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38 Meadow View Road, Oak Bluffs
$1,699,000
4 Beds ⋅ 3 Baths ⋅ 73596828 MLS
Set on a private, peaceful wooded lot in Meadow View Farms neighborhood and renovated in 2019, this classic shingle-style Cape combines quintessential Martha’s Vineyard character with comfortable, modern island living. Enter into the light-filled living space, the home is highlighted by rustic timber post-and-beam accents, gleaming hardwood floors, and a warm brick fireplace in the open living area. Wide glass doors in the dining room open directly onto a large sun deck, creating an effortless indoor-outdoor flow for summer barbecues and evening relaxation. Featuring central heating and cooling, a finished full basement with relaxation and recreation and an iconic enclosed outdoor beach shower, this turnkey home offers an idyllic year-round sanctuary, seasonal getaway, or lucrative vacation rental—all just moments from Oak Bluffs Harbor, town beaches, and ferry terminals. Full 988 SF finished basement has interior stair access, recreation space, lounge TV area and two sets of washers and dryers and is not included in the above-referenced square footage calculation.

38 Meadow View Road, Oak Bluffs

25 Oak Avenue, Oak Bluffs
$1,950,000
2 Beds ⋅ 2 Baths ⋅ 73593599 MLS
Thought to have been moved from the Campgrounds to the Highlands in the early 1900's, the Mary E. Gilkes house has been transformed into a sophisticated and easy-living Island abode. The thoughtful, intentional design and execution of this renovation/addition pays homage to its Victorian roots while adding every modern amenity for year-round or summer use. Every detail has been carefully considered from the mahogany front porch with Vineyard-blue ceilings that typifies the Oak Bluffs cottage history, to the "bonus" room/loft, to infrastructure which meets HERS requirements for energy efficiency. There isn't an inch of wasted space in this little powerhouse and the property offers a wealth of possibilities for expansion. The location is quiet and bucolic, and just up the hill from Circuit Ave., with easy access to East Chop and Eastville Beach. Roll right off the ferry and bring your Vineyard vision to life in this enchanting home where history, style and modern comfort come together!

25 Oak Avenue, Oak Bluffs

11 Sages Way, Oak Bluffs
$1,710,000
22605047 MLS
Rare development opportunity in Oak Bluffs on Martha's Vineyard! Discover a premier investment or multi-family estate opportunity with four (4) improved residential homesites located in desirable Lagoon Ridge. The seller will consider both package offers for the entire portfolio and single-lot offers, providing exceptional flexibility for developers, investors, or private buyers looking to build their dream island compound. * Premier Location: Situated in the vibrant and historic town of Oak Bluffs on Martha's Vineyard, offering easy access to beautiful beaches, ferries, dining, and shopping. * Ready to Build: Each individual lot comes approved for a custom residence, a garage (attached or detached), a swimming pool, and a pool house. * Generous Capacity: Every homesite is approved for a minimum of a four-bedroom individual septic system. * Infrastructure Complete: Save time and capital—all essential site work and subdivision infrastructure are represented as fully complete. Whether you want to purchase a single lot for a custom build or secure the entire package to create a private family enclave or luxury subdivision, this Sages Way offering is a rare find on Martha's Vineyard. List Price is for 11 Sage's Way.

11 Sages Way, Oak Bluffs

10 Sages Way, Oak Bluffs
$1,785,000
22605048 MLS
Rare development opportunity in Oak Bluffs on Martha's Vineyard! Discover a premier investment or multi-family estate opportunity with four (4) improved residential homesites located in desirable Lagoon Ridge. The seller will consider both package offers for the entire portfolio and single-lot offers, providing exceptional flexibility for developers, investors, or private buyers looking to build their dream island compound. * Premier Location: Situated in the vibrant and historic town of Oak Bluffs on Martha's Vineyard, offering easy access to beautiful beaches, ferries, dining, and shopping. * Ready to Build: Each individual lot comes approved for a custom residence, a garage (attached or detached), a swimming pool, and a pool house. * Generous Capacity: Every homesite is approved for a minimum of a four-bedroom individual septic system. * Infrastructure Complete: Save time and capital—all essential site work and subdivision infrastructure are represented as fully complete. Whether you want to purchase a single lot for a custom build or secure the entire package to create a private family enclave or luxury subdivision, this Sages Way offering is a rare find on Martha's Vineyard. List price is for 10 Sage's Way.

