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: 89 Ocean Avenue Town: Oak Bluffs Link ID: 36402

Price: $5,950,000

Property Description:
The GRAND DAME of HISTORIC OCEAN PARK ~A VICTORIAN MASTERPIECE, meticulously restored and renovated with careful attention to detail throughout, is situated on OCEAN PARK, Oak Bluffs’ most popular and attractive neighborhood just steps to the white sandy beaches on Vineyard Sound, fine shopping, a... 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. 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: 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: 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: 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: 107 & 105 Barnes Road Town: Oak Bluffs Link ID: 41961

Price: $2,625,000

Property Description:
A Rare and Unique Waterfront Offering. This listing consists of two non-contiguous parcels separated by a "paper road". You will sure to be intrigued when you consider the possibilities of what these properties have to offer. 107 Barnes Road has been enjoyed by the same family for generations. Th... Click here for more details

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

Address: 35 Temahigan Avenue lot 5 Town: Oak Bluffs Link ID: 41603

Price: $2,466,600

Property Description:
A perfect Vineyard location, convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven, this vacation home will be built in an area of very substantial homes. The attached aerial picture gives you a nice sense of how special this location is. This future home will feature a... Click here for more details

Property description and photographs provided by listing agent: Arrowhead Homes

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

Price: $2,300,000

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: 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: 47 East Chop Drive Town: Oak Bluffs Link ID: 41514

Price: $2,095,000

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: 41624

Price: $2,095,000

Property Description:
East Chop Harbor 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 conditi... Click here for more details

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

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 has existing detached garage boasts expansion options. Currently four bedrooms, sleeping for ten, in R2 zoning has 20' setbacks that allow for expansion ... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

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

Price: $1,950,000

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: 37 Circuit Avenue Town: Oak Bluffs Link ID: 41840

Price: $1,900,000

Property Description:
Downtown Oak Bluffs- TWO Penthouse Condominiums being sold together. Located in the heart of Oak Bluffs on Circuit Ave. with easy access to beaches, shops, and restaurants. These two units with a combined 1787 square feet of interior space come and an amazing rooftop deck were you can see panoramic ... Click here for more details

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

Address: 37 Circuit Avenue Town: Oak Bluffs Link ID: 41996

Price: $1,900,000

Property Description:
Downtown Oak Bluffs- 2 Penthouse Condominiums being sold together. Located in the heart of Oak Bluffs on Circuit Ave. with easy access to beaches, shops, and restaurants. These two units with a combined 1787 square feet of interior space come and an amazing rooftop deck were you can see panoramic vi... Click here for more details

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

Address: 25 Hampson Avenue Town: Oak Bluffs Link ID: 42036

Price: $1,775,000

Property Description:
Fantastic Oak Bluffs downtown location! Walk to ferry, Circuit Avenue, beach, harbor and library. Investor's dream with outstanding seasonal rental income. This pristine Cape style, 4 bedroom 3 bath home is being offered fully furnished. The property was newly renovated in 2018. The renovations... Click here for more details

Property description and photographs provided by listing agent: Premier Properties

Address: 51 Head of the Pond Road Town: Oak Bluffs Link ID: 41818

Price: $1,600,000

Property Description:
Iron Hill, Centrally located with convenient access to Island villages. 3 Bedroom, 2 Bath Ranch on 1.5+ acres. An empty canvas with limitless possibilities. Mature landscaping designed for privacy, aesthetics, and low maintenance. Paved private road access, with generous setback for residence. Bike... Click here for more details

Property description and photographs provided by listing agent: Bruce Stuart and 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: 47 East Chop Drive Town: Oak Bluffs Link ID: 41621

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedroom, 1st floor, waterfront condominium, "Oak Bluffs", features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and dow... 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: 41620

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- Location, location, location -- 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, beaches, ... 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: 41516

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- This 1-bedroom, waterfront condominium, "Cottage City", features outstanding water views, cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 1st-floor uni... Click here for more details

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

Address: 60 Prospect Avenue Town: Oak Bluffs Link ID: 41939

Price: $1,499,000

Property Description:
3 Distinct Structures situated on a BEAUTIFUL landscaped .34 Acre private lot ~EASY WALK or BIKE RIDE to OAK BLUFFS HARBOR, Town, Sandy Beaches, Ferry Ports and Town Parks! Tastefully renovated SPACIOUS Split-Level Home featuring a lovely and functional open floor plan. The main level displays beaut... Click here for more details

