Oak Bluffs Homes for Sale

Oak Bluffs has a wonderful array of single family homes on Martha’s Vineyard. From beach cottages and waterfront homes to homes within walking distance to downtown, shops, and restaurants, you’re sure to find the perfect Martha’s Vineyard home in Oak Bluffs. Scroll down to explore Oak Bluffs houses for sale on Martha’s Vineyard. Learn about the town of Oak Bluffs >>

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19 Pinewood Lane Oak Bluffs MA 02557

Oak Bluffs, MA19 Pinewood Lane

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number 40331

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.28

This well-loved home is beckoning for your vision and updates. The property is located on a quiet street of well-cared-for homes close to town, school, and the 71-acre Tradewind Conservation Park. There is 1,800 square feet of living space that includes a kitchen, living room with vaulted ceiling, a dining room, 4 bedrooms, 2 bathrooms, and a loft area. The full basement has a storage area on one side and 2 car garage on the other. The opportunity is here for a buyer who wants to take advantage of the huge potential this property offers.

Listed by Bonnie Pierce of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 Fairmount Avenue Oak Bluffs MA 02557

Oak Bluffs, MA30 Fairmount Avenue

Price$1,275,000

Est. Mortgage: $/month

MLS Number 40332

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.23

CHARMING CAPE WITH COTTAGE STYLING. Renovated in 2019, this charming cape features many tasteful upgrades and offers a picturesque and serene setting. The first floor is comprised of an open-designed floor plan combining a sunlit Living/Dining and Kitchen with updated appliances and cabinets. Sliding glass doors open out to a beautifully landscaped yard and outdoor entertainment area, surrounded by hydrangeas, lilies and fragrant lavender, with ample room for lounging and entertaining. The garden features a natural rock wall and pea stone paths that lead you to a cozy outdoor fire pit or vine-covered alfresco dining area. Extras include hardwood floors, custom tile and more! The property is ideally located with easy access to down-island towns, ferries and beaches and is perfect for a rental property, seasonal or year-round living.

Listed by Carson Crissman of Compass | Point B

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$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Cedar Avenue Oak Bluffs MA 02557

Oak Bluffs, MA2 Cedar Avenue

Price$1,049,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40061

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.35

Oak Bluffs close to town center two houses on one lot. House 1.) Built in 1920 -3 bedroom Bungalow style home with porch and deck 2.) Built in 1985 a custom Contemporary home with a solar atrium running the length of the home. This one bedroom home with Loft has room for expansion. The property has a 6 bedroom septic system in place. 2 additional bedrooms possible with proper permitting. Both homes have privacy from the other and plenty of parking.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Garvin Street Oak Bluffs MA 02557

Oak Bluffs, MA56 Garvin Street

Price$965,000

Est. Mortgage: $/month

Pending

MLS Number 40314

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2

This adorable single-story home is located just steps from downtown shops, restaurants, beaches and the ferry. With two bedrooms, a den/office and spacious living areas, it's the perfect place to make your own. It's been very well maintained, with the roof, siding, decks, windows and and heating system all recently updated. Despite the exceptional downtown location, the lot enjoys immense privacy and a large, grassy backyard.

Listed by Bill Rossi of Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Poplar Lane Oak Bluffs MA 02557

Oak Bluffs, MA3 Poplar Lane

Price$2,248,000

Est. Mortgage: $/month

MLS Number 40267

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.6279

Spacious Colonial in Vineyard Hills is waiting for you to make it your own. This gracious home has 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, and a large, partially finished shed that can be transformed into your pool house. There have been many improvements over the last couple of years, including a new furnace, new hot water heater, new stainless appliances with gas cooktop and double wall ovens, a new 5 bedroom septic, new windows, and doors, remodeled full bath and powder room, and more. The first floor features a kitchen, dining, den/office space, mudroom with laundry, and living room with gas fireplace. Sliding doors from the living room and dining area open to a deck. The second floor features a primary bedroom en suite bath and a walk-in closet. Three additional bedrooms with a shared hall bath complete the second floor. The partially finished, walk-out lower level has a kitchenette, the 5th bedroom, and an additional living room that opens to a private deck. The lower level is also home to the new furnace and hot water heater as well as plenty of storage and a bulkhead. This house is waiting for you to make it your Vineyard home. Vineyard Hills has deeded beach rights to a quiet beach on the Lagoon.

