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

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10 Winemack Street

Oak Bluffs, MA10 Winemack Street

Price$579,000

Est. Mortgage: $/month

MLS ID 37003

  • Residential
  • Square Feet 651
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.3

Charming two story home on a spacious well treed lot in an established neighborhood offering easy access to downtown Oak Bluffs, Eastville Beach, Lagoon Pond ,Vineyard Haven and the Hospital. The house is a campground cottage that was moved to this site and set on four pillars. A narrow covered front porch leads into an open kitchen, dining, living area on the first floor. A door off the kitchen leads to the deck in the backyard to the outdoor entertainment area. It has been a three season retreat for over twenty years by the current owners who use it until Thanksgiving. The property is 100 years old and offers many possibilities only limited by your imagination as well as the building codes. There is a cesspool that would need to be replaced with a septic. The design and installation of the septic is the buyers responsibility. The house is being sold AS IS and includes some of the furnishings.

Listed by Martha's Vineyard Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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41 Manchester Avenue

Oak Bluffs, MA41 Manchester Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS ID 37053

  • Residential
  • Square Feet 2240
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

Your Vineyard dream awaits! Enter thru a private gate onto your breathtaking blue stone slate patio as you make your way into this exceptional Oak Bluffs home on Marthas Vineyard! This 3 bed/2 bath cape has been meticulously maintained since it's construction in 1999 w/ countless updates to meet the highest demands of todays buyers. All upgraded stainless kitchen appliances(2018) provide ease & elegance in the kitchen. New yellow pine hardwood floors glow as they accompany a traditional New England wood stove & hearth that continues to give you warmth & comfort thru-out open concept 1st flr. Comfortable sized bedroom & full bath on 1st flr, find 2 adtl. large beds & full bath on the 2nd. Expansive finished bonus room w/ 1/2 bath & full walk out basement maximize this homes astonishing value! Care-free On-demand heat/hw system, in-ground irrigation system, full length extended farmers porch, heated garage, 2 O/D showers, 1b/b guest apartment. Adtl outdoor storage & separate new apt. w/d

Listed by Boston Green & Vineyard Realty

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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172 County Road

Oak Bluffs, MA172 County Road

Price$679,000

Est. Mortgage: $/month

MLS ID 37042

  • Residential
  • Square Feet 1608
  • Bedrooms 2
  • Bathrooms 1
  • Half Bath 1

Rustic modern renovated pristine immaculate handsome a - frame located on bike path offering easy access to sandy beaches, lagoon boat landing, oak bluffs harbor, ferry ports, town, restaurants & bus line! The open and airy floor plan lives large! Gorgeous granite counters with tiled back splash, copper sink & accent lighting! Updates include, underground utilities, newer appliances, oak hard wood flooring, skylights, metal roof with a life time warranty! Energy efficient fiber board insulation! New sky lights ! Plenty of out door decks for entertaining! A private outdoor shower & storage shed ! Call for a private tour!! A terrific value!!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 Temahigan Avenue

Oak Bluffs, MA56 Temahigan Avenue

Price$1,295,000

Est. Mortgage: $/month

MLS ID 36968

  • Residential
  • Square Feet 1534
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 2.4786

Perfect Eastville location, for year-round or vacation living w/distant views to West Chop, Vineyard Sound and Vineyard Haven outer harbor. The property consists of 2.48 acres of elevated land, scenic marshes and woodlands, with numerous wildlife species and lots of privacy. The present raised Ranch style home is sturdy but in need of a major makeover. Remodeling and elevated levels will open up a whole new vista coupled with tree maintenance and brush cutting. Orientation of living and outside activities would be to the rear of the present structure. Property comes with deeded DEEPWATER ACCESS via a co-owned, non-buildable lot, known as #10 (a/k/a #5) Beach Rd. Ext. This gives the Buyer 50% undivided ownership, steps from their frontage and also offers potential for a dock or mooring access. In place is a NEW title V septic for 6bedrooms.... What an opportunity for creative buyer...

Listed by Towne & Country Realty

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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31 New York Avenue

Oak Bluffs, MA31 New York Avenue

Price$1,195,000

Est. Mortgage: $/month

MLS ID 37020

  • Residential
  • Square Feet 2390
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 0.1733

This East Chop home is a true example of New England's classic shingle style architecture. This 1920's Craftsman style home offers the charm and sophistication of its time with impeccably preserved wainscoting, a traditional foyer and high ceilings throughout the entire first floor. The sun-filled living and dining area share one side of the first floor and is a perfect space for entertaining especially around the beach stone fireplace. The kitchen is at the center of the home and, renovated in 2009, offers a warm and inviting space with top of the line appliances, concrete countertops, custom cabinetry and with many of the same aesthetics of wainscoting and high ceilings. This 4-br home has one bedroom on the first floor, plus a laundry room/office space, mudroom, with three more bedrooms on the second floor. The signature front porch overlooks thoughtfully planned perennial gardens, lawn space and mature plantings. There's also a 1-br guest house and it's equally charming! Built in 2013, its wood walls, high ceilings, concrete floor and en suite bedroom with balcony make this 720 sf dwelling perfect for family overflow, guests wanting privacy or can be used as an income-generating property. The fenced in yard is surrounded by tall privet hedge and offers a private, courtyard feeling among the gardens, dogwoods, and other mature plantings. There's a bluestone patio and firepit for summer and winter evening gatherings alike. Only a short walk to East Chop beach, harbor and downtown shops, this one set up for Vineyard living!

