Wishing our friends, near and far, continued health, comfort and safety.

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.

Oak Bluffs Private Homes for Sale

For more information, questions, or to schedule a showing, please contact Sandpiper Realty today!

14 Rose Avenue Oak Bluffs MA

Oak Bluffs, MA14 Rose Avenue

Price$639,000

Est. Mortgage: $/month

MLS Number 36854

  • Residential
  • Square Feet 1034
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.21

Classic bungalow style residence, circa 1937, updates in the 1980's. Tucked away in the Highlands section of East Chop situated in a quiet residential location just across the road from the Baptist Camp Grounds offering more wooded protection, this property sits across the street from Tabernacle Park thus you have the feeling of wooded privacy yet your only a couple blocks from OB harbor and the beach. Town is just a picturesque stroll along the harbor. The house has a roomy living room, up-to-date kitchen/dining area, two bedrooms, bath, enclosed porch room, laundry- room/pantry and a spacious deck. To the rear is an oversized 2 car garage w/electric. A Title V septic system is in place. This home also offers a rental history

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

18 Paddock Road Oak Bluffs MA

Oak Bluffs, MA18 Paddock Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 36170

  • Residential
  • Square Feet 4329
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 1

Your luxury oasis awaits in Oak Bluffs' most sought after enclave, “The Preserve At The Woodlands.” This new construction luxury home sits on over two acres, surrounded by generous setbacks that provide added privacy among tall pines and oaks. This property truly accommodates the Vineyard lifestyle in a distinctive and beautifully maintained setting perfect for entertaining in the summer and beyond. For the sports and outdoor enthusiast, The Preserve is just a minute from the renowned Farm Neck Golf Club and connects to walking and biking trails that lead to the three down island beaches. With more than 4200 sq. ft., five-bedroom/bathroom ensuites, and 10 ft. ceilings, this stunning home defies expectations! Nestled at the end of a softly curving driveway, hidden from the road by a stretch of mature trees, the house provides coveted privacy coupled with a spacious modern interior that boasts high-end amenities, top of the line appliances, and all the requisites for a home to be enjoyed year-round. Specific features include: First and second-floor master bedroom suites, guest suite, chef's kitchen with Thermidor appliances, hardwood floors, custom tile bathrooms, multiple balconies and patios, luxe closets and storage throughout the home, spacious third-floor loft, massive unfinished basement with 10-foot ceilings, expansive outdoor entertaining spaces, and lush landscaping. As the home approaches the last stages of construction, the new buyers may opt to have the developers oversee the addition of an already-permitted 16'x34' inground pool and/or customize closets and basement. Completion of 18 Paddock is set for September 2020. With few lots remaining in this exclusive neighborhood, don't miss out on this incredible opportunity to fulfill the dream of luxury homeownership on the Vineyard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

42 Waterview Road Oak Bluffs MA

Oak Bluffs, MA42 Waterview Road

Price$975,000

Est. Mortgage: $/month

MLS Number 36572

  • Residential
  • Square Feet 1132
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.32

Waterview Farm - centrally located and near the Farm Neck Golf Course this private waterfront community features an association beach and dock on Sengekontacket Pond with access to Nantucket Sound and acres of common land offering views of the sound and pond. Bordering one of the meadows this well cared for contemporary catches the morning light filling the living, dining and kitchen area with sunshine. The spacious deck is embraced by the two wings of the house with multiple sliding doors granting access. The three bedrooms and two baths are separated from the main living area creating privacy and calm in the middle of everyday activities. A loft provides an additional sleeping area or study. Perfect for 3-season living with a woodstove to take the chill away in early spring and fall with backup electric heat, as well as air conditioning/heating splits for your summer comfort and insulated floors. A garden shed at the entrance of the driveway and a privacy fence along the road creates a pleasing entrance to the property. A welcoming deck, outdoor shower and a platform deck sited in the meadow offering distant water views of Sengekontacket Pond and Nantucket Sound complete this charming property. Well loved by the same family for many years and enjoyed by a regular cadre of repeat summer tenants, this home provides a memorable Vineyard experience. Offered furnished. List of exclusions available under documents.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

34 Waterview Road Oak Bluffs MA

Oak Bluffs, MA34 Waterview Road

Price$1,125,000

Est. Mortgage: $/month

MLS Number 35933

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

Waterview Farms - Water views from both living levels and expansive deck, walk to private association beach, kayaking, boarding and common lands from this ideal location. Adjacent to Farm Neck golf course if golf is your passion. This architecturally fabulous three-season home is set on a quiet meadow with views of 2.5 mile Sengekontacket coastal pond and Nantucket Sound beyond. Tastefully renovated, air conditioned home creates the ultimate Vineyard experience. With shiplap cathedral ceilings and walls, large windows, and three sets of sliders to oversize deck, the house lives large. It offers incredible natural light throughout the day. The open living room, dining room, and kitchen take advantage of the water views and exceptional wraparound deck. The master en suite is away from the heart of the house for privacy. It features a water view, 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. This large bedroom features a full bath, unique angles, skylights, 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: 3.07% last updated on Jul 2, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

View Our

Recommended Searches

View Categories