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.

Oak Bluffs Real Estate

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8 Circuit Avenue Extension

MLS ID 25824

  • Condominium
  • Village Downtown
  • Square Feet 366
  • Bathrooms 1

A must see of this in town WATERVIEW penthouse. Perched up high overlooking Oak Bluffs Harbor, the ferry boats and all the action.This Victorian style architecture studio suite is fully furnished with wood and tile flooring, stove top, fridge, shower, bathroom and water views of Nantucket Sound, O.B. Harbor, and Sunset Lake is located in the heart of Town. Walk to the Steamship authority, beaches, restaurants and or your private boat at the harbor. Currently being used as a residential rental. Seller is participating in a 1031 tax deferred exchange. Easy to show.

Listed by Dockside Real Estate

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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6 Mourning Dove Way

Price$959,000

Est. Mortgage: $/month

MLS ID 34774

  • Residential
  • Village Sengy
  • Square Feet 1728
  • Bedrooms 4
  • Bathrooms 1

SENGEKONTACKET ASSOCIATION ~ CONTEMPORARY Island residence situated in the desirable water front community offers a unique Vineyard design featuring an OPEN BRIGHT GREAT ROOM with an ABUNDANCE of GLASS and SUN LIGHT from the lofty skylit cupola, and the sweeping EXPANSIVE MAHOGANY decks at each end of the room remind you that this is the place where festive people get together to celebrate Summer! Outdoor living with cookouts, sunbathing, entertaining and lots of amenities . The house with natural visuals is tastefully appointed, with an attractive kitchen and intimate sitting areas while the bedrooms and bathrooms conveniently surround this playful setting. This COASTAL CONTEMPORARY BEACH HOME is on the bike path to Town, has been BEAUTIFULLY MAINTAINED, NEW ROOF 3/25/2019, 5 BEDROOM SEPTIC, and includes a community salt water dock offering access to Nantucket Sound, mooring availability, tennis courts, and a spring fed freshwater beach.

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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27 Bayes Hill Road

Price$1,117,000

Est. Mortgage: $/month

MLS ID 34713

  • Residential
  • Village Central
  • Square Feet 3722
  • Bedrooms 4
  • Bathrooms 4

A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. A desirable community of substantial homes with private tennis and easy access to the Lagoon & Sailing Camp. This home is situated on a .76 acre lot with an abundance of mature landscaping offering privacy. This home comfortably accomodates multi-family living with its four floors of finished space. A spacious open kitchen with a eat-in bar and lots of cabinetry and dining area leading to the a TV room which includes custom built-ins for storage. The first floor also has a gracious living room with a woodburning fireplace and a formal dining room (or could be a 1st fl bdrm) with glass doors that lead to the back deck and patio area. The second floor is comprised of a master bedroom suite , three guest bedrooms with a shared bath, and a separate wing that functions as a perfect “in- law suite” or 2nd master suite. The suite is complemented with a beautiful atrium window, wet bar and full bathroom. Designed for year around living, with gas FHA heating zones and central A/C,ample storage ,huge garage and laundry room with sink and built- in ironing station. In addition, the attic has been converted into a spacious & bright office space with large skylights and built in shelving. The basement is fully finished with a second washer / dryer & bath - living room with wet bar area and plenty of storage. Well sited on the lot, with a back deck, patio, big yard and garden.Surrounded by an abundance of mature trees and colorful rhododendroms & hydrangeas with irrigation. This home was thoughtfully designed to comfortably accommodate all the family and friends that will come to visit!

Listed by Martha's Vineyard Island-Wide Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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7 Quail Run

Price$1,299,000

Est. Mortgage: $/month

MLS ID 34677

  • Residential
  • Village Sengy
  • Square Feet 2877
  • Bedrooms 3
  • Bathrooms 3

Custom Contemporary Design!! ! This home shows like a new home! IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of Oak Bluffs! This Exquisite custom design, comfortably on one level, is situated on almost an acre of land with mature landscaping, stone walls and colorful perennial flower beds. Enter an impressive foyer into an OPEN BRIGHT living room highlighted with a beautiful stone European wood burning fireplace and 12 ft ceilings. CENTRAL AC ! The interior design is complemented by attractive furnishings that add to the graceful flow of the floor plan. Gracious Master Suite and 2 additional bedrooms are all spacious and inviting with custom closets, the kitchen is large with high end appliances, and there is a cozy separate den, and a dining room with sunsets. SURPRISE! There is a lower level, fully finished, offering a large media/rec room and multiple gathering spaces along with a full tiled bathroom & spacious workshop with walk out access! TERRIFIC LOCATION with private amenities that include access to both fresh and salt water ponds, community dock, mooring available, with kayak storage and boat ramp, a community clubhouse on the fresh pond (available for private events), tennis courts, and community services such as curbside trash pick-up and snow removal. MUST SEE HOME!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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10 Prospect Park

Price$995,000

Est. Mortgage: $/month

MLS ID 34585

  • Residential
  • Village East Chop
  • Square Feet 1691
  • Bedrooms 4
  • Bathrooms 1

East Chop -- Meticulously maintained 4-bedroom/1 ½-bathroom home on 0.17 acres, with distant water views, large open floor plan, beach stone fireplace, landscaped yard fronting on a peaceful 1-acre park. This 3-season home should be at the top of your list because of its close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. Living room with beach stone fireplace opens to covered front porch running the length of the house. First floor features living room, dining room, kitchen with bedroom above. Rear enclosed porch dining area opens to back deck sitting area and great side yard looking out across the park. Second floor has 3 additional bedrooms, with shared full bath. Deck off master bedroom looks out across the park and has water views. Lovingly maintained throughout the years, this home offers expansion potential. Parking on Brewster Ave and Lincoln Park Road allows for deeded access for renters and homeowners alike across the paved park path just 200' from the street. Service vehicles have drive-in access through the park from East Chop Drive.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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385 County Road

Price$525,000

Est. Mortgage: $/month

MLS ID 34289

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 954
  • Bedrooms 1
  • Bathrooms 2

Raised ranch, set up off the road on a knoll, near Farm Neck Golf. Large side and rear yard. Main level contains open plan living, dining, kitchen, master bedroom and full bath with laundry facilities. Lower level contains 3 additional rooms and full bath. A large deck runs the length of the house. House needs work; being sold "as is". Square footage does not include lower level.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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225 East Chop Drive

Price$3,100,000

Est. Mortgage: $/month

MLS ID 33942

  • Residential
  • Village East Chop
  • Square Feet 2449
  • Bedrooms 3
  • Bathrooms 3

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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507 Barnes Road

Price$850,000

Est. Mortgage: $/month

MLS ID 33389

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 2592
  • Bedrooms 4
  • Bathrooms 3

COUNTRY LIVING in a location within about a 5 minute drive to 3 towns. A convenient central "down-island" location (Oak Bluffs-Barnes Road), complete with a MAIN HOUSE, with FULL BASEMENT and an OVERSIZED GARAGE plus enclosed STORAGE ROOM and 2 level 24' x 30' HORSE BARN , all on 1.38 ACRES of land abutting 35.3 acres of conservation land. Great property for anyone that wants a large lot, abundant storage and a 4 bedroom house, all within a 5 minute drive to town or the Ferry. Much of the value lies in the excellent location, degree of privacy, amount of land, and Brand New 4 bedroom Septic System (2018) has been installed. Very close to Featherstone Art Gallery and the Lagoon Pond Herring Run. Only minutes to the VH Ferry. Great property for those wanting extra land and privacy in a convenient location. The new REDUCED PRICE reflects the property being offered "AS-IS". Please call a minimum of 24 hrs. before a requested showing. House occupied and security device is active.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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281 County Road

Price$499,900

Est. Mortgage: $/month

MLS ID 30435

  • Residential
  • Village Central
  • Square Feet 1664
  • Bedrooms 1
  • Bathrooms 2

In todays current market value with the most recent comps sold in Oak Bluffs, this meticulously maintained property should appraise over $600,000. Seller has terms to lease property back from the new homeowner for an agreed upon year round lease. The Cape style home with a 2 car garage is in excellent condition within walking distance to Farm Neck Golf Coarse and the elementary school. Easy access to bike path and close to Town. The home features first floor bedroom and full bathroom, mahogany deck, thermal pane windows, heated two car garage, Propane forced hot water heat, Central Vacuum System, and full basement. The second floor is open to a spacious great room/media room with an over sized full bathroom. Property is equipped with home back-up generator(Generex Guardian Plus 12,000 kw). Please see comments for Seller's Terms.

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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