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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40 Pankhanne Street

Oak Bluffs, MA40 Pankhanne Street

Price$1,469,000

Est. Mortgage: $/month

MLS ID 35812

  • Residential
  • Square Feet 2624
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

THIS HOUSE IS IMMACULATE - It has never been lived in. Energy Saving and Environmentally Friendly! Beautifully Built, Outstanding Quality and Wonderfully stylish, 4 Bedroom (5 Bedroom Septic), 4.5 Bathroom home with tremendous attention to detail and energy saving. Huge open plan living room with a fabulous white, streamlined kitchen with custom cabinets, quartz countertops and stainless steel Bosch appliances. Large island with gorgeous wood, handmade counter top, storage and plenty of room for seating. Wood burning fireplace in very bright living room with an abundance of Anderson Architectural Series windows throughout and 5" wide solid White Oak flooring throughout. Ground floor Bedroom with Full Bathroom with radiant heat and private screened porch, outdoor shower and patio. There's also half bath and a separate laundry room on this floor. Upstairs - A SECOND Bedroom Suite with Full Bathroom, two guest bedrooms and a guest bathroom. All bathrooms have ceramic tiles with radiant heat in the floors. 5" wide sold white oak floors throughout. Central Air plus and RenewAir whole house Energy Recovery ventilator system! As much as R40 in the walls. All interior walls are insulated and as much as R65 in the roof! Copper gutters and downspouts. Front porch with Douglas Fir and tension wires for balusters. Impressive Three car garage with full bathroom on lower level. Use as a garage, Use as a giant entertainment area, or use part for a 5th Bedroom. There's already a Fifth Full bath in place! This house has been meticulously finished with unique attention to detail both aesthetically and in the construction of this home. Please see attached list for details. Easy to Show! Adjacent 10,000sq.ft. lot may be purchased separately. Preference to person who purchases the house. Create a compound with second house, a pool or a future guest house!

Listed by Alisan Lohan-Conway Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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8 Rock Avenue

Oak Bluffs, MA8 Rock Avenue

Price$625,000

Est. Mortgage: $/month

MLS ID 37009

  • Residential
  • Square Feet 955
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

Beautifully renovated victorian gingerbread cottage located in the historic martha's vineyard camp meeting association! Steps to oak bluffs harbor, ferry ports, galleries, restaurants, public beaches, shopping, dining and all the oak bluffs town parks! Rare offering with 2 side yards and attractive colorful landscaping. A stunning chic ship lap chefs kitchen with custom cabinetry! Updates include brand new roof, electrical, plumbing, hvac & energy efficient sleek high quality blomberg appliances! !Gleaming wood floors and the entire cottage has a fresh coat of paint ! Designer finishes throuhout ! 3 season home! Move in ready & a terrific location walk everywhere !

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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21 Siloam Avenue

Oak Bluffs, MA21 Siloam Avenue

Price$679,000

Est. Mortgage: $/month

MLS ID 36998

  • Residential
  • Square Feet 768
  • Bedrooms 2
  • Bathrooms 1

In the heart of Oak Bluffs and part of the Campground Meeting Association, yet feels open and airy with views of Sunset Lake. Easy access to the harbor, Circuit Avenue and all of the restaurants and activities offered in Oak Bluffs. There is parking in front as well as a space behind the property. Enjoy Illumination night and the Fireman's Fireworks next August!

Listed by The Vineyard Life Brokered by eXp Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 Pond View Drive

Oak Bluffs, MA86 Pond View Drive

Price$1,999,000

Est. Mortgage: $/month

MLS ID 36797

  • Residential
  • Square Feet 4136
  • Bedrooms 6
  • Bathrooms 6
  • Half Bath 1

A sprawling custom built 6 bedroom, 6.5 bath home in the bucolic Vineyard Hills community with conservation open space and common areas. There is a gently sloping manicured lawn with irrigation system and two car garage with bedroom above, currently used as an office. This home was built with top of the line finishes and attention to detail. Gleaming white oak floors and custom tile throughout; radiant heat in bathrooms. Stunning entryway with high ceiling, wrought iron and crystal chandelier, and gently curving stairway to second floor. The first and second floors have an infrared UV light system that kills germs and promotes a healthy enviornment. Featuring a 13K solar panel system that results in a tax credit and no electrical bills. Ample room for a pool. Deeded rights to Lagoon Pond, directly across Barnes Road. More pictures to follow!

Listed by Vera Thornton MV INC

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 Pondview Drive

Oak Bluffs, MA30 Pondview Drive

Price$1,279,000

Est. Mortgage: $/month

MLS ID 36606

  • Residential
  • Square Feet 2016
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 0.6322

Do not miss out on this LOWEST PRICED NEW CONSTRUCTION ON THE VINEYARD. Located in beautiful Vineyard Hills Association with deeded Lagoon beach access boasts this custom built 5 bedroom 3 bathroom NEW CONSTRUCTION. The colonial style home flares its character and curb appeal with its large farmers porch, beautiful 3rd floor dormers, and circular driveway. More than 2,000 sq. ft. of living space that was custom designed with an open floor plan to the Living, Dining and Kitchen on the first floor and a first floor bedroom and bath. There are 4 additional bedrooms on the second floor with a master suite with another full bathroom. The 3rd floor has an additional 500 plus sq. ft of unfinished living space that can be finished off for the entertainment/media/game room. The HVAC system is propane FHA and central AC with blown open cell insulation. Site plan includes future site for guest house and full size swimming pool. The property has a 6 bedroom septic system . The custom kitchen cabinets are a white shaker style of solid maple with a gorgeous Silestone Quartz counter top. Beautiful stainless steel appliances with an island bar in the center of the kitchen. 5 inch plank solid oak flooring and tile throughout the entire home with Andersen windows (400 series) and Jeld-Wen doors. All mahogany decking throughout the farmers porch, sun deck and the outdoor shower complete this home to enjoy many Vineyard memories. Easy to show.

Listed by Dockside Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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