Oak Bluffs Properties for Sale on Martha's Vineyard

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43065

Price: $10,500,000

Property Description:
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... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 400 Barnes Road Town: Oak Bluffs Link ID: 43551

Price: $6,395,000

Property Description:
Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparallel... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 385 Barnes Road Town: Oak Bluffs Link ID: 43040

Price: $5,995,000

Property Description:
EXQUISITE WATERFRONT RETREAT WITH POOL AND SUPERLATIVE SUNSETS. Luxurious island living awaits at this stunning private waterfront retreat, set on a private 125-foot stretch of sandy beachfront. Three floors of living space totaling 5,400+ square feet, seamlessly blend casual elegance with indoor-... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 8 Paddock Road Town: Oak Bluffs Link ID: 43612

Price: $5,450,000

Property Description:
Refined Vineyard Living in The Preserve - Set gracefully on a knoll with sweeping views of a tranquil pond and surrounding grasslands, this exceptional residence offers a masterful blend of traditional coastal architecture and modern luxury. Located in the prestigious enclave of The Preserve, this s... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 4 Canonicus Avenue Town: Oak Bluffs Link ID: 43452

Price: $5,325,000

Property Description:
With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been master... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 8 Fresh Pond Road Town: Oak Bluffs Link ID: 43345

Price: $5,295,000

Property Description:
The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, ... Click here for more details

Property description and photographs provided by listing agent: Keller Williams Realty

Address: 7 Overview Lane Town: Oak Bluffs Link ID: 43001

Price: $5,100,000

Property Description:
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... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 15 Tamarack Lane Town: Oak Bluffs Link ID: 43343

Price: $4,999,000

Property Description:
FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shoppi... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 0 Eastville Avenue Town: Oak Bluffs Link ID: 40762

Price: $4,400,000

Property Description:
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 Eastvill... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 267 Barnes Road Town: Oak Bluffs Link ID: 43025

Price: $4,395,000

Property Description:
Live the Dream on Martha’s Vineyard! Whether you're seeking a year-round residence or a seasonal escape, this is a once-in-a-lifetime opportunity to own a piece of paradise. Step into a world of coastal luxury with 163 feet of pristine Lagoon frontage, complete with your own private sandy beach. N... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 28 Beach Road Town: Oak Bluffs Link ID: 42946

Price: $3,750,000

Property Description:
Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort th... Click here for more details

Property description and photographs provided by listing agent: Lewis Real Estate Services, LLC

Address: 9 Weston Avenue Town: Oak Bluffs Link ID: 42664

Price: $3,750,000

Property Description:
This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck are... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 6 Brewster Avenue Town: Oak Bluffs Link ID: 42895

Price: $3,450,000

Property Description:
Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving th... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 63 Bayes Hill Road Town: Oak Bluffs Link ID: 42800

Price: $3,150,000

Property Description:
Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

Address: 311 East Chop Drive Town: Oak Bluffs Link ID: 43084

Price: $3,000,000

Property Description:
This classic East Chop Drive gem lies on a 10,000 sq. ft. lot nestled in the sand dunes, just steps to the waters edge and private dock. The 4-bedroom/2.5-bath cottage went through a substantial renovation years ago with the majority of mechanicals, electrical and plumbing being updated. There is an... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 34 Windemere Road Town: Oak Bluffs Link ID: 40654

Price: $2,950,000

Property Description:
Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of ... Click here for more details

Property description and photographs provided by listing agent: Island Home Realty Inc.

Address: 23 Circuit Avenue Extension Town: Oak Bluffs Link ID: 43529

Price: $2,700,000

Property Description:
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 boa... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 23 Circuit Avenue Extension Town: Oak Bluffs Link ID: 43212

Price: $2,700,000

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 111 Eastville Avenue Town: Oak Bluffs Link ID: 36870

Price: $2,649,000

Property Description:
Motivated Seller!! 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... Click here for more details

Property description and photographs provided by listing agent: Arrowhead Homes

Address: 50 Iron Hill Road Town: Oak Bluffs Link ID: 43615

Price: $2,595,000

Property Description:
Nestled beside the beloved Island Alpaca Farm, this rare 7.75-acre parcel offers an exceptional blend of open space, agricultural use, and development potential. Approximately 4.38 acres are protected by a conservation restriction, allowing for limited farming and equestrian activities—perfect for... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 34 Massasoit Avenue Town: Oak Bluffs Link ID: 42580

Price: $2,500,000

Property Description:
Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a grea... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 34 Massasoit Avenue Town: Oak Bluffs Link ID: 42756

Price: $2,500,000

Property Description:
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 abo... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 16 Atlantic Avenue Town: Oak Bluffs Link ID: 43061

Price: $2,495,000

Property Description:
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 char... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 50 Hidden Cove Road Town: Oak Bluffs Link ID: 43396

Price: $2,395,000

Property Description:
Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

Address: 71 Netock Avenue Town: Oak Bluffs Link ID: 43171

Price: $2,295,000

Property Description:
On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling... Click here for more details

Property description and photographs provided by listing agent: Sotheby's International Realty

Address: 4 High Meadow Lane Town: Oak Bluffs Link ID: 42967

Price: $2,260,000

Property Description:
Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax ove... Click here for more details

Property description and photographs provided by listing agent: Portfolio Real Estate, Inc.