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

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: 11 Winemack Street Town: Oak Bluffs Link ID: 42032

Price: $1,475,000

Property Description:
MOVE-IN READY! Don't miss this summer! Full dormered Cape situated on a quiet dead-end street. Nicely landscaped with flowering trees, white post rail fence in front and privacy fence, side & back. Within walking distance to beaches, hospital, downtown Oak Bluffs, library, parks, and more. Features ... Click here for more details

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

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

Price: $1,425,000

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: 5 Lyme Street Town: Oak Bluffs Link ID: 41719

Price: $1,375,000

Property Description:
5 Lyme Street has two homes with a total of three bedrooms two bathrooms. Located about one mile to the center of Oak Bluffs. These houses have some unique features such as custom hardwood floors with island hardwood, custom stonework of brick and granite. Upgrading the septic system will be the r... Click here for more details

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

Address: 20 Tia Anna Lane Town: Oak Bluffs Link ID: 41811

Price: $1,025,000

Property Description:
Close to the Lagoon in Oak Bluffs on a quiet side street, this three bedroom ranch offers the convenience of one floor living. You will find a spacious sun lit living room with a bay window and hard wood flooring that extends through the living room and kitchen. Large eat-in kitchen with sliders lea... Click here for more details

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

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

Price: $1,021,250

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: 44 Trinity Park Town: Oak Bluffs Link ID: 42037

Price: $849,000

Property Description:
COMING SOON first showing after MAY 20th.."Summertime Cottage" in the Historic Martha's Vineyard Camp Meeting Association located on Trinity Park with EXPANSIVE Views of the TABERNACLE and Park! Exceptional IN-TOWN Oak Bluffs Location within steps to shopping, restaurants, galleries, ferries, harbo... Click here for more details

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

Address: 42 Washington Avenue Town: Oak Bluffs Link ID: 42059

Price: $800,000

Property Description:
This sweet ranch style home with 3 bedrooms and 1 1/2 bathrooms is perfect for year round or vacation living. Title V passed. Easy to show.

Property description and photographs provided by listing agent: Match Point Properties

Address: 3 Uncas Avenue Town: Oak Bluffs Link ID: 41904

Price: $799,000

Property Description:
Historic downtown home w/ separate guest house being sold as-is at the corner of Uncas Avenue and Circuit Avenue. Two dwelling units, downtown OB. Given the historic status of the main structure, it cannot be demolished. But, it could be restored and turned into a lovely downtown single family house... Click here for more details

Property description and photographs provided by listing agent: Sawyer Realty Group

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: 68 Isaac Avenue Town: Oak Bluffs Link ID: 41827

Price: $720,000

Property Description:
Discover the charm of this welcoming 2-bedroom, 1-bathroom ranch, located just a short drive from the lively center of Oak Bluffs. Set on the corner of a quarter-acre lot, the property offers ample opportunity for expansion, allowing you to tailor it into your ideal summer getaway or a cozy year-rou... Click here for more details

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

Address: 30 Olive Street Town: Oak Bluffs Link ID: 42051

Price: $685,000

Property Description:
OAK BLUFFS: Gently rolling wooded parcel containing approximately 35,284 square feet is located in a quiet neighborhood in the Zone 2 section of Oak Bluffs. Potential for subdividing and building with town approvals and enhanced septic systems. Please consult with engineers and town officials.

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

Address: 27 East Side Road Town: Oak Bluffs Link ID: 41834

Price: $599,000

Property Description:
Imagine the possibilities! This 1939 camp style cottage is nestled in the popular Lagoon area of Oak Bluffs. Known as Periwinkle Cottage with a bedroom, living room and kitchen has the potential to be a cozy home to the right buyer. There is a ladder to a loft and storage area, indicating an option... Click here for more details

Property description and photographs provided by listing agent: eXp Realty

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 41920

Price: $389,900

Property Description:
Live the beautiful Island Life with this beautiful condo at an affordable price. This is a delightful one and a half bedroom seasonal condo available for your families use. When you’re not here, the management team will rent and take care of everything for you. Amenities are amazing. There’s a b... Click here for more details

Property description and photographs provided by listing agent: Austin R.E. Properties of MV