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 photos provided by listing broker Ocean Park Realty Inc.

Address: 34 Windemere Road Town: Oak Bluffs Link ID: 38803

Price: $3,999,000

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 photos provided by listing broker .

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 photos provided by listing broker Wallace & Co. Sothebys.

Address: 113 Dukes County Avenue Town: Oak Bluffs Link ID: 32334

Price: $1,899,000

Property Description:
Rare offering IN TOWN OAK BLUFFS! Commercially Zoned multi family with a solid SUBSTANTIAL existing rental history. Built in 2017 in excellent condition and within walking distance to Oak Bluffs Harbor, Sandy Beaches, Art Galleries, Shopping, Restaurants and STEPS to Historic Martha's Vineyard Cam... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 81 Rogers Way Town: Oak Bluffs Link ID: 39011

Price: $1,675,000

Property Description:
This spacious Colonial-style home is located on a cul-de-sac approximately 0.7 miles from the heart of Oak Bluffs. The first floor has a soaring foyer, open kitchen, and dining room that opens onto a large deck in addition to a laundry room, guest bathroom, and a living room with two additional roo... Click here for more details

Property description and photos provided by listing broker Laer Realty Partners.

Address: 4 Montgomery Square Town: Oak Bluffs Link ID: 38541

Price: $1,500,000

Property Description:
Located in the heart of Oak Bluffs -Walk to the beach, town center, shops, and restaurants. A one-of-a-kind property on Montgomery Square in the MVCMA. This large building has many facets each separately defined. The front section a 16 X 31 space, originally a store in 1869 and recently an artist's ... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Marthas Vineyard.

Address: 33 School House Village Town: Oak Bluffs Link ID: 38769

Price: $1,399,000

Property Description:
Just what you have been waiting for! This property is move-in ready and being sold turnkey. Fully renovated in 2019, the owners creatively transformed this home, creating the ultimate Vineyard vibe. This perfect gem has a lot to offer - wide plank floors throughout, a contemporary open kitchen, s... Click here for more details

Property description and photos provided by listing broker Donnelly + Co.

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

Price: $1,360,000

Property Description:
The center of Circuit Ave is the place to be!!This classic turn of the century building has housed a successful clothing business for almost 30 years. A new roof and many updates make this well cared for building a winner. With the Towns approval an expansive second floor is ready for living. Finis... Click here for more details

Property description and photos provided by listing broker Tashmoo Realty.

Address: 5 Farm Path Town: Oak Bluffs Link ID: 38957

Price: $1,299,900

Property Description:
Beautifully and well maintained cape, located right at the center of the island on a large lot with enough room and capacity for an EXPANSION AND A POOL. Septic system was just upgraded (2021) to legally accommodate a 6 bedroom home. You could potentially build a GARAGE, and a GUEST HOUSE. As you wa... Click here for more details

Property description and photos provided by listing broker .

Address: 8 Myrtle Avenue Town: Oak Bluffs Link ID: 38745

Price: $1,138,000

Property Description:
This charming cottage is conveniently located in the historical "Highlands" of East Chop. It is nestled between the homes of a well known New York politician and a well known writer from the Harlem Renaissance. You are close to the beach, town, and the bus which will take you anywhere on the island.... Click here for more details

Property description and photos provided by listing broker Karen M. Overtoom R.E..

Address: 105 Eastville Avenue Town: Oak Bluffs Link ID: 38275

Price: $1,100,000

Property Description:
Located near Eastville Beach and the hospital you will enjoy the large yard with wrapping deck. Walking into this restored Antique home you will find wide plank wood flooring while you take-in the large light filled livingroom with fireplace in pristine condition. The first floor also offers a den w... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Marthas Vineyard.

Address: 7 Central Avenue Town: Oak Bluffs Link ID: 38820

Price: $999,500

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 photos provided by listing broker Ocean Park Realty Inc.

Address: 18 Trinity Park Town: Oak Bluffs Link ID: 38689

Price: $850,000

Property Description:
Just Listed in the Historic Martha's Vineyard Camp Meeting Association on sought after Trinity Park! A RARE OFFERING with DISTINCTIVE Beauty and Victorian Charm. Designed and built in 1872 by John Hoyt, architect of the Tabernacle in 1879, steeped in campground history, is located in desirable T... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

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

Price: $840,000

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 photos provided by listing broker Sierra Properties & Investments.

Address: 11 Poplar Lane Town: Oak Bluffs Link ID: 38483

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. The central locatio... Click here for more details

Property description and photos provided by listing broker Kendall & Kendall.

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 photos provided by listing broker 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 photos provided by listing broker Gay Head Realty.

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 photos provided by listing broker Laer Realty Partners.

Address: 1 Pease Avenue Town: Oak Bluffs Link ID: 38099

Price: $525,000

Property Description:
Set among the brightly colored cottages and part of the famous Martha's Vineyard Camp Meeting Association- a couple of blocks to Oak Bluffs' sandy beaches, town center, and restaurants. This adorable 3 bedroom cottage consists of a spacious front porch, a living-dining area, kitchen, 2 first floor b... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Marthas Vineyard.

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

Price: $499,000

Property Description:
Seller MOTIVATED! BUYERS - This is the Least Expensive - Priced right opportunity to OWN and enjoy 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, fishi... Click here for more details

Property description and photos provided by listing broker Jane Brown Assoc..

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 photos provided by listing broker 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 photos provided by listing broker Jane Brown Assoc..