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

Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard town. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard, as well as the popular East Chop neighborhood.

Learn more about Oak Bluffs >>

Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

Contact Sandpiper Realty for all your questions and for more information about Oak Bluffs. Create an account to save your favorite listings and to receive email updates for similar properties.

Narrow Your Search

r=11-20
17 Jessica Lane Oak Bluffs MA

Oak Bluffs, MA17 Jessica Lane

Price$1,500,000

Est. Mortgage: $/month

MLS Number 36761

  • Residential
  • Square Feet 3020
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Get the most for your money! Over 3,000 sq ft. with all the features you may desire...Open, great room floor plan complete with gas fireplace in the living area, radiant "in floor" heat plus central AC, main level master bedroom with private porch, a massive rear deck and inviting covered front porch providing extended living areas and an enchanting water feature that includes Koi fish of all colors & and a babbling waterfall! Also, SOLAR Panels and a refreshing outdoor shower. Nicely nestled at the end of a private country lane not far from everything that is "down island", this is the right place for vacation or year round living. Beautiful gardens galore and quick access to the many hiking trails nearby. Solar panels and outdoor shower too! Plenty of room on the 1.3 acres for a guest house (with town permits) or a pool. Close to bike bath and Farm Neck Golf Course. This is one "opportunity knocking" that you don't want to miss.

Listed by RE/MAX on Island

$
$
%
$/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

9 West Clinton Avenue Oak Bluffs MA

Oak Bluffs, MA9 West Clinton Avenue

Price$549,000

Est. Mortgage: $/month

MLS Number 36123

  • Residential
  • Square Feet 827
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

Gingerbread Cottage Perfection. This sweet Oak Bluffs cottage is what dreams are made of! A short walk to beaches, ferries, harbor and Oak Bluffs town activities. Beautifully maintained and upgraded with whimsical details inside and out. A serene setting front to back, directly across from the Oak Park gardens plus rear access with convenient on-site parking. Fabulous new patio/BBQ area and an outdoor shower too! This treasured cottage home has high ceilings on the first and second floors, tons of windows and cross breezes and a lovely balcony. Comfortable and cozy, the epitome of vintage cottage charm!

Listed by RE/MAX on Island

$
$
%
$/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

33 June Avenue Oak Bluffs MA

Oak Bluffs, MA33 June Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS Number 36553

  • Residential
  • Square Feet 1871
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Custom Craftsmanship in Oak Bluffs with quick access to the Lagoon Pond. This custom home has an open floor concept that has a natural flow throughout with Kitchen/living/dining. The chef's kitchen is ideal for those who have a passion for cooking and right off the kitchen you will find a screened-in porch perfect for those summer nights. The second floor is where you will find all three bedrooms. There is a shared bathroom for both guest bedrooms. The master is located at the end of the house and has its own private balcony perfect for your morning coffee or tea. The basement has both interior and exterior access and has been outfitted with egressed windows to provide natural light throughout. You will also find a full bathroom as well as the stackable washer/dryer unit. 24 hrs required for all showings at this time.

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

33 Bayes Hill Road Oak Bluffs MA

Oak Bluffs, MA33 Bayes Hill Road

Price$459,900

Est. Mortgage: $/month

MLS Number 36717

  • Land
  • Village Central
  • Acreage 0.73

Time to Build your Dream Beach Home in Oak Bluffs Desirable Bayes Hill Development conveniently located off Barnes Road easy access to LAGOON for all water activities! Bayes Hill Road is paved and offers larger plus lots for privacy..A Terrific location with easy access to all the down island towns! The building lot is .73 acres and has a 6 bedroom BOARD of HEALTH STAMPED & APPROVED septic plan and site plan see documents ! The building site is mostly wooded and level. See listing attachments site plan, covenants and plot plan! APPROVED Architectural building plans from island architect Chuck Sullivan!

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

3 Kims Way Oak Bluffs MA

Oak Bluffs, MA3 Kims Way

Price$679,000

Est. Mortgage: $/month

MLS Number 36403

  • Residential
  • Village Central
  • Square Feet 1164
  • Bedrooms 3
  • Bathroom 2

Walk or bike to all the fun and amenities in Oak Bluffs! With beaches, the harbor, shopping and restaurants a mile or less from this single-story home, the location is ideal. Offering an open concept, with living, kitchen and dining at the center of the home, there is nice separation between the en-suite bedroom that also has a private outside entrance and the guest bedrooms. Most rooms have vaulted ceilings making the spaces feel roomy and there are mini splits providing heat and air conditioning throughout the house ensuring super comfortable accommodations year-round.

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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Sengekontacket Road Oak Bluffs MA

Oak Bluffs, MA3 Sengekontacket Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 36665

  • Residential
  • Village Sengy
  • Square Feet 3400
  • Bedrooms 5
  • Bathroom 4

SENGEKONTACKET A WATERFRONT COMMUNITY: Situated on almost 2 acres of land, gently south sloping, abutting conservation land, this sun-filled Vineyard design has all of the features for a gracious year round or vacation lifestyle. The very special Sengekontacket community offers 2 tennis courts, a clubhouse on a spring fed freshwater pond, and a private salt water dock with easy access to Vineyard Sound. The house design has a cheerfully engaging great room with lots of windows, granite and quartz counters, a black granite gas fireplace highlights the built-in cabinetry, beautiful wide oak flooring, and access to a stone patio, and a sweeping back yard meadow. Also, on the first floor, is a convenient mud room with separate laundry room, a half bathroom and at the other end is en suite master with private deck. The second floor, with brilliant Caribbean Pine flooring, has 4 more spacious bedrooms serviced by 3 more tiled bathrooms. Accessed from the mudroom is a stairway to a 6th unfinished bedroom/full bath over the garage. With high end appliances, irrigation, central AC, and exquisite custom detail, this is a property of exceptional value. PERFECT SETTING FOR A BACKYARD POOL! EXCELLENT 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

48 Prospect Avenue Oak Bluffs MA

Oak Bluffs, MA48 Prospect Avenue

Price$849,000

Est. Mortgage: $/month

MLS Number 36411

  • Residential
  • Village Central
  • Square Feet 2016
  • Bedrooms 3
  • Bathroom 3

This "Home Sweet Home" tucked away on a residential street is conveniently located, less than a mile from Oak Bluffs center and easy access to all necessities. Sitting on a .28-acre lot, this home features spacious rooms, high ceilings, plus a bonus walk-out basement with 3 finished rooms, and a full bathroom. The first floor has custom oak flooring, with an inlaid design in the living area accenting the stone fireplace. The kitchen and dining area has ample space for gathering with easy access to the deck. The second-floor features wall to wall carpet, a large inviting master bedroom suite with private bathroom and walk-in closet. Two other spacious bedrooms share a full hall bathroom off the hallway. The sunny back deck, with custom built-in bench seating, and a shed completes the backyard. The house flows nicely through large sun filled rooms -a must see in this area.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/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

102 Pond View Drive Oak Bluffs MA

Oak Bluffs, MA102 Pond View Drive

Price$750,000

Est. Mortgage: $/month

MLS Number 36605

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1310
  • Bedrooms 4
  • Bathroom 2

LOCATION,LOCATION,LOCATION! BUYERS looking to be in Oak Bluffs close enough to town, yet far enough out of town to realize the country feel of what Oak Bluffs really has to offer. Shopping, schools, ferries, and harbor just a 2 minute drive and a very short walk to Lagoon Pond. What more can you ask for? Deeded rights to Lagoon Pond....directly across the street (Barnes Road) from this 4 bedroom two bath home located in the lovely Vineyard Hills Community. This established subdivision offers larger lots along with open space/common areas and has become a very popular go to location of Oak Bluffs. The 1310 square ft home is settled into a hill in the rear of the property thus creating a great opportunity to utilize the walk out basement. In the front yard there may be room enough for a potential guest house/garage with the proper permits and approvals from the town boards. Entering the home into the spacious unfinished mudroom gives you the chance to personalize your entry with your own ideas. The owner has done some renovations about 8 years ago adding new stainless steel appliances, new bathrooms, and A/C,. This is a must see. Yes, there are areas that could use sprucing up but just think 4 Bedrooms, 2 full baths and full walk out basement with oil forced hot air. Outside shower already in place. All this on just over a half acre of land. Tenants in place 24 hr NOTICE.

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

42 Waterview Road Oak Bluffs MA

Oak Bluffs, MA42 Waterview Road

Price$975,000

Est. Mortgage: $/month

MLS Number 36572

  • Residential
  • Village Sengy
  • Square Feet 1132
  • Bedrooms 3
  • Bathroom 2

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

33 Tia Anna Lane Oak Bluffs MA

Oak Bluffs, MA33 Tia Anna Lane

Price$899,000

Est. Mortgage: $/month

MLS Number 36361

  • Multi-Family
  • Village Lagoon/Harbor
  • Bedrooms 3
  • Bathroom 4
  • Half Bath 2

Main house and Guest House. The location is a favorite to many who are searching for that property that fits all their needs. Very close walking distance to the Lagoon to enjoy the popular activities of shell fishing, kayaking, and boating from this traditional Cape style home. The property sits on almost .50 acres of land with a wrap around deck and screened in porch that overlooks the over sized backyard. The Main house features a large open kitchen and dining area with new kitchen appliances and a walk in pantry. The Master bedroom is on the first level with a walk in closet and its own bathroom. Oil FHW heat through out the main house with a wood burning stove in the living room. Andersen windows, hard wood and pine wood flooring, and new Roth insulated oil tank. The 2nd floor consists of another bedroom and office/media room with a full bathroom. The basement has a full bathroom with bar sink and mini bar to quarantine away from everyone. Basement is heated and can be easily turned into a media/family room. The large guest house is tucked away in the corner of the lot with a private sunny deck. Guest house has 1 bedroom, 1 full bathroom, and 1/2 bathroom with its own washer and dryer. A must see in this price range and location for this current market. Year round tenants and Seller are in place and MUST Have 48 hours notice to show the property. Seller requests all potential Buyers to present pre-qualification letter prior to physically viewing the property. Additional photos and video will follow.

Listed by Dockside Real Estate

$
$
%
$/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

View Our

Recommended Searches

View Categories