Oak Bluffs Homes For Sale

Oak Bluffs, MA, is Martha Vineyard’s original summer resort, dating back to the late Victorian era. Oak Bluffs real estate includes a wide range of homes including quaint capes, charming bungalows, and waterfront estates. You’ll also find homes in Oak Bluffs with the hallmark colorful "gingerbread" aesthetic and views of the ocean. Oak Bluffs residents revel in the lively scene of Circuit Avenue and the harbor front, day and night, while the outlying neighborhoods contrast in serenity. Find some of the most in-demand Martha’s Vineyard real estate including luxurious waterfront houses and vacation condos in Oak Bluffs. We will help you find the right vacation home or year round residence! Learn more about Oak Bluffs. View all real estate for sale on the Vineyard here.

Oak Bluffs Real Estate

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View by Property Type: Waterfront Homes | Water View Homes | Single Family | Condos

39 Farm Pond Road

Oak Bluffs, MA39 Farm Pond Road

Price$12,850,000

Est. Mortgage: $/month

MLS ID 38340

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 5.5
  • Acreage 1

This magnificent home lies on an 1-acre lot in the very special Harthaven community and has spectacular views across Farm Pond, the barrier beach and Vineyard Sound. Built of the highest quality with an extraordinary sense of style and design, the home features a grand entry foyer, a great room with a 20ft wall of glass, dramatic stone fireplace and cantilevered 2nd floor balconies. The gourmet kitchen and pantry look through the grand dining room, all offering amazing views. There is a ground floor master suite and as well as four 2nd floor suites, each as nice as the next and all loaded with detail and craftsmanship. As one steps outside, they are greeted with a large patio surrounding an infinity-edge pool, jacuzzi, firepit and exterior kitchen. There is an abundance of stonework, and the entire property is professionally landscaped with a rolling, lush lawn stretching to the ponds edge and private pier to access water activities. This property is quite special on all fronts, is being offered in excellent condition and is a must see for any discerning buyer.

Listed by Gerrett Conover of Landvest MV

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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22 Sea Glen Road

Oak Bluffs, MA22 Sea Glen Road

Price$895,000

Est. Mortgage: $/month

MLS ID 38327

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathrooms 1.5
  • Acreage 0.4646

This year round Salt Box home is located in a wonderful residential neighborhood with a paved private road. The house sits upon a nice knoll with lovely breezes while relaxing in your backyard hammock. This house is being sold turnkey fully furnished. The kitchen has a center island, renovated with granite countertops, new cabinets and sink. The living room's focal point is the beautiful custom built floor to ceiling beach stone fireplace with option to insert a wood stove. The Master bedroom has high cathedral ceilings and skylights letting in abundant natural light. Bathrooms have been updated. From the living room two Anderson sliders lead to the large deck to the private backyard to play and BBQ. Centrally located with easy access to all Island Towns near bike path and bus routes and just minutes to the Vineyard Haven Ferry terminal with many Land Bank Trails close by to enjoy!

Listed by Janna O'Loughlin of Martha's Vineyard Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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28 Narragansett Avenue

Oak Bluffs, MA28 Narragansett Avenue

Price$2,195,000

Est. Mortgage: $/month

MLS ID 28261

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathrooms 3.5
  • Acreage 0.1

"The Pink Lady" -Located in the heart of Oak Bluffs in the historic Copeland District, this Grand Victorian home has 9 bedrooms; room for the whole family or a great rental property. Charming and spacious with a view of Ocean Park and the water beyond. Two first floor bedrooms including a separate bedroom suite, the second floor has 7 bedrooms many adorned with private porches or balconies. This great dame is just steps away from the beach and town center with shops, restaurants, and entertainment. A long rental history makes this property a solid investment.

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

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 Hidden Cove Road

Oak Bluffs, MA3 Hidden Cove Road

Price$1,550,000

Est. Mortgage: $/month

MLS ID 38324

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3.5
  • Acreage 0.2899

Located within the desirable Hidden Cove Association- A WATER ACCESS COMMUNITY created on over 65 acres with homes privately nestled with direct access to Sengekontacket Pond and Nantucket Sound. A lovely area with private boat dockage, walking trails and tennis all within the outskirts of Oak Bluffs with easy access to other towns. This inviting contemporary residence is designed to comfortably accommodate a large family with many special high-end touches throughout. The main floor greets you with a gracious living room anchored by a maple wood buring fireplace and high wood-beamed ceilings. There is lots of natural light from floor to ceiling windows, skylights and doors that lead to the deck connected to a chef’s kitchen with marble counters and backsplash with wood paneled Décor appliances seamlessly integrating the custom cabinetry. The upper level is dedicated as the Principal suite with room for a sitting area and office space with access to a private balcony and a stylish bathroom en-suite with a deep soaking tub and a separate glass shower stall. The garden level comfortably separates all the bedrooms and bathrooms with bonus area with California Closet's murphy bed for an overflow of guests. The sliders lead to an enchanting private yard with lush green grounds, mature plantings, an irrigation system, the requisite outdoor shower and invisible fence.  A blue-stone patio with spacious outdoor dining and grill area is an inviting spot to gather and entertain with family and friends.The attached one car garage has room for storage, beach gear and the summer car. This is a special property not to be missed.