Listed by Michele Moore of Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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84 California Avenue Oak Bluffs MA 02557

Oak Bluffs, MA84 California Avenue

Price$1,299,000

Est. Mortgage: $/month

MLS Number 40261

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 3
  • Acreage 0.2295

This newly constructed house is ready for you to make it your home. Located less than 1.5 miles from Circuit Ave, this 1,870 sq. ft. one bedroom, 3 full bath custom colonial is just getting its finishing touches. Enter through the wrap-around covered porch and be welcomed by this thoughtfully-designed and well-constructed home. The first floor consists of a mudroom, full bath, kitchen with an island, dining area, and a spacious living room. The dining and living rooms open onto the deck that runs along the back of the house. The kitchen will have stainless Bosch appliances, an abundance of cabinets, and granite countertops. Hickory flooring throughout the first-floor living areas, tiled mudroom and baths, and carpet in the bedroom and loft. The second floor has a primary bedroom with an en suite. There is also a spacious loft that utilizes another full bath. Enjoy the open feeling that the high ceilings and windows create throughout the second floor. The full, unfinished basement has a sliding door that fills the space with light and gives access to an exterior stairwell. Central air. Spray foam insulation. There is room for a garage or, possibly, a pool. Great opportunity to purchase a newly constructed home. Please see the attached builder's spec sheet. Easy to show.

Listed by Michele Moore of Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24 Winemack Street Oak Bluffs MA 02557

Oak Bluffs, MA24 Winemack Street

Price$1,345,000

Est. Mortgage: $/month

MLS Number 39761

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.23

New price and now partially furnished! Come see this beautifully renovated home located about a mile to downtown Oak Bluffs and less than a mile to Eastville Beach! The interior is pristine, bright, and cheerful with a wonderful attention to detail. There is a first floor primary bedroom and two bedrooms on the second floor that share a bathroom. Other features include air conditioning, a private back deck, outdoor shower, and storage shed. Some of the furnishings are available for sale separate from the purchase of the home. Don't miss out on this wonderful opportunity!

Listed by Idalyn Macchia Gilstad of Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Paulding Avenue Oak Bluffs MA 02557

Oak Bluffs, MA1 Paulding Avenue

Price$4,500,000

Est. Mortgage: $/month

MLS Number 40226

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 0.35

COMING SOON! Open House Thanksgiving Day Week-End. Walk to town, ferry, harbor and beach from this brand new coastal modern family compound or investors dream property. Enjoy this downtown luxury 6 bedroom, 6 1/2 bath multi-dwelling compound with a brand new outdoor pool, spa, white marble hardscape patio, newly sodded yard, irrigation system and a state of the art self supporting solar system. The two dwellings are being offered fully furnished for a turnkey solution for a family or investor. This estate includes a brand new Main House (2925 sqft.) a second residence (750 sqft). The main house, built in 2022, offers 3 floors of modern coastal living with light oak wide plank wood floors, wide format tile baths, Anderson 400 Series windows and doors, 2 gourmet kitchens, 4 bedrooms, 5 1/2 baths. The first floor includes a master bedroom with a linear fireplace and patio doors overlooking the pool and an upscale wide format tiled en suite bath, an open concept living, dining and gourmet kitchen with top-of-the-line stainless steel appliances including 48” Subzero refrigerator, 36” Wolf range and quartz countertops with another set of patio doors to the pool, another linear fireplace and a 1/2 bath. The second floor includes a beautiful living room with a linear fireplace, 3 gorgeous tiled en suite bedrooms, and a stackable laundry area. The downstairs includes 4 full length glass windows for natural light, a second kitchen/wet bar area with quartz countertop, a third media/living area, a full tiled bathroom, a private study/gym and a Solar Panel utility room. The second dwelling, fully remodeled in 2018, offers an open concept kitchen living room, two bedrooms, 1 tiled bath, expansive deck, outdoor shower and a large wooded newly grass sodded backyard. Interior photos coming soon!

Listed by Susan Lemoie-Zarba of Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 John Wesley Avenue Oak Bluffs MA 02557

Oak Bluffs, MA20 John Wesley Avenue

Price$1,495,000

Est. Mortgage: $/month

Pending

MLS Number 40169

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.0899

A Rare Opportunity in East Chop Oak Bluffs! Available for the first time in 48 years. One of the most Desired Locations on Martha's Vineyard close to Harbor! Three bedrooms two full bath home with wraparound porch and outdoor shower. Inviting, relaxing spaces with abundant natural light. The many architectural details brings you back to a simpler time. Gothic pointed arched windows and doors interior shutters exposed beams high 9’ ceilings, ample closets and wood flooring. Perched high on a knoll catching the ocean sounds smells and breezes. Extended outdoor living with the wraparound 624SF porch offering outdoor dining, rocking, and socializing. Enjoy the relaxing ambiance of this Vineyard Retreat with quick access to Beaches, Downtown, Harbor, ECBC, Tennis, Ferry Terminals, Public Launch.

Listed by Janna O'Loughlin of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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86 Washington Avenue Oak Bluffs MA 02557

Oak Bluffs, MA86 Washington Avenue

Price$795,000

Est. Mortgage: $/month

MLS Number 40140

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.38

This inviting A-Frame style 2-bedroom cottage lives large with a first floor bedroom and full bath, an open floor plan with living room, kitchen and dining area. Located in a quiet neighborhood just a short walk to the Lagoon Pond access and a short drive to Featherstone Center for the Arts, the YMCA, Vineyard Family Tennis and the High School. Upstairs features second bedroom, full bath and office/family area for overflow guests. Ideal for vacation getaways and extended three season use with its propane fireplace with thermostat. Property includes a detached office/studio or for additional overflow guests. The house has a spacious deck overlooking the large front and side yards, with sliding glass doors opening into the living room, kitchen, dining area, bedroom and bathroom. The rear deck connects to the utilities building with washer/dryer and an outdoor shower. It is located on 0.38 acres, that includes a front, side and rear yard and, has parking for multiple vehicles in the u-shaped driveway. Zoning is R-2, Zone 2. Title V inspection passed 9/16/22.

Listed by Perry Patterson of MV Luxury Homes

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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400 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA400 Barnes Road

Price$7,300,000

Est. Mortgage: $/month

MLS Number 40141

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 2.41

Welcome to 400 Barnes Road, Oak Bluffs. This stunning contemporary is lavish with architectural design. Every detail was thoughtfully selected to provide the ultimate luxurious experience. The quality of materials used to build this home are unmatched by any other property currently on island. The elevator travels silently to each floor and opens to the oasis of every living area. There are over 7000 square feet of open living space with multiple rooms connecting and flowing effortlessly throughout the 3 levels of the home. The distinctive interior features high-end materials and appliances, designer lighting fixtures and a chef's open kitchen. High ceilings and full length windows with motorized privacy shades let in tons of natural light during the day and feature magnificent sunsets in the evening. The media room full bar area with wine cellar and the gym are truly a must see.. On the exterior you will find relaxation at its finest with beautiful infinity pool with access to the pond for Boating and other Water activities -

Listed by Scott Lewis of Lewis Real Estate Services,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Hidden Cove Road Oak Bluffs MA 02557

Oak Bluffs, MA11 Hidden Cove Road

Price$1,795,000

Est. Mortgage: $/month

Pending

MLS Number 40143

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.31

Revived, refurbished, and refreshed, this gem in Hidden Cove is a home for all seasons. No detail was overlooked or corner cut during this owner’s thoughtful stewardship. A spacious and open floor plan offers multiple seating areas, inside and out, with easy access to a large blue stone patio that overlooks the lush and private landscaped yard. The finished lower level provides additional living space, complete with a full bath and bedroom with a private exterior entrance. Water access on Sengekontacket and tennis courts, amenities of the Association, only enhance the central location, convenient to all down island towns. The perfect place to call home.

Listed by Katherine Donahue of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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"Based on information submitted to MA_LINKMV as of January 27, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."

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