Oak Bluffs Properties for Sale

Address: 22 Paddock Road Town: Oak Bluffs Link ID: 38557

Price: $4,995,000

Property Description:
THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber B... Click here for more details

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

Address: 26 Greenleaf Avenue Town: Oak Bluffs Link ID: 39529

Price: $4,200,000

Property Description:
How often do you find a property with three different water views -pond (Sunset Lake), harbor (Oak Bluffs) and ocean (Vineyard Sound). Location is everything, and this bungalow has it all. You can practically hear the children squeal with joy after catching the brass ring at the famous Flying Horses... Click here for more details

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

Address: 34 Windemere Road Town: Oak Bluffs Link ID: 39595

Price: $3,200,000

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: 79 Circuit Avenue Town: Oak Bluffs Link ID: 39225

Price: $2,750,000

Property Description:
ICONIC OAK BLUFFS COTTAGE - This lovely two-story Victorian, built in 1875, has been occupied year-round since 1926. Home to several generations of families and now the iconic Good Dog Goods, 79 Circuit has always been a gathering place. With B1 zoning and past use as a family home, possibilities ab... Click here for more details

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

Address: 79 Circuit Avenue Town: Oak Bluffs Link ID: 39276

Price: $2,750,000

Property Description:
ICONIC OAK BLUFFS COTTAGE - This lovely two-story Victorian, built in 1875, has been occupied year-round since 1926. Home to several generations of families and now the iconic Good Dog Goods, 79 Circuit has always been a gathering place. With B1 zoning and past use as a family home, possibilities ab... Click here for more details

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

Address: 168 East Chop Drive Town: Oak Bluffs Link ID: 38342

Price: $2,650,000

Property Description:
Dramatic Vineyard Sound Views on East Chop Drive - Charming cottage on desirable East Chop Drive - Enjoy spectacular views of Vineyard Sound & boats passing by from your front deck of this cozy Martha's Vineyard retreat. The cottage is just under 1,000 Sf and sits on 12,256 SF of land, and currently... Click here for more details

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

Address: 35 Temahigan Avenue Town: Oak Bluffs Link ID: 38062

Price: $2,250,000

Property Description:
Situated directly between Oak Bluffs & Vineyard Haven, this antique home has been in the same family for 4 generations. Enjoy water views of the Vineyard Haven harbor from the porch, primary bedroom, 3 season room, and living room. The first floor boasts high ceilings, a beach stone fireplace, the l... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard Seacoast Properties

Address: 67 Madison Avenue Town: Oak Bluffs Link ID: 39587

Price: $2,200,000

Property Description:
Rare East Chop Opportunity – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb location, only one block from the East Chop Tennis Club, two blocks from the East Chop Lighthouse and gorgeous bluff views. Ownership of ... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 77 Pennacook Avenue Town: Oak Bluffs Link ID: 39496

Price: $1,595,000

Property Description:
A rare opportunity to own this quintessential Victorian home in the heart of downtown Oak Bluffs. Find yourself within walking distance to Inkwell Beach, shopping, restaurants, ferries, tennis, basketball, parks and more. This lovely property has been meticulously maintained both inside and out and ... Click here for more details

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

Address: 4 Montgomery Square Town: Oak Bluffs Link ID: 39428

Price: $1,399,000

Property Description:
MVCMA property located in the heart of Oak Bluffs -near the beach, town center, shops, and restaurants. A one-of-a-kind property this large building originally Alley Brothers General Store in the 1870's. 3 separate living areas leaves room for the whole family. MVCMA rules allow for a maximum of a ... Click here for more details

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

Address: 9 Brunswick Avenue Town: Oak Bluffs Link ID: 39572

Price: $1,299,000

Property Description:
Built in 1862, this original MVCMA cottage was relocated from the Vineyard Highlands area to its current site in 1907. Affectionately referred to as “Talawa”, a Jamaican phrase meaning “small but stalwart” after surviving 6 major hurricanes, this cottage is full of history, charm, and origi... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 33 Sunset Road Town: Oak Bluffs Link ID: 39533

Price: $1,290,000

Property Description:
This is a great opportunity to be your next family home, investment rental property, or even workforce housing. It works for everyone! This home has been loved and lived in by the same owners for the past 18.5 years. Close enough to downtown Oak Bluffs for an easy walk, but yet far enough away to ha... Click here for more details

Property description and photographs provided by listing agent: HomeSmart Heritage Realty

Address: 33 Circuit Avenue Town: Oak Bluffs Link ID: 38763

Price: $1,260,000

Property Description:
This classic turn-of-the-century building is in the heart of Circuit Avenue's pedestrain bustle. A new roof and many updates make this well-cared-for building a winner. The vibrant clothing store with ample windows and generous ceiling height on the first floor has steadily grown in success for over... Click here for more details

Property description and photographs provided by listing agent: Tashmoo Realty

Address: 47 Winemack Avenue Town: Oak Bluffs Link ID: 39261

Price: $1,100,000

Property Description:
East Chop Oak Bluffs. Two existing dwellings- A great place to start in a desirable location close to beaches and downtown Oak Bluffs. These year-round homes are ready to go: Rent one and live in the other, options abound for this multi dwelling property. The two bedroom home has interior access to ... Click here for more details

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

Address: 17 Old Harbor Lane Town: Oak Bluffs Link ID: 38872

Price: $929,000

Property Description:
Escape to this private Half Acre lot ready for your new dream getaway home. This lot (#17) set in stunning Waterview Farms is the ideal location to rest and retreat. With open meadows and private access to the Waterview Farms Beach, one is sure to step into the peace and tranquility of beach livin... Click here for more details

Property description and photographs provided by listing agent: Sierra Properties & Investments

Address: 44 Eastville Avenue Town: Oak Bluffs Link ID: 39466

Price: $895,000

Property Description:
Location, location, location - conveniently located with proximity to Eastville and Lagoon beaches, downtown Oak Bluffs and the MV hospital, bike paths. Once a beloved family home, this property is ready for new owners to renovate or rebuild to enjoy their ideal Vineyard lifestyle. Currently configu... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 5 Tabernacle Avenue Town: Oak Bluffs Link ID: 39500

Price: $889,000

Property Description:
5 Bedroom Beautiful Victorian located in the Historic Martha's Vineyard Camp Meeting Association on popular Tabernacle Way! RARE OFFERING with Victorian Charm and Attractive Vintage Detail on a generous fenced-in lot with BEAUTIFUL COLORFUL GARDENS! Terrific IN-TOWN LOCATION...easy stroll to Oak Blu... Click here for more details

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

Address: 7 Central Avenue Town: Oak Bluffs Link ID: 39405

Price: $875,000

Property Description:
The "Sea Shrimp" has been owned by the same family since 1968 and now it is time for it's 9th owner since it's transformation from a tent to a wood structure, circa 1870. This charming year round cottage is set to the rear of on an oversized lot with a beautiful front yard. The large covered porch m... Click here for more details

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

Address: 11 West Clinton Avenue Town: Oak Bluffs Link ID: 39344

Price: $849,000

Property Description:
This spacious antique cottage boasts a wonderful setting abutting MVCMA park grounds to the south and Oak Park to the east plus ample on-site parking and a convenient access road nearby. The front section offers a unique mansard/gambrel roofline that allows for unusual ceiling height on both the fir... Click here for more details

Property description and photographs provided by listing agent: Compass | MV Team

Address: 11 Poplar Lane Town: Oak Bluffs Link ID: 39607

Price: $750,000

Property Description:
Build your Vineyard home on this parcel of land located at the end of a paved cul-de-sac in the Vineyard Hills Association. The land borders a beautiful 7.8 acre greenbelt of conservation land along its northern and western boundaries creating privacy and lovely woodland views. New survey by Sourati... Click here for more details

Property description and photographs provided by listing agent: Kendall & Kendall

Address: 110 County Road Town: Oak Bluffs Link ID: 39479

Price: $750,000

Property Description:
Cleared, level, buildable lot in Oak Bluffs on Martha's Vineyard. Approved septic plan for a 4 bedroom home. Electric already brought to the property with cable and telephone accessible. Border row of Arborvitae planted along one boundary line. 15 minute walk to town, local beach, elementary school,... Click here for more details

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

Address: 54 Norris Avenue Town: Oak Bluffs Link ID: 39355

Price: $749,000

Property Description:
Adorable 2-bedroom 1 bath cottage located within walking distance to Circuit Ave and the Harbor. Great condition with many recent improvements such as 80% of the windows (all with the exception of two) as well as the front and back doors replaced this year. New gutters, and kitchen flooring. 4 be... Click here for more details

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

Address: 25 Oak Avenue Town: Oak Bluffs Link ID: 39551

Price: $729,000

Property Description:
One of just three buildable lots in Oak Bluffs, this nearly quarter-acre property is close to the town of Oak Bluffs and its shops, restaurants, attractions and ferry dock. (Go down Simpson Avenue and it's a straight shot to Sunset Lake and town.) Oak Avenue is a quiet, dead-end street with little t... Click here for more details

Property description and photographs provided by listing agent: Vineyard Open House Real Estate

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39015

Price: $715,000

Property Description:
Refreshing, bright and comfortable this single story 2 bedroom condo has been thoughtfully upgraded. Most recent, is the new bathroom with walk in shower. Stainless steel kitchen appliances and hardwood floors. Sleeps 6 comfortably and highly sought after in rental market. This is an end unit ov... Click here for more details

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

Address: 10 Siloam Avenue Town: Oak Bluffs Link ID: 38991

Price: $695,000

Property Description:
Original Campground classic cottage brought up to date with new mahogany decks and wide pine floors. Sit on the porch watching the sun going down over Sunset Lake or wake up in the morning to see extensive views of Oak Bluffs Harbor and Nantucket Sound from the balcony. The dining room is warmed by ... Click here for more details

Property description and photographs provided by listing agent: Gay Head Realty

Address: 8 Siloam Avenue Town: Oak Bluffs Link ID: 39519

Price: $649,000

Property Description:
SEA SIDE COTTAGE CHARMER - You've found a heavenly setting for endless summers and nightly sunsets! Directly across from famed Sunset Lake and steps to the Oak Bluffs harbor, ferries, village amenities and minutes to island beaches. WATER VIEWS await you - just pull up a rocker on the ample porch or... Click here for more details

Property description and photographs provided by listing agent: Compass | MV Team

Address: 3 Dukes County Avenue Town: Oak Bluffs Link ID: 38323

Price: $598,000

Property Description:
Here is your opportunity to own a Campground Cottage,(MVCMA) Built in 1873 with its own driveway with 2 parking spaces, and beautiful yard.Private feel but right down town. Through the Antique Beach stone archway covered with tea roses, to the Living room with cathedral ceiling and ceiling fan and... Click here for more details

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

Address: 0 Heather Lane Town: Oak Bluffs Link ID: 39614

Price: $585,000

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

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 38630

Price: $549,999

Property Description:
BUYERS - Best Price to own a Condo with a FABULOUS LIFESTYLE on Martha’s Vineyard. The Island Inn is recognized as a gem on this island. It's location is nestled off Beach Road, almost hidden, yet a short easy walk to sandy beaches, fishing, clamming, kayaking just to name a few of the nearby spor... Click here for more details

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

Address: 33 Island Inn Road Town: Oak Bluffs Link ID: 39166

Price: $350,000

Property Description:
Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. Renovated only 3 years ago, this unit has new flooring, a new bathroom and updated mini kitchen. This is casual resort style living that includes associati... Click here for more details

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

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39005

Price: $299,900

Property Description:
Bright and Sunny 1 bedroom condo at the fabulous Island Inn Country Club. Very sweet entry level price point for property ownership on Martha's Vineyard with a bundle of amenities. This upgraded 1st floor end unit overlooking a lovely yard area and Farm Neck golf course beyond. Vacasa management i... Click here for more details

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

Address: 33 Island Inn Road Town: Oak Bluffs Link ID: 38977

Price: $299,900

Property Description:
Delightful 1st floor seasonal condo located at the impressive Island Inn Country Club has been in the same family for 19 years. Thoughtfully upgraded with fabulous flooring made for holding up to sand and beach wear. Bright and sunny along with upgraded kitchen with granite counters. The wood cei... Click here for more details

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

Address: 0 Alpine Avenue Town: Oak Bluffs Link ID: 39599

Price: $59,000

Property Description:
Credit Land Only. This parcel is a 2000 sf deeded nitrogen credited land. Add this parcel to your pre-existing Zone II undersized lot to become a buildable lot. This parcel may also allow a Zone II homeowner the ability to expand and add an additional bedroom to their home. (Note: Minimum lot size i... Click here for more details

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