Listed by Christine Rose of Martha's Vineyard Island-Wide Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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168 East Chop Drive

Oak Bluffs, MA168 East Chop Drive

Price$2,650,000

Est. Mortgage: $/month

MLS ID 38342

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.0002

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 features 2 bedrooms and 1 bath. Permits are being prepared for the potential of a new 4 bedroom septic system. This setting offers unbelievable views from a remarkable location in Oak Bluffs.

Listed by Thomas C. Wallace of Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 Dukes County Avenue

Oak Bluffs, MA3 Dukes County Avenue

Price$668,000

Est. Mortgage: $/month

MLS ID 38323

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathrooms 1.5
  • Acreage 0.0385

Enter the Secret garden Campground Cottage,(MVCMA) from the driveway with parking, through the Antique Beach stone archway to the Living room with cathedral ceiling and ceiling fan. Antique eyebrow window for sunrise and light all day.all wood flooring throughout. Plus an original beach stone Fireplace. Cottage totally insulated for year round living with propane monitor and propane hot water heaters... Walk through to the Galley kitchen with two seat Breakfast nook. With a Vintage Marble and beach stone counter top. Frigidaire glass top stove and Refrigerator. Walk into the queen bedroom with sliding glass doors to the back yard. then into the 2nd Bedroom room with double bed futon couch with top twin bunk. Bathroom of the main bedroom. Walkway from the sliding glass doors to the bunk reading room with stackable washer and dryer.and propane hotter heater Continue on to the outside antique cast-iron hot and cold running water sink into the outside shower and outside antique cast-iron bathtub. Big yard front back and side. plenty of room to play, crocket, badminton, sits around and chill after a long day at the beach. cookouts etc. Walk to the Beach, Harbor Circuit Ave. for shopping and Restaurants all close by. So close to the ferry, just walk to the boat.No need of a car. Move in Ready

Listed by Karen Trotier of Laer Realty Partners

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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60 Pennacook Avenue

Oak Bluffs, MA60 Pennacook Avenue

Price$1,800,000

Est. Mortgage: $/month

MLS ID 38343

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 1.5
  • Acreage 0.06

Nestled in the heart of the Cottage City and Copeland Historic Districts, this antique home is within walking distance to everything. Beaches, Boats, Restaurants, Shopping, Playground, Basketball, Pickleball, Tennis, Parks, Bike Path and more. Watch the world go by as you laze on your shaded front porch after a day on the beach and a soak in the hot tub. This corner lot in a quintessential Victorian neighborhood offers much privacy overlooking Pennacook Park and much convenience with it's central location.

Listed by Christine Todd of Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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66 Brush Pond Road

Oak Bluffs, MA66 Brush Pond Road

Price$999,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38294

  • Residential
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.2899

WATERFRONT Two bedroom home with million dollar views for under a million!! This home has been well maintained and lovingly enjoyed for years and is located in one of the most beautiful and private locations in Oak Bluffs. Two full walls of windows allow for unobstructed waterviews to be enjoyed from the open kitchen, dining and living area or step outside to any one of the lovely outdoor entertaining spaces and take in the panoramic views of Brush Pond, the Lagoon and draw bridge. Spectacular sunsets await you in this rare opportunity to live on the water on Martha's Vineyard.

Listed by Barbara Twiss of Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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19 Butler Avenue

Oak Bluffs, MA19 Butler Avenue

Price$605,000

Est. Mortgage: $/month

MLS ID 38047

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathrooms 0.5

Vintage Cottage Delight! Sweet as can be and ready for summertime fun! This story book cottage is tucked away yet convenient to Oak Bluffs harbor, ferries, beaches - village shops and eateries. Beautifully preserved, this two bedroom abode is sited opposite Beulah park and walking paths. Large shed makes the most of the grassy back yard with on-site parking. Inside and out, loads of charm and vintage details intact. Light and bright and thoughtfully renovated. This comfortable cottage home enjoys multiple doors, high ceilings, a new wall AC and four installed ceiling fans. Your wait is over - come see this treasured setting and be ready to fall in love!

Listed by Helena Kirschenbaum of RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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105 Eastville Avenue

Oak Bluffs, MA105 Eastville Avenue

Price$1,450,000

Est. Mortgage: $/month

MLS ID 38275

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 2.5
  • Acreage 0.45

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 with fireplace, mudroom with side entry from the driveway parking, full bath and a separate half bath tucked under the stairs, a spacious bedroom with wall storage and closet, gorgeous dining room with built-in china cabinets and doors to the deck area and outdoor shower. Continue through this main floor to find a vaulted ceiling in the kitchen with sky light and exposed beams. The laundry with another exterior door to a garden patio and wrapping deck complete this room. While in the home, take note of the woodwork moldings of years gone by. The second floor offers a bathroom with claw foot tub/shower and 3 spacious bedrooms. The attic is a great space for storage. Come and enjoy this truly unique Vineyard home and create new memories for years to come. Winter peak views of the water.

Listed by Hope O'Brien of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 June 20, 2021 . 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."