10 Sages Way, Oak Bluffs

9 Sage's Way, Oak Bluffs
$1,685,000
22605049 MLS
Rare development opportunity in Oak Bluffs on Martha's Vineyard! Discover a premier investment or multi-family estate opportunity with four (4) improved residential homesites located in desirable Lagoon Ridge. The seller will consider both package offers for the entire portfolio and single-lot offers, providing exceptional flexibility for developers, investors, or private buyers looking to build their dream island compound. * Premier Location: Situated in the vibrant and historic town of Oak Bluffs on Martha's Vineyard, offering easy access to beautiful beaches, ferries, dining, and shopping. * Ready to Build: Each individual lot comes approved for a custom residence, a garage (attached or detached), a swimming pool, and a pool house. * Generous Capacity: Every homesite is approved for a minimum of a four-bedroom individual septic system. * Infrastructure Complete: Save time and capital—all essential site work and subdivision infrastructure are represented as fully complete. Whether you want to purchase a single lot for a custom build or secure the entire package to create a private family enclave or luxury subdivision, this Sages Way offering is a rare find on Martha's Vineyard. List price is for 9 Sage's Way.

9 Sage's Way, Oak Bluffs

8 Sage's Way, Oak Bluffs
$1,635,000
22605050 MLS
Rare development opportunity in Oak Bluffs on Martha's Vineyard! Discover a premier investment or multi-family estate opportunity with four (4) improved residential homesites located in desirable Lagoon Ridge. The seller will consider both package offers for the entire portfolio and single-lot offers, providing exceptional flexibility for developers, investors, or private buyers looking to build their dream island compound. * Premier Location: Situated in the vibrant and historic town of Oak Bluffs on Martha's Vineyard, offering easy access to beautiful beaches, ferries, dining, and shopping. * Ready to Build: Each individual lot comes approved for a custom residence, a garage (attached or detached), a swimming pool, and a pool house. * Generous Capacity: Every homesite is approved for a minimum of a four-bedroom individual septic system. * Infrastructure Complete: Save time and capital—all essential site work and subdivision infrastructure are represented as fully complete. Whether you want to purchase a single lot for a custom build or secure the entire package to create a private family enclave or luxury subdivision, this Sages Way offering is a rare find on Martha's Vineyard. List price is for 8 Sage's Way.

8 Sage's Way, Oak Bluffs

20 Hidden Cove, Oak Bluffs
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 73577547 MLS
Set within the sought-after Hidden Cove community, a 65-acre private enclave with direct access to Sengekontacket Pond, this contemporary retreat offers an exceptional Martha’s Vineyard lifestyle. Residents enjoy a private community boat dock, scenic walking trails, pickleball and tennis courts, all just moments from Oak Bluffs and Edgartown.Set on a private, wooded lot, the home blends classic Vineyard character with relaxed coastal living. Cedar siding, an expansive wood deck, screened porch, and outdoor shower create inviting spaces for everything from quiet mornings to long summer evenings and post-beach afternoons.Inside, the home unfolds around a striking two-sided gas and wood-burning fireplace, with large windows bringing the surrounding landscape indoors. Four bedrooms offer comfortable space for family and guests, while a finished lower level adds exceptional versatility — currently configured as a media room and home office, with an unfinished portion ready to become a private gym, wine cellar, or whatever you envision.With water access, exceptional community amenities, and a private setting close to the Island’s favorite towns, Hidden Cove offers a rare combination of active outdoor living, privacy, and quintessential Vineyard ease.

20 Hidden Cove, Oak Bluffs

61 Canonicus Ave, Oak Bluffs
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 73576858 MLS
Location, location, location: This 1999 home with all the comforts of the 21st Century is nestled on a landscaped lot within mellow surroundings. And yet … it’s located within mere moments of town, beach, bike path, bus line, parks, recreation, Farm Pond and a Land Bank trail. The situation hardly gets better. The 3BR/2.5BA house features a deep wraparound farmer’s porch, Brazilian cherry floors, an open and flexible layout, recent kitchen and bath updates, a generous 2nd floor bonus room and an attached single-car garage. The poured basement stands ready for your finishing whims. Kick back in your sunny backyard or on your shady porch with the distant peek of Nantucket Sound. Songbirds will serenade you from towering maples and oaks. Pinkletinks will chime in from Farm Pond. It’s no wonder that this abode has been loved – by vacation tenants as well as the owner. Note: This property lies within the jurisdiction of the Cottage City Historic District and Copeland District of the Town of Oak Bluffs. Passed Title 5.

