Lot #1 - 147.2 (45,782sq.ft.) Permit in place for an APPROVED 6 Bedroom Septic System; Lot #2 - 147.3 - (31,320sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #3 - 147.4 - (34,824sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #4 - (52,451sq.ft.) 6 Bedroom Septic System Designed, NOT YET submitted; Lot #5 - (45,074sq.ft.) - Permit in place, APPROVED for a 4 Bedroom Septic System. Lot # 5 - May have access directly from Wapello Street. Ten (10) Bedrooms have been approved. Applications for an additional Twelve (12) Bedrooms are in process. Lot#2 - Application for 6 bedrooms. Lot#3 - Application for 6 Bedrooms. Lot #4 is undetermined at this point. Access may be allowed via Sunset Road or Eastville Avenue. Water is available via Sunset Road, at the property. Electricity is on site. Buyer is responsible for verifying any and all information on this property.
? | 0 | 0 | 0 sqft.
$3,500,000 - Oak Bluffs, MA

34 Massasoit Avenue Oak Bluffs, MA - In the heart of Oak Bluffs business district on Circuit Ave. the last undeveloped commercial property in downtown Oak Bluffs. Located on the corner of Circuit Ave and Massasoit ave at the start of Hartford Park. right on the ''Main Drag''short distance to town, shops, restaurants, beaches, and ferries. and just a few blocks from the Inkwell and other beaches.. Included in the sale is an existing Victorian home with 6 bedrooms, and 3.5 bathrooms. With a large warp around porch the spacious home has a lot to offer. Property is B1 Zoned with many options to explore and has been previously approved for several different situations from housing to store fronts. Come take a look at all this property has to offer.
1900 | 0 | 0 | 1,616 sqft.
$3,250,000 - Oak Bluffs, MA

63 Bayes Hill Rd Road Oak Bluffs, MA - Picture yourself in this beautifully designed custom home offering the ultimate in privacy. The first floor has an open floor plan which includes the dining room, kitchen, wet bar, and living space. Bypass siding doors separate the living space from the dining and kitchen. Experience the ultimate in culinary luxury with a gourmet kitchen featuring custom cabinets, high end appliances, and ample counter space with beautiful granite counter tops. The primary bedroom is located on the 1st floor away from the kitchen and living area. Surround yourself with 15 foot ceilings and lovely built in bookshelves, and a mid 1800's style rolling ladder to reach the top shelves. The primary bedroom also features a private bath, large walk in closet and attached office space which has access to the back deck. The 2nd floor has 3 bedrooms, two full bathrooms and an extra room for your office or entertainment area. The finished basement has a full bath, and mudroom with access to the garage and dedicated storage. This area also has potential for a game room as well as a gym space.
1988 | 4 | 4 | 5,165 sqft.
$3,100,000 - Oak Bluffs, MA

23 Circuit Ave Extension Oak Bluffs, MA - Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound-a setting that captures the very best of island living. From your front yard, watch ferries come and go, boats drift through the harbor, and enjoy the stunning backdrop of open water stretching toward Vineyard Sound. This is a property that puts you right in the middle of everything, while still offering the charm and character of a classic island home. Zoned B-2 Commercial, the opportunities are truly endless. Continue the legacy of a successful tourist-oriented business like the longtime Anderson Bike Rentals, create a new commercial venture, or reimagine the property as your personal dream home. Whether you renovate the existing structure or build from the ground up, you'll benefit from one of the most visible and vibrant locations in Oak Bluffs. Walk to everything-ferries, beaches, the marina, restaurants, movies, shopping, Ocean Park concerts, the OB fishing pier, and the beloved Oak Bluffs Fireworks. This is a must-see, legacy property with rare potential in a location that can't be beat. Very easy to show. Pre-approval or proof of funds required with all offers.
1953 | 3 | 1 | 1 sqft.
$2,999,000 - Oak Bluffs, MA

34 Massasoit Avenue Oak Bluffs, MA - This is the last B1 undeveloped commercial property on Circuit Avenue's main strip. Previous development plans included mixed use with commercial store front and condos above. Located on the corner of Circuit Ave and Massasoit this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms, perfect for a weekly rental or employee housing. Right in the heart of Oak Bluffs walk to shops, restaurants, beaches, and ferries. Come take a look at all this property has to offer.
1900 | 6 | 2 | 1,666 sqft.