Oak Bluffs Private Homes

Scroll down to find the latest private homes for sale in Martha's Vineyard, MA's town of Oak Bluffs. Look through a variety of listings to find your new home. Register with our site to save your favorite properties, and you can get email updates when new listings match your search criteria. For more information, questions, or to schedule a showing, please contact us today!

1 Sengekontacket Road Oak Bluffs MA

Oak Bluffs, MA1 Sengekontacket Road

Price$1,225,000

Est. Mortgage: $/month

MLS Number 35940

  • Residential
  • Square Feet 2577
  • Bedrooms 4
  • Bathroom 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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 MA

Oak Bluffs, MA34 Waterview Road

Price$1,175,000

Est. Mortgage: $/month

MLS Number 35933

  • Residential
  • Square Feet 1559
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.2775

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: 3.69% last updated on Nov 7, 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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11 Myrtle Avenue Oak Bluffs MA

Oak Bluffs, MA11 Myrtle Avenue

Price$595,000

Est. Mortgage: $/month

MLS Number 35525

  • Residential
  • Square Feet 1050
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.2206

Oak Bluffs Ranch Style home located in a very desirable private setting in the East Chop Highlands! There are 2 bedrooms and 2 bathrooms along with a galley style kitchen. This year round house will keep you cozy in the winter with fuel efficient propane heat and a wood burning stove (including a woodshed chock-full of seasoned wood), and summer in comfort with wall unit A/C's. A heated partial basement also offers additional storage and/or living space and a charming garden shed is also on the property. The large lot offers an abundance of parking and private intimate spaces to relax with a private deck and outdoor shower on each side facing nicely landscaped yards. There are no abutting properties as you are surrounded by three streets (the back one a paper road ) and a park. The original house was under 400 square feet with additions (including basement) done by previous owner, including modern wiring and plumbing, so it is effectively a fully modern house. This property is in a great location for renting and has a strong Air bnb rental history. Rent it out partially and still maintain owner privacy or fully for maximum income, this will easily pay for some or all of your mortgage. It is turn key and low maintenance, ready to produce income early in the Spring! Easy stroll to Oak Bluffs Harbor, public beaches, East Chop Lighthouse, restaurants and galleries! TITLE 5 Report in hand for 2 bedrooms and recently pumped septic! Recent improvements include interior & exterior painting with new roof on the back side, an updated kitchen with new fridge, cabinets and beautiful butcher block counter-tops and a new hot water heater. A very versatile house that lives larger than it looks and is move-in ready!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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 Bird Street Oak Bluffs MA

Oak Bluffs, MA1 Bird Street

Price$1,159,000

Est. Mortgage: $/month

MLS Number 34308

  • Residential
  • Square Feet 2472
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.22

Location! Location! A short 5 minute walk to the ferry, movie theater, town, beach, harbor and library. Come view this private gorgeous newly renovated Cape style home featuring (4) bedroom (3) full baths, attached garage and over 2400 SF of living space. This pristine open concept home includes custom white kitchen cabinets with quartz countertops, center island with seating and a separate eat-in dining area. The kitchen space flows into an oversized family great room. The first floor includes 2 sunny bedrooms with glass patio doors that open onto a private relaxing side deck overlooking the side yard and custom Japanese gardens. The second floor is comprised of brand new construction that includes 2 master bedroom suites with large walk-in closets and 2 modern tiled bathrooms. The home radiates with morning and afternoon sun. Property includes a brand new private custom cedar outdoor shower and a new extra wide driveway with a cobblestone apron. The yard is surrounded by mature plantings that bring color all season long and plenty of privacy. This property is a the perfect investors dream or family Vineyard getaway!

Listed by Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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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53 Tia Anna Lane Oak Bluffs MA

Oak Bluffs, MA53 Tia Anna Lane

Price$2,300,000

Est. Mortgage: $/month

MLS Number 34752

  • Residential
  • Square Feet 2442
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1

Never miss a sunset from this custom built waterfront home! Beautifully designed by Breese Architects with a focus on the stunning water views from each room, this three bedroom, three bath home is the perfect property for entertaining family and friends. Set on one acre of land with stairs to the Lagoon for easy water access and a large, grassy lawn area for all your summer games. The custom built home has a lovely open living space with a field stone gas fireplace anchoring the living room, french doors off of the dining area to the deck and an open kitchen with stainless steel appliances, custom cabinetry and granite counter tops. A second floor Master Bedroom Suite is the only room on this level, with water views from the private balcony, a spacious master bath with double vanity, tile floor and heated towel rack and an office/study area off of the bedroom. There are two guest room wings on the first floor along with two full bathrooms, offering your guests plenty of privacy. A den with built-in bookshelves has access to the loft with a private office space. Finishing off this well designed home is the laundry and mud room with access to a casual side door entry~perfect for coming in off the water. Enjoy the beauty of the Island right from your very own home!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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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42 Paddock Road Oak Bluffs MA

Oak Bluffs, MA42 Paddock Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 35025

  • Residential
  • Square Feet 4200
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide EASY ACCESS into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy POND VIEWS and panoramic meadow views. This HIGH QUALITY NEW CONSTRUCTION offers 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining, outdoor shower and borders conservation land for complete privacy. The option to add a POOL is available upon request. An OPEN FLOOR PLAN features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The living and dining area has lovely views of the pond, custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four SPACIOUS bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is a set up for an additional washer and dryer upstairs. Enjoy UP-ISLAND PRIVACY with DOWN-ISLAND CONVENIENCE! Don't miss this opportunity to enjoy this beautiful INVESTMENT property and begin to earn income right away. Or enjoy it all year round yourself with family and friends!! MOVE IN READY!!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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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15 Peter M. Williamson Boulevard Oak Bluffs MA

MLS Number 34857

  • Residential
  • Square Feet 3100
  • Bedrooms 6
  • Bathroom 5
  • Half Bath 1

BRAND NEW!!! Custom design will be Ready for Occupancy this SEASON. Features over 3100 square feet with another 1000 in finished walkout basement including another bedroom. Beautiful marble/tile work in all bathrooms, wide oak hardwood flooring, gas fireplace with marble mantle, first floor en suite master, 8' sliders with access to sweeping deck, 9' ceilings and cathedral in the living room, and an open kitchen/dining area with Wolf stove, Sub Zero fridge, Bosch dishwasher, large center island. Also, attached 2 car garage with unfinished space above. This house flows comfortably through the intimate spaces offering easy living, privacy, and the yard has room for a pool. A must see!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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