61 Canonicus Ave, Oak Bluffs

68 Front Street, Oak Bluffs
$1,755,000
3 Beds ⋅ 3 Baths ⋅ 22604610 MLS
Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers generous living space plus 700+ square feet of newly finished recreation space above the two-car garage, with a private entrance and second-floor deck. The inviting first floor features a spacious kitchen with center island and abundant counter space, an adjacent dining room with wood stove, and glass doors opening to a wood deck and bluestone patio. Multiple sitting areas, a living room with gas fireplace, and private office provide flexible spaces for relaxing and working. Upstairs, two guest bedrooms share an updated bath, while the spacious primary suite features a walk-in closet and light-filled bath with soaking tub and tiled shower. Radiant-heated floors in the primary bedroom and bath add comfort. Additional amenities include a two-car garage and half basketball court. Conveniently located near Downtown Oak Bluffs and Farm Neck Golf Club, this versatile home offers an ideal setting for relaxed island living and entertaining.

68 Front Street, Oak Bluffs

68 Front Street, Oak Bluffs
$1,755,000
3 Beds ⋅ 3 Baths ⋅ 73576389 MLS
Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers generous living spaces, along with an additional 700+ square feet of newly finished recreation space above the two-car garage, complete with a private entrance and second-floor deck. The inviting first floor is designed for comfortable living and entertaining, featuring a spacious kitchen with a center island and abundant counter space. The adjacent dining room provides a warm gathering space with a wood stove, while glass doors open to a wood deck and bluestone patio for easy indoor-outdoor living. Multiple sitting areas, a living room with a gas fireplace, and a private office offer plenty of room to relax, gather, or work. Upstairs, two guest bedrooms share a recently updated bathroom, while the spacious primary suite features a walk-in closet and a large, light-filled bath with a soaking tub and tiled shower. Radiant-heated floors in the primary bedroom and bathroom provide an added level of comfort. Additional amenities include a two-car garage, versatile recreation space, second-floor deck, and half basketball court. Conveniently located near Downtown Oak Bluffs and Farm Neck Golf Club, this home offers an ideal setting for enjoying all that Martha’s Vineyard has to offer.

68 Front Street, Oak Bluffs

3 Oak Bluffs Avenue, Oak Bluffs
$5,000,000
2 Baths ⋅ 73572959 MLS
Location, Location, Location! A once-in-a-lifetime legacy investment opportunity in one of the most desirable and high-visibility locations on Martha’s Vineyard. Priced to sell and positioned for success, 3 Oak Bluffs Ave is prominently situated at the corner of Seaview Ave and Oak Bluffs Ave—you know the spot. This exceptional property places your business directly in the center of it all, with unmatched exposure to both pedestrian and vehicular traffic. Located directly across from Inkwell Beach, Ocean Park, The Steamship Authority and SeaStreak ferry terminals, and Circuit Ave, and just around the corner from Oak Bluffs Harbor, this is a location that simply speaks for itself. And there’s more: the entire on-site parking lot belongs to this property, providing plenty of dedicated parking, with additional parking options available throughout the surrounding area. In a location where parking can be at a premium, this is a significant advantage. Whether you’re looking to relocate an existing business, expand your footprint, or launch your next venture, it’s hard to imagine a better location to bring your vision to life. Put your business at the gateway to Martha’s Vineyard, take advantage of extraordinary visibility and traffic, and position yourself for long-term success. B1 Zoning allows for a variety of commercial uses, offering flexibility for a range of business opportunities. Opportunities of this caliber—and in a location this prominent—rarely come along. This one won’t last. Secure this incredible property and invest in a location that could become the foundation of your next great success.

3 Oak Bluffs Avenue, Oak Bluffs

267 Barnes Road, Oak Bluffs
$4,395,000
3 Beds ⋅ 6 Baths ⋅ 73572956 MLS
Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a fresh, contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres, the 4,046-square-foot home balances privacy with comfortable spaces for entertaining or relaxing. Oversized windows bring Lagoon views into nearly every room. The main level features soaring ceilings, a wood-burning fireplace, wet bar, and an eat-in kitchen opening to a sunny patio. A separate two-room wing with full bath and private deck offers flexible space for an office, den, studio, or guest accommodations. Upstairs, the primary suite includes a fireplace, walk-in closets, ensuite bath, and Lagoon-facing deck. Two additional ensuite bedrooms open to a wraparound deck and 3-season porch. The refinished 2,000-square-foot walk-out lower level includes a full bath, laundry, and space for a gym, media room, or additional living area. Offered fully furnished, this waterfront retreat is ready to enjoy. Whether you are hosting a full house or savoring a quiet weekend, the Lagoon becomes your backdrop: sunrise coffees, afternoon swims, and sunset gatherings right at the water’s edge.

