Oak Bluffs Properties for Sale

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 40789

Price: $11,000,000

Property Description:
East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for t... 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: 40564

Price: $11,000,000

Property Description:
East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for t... Click here for more details

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

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

Price: $4,400,000

Property Description:
EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. 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 Vi... Click here for more details

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

Address: 9 Weston Avenue Town: Oak Bluffs Link ID: 41083

Price: $4,295,000

Property Description:
East Chop charmer. This property is nestled in the heart of East Chop and offers spectacular views of the Sound from the living room, screened porch, primary bedroom, and two large water-facing porches. You can watch the ferries coming and going and the sailboats cruising by. East Chop Drive is one ... Click here for more details

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

Address: 28 Beach Road Town: Oak Bluffs Link ID: 41767

Price: $4,200,000

Property Description:
Designed to Capture the views of the Vineyard Sound and beyond. Built in 2017 and created to be a comfortable home for year round or Summer living. 4 Over-sized Bedrooms, 2.5 bath Rooms on Two levels with covered decks facing Vineyard Sound and the lagoon. First Level features 3 bedroom, spacious fa... Click here for more details

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

Address: 311 East Chop Drive Town: Oak Bluffs Link ID: 41412

Price: $3,250,000

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: 2 East Side Road & 60 Bay View Avenue Town: Oak Bluffs Link ID: 41587

Price: $2,800,000

Property Description:
Stunning sunsets await. This quintessential bungalow style Vineyard home has been lovingly maintained and enjoyed by the same family for close to 100 years. Built in 1933, the main house includes three bedrooms, two full baths and hardwood floors throughout. The spacious living area boasts high cei... Click here for more details

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

Address: 32 Harthaven Road Town: Oak Bluffs Link ID: 41553

Price: $2,800,000

Property Description:
Located in the desirable Harthaven community, this spacious colonial offered fully furnished, features open concept living with hardwood floors, upgraded "cooks" kitchen with granite countertops, and a two car garage. Large screened in porch with fireplace for year round entertaining. The secon... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 4 High Meadow Lane Town: Oak Bluffs Link ID: 41548

Price: $2,650,000

Property Description:
Set back and overlooking a sprawling front yard from the quintessential farmer’s porch you can envision family and friends enjoying the outdoors! Soaring cathedral ceilings and beautiful craftsmanship will immediately capture your attention upon entering this expansive cape style home. Many upgrad... Click here for more details

Property description and photographs provided by listing agent: C McManus Realty Group

Address: 3 Canonicus Avenue Town: Oak Bluffs Link ID: 41509

Price: $2,495,000

Property Description:
WATER VIEWS!!! Steps to the Beach - walk along the most scenic drive on Martha's Vineyard! This stunning property is a true gem, offering an exceptional combination of classic charm, modern amenities, and an ideal location for enjoying the island's relaxed lifestyle. Nestled in the heart of Oak Bluf... Click here for more details

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

Address: 22 Paddock Road Town: Oak Bluffs Link ID: 41067

Price: $2,295,000

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: 28 Rogers Way Town: Oak Bluffs Link ID: 40849

Price: $2,100,000

Property Description:
UNDER CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, a wall of glass with windows and slid... Click here for more details

Property description and photographs provided by listing agent: Vineyard Village Realty

Address: 34 Paddock Road (lot 15) Town: Oak Bluffs Link ID: 40763

Price: $2,000,000

Property Description:
The Preserve at the Woodlands - A terrific opportunity to build to your specifications in an exclusive and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. Abutti... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 19 Wendall Avenue Town: Oak Bluffs Link ID: 40661

Price: $1,999,000

Property Description:
LOCATION LOCATION LOCATION!!! EAST CHOP OAK BLUFFS! Set high on the hill with refreshing sea breezes this exclusive four bedroom three season home with existing detached garage boasts expansion options! Currently four bedrooms can increase to six or more with proper permitting. The R2 zoning has jus... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 16 Franklin Avenue Town: Oak Bluffs Link ID: 41602

Price: $1,980,000

Property Description:
This 6 bedroom 2 bath house sits on a .26 acre corner lot overlooking a park. Close to town, beaches, parks, and recreation. The main floor has an open concept kitchen, living and dining island that seats 8, a full bath with new tile work and new tub, and 2 bedrooms. Upstairs offers 4 more bedrooms ... Click here for more details

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 2 Farm Path Town: Oak Bluffs Link ID: 41356

Price: $1,950,000

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: 11 John Wesley Avenue Town: Oak Bluffs Link ID: 41599

Price: $1,849,000

Property Description:
Welcome to this charming coastal retreat! Nestled in on a quaint street in the East Chop neighborhood of Oak Bluffs just a short walk from the pristine shores of Martha's Vineyard and nearby town center. This picturesque 4 bedroom home with original hardwood floors captures the essence of a perfect ... Click here for more details

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

Address: 7 Oakland Avenue Town: Oak Bluffs Link ID: 39594

Price: $1,650,000

Property Description:
Priced to sell, vibrant restaurant opportunity and strong investment. This property is perfect for anyone looking to run a business with an opportunity to build a home onsite. An uncommon asset on Martha's Vineyard. A new owner can construct a home for themselves or perhaps two apartments for a mix ... Click here for more details

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

Address: 17 School Street Town: Oak Bluffs Link ID: 41611

Price: $1,599,000

Property Description:
Exceptional In-Town Opportunity: A Canvas for Luxury Living in Oak Bluffs. Discover a rare opportunity in the heart of Oak Bluffs, on Martha's Vineyard – a sprawling .6-acre lot offering a serene blend of natural beauty and prime location. This property presents a unique opportunity to create a lu... Click here for more details

Property description and photographs provided by listing agent: eXp Realty

Address: 18 Towanticut Avenue Town: Oak Bluffs Link ID: 41780

Price: $1,525,000

Property Description:
House, guest house and studio! Located just outside of town and close to beaches and harbor, this unique property includes a 4 bed/2.5 baths. Many nice features include an open living, dining and kitchen, fireplace set up for a wood stove, wood floors and a first floor primary with en-suite bath and... Click here for more details

Property description and photographs provided by listing agent: Karen M. Overtoom R.E.

Address: 45 Windemere Road Town: Oak Bluffs Link ID: 41770

Price: $1,489,000

Property Description:
POND FRONT - WATER VIEWS ABOUND - A treat for your senses! A wonderful location on Windemere Road abutting Doug's Cove Preserve and adjacent to the Land Bank Beach on the LAGOON. First time this property has been available for sale in over 60 years, having been enjoyed by the same family for the p... Click here for more details

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

Address: 4 Elisha Lane Town: Oak Bluffs Link ID: 41706

Price: $1,485,000

Property Description:
Welcome your pond front oasis at 4 Elisha Lane. This contemporary cape style two-bed, two full bath home offers a serene retreat atop 1.38 acres in central Oak Bluffs. Enter this 2-bedroom, 2 full bathroom contemporary cape open plan enhanced with cathedral ceilings, skylights and lots of natural am... Click here for more details

Property description and photographs provided by listing agent: Douglas Elliman MV

Address: 54 Cannahoot Street Town: Oak Bluffs Link ID: 41535

Price: $1,475,000

Property Description:
The best value on East Chop, in pristine condition and just a short walk to the beaches, tennis courts, yacht club/harbor, downtown restaurants and the ferries. This property includes a contemporary style 2-bedroom main house, and a permitted and approved detached 1-bedroom/1-bathroom for overflow g... Click here for more details

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

Address: 179 County Road Town: Oak Bluffs Link ID: 40264

Price: $1,150,000

Property Description:
Welcome to this charming home in the heart of Oak Bluffs! This well maintained 2-bedroom home is perfect for those seeking a peaceful and relaxing lifestyle. As you enter the home, you'll be greeted by a recently updated sunroom followed by a warm and inviting living room, perfect for entertaining g... Click here for more details

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

Address: 58 Barnes Road Town: Oak Bluffs Link ID: 41690

Price: $1,100,000

Property Description:
58 Barnes Road is centrally located with close proximity to downtown Oak Bluffs, beaches, Farm Neck Golf, the Sailing Camp and the hospital. This year round, spacious and charming cape cod style house features two first floor bedrooms and full bath with another two bedrooms and full bath on the seco... Click here for more details

Property description and photographs provided by listing agent: Russell Maloney Real Estate

Address: 55 Tuckernuck Avenue Town: Oak Bluffs Link ID: 41301

Price: $1,065,000

Property Description:
Quintessential in-town charmer! Antique farmhouse style, fronting Niantic Park, close to all that Oak Bluffs has to offer by way of beaches, parks, eateries, shops and ferry service. Three bedrooms plus a "flex" room, a comfortable sitting porch, and a rear patio facilitate enjoyment of the casual... Click here for more details

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

Address: 39 Pondview Drive Town: Oak Bluffs Link ID: 41076

Price: $1,021,050

Property Description:
SHORT SALE - Located in the desirable association of VINEYARD HILLS, on a private lot that is over a 1/2 acre sits this Classic and Cozy Cape style home that offers 3 bedrooms and 2 baths. A perfect opportunity to be in a lovely association located close to the Oak Bluffs downtown area and the Lago... Click here for more details

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

Address: 4 Quail Run Town: Oak Bluffs Link ID: 41680

Price: $895,000

Property Description:
This two-bedroom condo is centrally located in the private Sengekontacket Community. Close proximity to downtown Oak Bluffs and public beaches. The Association includes a saltwater dock with kayak and canoe storage, freshwater pond with clubhouse and tennis/pickleball courts. The unit has been compl... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard R.E.

Address: 7 Highland Avenue Town: Oak Bluffs Link ID: 40873

Price: $819,000

Property Description:
East Chop - 0.46 acre lot located in the Highlands neighborhood and just a short walk to harbor, town center, beaches, tennis courts, ferries, hospital and more. Perc test results support up to a 7 bedroom dwelling, letter documenting these results is included in documents section. Attorney's Letter... Click here for more details

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

Address: 7 Sachem Way Town: Oak Bluffs Link ID: 41484

Price: $730,000

Property Description:
Coming Soon - No Showings. Classic ranch-style home located on 0.63 acres. This Oak Bluffs home features 3 bedrooms, 1 bath and a full basement. Convenient to the bike path, school, and YMCA. The possibilities are endless, allowing you to personalize the home to suit your lifestyle.

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

Address: 35 Double Ox Road Town: Oak Bluffs Link ID: 41262

Price: $699,000

Property Description:
35 Double Ox Road ~BUILDING LOT FOR SALE in LAGOON RIDGE ~ 2 BEDROOM LOT + FLEX ROOM ~BUILDING LOT 17 (construction drawings for building permit are the buyers responsibility) draft design plans are available in documents..Lagoon Ridge "Oak Bluffs Newest Neighborhood" You can’t beat this locatio... Click here for more details

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

Address: 24 Dolly Lane Town: Oak Bluffs Link ID: 41533

Price: $650,000

Property Description:
Look no further --- This is an attractive, reasonably priced building lot in the established and well-maintained Deer Run neighborhood. It is partially cleared and level with sufficient trees and foliage on the perimeter to ensure privacy. This rectangular 29,900 square foot, .69 acre parcel, allows... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty