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!

48 Cannahoot Street., Oak Bluffs, MA

Price$429,500

Est. Mortgage: $/month

MLS Number 33901

  • Residential
  • Square Feet 616
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1148

An all-seasons, compact cottage, complete with appliances, furniture and furnishings - move in condition. A ruggedly built quaint cottage on wooded lot that has charm, warmth and cuteness. Located on a nicely treed lot, with off-street parking and only a bike ride to town. Mostly fenced which, gives a feeling of privacy. The first floor is open with a combined living room, kitchen & dining area plus a full bath(tub & shower) and one bedroom. The second floor has two loft sleeping areas that are bright and airy with windows and skylights. The first floor is heated by a ac/heat split and the 2nd level (reached via a living-rm stairway) has baseboard electric. To the rear is an attached deck w/sun awning. To the rear of the residence is a 12x15ft shed which is used mostly for storage. This home comes fully furnished and is ready to move into.... Ideal starter home or income producer.

Listed by Towne & Country Realty

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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90 South Circuit Avenue, Oak Bluffs, MA

Price$1,669,000

Est. Mortgage: $/month

MLS Number 33863

  • Residential
  • Square Feet 2780
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.33

Oak Bluffs: Custom design in special location just a short walk to town and public beach...but offering Up Island Privacy with views over Farm Pond, barrier beach and Nantucket Sound to the Southeast and over a cedar meadow to the Southwest. Bright great room with high ceilings lots of South facing glass, intimate sitting arrangements, large beamed dining room, great kitchen and pantry, broad sunny deck, huge bedrooms, new roof, marble vanities in the bathrooms, 2 car garage with loft storage, wonderful outside shower. Heat Pump AC mini splits throughout! RARE OFFERING & ONE of A KIND LOCATION!

Listed by Ocean Park Realty Inc

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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67 Alpine Avenue, Oak Bluffs, MA

Price$569,000

Est. Mortgage: $/month

MLS Number 33754

  • Residential
  • Square Feet 1143
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.23

67 Alpine Avenue is affectionately known as "The Treehouse" by it's owners, due to the raised deck and 3rd floor bedroom. The home has a spacious elevated deck in front with French doors into the open kitchen/dining/living space. A full bath with stacked washer/dryer completes this level. The top level has one of four bedrooms, and it's proximity to the trees provided the home's nickname. The main level has 2 bedrooms that have doors outside, and a full bath. The mezzanine has the 4th bedroom. A deceptively large amount of storage is available in the home. The home has established plantings that provide privacy along with a fence. The home is conveniently located off of County Road in Oak Bluffs, convenient to all down island towns and Farm Neck Golf Course.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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, Oak Bluffs, MA

Price$899,000

Est. Mortgage: $/month

MLS Number 33389

  • Residential
  • Square Feet 2592
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.3842

TRIFECTA!!!! Best deal on MV!.....HOUSE, BARN, 2 CAR GARAGE on 1.38 ACRES! Chilmark-style living in a convenient "down-island" location (Oak Bluffs-Barnes Road), complete with a 3 stall horse barn, main house and an oversized garage all on 1.38 acres of land abutting 35.3 acres of conservation land. Great property for anyone that wants a country living experience 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 existing two structures. Brand New 4 bedroom Septic System has been approved and is going in now. Very close to Featherstone Art Gallery and the Lagoon Pond Herring Run. This is a must see property! Note: Barn or Garage may be used for a Home Business with Board of Selectman Approval. Bring your creative ideas! Seller prefers a Fall 2018 Closing. Owner on site so we need 24 hr. prior notice for all showings.

Listed by Sandpiper Realty

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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

Price$2,195,000

Est. Mortgage: $/month

MLS Number 33543

  • 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 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 BY AUGUST!!

Listed by Ocean Park Realty Inc

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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

3 Dukes County Avenue, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32998

  • Residential
  • Square Feet 582
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1021

LOCATION-LOCATION-LOCATION!!! This charming year round Camp Ground cottage is a designers delight! A stone's throw to harbor, village & beaches. The BeachStone archway invites you into this magical property. Cathedral ceiling living room has fantastic eyebrow window, beach stoned fireplace & beautiful wood floors. The kitchen counters are artistically designed with local materials. There's two sleeping areas plus a new stove & refrigerator. Stained glass windows, antique bead board and outdoor tub/sink and shower add to the allure. Imagine garden parties in this secret garden w/ huge yard. This enchanting cottage w/ private parking is fabulous for its privacy yet steps to restaurants beaches and all!

Listed by Austin R.E. Properties of MV

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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 Fairmont Avenue, Oak Bluffs, MA

Price$579,000

Est. Mortgage: $/month

MLS Number 32699

  • Residential
  • Square Feet 1365
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2299

This three bedroom beautifully landscaped Cape has a four bedroom septic allowing for expansion. At the end of a dead end road, it is quiet , yet close to Farm Neck and a baseball field for kids to play in. It has a new roof and three different heating sources which include a Propane Moniter, Wood Stove and Electric heat for back up. There is an oversize deck which wraps the house with access to and sturdy outside shower. The house has a nice flow to it with an open kitchen dining area and a cozy living room. The basement is partially finished as works as a large play room for both kids and adults! Outside the home there are many different levels of landscaping made with the wood from the original Jaws bridge! At the entrance there are three spectacular burning bushes followed by an exotic mature yellow tea rose shrub. Surrounded by a nice woods belt, there is a comfortable feeling of privacy!

Listed by Jane Brown Assoc.

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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