267 Barnes Road, Oak Bluffs

21 Island Inn Road, Oak Bluffs
$389,000
1 Beds ⋅ 2 Baths ⋅ 22604260 MLS
Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area partially divided by a 4' wall with two single beds, a sofa bed, 1.5 baths, and a small kitchen with a two-burner cooktop. The Island Inn is a seasonal resort community, open April-October, with beautifully maintained grounds, heated pool, three association clay tennis courts, outdoor fire pits, and easy access to downtown Oak Bluffs, beaches, restaurants, shops, ferries, golf, and boating. The popular Noman's outdoor family restaurant is directly next door, offering dining, cocktails, lawn games, live entertainment, and a pet-friendly atmosphere. Gulph Creek Management is conveniently located on site and handles rentals, bookings, cleaning, repairs, and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM-3PM. Proof of funds required

21 Island Inn Road, Oak Bluffs

27 Island Inn Road, Oak Bluffs
$287,500
1 Beds ⋅ 1 Baths ⋅ 22604264 MLS
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-bath suite accommodating up to four guests with a queen bed, sofa bed, cozy living area, well-equipped kitchenette with 2-burner cooktop, and patio/deck. Units 9C and 10C can be enjoyed separately or together through the adjoining door. Each is being offered for sale separately, with the opportunity to purchase both together—ideal for additional family, guests or expanded rental possibilities. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular and pet-friendly Noman's, offering outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, you're minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM-3PM. Proof of funds required.

27 Island Inn Road, Oak Bluffs

27 Island Inn Road, Oak Bluffs
$310,000
1 Beds ⋅ 1 Baths ⋅ 22604263 MLS
Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha's Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and kitchenette. Units 9C and 10C are being offered for sale separately, with the opportunity to purchase both together—perfect for extended family, guests, or expanded rental possibilities while still allowing each unit to be used independently. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular pet-friendly Noman's, featuring outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, just minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM-3PM. Proof of funds required.

27 Island Inn Road, Oak Bluffs

33 Island Inn Road, Oak Bluffs
$260,000
1 Beds ⋅ 1 Baths ⋅ 22604259 MLS
Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha's Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular pet-friendly Noman's, featuring outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, just minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance, making ownership easy and convenient. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM-3PM. Proof of funds required.

33 Island Inn Road, Oak Bluffs

24 Towanticut St, Oak Bluffs
$789,000
73568028 MLS
OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut Avenue and Oak Avenue, increases flexibility for design options, access and privacy. Walking distance to Oak Bluffs Harbor, Oak Bluffs Library, Sunset Lake, Campground cottages, shops, restaurants, Oak Bluffs Ferry, beaches and local entertainment. This property is ideal for seasonal enjoyment, multigenerational living, or a strong rental in one of Martha’s Vineyard’s most desirable markets. A chance to acquire a ready to build lot with tons of potential, substantial bedroom capacity, options for two structures, offering long-term and enduring value & BUILDING PERMIT in place for an ADU. This could be yours! Ready to go.

24 Towanticut St, Oak Bluffs

53 Circuit Avenue, Oak Bluffs
$5,500,000
6 Baths ⋅ 73566891 MLS
Exceptional mixed-use property in the heart of Oak Bluffs thriving high-foot-traffic Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, this distinctive building combines sophisticated commercial and residential spaces with outstanding craftsmanship and state-of-the-art systems. The street level is 2,320 sf and offers exceptional flexibility for restaurant-bar and/or retail operators (a commercial kitchen and bar remain intact) and includes three handicapped accessible half baths and a covered rear exterior loading area. A very large newly excavated 1,717 sf basement provides rare clean, dry storage and auxiliary operational space. The second-floor with 1,669 sf, features two residential apartments, totaling six bedrooms and three full baths for income potential or owner flexibility. Formerly housing an A&P grocery store (The Great Atlantic & Pacific Tea Company) and 99-occupancy restaurants, the property presently houses an upscale retailer while retaining its restaurant-bar infrastructure for future use.

53 Circuit Avenue, Oak Bluffs

27 Beach Road, Oak Bluffs
$2,995,000
5 Beds ⋅ 2 Baths ⋅ 22604007 MLS
WATERFRONT WITH DOCK - Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting featuring a private sandy beach, deep-water dock, and sweeping views of the harbor, the Cape, and Nantucket Sound. The home offers five bedrooms, one full bathroom, and one half bathroom, with an open concept living and dining area where walls of windows capture the harbor views and abundant natural light. The kitchen is ideally positioned for effortless indoor and outdoor entertaining. Rich in character, the home retains many original architectural details while benefiting from thoughtful updates, including all new windows, a new roof, beautiful mahogany porches, and new cedar shingles. Whether enjoyed as a treasured family retreat or reimagined into your dream waterfront escape, the possibilities are endless. Enjoy water views from virtually every room as the home's spectacular waterfront setting seamlessly extends to your private sandy beach and deep-water dock.

