Recently Listed Oak Bluffs MA Real Estate

View the newest listings in Oak Bluffs on Martha's Vineyard below. You may also be interested in browsing all current Oak Bluffs real estate listings.

New Listings Oak Bluffs

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

Time Saving Tip - Sign up for a search account (it's free) to save your favorite Martha's Vineyard real estate listings and get notified when similar properties become available.

Learn about the town of Oak Bluffs >>

r=13-24
97 Shawanue Avenue Oak Bluffs MA 02557

Oak Bluffs, MA97 Shawanue Avenue

Price$1,200,000

Est. Mortgage: $/month

MLS Number 39842

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.1199

You can't beat the location at this charming three-bedroom two-bath Oak Bluffs property. A wooded path, accessed directly from the backyard, leads you to the Lagoon's sandy shores and calm waters. When not at the beach, your time will be spent on the expansive three-season screened-in porch, allowing you to enjoy the outdoors at all times comfortably. Close by is the vibrant downtown, where you can enjoy all the shops, restaurants, and bustling harbor attractions!

Listed by Katherine Donahue of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

19 Ocean Avenue Oak Bluffs MA 02557

Oak Bluffs, MA19 Ocean Avenue

Price$3,000,000

Est. Mortgage: $/month

MLS Number 38735

  • MultiFamily
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 3.5
  • Acreage 0.0699

Ocean Park Beauty: This historic home on Ocean Park has been loving maintained and ready to pass along to the next generation. The four season two-family home is equipped With 2 separate kitchens, living areas, and dining rooms. There is plenty of space for the whole family with seven bedrooms, 3.5 bathrooms, and 2 large porches. The views of Ocean Park and the Sea beyond are spectacular. Conveniently located amongst shops, restaurants, and beaches. Houses on the park don't come up for sale often so don't miss your chance to own this amazing home with a great rental history.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

2 Lincoln Avenue Oak Bluffs MA 02557

Oak Bluffs, MA2 Lincoln Avenue

Price$449,000

Est. Mortgage: $/month

MLS Number 39803

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 1

Enchanting Fairy Tale Campground Cottage this is a studio in Historic Martha's Vineyard Camp-Meeting Association is tucked away in a magical park setting with distant views of the famous Tabernacle where there are weekly events to enjoy all Summer. The convenience of being in town, within steps to Montgomery Square, Circuit Avenue shopping and dining, the Sandy Beaches on the Vineyard Sound, Oak Bluffs Harbor and just a short stroll to the Steamship…you don’t even need a car for this life style! Surrounded by colorful Vintage Victorian Gingerbread Cottages, the property is in PRISTINE CONDITION with the following updates; new roof in 2021, a new sky light(2022), a sturdy front door (2022) and 5 new windows have been purchased. New portable air conditioner (2022) Step inside into a spacious, airy, and sun-filled studio cottage with striking stain glass accent windows, attractive lighting and accents throughout. The cottage lives large and is efficient in it’s the design and storage. Partially insulated with electric heat. RARE OFFERING!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

47 Tiffany Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 Tiffany Drive

Price$2,349,000

Est. Mortgage: $/month

MLS Number 39516

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 1.507

POOL! POOL! POOL! This much sought-after amenity is part of a compound on just over 1.5 acres in Lagoon Heights. A carefree and easy lifestyle can be yours in this expansive home featuring 2,500 s/f of living space with four bedrooms, open concept kitchen and dining areas, spacious living room, office and exercise room...ALL ON ONE FLOOR! There are multiple means of access to the exterior spaces. The home has been tastefully updated and well maintained throughout the years. Lots of extra space is included in the pool house, detached one car garage/workshop, an oversized two car garage and a full basement. The pool anchors the extensive exterior entertainment area which is surrounded by decks, walkways and brick patios. The grounds are remarkably well landscaped with stone walls, established specimen trees and plantings and even a goldfish pond with a waterfall! A very special park-like setting that includes private access to Lagoon Pond.

Listed by Lynn and Karl Buder of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

6 Little Pond Road Oak Bluffs MA 02557

Oak Bluffs, MA6 Little Pond Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 39508

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1
  • Acreage 2.94

An oasis of tranquility awaits you at this "end of the road" setting. Central yet tucked away, this custom built, cross-gabled crafted homestead truly takes advantage of its location. Surrounded by conservation land, including Tisbury Meadows, Greenlands Preserve, Wapatequa Woods, Thimble Farm and the picturesque Little Duarte's Pond - all yours to enjoy and explore. A welcoming front yard with abundant gardens, porch deck and a central entrance that leads the way into grand spaces. Stately and inviting with rich details throughout - the expanse of the intersecting great rooms offer spacious entertaining options and pizzazz! Large banks of windows allow the light to stream in from every direction. Impressive chef's kitchen with a beautifully crafted wood ceiling and terrific kitchen bar. Thoughtful design includes the ever-important mudroom area and interior access to the basement. Open dining room, living room with fireplace hearth and the dramatic beamed vaulted ceiling sets the pace. First floor bedroom has a surround of windows and glass doors that seems to bring the outside in. Large bathroom with bead board, vintage fixtures, soak tub, tiled shower and bidet. Stunning helical wooden staircase seems to float as it reaches to the second level with wrap around railings. Second floor has a bedroom suite as well as a multitasking office/guest nook and creative storage. Eastside deck with fenced yard, ornamental pond and nearby garden shed. Westward views of abutting conservation lands and the large acreage allows for a garage, pool, guesthouse and potential further development. Lush plantings, flowering trees and perennial gardens surrounding the house are ever evolving with the seasons. With well managed systems, a full basement plus room for expansion, pool and guest house.

Listed by Helena Kirschenbaum of Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

90 Meadow Avenue Oak Bluffs MA 02557

Oak Bluffs, MA90 Meadow Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 39785

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.3499

Coastal living on East Chop! This well renovated, year-round, bungalow "cottage" is full of contemporary creature comforts, but honors the character and charm of "old Vineyard living". The architectural style draws one immediately to the wrap around porch, and upon entering the home, the sparkling vintage fir floors, beadboard wainscoting and beach stone fireplace with stove insert take you back to a simpler time. The three bedroom, two bath Main has house has received upgrades throughout to include; Daiken heating-HVAC system, Rinnai On-Demand hot water system, HDMI/Cat 5 and electrical systems, Lutron lighting, insulation, bathroom improvements, and a full kitchen makeover with Fischer-Paykel and Bosch appliances, in addition to the exterior spaces involving the outdoor shower, porch and decking areas. The detached one bedroom, one bath, guest cottage is light filled, spacious, with a mini-split heat & A/C, and a kitchenette. And the former garden shed is now a terrific, light-filled "flex space" with hardwoods, insulation and electricity. The property is professionally landscaped with mature plantings, a well manicured lawn and irrigation. It is being sold "turn-key" and has strong rental potential. Come and experience "Vineyard charm" on East Chop!

Listed by Sean Federowicz of Landmarks at TODAY Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

267 Farm Neck Way Oak Bluffs MA 02557

Oak Bluffs, MA267 Farm Neck Way

Price$15,500,000

Est. Mortgage: $/month

MLS Number 39712

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 7.5
  • Acreage 2.11

A RARE OFFERING, a merger of water views and unparalleled views of fairways at FARM NECK, a world premier golf course and club. This offering comes with an immediate STOCKHOLDER MEMBERSHIP! The architecturally designed home is in excess of 10,000 sf of exquisite living space, providing 5 bedrooms, 9 bathrooms, masonry fireplace, home gym, game room, and home office, an expansive heated pool and hot tub, outdoor grill area, five 2nd floor decks, a 3 car garage, and a private dock on Sengekontacket Pond. The combination of Golf, Water Access and an Exquisite Home offers endless options for enjoyment. Upon entry you are greeted with layered water views from Sengekontacket Pond, to Nantucket Sound, to the Edgartown Outer Harbor and beyond to the North Neck Cliffs of Chappaquiddick. A true feast for the eyes! The architectural marvel of curves within the home, is a repeating element throughout. The foyer, dining room, living room bar, and home office all echo the repetition of circular curvatures and movement throughout.This circular motif repeats in the upper floors suspended stairways and hallway areas bringing one's eyes to curved windows and curved doorways.The home is centered around the large round dining room with its 2 story curved wall of windows and curved custom built in cabinetry. The circular motion of the dining room lends itself to easy and comfortable movement to the gourmet kitchen, the family room with its fieldstone fireplace, the home office and then to the crown jewel, the vast, outdoor entertaining area. The outdoor entertaining features a round hot tub and round half moon area at the head of the heated gunite pool. Numerous lounge areas offer spaces to absorb and enjoy the exquisite surroundings. This is a home where one gathers to soak up the sun, absorb the vistas, play amongst the water sports on Sengekontacket and immerse themselves in the GOLF offered at FARM NECK. Each bedroom has its own private bath. Two of the guest en-suites have their own private deck with spectacular views overlooking the outdoor entertaining area, fairways and the layered water views beyond. A true feast for the eyes. The attached private apartment offers its own kitchen, dining and living room space. Come to experience, come to stay, come to buy.

Listed by Michele Casavant of Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

16 West Clinton Avenue Oak Bluffs MA 02557

MLS Number 39663

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 1.5

OAK BLUFFS Classic 4 Bedroom 1.5 Beautiful Victorian located in the Historic Martha's Vineyard Camp Meeting Association on desirable West Clinton Avenue with Inviting Views overlooking Oak Park. This Cottage is filled with Victorian Charm and Attractive Gingerbread Detail. A Terrific In -Town LOCATION... easy stroll to ART'S District, Oak Bluffs Harbor, Beaches, Ferries, Galleries and Restaurants! Exceptional offering with the perfect flow for both Summer living and entertainment. A first floor bedrOoom with bath and Dazzling Diamond Windows throughout! For more information on the Martha's Vineyard Camp-Meeting Association please visit www.mvcma.org .

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

17 Beach Road Oak Bluffs MA 02557

Oak Bluffs, MA17 Beach Road

Price$1,925,000

Est. Mortgage: $/month

Pending

MLS Number 39735

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2899

OAK BLUFFS WATERFRONT WITH DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home. The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will be spent indoors, with your days filled with boating, fishing, swimming, and everything in between, and your evenings enhanced by spectacular sunsets over West Chop and beyond. The additional vacant abutting parcel, included in this offering, provides extra privacy and water frontage. A Vineyard classic that can’t be missed!

Listed by Katherine Donahue of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

66 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA66 Canonicus Avenue

Price$749,000

Est. Mortgage: $/month

MLS Number 39563

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.23

Adorable Oak Bluffs Cottage "The Pinkeltink " located in a family- friendly setting on desirable Canonicus Avenue abutting serene salt marsh where there are singing Pinkeltinks in the early Spring along with an aviary of assorted birdlife including Red Wing Black Birds along with a variety of colorful natural vegitation. Easy walk or bike ride to Sandy Beaches, Town Parks, Circuit Avenue and Ferry Ports. **please see attached Title 5 official Report ** System failed and is a Cesspool* SELLER is in the process of Designing a 1 BEDROOM TITLE 5 SEPTIC SYSTEM. Buyer should confirm any possible upgrades and or expansion possibilities with the Town of Oak Bluffs.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

31 Second Avenue Oak Bluffs MA 02557

Oak Bluffs, MA31 Second Avenue

Price$525,000

Est. Mortgage: $/month

MLS Number 39703

  • Land
  • Mls Status Active
  • Acreage 0.28

Close to Oak Bluffs center and harbor. This lot has been staked and survey.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 2022
* 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

"Based on information submitted to MA_LINKMV as of August 10, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."

beach entrance beach entrance
Ocean Park Realty Incorporated Logo

We would love to hear from you.

Say Hello

Contact Us

You deserve to live in the home of your dreams and we want to help facilitate that process. Contact us for more details.

Ocean Park Realty Incorporated Logo

Stay Updated

Send a Message