Address: 22 Greenleaf Avenue Town: Oak Bluffs Link ID: 43058

Price: $2,240,000

Property Description:
Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal ... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 30 Franklin Avenue Town: Oak Bluffs Link ID: 43327

Price: $2,150,000

Property Description:
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 refrigerat... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43078

Price: $1,995,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43096

Price: $1,995,000

Property Description:
East Chop Water Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine conditio... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 2 Farm Path Town: Oak Bluffs Link ID: 42860

Price: $1,995,000

Property Description:
"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

Address: 35 Tower Ridge Road Town: Oak Bluffs Link ID: 43273

Price: $1,895,000

Property Description:
Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as ... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 12 & 14 Maple Avenue Town: Oak Bluffs Link ID: 43290

Price: $1,830,000

Property Description:
Two Historic Oak Bluffs Cottages - Prime Location – Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island’s most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history—just a sho... Click here for more details

Property description and photographs provided by listing agent: Portfolio Real Estate, Inc.

Address: 17 John Wesley Avenue Town: Oak Bluffs Link ID: 43459

Price: $1,795,000

Property Description:
Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by a... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 22 Paddock Road Town: Oak Bluffs Link ID: 42294

Price: $1,795,000

Property Description:
THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase ... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 11 Beach Road Town: Oak Bluffs Link ID: 43197

Price: $1,790,000

Property Description:
Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor** This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 25 Ice Pond Lane Town: Oak Bluffs Link ID: 43653

Price: $1,750,000

Property Description:
FARM NECK LOT FOR SALE *This land is in CONSERVATION AND UNBUILDABLE. Ownership of this lot grants you Stockholder Membership at Farm Neck Golf Club with Farm Neck approval— a true jewel of Martha’s Vineyard. The current waiting list to join spans 12–15 years. Enjoy the Farm Neck lifestyle and... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 5 Bayes Hill Circle Town: Oak Bluffs Link ID: 43335

Price: $1,750,000

Property Description:
Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 44 Tiffany Drive Town: Oak Bluffs Link ID: 43516

Price: $1,725,000

Property Description:
Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 9 Brunswick Avenue Town: Oak Bluffs Link ID: 43451

Price: $1,595,000

Property Description:
PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior ... Click here for more details

Property description and photographs provided by listing agent: Coldwell Banker Realty - Martha's Vineyard

Address: 48 Vineyard Avenue Extension Town: Oak Bluffs Link ID: 43294

Price: $1,590,000

Property Description:
Bright, Open Living, Steps from the Lagoon! Spacious and sun-filled, this charming 3-bedroom, 2-bath home offers effortless single-level living. As you enter the home, you're welcomed by a spacious sitting area that seamlessly flows into an open-concept living room, dining area, and modern kitchen... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 23 Laurel Avenue Town: Oak Bluffs Link ID: 43715

Price: $1,500,000

Property Description:
LOCATION! YEAR ROUND HOUSE!INVESTMENT PROPERTY!STARTER HOME! A comfortable home in an established, East Chop neighborhood, this four bedroom, two bathroom house is located within walking distance to the Harbor, downtown Oak Bluffs, and the Oak Bluffs Ferries. There is easy access to shops, family e... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard Island-Wide Realty

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43068

Price: $1,495,000

Property Description:
East Chop/Oak Bluffs waterfront -- The ultimate in waterfront living experiences, this 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beach... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43085

Price: $1,495,000

Property Description:
East Chop Water Front Luxury Condominium -- This 1-bedroom, waterfront condominium, "Cottage City", features outstanding water views of the harbor and sound beyond, a cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristin... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 43141

Price: $1,495,000

Property Description:
East Chop Water Front Luxury Condominium -- This 1-bedroom, 1st floor, waterfront condominium, "Oak Bluffs", features outstanding water views of the harbor and sound beyond. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new ki... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 46 Kennebec Avenue Town: Oak Bluffs Link ID: 43137

Price: $1,495,000

Property Description:
This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbo... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 35 Stevens Avenue Town: Oak Bluffs Link ID: 43228

