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: 267 Farm Neck Way Town: Oak Bluffs Link ID: 40889

Price: $10,950,000

Property Description:
A RARE OFFERING, a merger of water views and unparalleled views of fairways at FARM NECK, a world premier golf course and club. This offering comes with an immediate STOCKHOLDER MEMBERSHIP! The architecturally designed home is in excess of 10,000 sf of exquisite living space, providing 5 bedrooms, ... Click here for more details

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

Address: 400 Barnes Road Town: Oak Bluffs Link ID: 40811

Price: $6,800,000

Property Description:
Quiet Dream... The architecture and landscaped gardens offer a quiet getaway with private decks, patios and screened porches where you can read, listen to music, nature, or just be. An infinity pool/spa deck provides incredible views of Lagoon Pond with stunning sunsets. A professionally landscaped ... Click here for more details

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

Address: 267 Barnes Road Town: Oak Bluffs Link ID: 39954

Price: $5,850,000

Property Description:
Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning waterviews and spectacular sunsets. This is your time to enjoy Vineyard life on the water... Click here for more details

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

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 (4.4 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: 1 Narragansett Avenue Town: Oak Bluffs Link ID: 41072

Price: $4,250,000

Property Description:
A Grande Dame of Seaview Avenue - Fabulous Victorian with Unobstructed Views Over Vineyard Sound and on a clear day you can see Chappy and the mainland! This is a RARE property, a mythical creature of sorts. It's a privilege to step into such a wonderful, classic Oak Bluffs home. You can imagine th... Click here for more details

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

Address: 3 Mayhew Way Town: Oak Bluffs Link ID: 41195

Price: $3,149,000

Property Description:
LOCATION, BEAUTY, PRIVACY AND EASE ... A unique, sprawling single story home sited in a private, gorgeous, landscaped property with a brand new custom pool 18x38, spa, and pool house 14x30. All designed by top Island design groups. The property is located in the desired Tower Ridge Private Community... Click here for more details

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

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: 21 Hudson Avenue Town: Oak Bluffs Link ID: 41237

Price: $2,950,000

Property Description:
This is a rare opportunity to own a large rental facility, and a two bedroom oversize apartment. On one side, there is a large two bedroom two bath apartment with an older, gourmet kitchen and two amazingly large size Bedrooms. On the other side is six bedrooms with three baths facility each bedroo... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 37 Nashawena Park Town: Oak Bluffs Link ID: 40883

Price: $2,825,000

Property Description:
Rare opportunity to own a charming 8 bedroom Classic Victorian Home in one of the most popular locations, which is in Cottage City and Copeland Historical District. Great neighborhood, just walking distance to Inkwell beach,Circuit Ave, Harbor, basketball, tennis, pickle ball courts and playground.... Click here for more details

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

Address: 107 Barnes Road Town: Oak Bluffs Link ID: 41001

Price: $2,675,000

Property Description:
A water lover’s delight! Perched high on the Lagoon on a large wooded lot sits “The Yellow House”. Loved by the same family for generations you will be intrigued by what this property has to offer. Lagoon Pond is your playground, with easy access through the drawbridge to the Vineyard Haven ha... Click here for more details

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

Address: 4 High Meadow Lane Town: Oak Bluffs Link ID: 39624

Price: $2,650,000

Property Description:
This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 3.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature lan... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 3 Canonicus Avenue Town: Oak Bluffs Link ID: 39932

Price: $2,600,000

Property Description:
Oak Bluffs Copeland Beach House just steps to inkwell beach, just a few blocks from downtown shops, restaurants, and entertainment. The house and adjacent garage are insulated for year round living. An inviting wrap around porch affords calming views of the ocean. Beautiful original cherry and oak w... Click here for more details

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

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

Price: $2,289,000

Property Description:
Location Location Location! A Rare Opportunity to Own this Property in The Highlands in East Chop! Nestled in one of the most desired neighborhoods this exclusive four bedroom antique three season home with existing garage boasts the option for expansion. Owned by one family for the last 51 years t... 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: $2,250,000

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: 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: 11 Beach Road Town: Oak Bluffs Link ID: 41088

Price: $2,000,000

Property Description:
Open active waterfront Vintage Cottage, featuring two bedrooms with the potential to add a private dock. Mooring available. In search of buyers to enjoy boating, swimming ,fishing, kayaking, paddle boarding living waterfront on Vineyard Haven Harbor! Watch the ferries passing to Woods Hole, the Blac... Click here for more details

Property description and photographs provided by listing agent: Suzanne Lanzone & Associates LLC

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

Price: $2,000,000

Property Description:
The Preserve at the Woodlands - Offering a rare opportunity to purchase a 2+ acre lot in The Preserve, an exclusive and prestigious community in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beach... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 4 Camp Street Town: Oak Bluffs Link ID: 40815

Price: $1,995,000

Property Description:
Situated high atop the Oak Bluffs Peninsula, this environmentally friendly modified log Cabin style Cape is a unique fusion of country charm and seaside casual from the expansive front covered porch and enormous rear outside deck with outdoor kitchen which provide welcoming space for outside gath... Click here for more details

Property description and photographs provided by listing agent: American Real Estate LLC

Address: 11 Canonicus Avenue Town: Oak Bluffs Link ID: 41344

Price: $1,975,000

Property Description:
LOCATION LOCATION LOCATION! Nestled on the picturesque island of Martha's Vineyard, this historic charming 3-bedroom, 1.5-bathroom single-family home is a tranquil oasis awaiting your arrival.The location of this home is truly exceptional. Oak Bluffs is known for its vibrant community, stunning beac... Click here for more details

Property description and photographs provided by listing agent: Engel and Volkers Boston

Address: 11 High Meadow Lane Town: Oak Bluffs Link ID: 41296

Price: $1,950,000

Property Description:
Lovingly cared for home located in a private setting tucked back from the road on top of a hill in Meadow View Farms. Close to Bike paths miles of walking paths, Farm Neck, Downtown Oak Bluffs and all that the Island has to offer. Well run association with Tennis and Pickleball courts. The contempor... Click here for more details

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

Address: 4 Hopes Way Town: Oak Bluffs Link ID: 41339

Price: $1,949,900

Property Description:
UNDER CONSTRUCTION- BRAND NEW~ Located in LAGOON RIDGE "Oak Bluffs NEWEST NEIGHBORHOOD" - EXCEPTIONAL offering in a community with all new homes perched 95' above the Lagoon! Easy access to all the down island towns, beaches, shopping, ferry ports and harbors! Featuring a Stylish and Spacious Primar... Click here for more details

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

Address: 3 Poplar Lane Town: Oak Bluffs Link ID: 40267

Price: $1,949,000

Property Description:
Gracious Colonial in Oak Bluffs - This spacious home in Vineyard Hills is waiting for you to make it your own. The home features 3 floors of living space that include 5 bedrooms and 3.5 baths. The backyard is an oasis with tiered landscaping, an in-ground pool, deck, pergola with trumpet vines, an... Click here for more details

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

Address: 25 Inca Road Town: Oak Bluffs Link ID: 40907

Price: $1,895,000

Property Description:
Thoughtfully renovated from top to bottom, inside and out, this 4 bedroom, 3.5 bath is ready for your move-in day. The custom kitchen with stainless appliances and quartz counters is open to the dining area. The first floor has an open-concept floor plan with a living room, dining area, and kitchen.... Click here for more details

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

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

Price: $1,875,000

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: 53 Harthaven Road Town: Oak Bluffs Link ID: 40313

Price: $1,495,000

Property Description:
Become part of the Harthaven community, a wonderful enclave on the outskirts of Oak Bluffs on the way to Edgartown with beauty, privacy and history. This 1.89-acre parcel abutting conservation land, is ready to build. The gently sloping, wooded lot can support up to an 8-bedroom home. Owner has 6... Click here for more details

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

Address: 7 Fairway Drive Town: Oak Bluffs Link ID: 41326

Price: $1,395,000

Property Description:
Charming four-bedroom cape centrally located in Oak Bluffs. The well-maintained home offers inviting living spaces, generous-sized bedrooms, and a manicured yard with a large garden shed. The finished lower level, with a private walkout, serves as the perfect quiet office or additional recreation sp... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 3 Carole Avenue Town: Oak Bluffs Link ID: 40832

Price: $1,300,000

Property Description:
Centrally located Oak Bluffs 4 bedroom, 2 bath Gambrel Cape (which can serve as either a single family or a LEGAL two family home) with open kitchen/living room/ dining room, two bedrooms, and one full bath on the first floor and two bedrooms, kitchen,/iiving, dining room and full bath on the sec... Click here for more details

Property description and photographs provided by listing agent: American Real Estate LLC

Address: 47 Winemack Avenue Town: Oak Bluffs Link ID: 40870

Price: $1,150,000

Property Description:
Oak Bluffs -East Chop-2 Small houses on one lot. The front house is a two bedroom freshly painted home with new flooring. The second home nestled in the back is an open floor plan with one bedroom and an utility room. Move in ready these home would make for good rental properties or stay in one and ... Click here for more details

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

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: 66 Nashawena Park Town: Oak Bluffs Link ID: 40633

Price: $1,090,000

Property Description:
Nashawena Park. Great potential! Great location. Beautiful center park like boulevard runs along the center of this historic street. This 3 bedroom single family home was built in 1900. Structural Engineer has inspected. New foundation is needed before any renovation work. It sits in both the Cotta... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

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: 35 Temahigan Avenue Town: Oak Bluffs Link ID: 41166

Price: $950,000

Property Description:
Rare lot in an area of very substantial homes. Build your dream house on this East Chop area property. Might have water views of Vineyard Haven harbor. Picture shown on the listing was taken by a drone. A future house can possibly have up to 7 bedrooms subject to the Board of Health's approval of se... Click here for more details

Property description and photographs provided by listing agent: Arrowhead Homes

Address: 4 Quail Run Town: Oak Bluffs Link ID: 40567

Price: $898,000

Property Description:
Sengekontacket Condo Includes community tennis, pickle ball, clubhouse, boat ramp access to both fresh and salt water ponds for swimming, boating and fishing, dock, potential for a boat mooring, kayak storage, and boat launching ramp. Enjoy Year-round living in this picturesque community with a tw... Click here for more details

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

Address: 287 County Road Town: Oak Bluffs Link ID: 41162

Price: $895,000

Property Description:
Sweet home well located to town, the lagoon, and great walking trails. One level easy living with high ceilings. Covered front porch and private side and back yard. The basement has a walk out which could easily become additional living space. Great opportunity to buy on MV. Hardwood floors, a gene... Click here for more details

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

Address: 44 Trinity Park Town: Oak Bluffs Link ID: 41215

Price: $889,000

Property Description:
"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, harbor and sandy beaches! This cottage include... Click here for more details

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

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

Price: $870,000

Property Description:
East Chop - 0.46 acres. level lot located in the rustic and quiet Highlands neighborhood, within a short walk to harbor, town center, beaches, tennis courts, ferries, and more. Perc test results support up to a 7 bedroom dwelling, letter documenting these results is included in documents section. Ne... Click here for more details

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

Address: 25 Butler Avenue Town: Oak Bluffs Link ID: 40735

Price: $798,000

Property Description:
Iconic, Historic and Pink! YEAR-ROUND WINTERIZED COTTAGE! This is a chance of a lifetime to live in the most admired cottage on Martha's Vineyard. Built in 1870 this adorable 2 Bedroom 1 Bath home has been lovingly cared for and updated in 2021 with insulation and mini splits for year-round comfort... Click here for more details

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

Address: 8 Tabernacle Avenue Town: Oak Bluffs Link ID: 40809

Price: $759,000

Property Description:
Located in the heart of Oak Bluffs an easy stroll to the town's shops and beaches. This cottage has been loving enjoyed in the same family for 6 generations. Part of the Martha's Vineyard Campground Community this Victorian cottage situated on a corner lot has a private fenced in yard with a stone p... Click here for more details

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

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: 21 Island Inn Road Town: Oak Bluffs Link ID: 39885

Price: $449,000

Property Description:
Welcome to Island Inn Country Club! Enjoy condo living with ease and free of home and lawn maintenance tasks. Walk to the beach to relax, enjoy a game of tennis at the onsite courts and swim in the large, heated pool. Cook in your updated kitchen with granite countertops or grab a delicious meal ste... Click here for more details

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

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39886

Price: $239,000

Property Description:
Welcome to Island Inn Country Club! Enjoy condo living with ease and free of home and lawn maintenance tasks. Walk to the beach to relax, enjoy a game of tennis at the onsite courts and swim in the large, heated pool. Cook in your updated kitchen with granite countertops or grab a delicious meal ste... Click here for more details

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

Address: 27 Island Inn Rd Town: Oak Bluffs Link ID: 39907

Price: $229,000

Property Description:
Call the Vineyard HOME! FABULOUS VACATION RESORT OPPORTUNITY! The Family Friendly Island Inn has it all! Heated pool, tennis, firepits, BBQ's, playground, expansive outdoor areas & private kitchen w/Oak Bluffs beaches/village/ bike paths/ golfing close by. PLUS NOMANS new popular restaurant adjace... Click here for more details

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