Zip codes 02557 listings for sale


$2,999,000 - Oak Bluffs, MA

34 Massasoit Avenue Oak Bluffs, MA - Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos above. Located on the corner of Circuit Ave and Massasoit Ave. this property has 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 from Employee housing to a bed and breakfast. The commercial zoned land has been approved for several different situations from housing to store fronts. Easy to show.
1900 | 6 | 4 | 0 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.
$2,748,000 - Oak Bluffs, MA

111 Eastville Avenue Oak Bluffs, MA - Not to be missed!! Steps to the beach- Minutes to downtown Oak Bluffs and Vineyard Haven. This is a perfect location. FULLY FURNISHED, TURNKEY, with an impressive rental history. Situated on an oversized lot that is two parcels away from the beach. This home offers six bedrooms and four bathrooms. You can own a one of a kind 180 degree Panoramic water view of Vineyard Haven harbor with breathtaking sunsets from the rooftop entertainment area. Host epic cocktail parties while watching Steamship ferries and sailboats glide by. Originally built by Shaw Norris (whaling captain) in 1859, this Greek Revival home has a very interesting history This house has been thoroughly renovated with new roof, new siding, new trim and all mechanical systems replaced. Imagine the convenience of TWO first floor ensuites. One has original architectural features including an original hearth, while the other has an exclusive entrance with access to a very private patio porch. The first floor has an intelligent open floor plan that is perfect for entertaining as well as a gourmet kitchen that opens to a very intimate outdoor dining area. A second-floor lounge opens onto a spacious upper recreation area. The privacy of this idyllic setting is ensured as two sides of the property are surrounded by landbank property. This property is perfect as an investment or as a generational family treasure. Broker has an owner's interest in the property.
1859 | 6 | 4 | 0 sqft.
$2,500,000 - Oak Bluffs, MA

10 Wood Duck Way Oak Bluffs, MA - Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy's freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large windows throughout, offering an abundance of natural light. The first-floor primary has an ensuite bath, a walk-in closet with generous shelving, and direct access to the deck. Upstairs is the second bedroom with ensuite bath and walk in closet. Extra storage is found in the attic space. The versatile loft space overlooks the living room and is a perfect spot for a home office, play area, or reading nook. The lower level includes two guest bedrooms, full bathroom, laundry room, additional storage and second refrigerator, as well as a family room that opens to the stone patio and outdoor shower. The exceptional views and grounds serve as an oasis of privacy, complete with well-maintained flower beds and lush plantings. Association members have access to the dock and clubhouse.
1980 | 4 | 4 | 1 sqft.
$2,495,000 - Oak Bluffs, MA

16 Atlantic Avenue Oak Bluffs, MA - East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most importantly, the modern comforts today's lifestyle demands. Set on a generous, level parcel, with an existing seven-bedroom septic system-providing ample opportunity for future expansion and customization. Located in the heart of East Chop, a cherished community known for its neighborly spirit, you're just minutes from the harbor and vibrant downtown Oak Bluffs. A true island compound-rooted in tradition, yet ready for what comes next.
1890 | 4 | 2 | 2,577 sqft.
$2,445,000 - Oak Bluffs, MA

4 High Meadow Lane Oak Bluffs, MA - Classic Post & Beam set in Meadow View Farms This bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf range, and wine cooler. There is a casual dining area off the kitchen and a formal dining room. The spacious first floor primary bedroom has a large walk-in closet, soaking tub, and bay window looking to the backyard. The other bedroom is currently being used as a TV room. The second level has two sizeable ensuite bedrooms with ample closet space and skylights. Highlights of the home include radiant heat, hardwood floors, firepit, large yard and room for expansion. More opportunity is found in the partially finished lower level. A future office, media room, or workout area awaits. The two car garage is large and has additional space above offering options for additional living space. Meadow View Farms is quiet and private with walking trails and association tennis.
2006 | 4 | 4 | 2,810 sqft.
$2,375,000 - Oak Bluffs, MA

30 Sengekontacket Road Oak Bluffs, MA - Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main level features a living area with a wood-burning fireplace, a spacious kitchen, and a screened-in porch with cathedral ceilings, perfect for dining while enjoying the beautiful views. The primary suite is situated on the second floor and boasts French doors that open to a small deck, allowing you to take in the expansive scenery. The lower level includes three bedrooms, each with French doors leading to a lower deck, and they share a full bathroom. The Sengekontacket Association, established in 1971, encompasses 93 acres and provides a variety of amenities including tennis and pickleball courts, an Association Clubhouse situated on Wiggy's Pond, and a boat ramp with kayak storage on Sengekontacket Pond. Homeowners can consult the Harbor Master for a mooring in Major's Cove, where the Association dock is located. Fully renovated in 2007, this property is ready for you to enjoy!
1978 | 4 | 3 | 2,262 sqft.
$2,285,000 - Oak Bluffs, MA

4 Dempster Park Oak Bluffs, MA - East Chop -- This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. The 1st floor includes large living room with dining area and Rumford wood burning fireplace that opens out to a front porch and deck running the length of the house and which wraps around to the rear patio. Completing the 1st floor is a kitchen and bedroom with half bath. 2nd floor includes three additional bedrooms, one ensuite plus another full bathroom. The second floor also has plumbing, electrical and venting in large hall closet for another washer and dryer. In addition, the second floor has additional storage that runs the length of the front of the house that is accessible from the two front bedrooms. Unfinished basement includes two large storage areas, washer/dryer and a large additional room that could be a family room or studio/workshop. Property includes spacious rear patio, outdoor shower, and parking for several cars on the front of the property. Yard is been nicely landscaped. Rental income approx. $7,000/wk in season. Available for showings with 24-hr notice.
1974 | 4 | 2 | 1,825 sqft.
$2,285,000 - Oak Bluffs, MA

4 Dempster Park Oak Bluffs, MA - East Chop -- This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. The 1st floor includes large living room with dining area and Rumford wood burning fireplace that opens out to a front porch and deck running the length of the house and which wraps around to the rear patio. Completing the first floor is a kitchen and bedroom with half bath. Second floor includes three additional bedrooms, one ensuite plus another full bathroom. The second floor also has full plumbing, electrical and venting in the large hall closet for another washer and dryer. In addition, the second floor has additional storage that runs the length of the front of the house that is accessible from the two front bedrooms. Full unfinished basement includes two large storage areas, washer/dryer and a large additional room that could be a family room or large studio/workshop. Property includes spacious rear patio, outdoor shower, and parking for several cars on the front of the property. The yard has been nicely landscaped. Rental income approx. $7,000/wk in season. Available for showings with 24-hour notice.
1974 | 4 | 2 | 0 sqft.
$2,150,000 - Oak Bluffs, MA

30 Franklin Avenue Oak Bluffs, MA - Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5 baths, including a spa room, this residence offers both comfort and relaxation. The bright living room offers a gas fireplace with built-in shelving, and access to a wrap around porch and stone patio. The 2-car garage provides ample storage space. Located just minutes from downtown Oak Bluffs, this home offers convenience and charm. Don't miss the opportunity to own this fantastic property.
2024 | 2 | 2 | 2,137 sqft.