27 Beach Road, Oak Bluffs

11 Stanley Street, Oak Bluffs
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 22603967 MLS
Charming Oak Bluffs Ranch on a Peaceful Cul-de-Sac Welcome to this inviting 3-bedroom, 1.5-bath ranch-style home nestled on a generous .35-acre lot at the end of a peaceful cul-de-sac in Oak Bluffs, Massachusetts. Ideally located near the beach and town center, this property offers a wonderful blend of privacy, convenience, and classic island living. The comfortable single-level layout features three bedrooms and one-and-a-half baths, offering plenty of space for family, guests, or a relaxing Martha's Vineyard getaway. Step outside onto the sunny deck, an ideal spot for morning coffee, outdoor dining, or unwinding after a day at the beach. The lovely, spacious yard provides plenty of room for outdoor enjoyment, while the storage shed is perfect for beach equipment, bicycles, gardening tools, and seasonal belongings. Set on a quiet cul-de-sac with a desirable .35-acre lot, this home combines the tranquility of a residential setting with the convenience of being close to Oak Bluffs beaches, restaurants, shops, and the town center. A wonderful opportunity to create your own island retreat in one of Martha's Vineyard's most beloved communities.

11 Stanley Street, Oak Bluffs

323 County Road, Oak Bluffs
$1,095,000
1 Beds ⋅ 2 Baths ⋅ 22603763 MLS
This charming Cape-style home is set on a beautifully landscaped lot filled with colorful blooming perennials, offering a peaceful setting just off the bike path. Ideally located, it's only a short ride to the town center and ferry, making it an excellent year-round residence, vacation getaway, or proven income-producing investment. The home features a bright, open-concept kitchen, dining, and living area with beautiful hardwood floors that create a warm and inviting atmosphere. A first-floor den, complete with a daybed, provides flexible space for two additional overnight guests, while a full bathroom on the main level adds convenience. Sliding glass doors from the dining area open to a spacious deck overlooking the beautifully landscaped gardens, creating the perfect setting for outdoor dining, entertaining, or simply relaxing. Additional outdoor amenities include a hot tub and an outdoor shower, allowing you to fully enjoy the Vineyard lifestyle. Upstairs, you'll find a spacious primary bedroom, a large open loft that can serve as an additional living or sleeping area, and a second full bathroom. Adding even more value, the home is equipped with transferable solar panels .

323 County Road, Oak Bluffs

11 Beach Road, Oak Bluffs
$1,745,000
2 Beds ⋅ 1 Baths ⋅ 22603245 MLS
Wake up to breathtaking ocean views and the soothing rhythm of waves from this charming two-bedroom oceanfront cottage on East Chop. Set on approximately .21 acres of waterfront property with more than 50 feet of shoreline, this special retreat offers a rare opportunity to own a true piece of the island's coastline. Positioned directly on the water, the cottage captures the beauty of the ever-changing ocean from sunrise through sunset. Inside, the cozy two-bedroom cottage offers an inviting island escape with an intimate connection to its spectacular surroundings. Step outside and experience the salt air, gentle sea breezes, and the unmistakable magic of waterfront living. Whether you're enjoying your morning coffee while watching the boats pass, gathering with family and friends, or simply listening to the waves from your own waterfront property, this is a place designed to create lasting Martha's Vineyard memories. A rare East Chop opportunity—over 50 feet of oceanfront, .21 acres of waterfront land, and an enchanting two-bedroom cottage in an extraordinary setting. Just imagine what you could build with proper permitting on this special lot.

11 Beach Road, Oak Bluffs

112 Dukes County Avenue, Oak Bluffs
$549,000
22602745 MLS
Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha's Vineyard's most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and MVC-approved plans by Sullivan & Associates Architects for a classic Vineyard-style, 2.5-story mixed-use building. The design includes ground-floor commercial space and two one-bedroom residential apartments, creating three rentable units in total. With plans in place and foundational work already completed, the property offers a clear path forward as a mixed-use development or, alternatively, the opportunity to construct a traditional two-bedroom residence in downtown Oak Bluffs.

112 Dukes County Avenue, Oak Bluffs

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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