Price: $1,369,000

Property Description:
Nestled in a quiet Oak Bluffs neighborhood, this colonial-style home and its surrounding area gives the feel of being up-Island. The well-kept home was built in 2008 and is move-in ready. Located 1 mile to Circuit Avenue, and less than a mile to both the Oak Bluffs School and the Oak Bluffs Library,... Click here for more details

Property description and photographs provided by listing agent: Dockside Real Estate

Address: 44 Iron Hill Road Town: Oak Bluffs Link ID: 43278

Price: $1,350,000

Property Description:
Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 44 Iron Hill Road Town: Oak Bluffs Link ID: 43506

Price: $1,350,000

Property Description:
Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul-de-sac on Iron Hill Road is filled with possibilities. This 1.6-acre lot has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedro... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 170 Barnes Road Town: Oak Bluffs Link ID: 43563

Price: $1,325,000

Property Description:
Calling water and boating enthusiasts. Solid Cape-style home one block from Sailing Camp Park, water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with l... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard Island-Wide Realty

Address: 47 Winemack Avenue Town: Oak Bluffs Link ID: 43503

Price: $1,250,000

Property Description:
Oak Bluffs -East Chop-Close to the ocean. Two 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... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 70 Carol Lane Town: Oak Bluffs Link ID: 42456

Price: $1,200,000

Property Description:
Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The pr... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 96 Manchester Avenue Town: Oak Bluffs Link ID: 43324

Price: $1,149,000

Property Description:
Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, ... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 54 Towanticut Avenue Town: Oak Bluffs Link ID: 43305

Price: $1,090,000

Property Description:
Living is Easy in this 3-bedroom 2 bath air-conditioned Ranch located 1 mile from the Center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace and lovely built-ins, an updated kitchen with granite countertops and stainless-steel appliances. The dining area has slid... Click here for more details

Property description and photographs provided by listing agent: Island Home Realty Inc.

Address: 37 Circuit Avenue Town: Oak Bluffs Link ID: 42973

Price: $985,000

Property Description:
Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either ... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 50 Canonicus Avenue Town: Oak Bluffs Link ID: 42877

Price: $970,000

Property Description:
Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. ... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 37 Circuit Avenue Town: Oak Bluffs Link ID: 43000

Price: $935,000

Property Description:
Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 1 Onondaga Avenue Town: Oak Bluffs Link ID: 43187

Price: $899,000

Property Description:
Charming Single Story Cottage on a Beautiful Oak Bluffs Lot – Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception,... Click here for more details

Property description and photographs provided by listing agent: Portfolio Real Estate, Inc.

Address: 26 Winthrop Avenue Town: Oak Bluffs Link ID: 42248

Price: $849,000

Property Description:
Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. ... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 17 Siloam Avenue Town: Oak Bluffs Link ID: 43209

Price: $829,000

Property Description:
PRISTINE YEAR ROUND COTTAGE RENOVATED THROUGHOUT ~Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherish... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 60R Carol Lane Town: Oak Bluffs Link ID: 43578

Price: $825,000

Property Description:
Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming spa... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 35 Double Ox Road Town: Oak Bluffs Link ID: 43296

Price: $749,500

Property Description:
Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home with M Duffany Builders on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 56 Holmes Hole Road Town: Oak Bluffs Link ID: 42990

Price: $699,000

Property Description:
Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 0-B California Avenue Town: Oak Bluffs Link ID: 43507

Price: $675,000

Property Description:
Oak Bluffs Buildable Lot – Prime Location This flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot pres... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

Address: 0-A California Avenue Town: Oak Bluffs Link ID: 43517

Price: $625,000

Property Description:
Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot pre... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

Address: 37 Double Ox Road Town: Oak Bluffs Link ID: 43561

Price: $599,000

Property Description:
This is your opportunity to get in on the ground floor of what will be a stunning, new development --- Lagoon Ridge. Several homes are already in place. This beautiful, wooded parcel is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthu... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 0 Barnes Road Town: Oak Bluffs Link ID: 42701

Price: $495,000

Property Description:
Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residenc... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 0 California Avenue Town: Oak Bluffs Link ID: 42933

Price: $487,000

Property Description:
Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for buildings of any size. Water and electric are nearby.

Property description and photographs provided by listing agent: Carroll & Vincent R.E.

Address: 0 Heather Lane Town: Oak Bluffs Link ID: 43465

Price: $425,000

Property Description:
Lovely untouched piece of land waiting for you to create your own special island retreat. Property, being sold "AS IS", is nestled on a quiet dead end road off of DeBettencourt Place in Oak Bluffs. Conveniently located within walking distance to downtown OB, OB Ferry, beaches, parks, arts district ... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc