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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111 New York Avenue

Oak Bluffs, MA111 New York Avenue

Price$1,395,000

Est. Mortgage: $/month

MLS ID 36072

  • Residential
  • Square Feet 4015
  • Bedrooms 6
  • Bathrooms 6
  • Acreage 0.23

Exceptional and unique opportunity in East Chop -- walking distance to beaches, restaurants, galleries, harbor and ferries! Known for many years as the Martha's Vineyard Resort, this 6-bedroom/6-bathroom property with enormous 1st floor great room, 5-ensuite bedrooms upstairs (one with living room and fireplace), and connected property manager's office with 1-bedroom plus loft living quarters, speaks to its use as a rental property within walking distance to everything downtown. The inviting and spacious outdoor entertainment spaces include wrap around front covered porch, rear covered porch running the length of the house, and a 2nd floor balcony deck also running the length of the house. The full finished basement, with bar, and bathrooms, adds another 1,600 sq feet. The private property manager's quarters located off the main floor has an open living-kitchen-office area, bedroom and bathroom on the first floor, and a spiral staircase to the 2nd floor loft bedroom. House comes partially furnished. A great investment/rental property, or transform into your vacation or year-round home. Property does not include the tennis courts, which may be leased. An additional 2,500 sq ft of land (25' x 100') running the length of one side of the lot may be purchased separately, for an additional side yard/parking area.

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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35 Manchester Avenue

Oak Bluffs, MA35 Manchester Avenue

Price$619,000

Est. Mortgage: $/month

MLS ID 36063

  • Residential
  • Square Feet 1176
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

Oak Bluffs Custom Design located very close to town, public beaches and ferries! The floor plan is well designed and efficient throughout! There are 3 spacious bedrooms and 1.5 bathrooms. Enjoy large gatherings in the bright sunny living room with beautiful wood floors! This home is a TERRIFIC VALUE in EXCELLENT CONDITION! Recent improvements include new windows, outdoor shower, mini split providing AC & heat, new outdoor shower!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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395 Barnes Road

Oak Bluffs, MA395 Barnes Road

Price$4,350,000

Est. Mortgage: $/month

MLS ID 36053

  • Residential
  • Square Feet 4330
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

RARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a lifetime.

Listed by Point B Realty LLC

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%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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1 Sengekontacket Road

Oak Bluffs, MA1 Sengekontacket Road

Price$1,225,000

Est. Mortgage: $/month

MLS ID 35940

  • Residential
  • Square Feet 2577
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

Sengekontacket -- A Perfect Location for Outdoor Recreation: Nicely situated on 1.8 acres of land in the Sengekontacket Association this spacious, light-filled Contemporary home is set well back from the road and, with Association greenbelt on both the South and West sides of the property, offers great privacy. The 4-bedroom interior has a south-facing living room with wood-burning fireplace and views out to the deck and grounds. The well-appointed kitchen offers plenty of workspace and an adjoining dining area also is accessible to the deck for alfresco dining. Never worry about bringing in the groceries in bad weather with interior entry from the attached two-bay garage. The kitchen connects to a hallway with full bath and a good sized laundry room. The first floor master bedroom with en suite bathroom also provides access to the deck. Another first floor bedroom currently serves as a study/office off the entry. Overlooking the living room on the second level is a large hallway landing with full bath. Two guest bedrooms (one with a finished bonus nook) flank each end of the landing. Completing the house is a partially finished basement with a workroom offering ample shelving and storage space. The grounds are well landscaped and include a garden shed complete with running water. An outdoor shower with changing area is nicely located off the kitchen and garage. Aside from propane heat, there are 5 splits for A/C and supplemental heat, one in the living room and one in each of the 4 bedrooms; and the new 36-panel solar array minimizes the cost for A/C, heat and electricity. Enjoy all the amenities Sengekontacket has to offer with a clubhouse on a pond available for private parties, waterfront access for boating, kayaking and a mooring, plus brand new tennis courts, and well-maintained hiking trails for dog lovers.

Listed by Kendall & Kendall

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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40 Hidden Cove Road

Oak Bluffs, MA40 Hidden Cove Road

Price$1,200,000

Est. Mortgage: $/month

MLS ID 36017

  • Condominium
  • Village Sengy
  • Square Feet 2690
  • Bedrooms 3
  • Bathrooms 2

This newly renovated Hidden Cove condo unit is located in an area that includes private pool, tennis, and access to a boat launch on Sengekontacket Pond. Many nice features include all new kitchen and baths, new flooring, carpeting and a new heat pump system for heating and cooling. The main level offers an open kitchen and dining room, living room with fireplace both that open to a private deck and offering stunning ocean and pond views. Second floor is the master suite, lower level includes 2 bedrooms, both with access through sliders to a private patio. Stunning ocean and pond views from each floor. There is also an oversized 1-care garage that includes additional storage of bikes and out door furniture.

Listed by Karen M. Overtoom R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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82 Pennsylvania Avenue

MLS ID 36022

  • Residential
  • Village Central
  • Square Feet 1144
  • Bedrooms 3
  • Bathrooms 1

Another " Hidden Gem"! This 3 bedroom, 1.5 bath ranch, built in 1988, is a MUST SEE! Completely renovated in 2019 with the new roof, new Azek exterior trim, shingles have been power washed and look like new, most of the windows have been replaced. You can enter from the front door or New slider off the rear deck, either way you will get that "WOW" factor as soon as you see the beautifully painted interior with the new wood flooring in the living/dining room and kitchen. All new recess lighting set into a well thought out soffit above the white Granite counters.The shine from the Brand new stainless steel appliances is enough to make you squint. If this isn't enough, down the hall is a full bath, 2 guest bedrooms and master with a half bath. Oh!, did I mention each bedroom has new carpet. The full basement has an interior access as well as a bulkhead exterior access. Half the basement is studded and wired waiting for your finishing touches.Use your imagination and gain extra living space if you so choose, maybe a play room or man cave? Also, plumbing and electric are in place for a washer and dryer in the basement. It is hard to believe I am describing an 1144 sq ft home. It shows as a much bigger space on the inside. That is why this is a must see to believe. This is a Corner lot on paved roads. Big driveway can accommodate 3-4 cars. walk to Lagoon Pond and enjoy all the beach has to offer including swimming, shellfishing, boating and best of all The Sunsets. A Prequalification letter from your funding source must accommodate all offers. Very easy to show!!!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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171 Circuit Avenue

Oak Bluffs, MA171 Circuit Avenue

Price$639,000

Est. Mortgage: $/month

MLS ID 35988

  • Residential
  • Village Downtown
  • Square Feet 1246
  • Bedrooms 3
  • Bathrooms 2

Walk to oak bluffs beaches, town, parks & ferry ports! Recent upgrades include, 5 mini splits ductless heating & cooling! Brand new title 5 2018! This farm style "year round" cottage in oak bluffs is conveniently located on circuit avenue close to viera park! There are 3 bedrooms and 2 bathrooms, spacious sun filled living area and private backyard for barbecues and family fun! Brand new title 5 septic 2018, and includes all the furnishings! Terrific value & location!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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14 South Street

Oak Bluffs, MA14 South Street

Price$1,895,000

Est. Mortgage: $/month

MLS ID 34860

  • Residential
  • Village Downtown
  • Square Feet 2576
  • Bedrooms 6
  • Bathrooms 5

Walk to town, ferry, harbor and beach. A beautiful family compound or investors dream! Pristine newly renovated 4 bedroom 3 bath main home and brand new modern 2 bedroom 2 bath detached guest home. Both dwellings boasts solid hardwood floors, ducted heat and A/C, gas fireplaces, granite and quartz stone counters and tiled bathrooms, open concept floor plan, first floor master bedrooms, walk-in closets, the second floor features vaulted ceilings, a master bedroom with private bath. The dwellings radiates with morning and afternoon sun. The yard includes mature oak trees, custom landscaping, hydrangeas bordering a wrap-around porch, a spacious rear deck with built-in benches, two private parking lots that can accommodate up to 8 vehicles, two private outdoor showers, an automated irrigation system. The property is being sold fully furnished for a complete turnkey solution. The main dwelling has a very strong rental history. Agent is the owner.

Listed by Premier Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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34 Waterview Road

Oak Bluffs, MA34 Waterview Road

Price$1,175,000

Est. Mortgage: $/month

MLS ID 35933

  • Residential
  • Village Sengy
  • Square Feet 1559
  • Bedrooms 3
  • Bathrooms 3

Waterview Farm - Waterfront neighborhood with association beach, boating, and common lands is an ideal location. The architecturally fabulous three season home is set on a quiet meadow with water views of Sengekontacket Pond and Nantucket Sound. A short walk takes you to the association beach. The owners lovingly renovated the home, creating the ultimate Vineyard experience. With ship lap cathedral ceilings and walls, six skylights, large windows, and three sets of sliders to an oversized deck, the house lives large. It offers incredible natural light throughout the day. The open living room, dining room, and kitchen are intentionally at the back of the house to enjoy the views and exceptional wraparound deck. The master en suite is tucked away from the heart of the house for privacy, with sliders to the deck and outside shower. A cozy guest room, full bath, and laundry complete this floor. A delightful second floor suite will keep your guests coming back to visit. There is a large bedroom with unique angles, skylights, full bath and a relaxing loft to take in the panoramic water views. This property has a strong rental history and unique Vineyard appeal.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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9 Stone Pound Way

Oak Bluffs, MA9 Stone Pound Way

Price$985,000

Est. Mortgage: $/month

MLS ID 35827

  • Residential
  • Village Sengy
  • Square Feet 2839
  • Bedrooms 3
  • Bathrooms 2

An ideal location with pleasant waterviews and an opportunity to remodel a home to your specifications. Located in Hidden Cove Community, close to the bike path, offering tennis courts, and coveted for its incredible water experience to enjoy boating and kayaking on Sengekontacket Pond. With access to the association dock, boat storage and launch, what could be better? This three story home takes advantage of the views on all levels. Great living space on the main level with fireplace and sliders to the spacious deck overlooking the pond. The extensive master suite with fireplace, oversized walk in closet, and bath occupy the upper level. The lower level is dedicated to two guest rooms and a full bath. A detached one car garage for all the tools and toys finishes the property. Priced appropriately to allow you to design and update the interior in time for next season.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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