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 >>

4 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA4 Hopes Way

Price$1,375,000

Est. Mortgage: $/month

MLS Number 38613

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 2.5
  • Acreage 0.2645

TO BE BUILT~ PROSPECT ~Offering optimal flexibility, the 2 bedroom 2 ½ bathroom Prospect is the perfect fit for owners whose needs and desires change from week to week, season to season, or year to year. An expanded version of CapeBuilt’s most popular home design at Heritage Sands, the Prospect lives well-beyond its size, and features an expansive open concept living area topped with craftsman inspired cathedral ceilings. Its light-filled dining nook not only is the perfect mealtime host for family and friends, but also serves as the ideal morning “reading room”– whether on your tablet or unfolding the Sunday Times with a steaming cup of coffee. The luxurious first-floor primary suite includes an ensuite bathroom with separate tile shower and soaker tub, and dual vanities finished with quartz countertops and Kohler fixtures. The Prospect’s upper floor accommodates a spacious guest bedroom, tiled bathroom and flex-room that can serve as a home office, wellness studio, den, library or endless other uses to accommodate your family’s needs. The Prospect offers forward-thinking owners the opportunity to transition within Lagoon Ridge from seasonal to year-round residents of Martha’s Vineyard on a moment’s notice. See Interactive Virtual Tour Attached ** Options for many extras too**

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

6 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA6 Hopes Way

Price$1,475,000

Est. Mortgage: $/month

MLS Number 38616

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.2781

TO BE BUILT WABAN~Like its namesake Oak Bluffs park, the 3-bedroom – 2 ½ bathroom Waban invites gatherings of family and friends throughout the year. Its floorplan reflects an expanded version of a proven-winner that earned CapeBuilt “Community of the Year” honors with its Heritage Sands neighborhood. Open concept living includes a professionally outfitted chef’s kitchen and living/dining spaces that flow seamlessly to an expansive front porch that can be built as a three-season room for indoor-outdoor living. The Waban’s first floor primary suite connects to a private deck for morning coffee or evening stargazing. The primary suites tiled ensuite bath can be configured with either a separate soaker tub and shower, or designed as a spa-proportioned walk-in featuring Kohler’s immersive digital interface. Second floor bedrooms offer family and guests uncompromising comfort and options that includes a private balcony. With manicured front and rear exteriors, the Waban affords both community-facing leisure space and secluded retreats to hang a hammock or site the outdoor kitchen of your dreams. Stepping inside the Waban is to have “arrived” at your Island home. **See Interactive Virtual Tour Attached ** Options for many extras too**

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

8 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA8 Hopes Way

Price$1,575,000

Est. Mortgage: $/month

MLS Number 38617

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3055

TO BE BUILT NAUSHON~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA2 Hopes Way

Price$1,275,000

Est. Mortgage: $/month

MLS Number 38610

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.2556

TO BE BUILT MARSHE~With wellness and resilience in mind, the 2-bedroom 2-bathroom Marshe incorporates design features and appointments for ultra-comfortable, year-round, single floor living. At the core of the Marshe floorplan is a chef’s kitchen with professional appliances and a generous island – equally suited for culinary innovations and cocktail conversations. Open living spaces transition effortlessly and include a studio space that can be employed to accommodate wellness pursuits limited only by your imagination and ambition or serve as your Zoom-base for remote check-ins with family, colleagues, and fitness trainers. The Marshe’s primary bedroom features an ensuite bathroom with dual vanities, luxurious tile, quartz surface, and Kohler fixtures throughout. Guests and family will be drawn to gather at the Marshe and will be delighted by the serene quarters that await them after a memorable day on the Island. **See Interactive Virtual Tour Attached ** Options for many extras too**

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Farm Path Oak Bluffs MA 02557

Oak Bluffs, MA2 Farm Path

Price$1,299,000

Est. Mortgage: $/month

MLS Number 38601

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.89

Classic Oak Bluffs Custom Cape is situated on almost an acre of level land abutting the State Forest. Features a sweeping farmer's porch in the front and a large exterior deck in the rear offering protected views into the meadow, a separate oversized builders garage that includes office space and the potential for a guest house is sited in front corner of the property, there is a finished basement with built in bar and utility room, and there is room for a SWIMMING POOL off the rear deck. This wonderful family home has an Open floor plan with cathedral ceilings, sky lights, and a first floor bedroom and full bathroom,. Brand new exterior cedar shingle siding and trim.. WELL KEPT CHARMING home & location is equidistant to all the down island towns. Seller is installing a new 4 Bedroom Septic System. MUST SEE!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

0 Chicakawaukee Street Oak Bluffs MA 02557

MLS Number 38571

  • Land
  • Mls Status Active
  • Acreage 0.3418

Perfectly located, within walking distance of harbor, town, beaches and parks. An oversized (1/3rd acre), fully treed lot, in private setting and ready for your new home. Utilities located within 110' of property line. Sale subject to license to sell by Probate Court, in settlement of estate.

Listed by Towne & Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

8 School House Village Oak Bluffs MA 02557

Oak Bluffs, MA8 School House Village

Price$1,399,000

Est. Mortgage: $/month

MLS Number 38433

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.38

OAK BLUFFS CLASSIC COLONIAL and SPARKLING COMPLETELY RENOVATED 1 Bedroom/ 1 bath APARTMENT nestled above a detached 2 car detached garage! TERRIFIC LOCATION with easy access to bike path .. Minutes to YMCA, high school and town parks. Centrally located to all the down island towns! Surrounded by mature plantings and attractive colorful landscaping with 3 bedrooms , one en suite with double vanities and tiled walk in glass shower. 2.5 tiled bathrooms airy sun filled open spacious kitchen, living area and huge outdoor deck Coastal Chic décor included to make this a TURNKEY OFFERING.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

22 Paddock Road Oak Bluffs MA 02557

Oak Bluffs, MA22 Paddock Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 38557

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 1.867

THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber Beams, Field Stone Fireplace and Soaring Ceilings. This Spacious Airy Open Floor Plan will have no shortage of living areas with multiple intimate gathering spaces surrounded by lots of glass that ddisplays an unobstructed panorama of the lush landscaped backyard and 20x 40 Gunite Pool and Spa. The Decked Out Chefs Kitchen will be a fusion of modern design, rustic accents and State of the Art Appliances. Boasting 6 en suite luxury bedrooms and unmatched bathrooms, with deep soaking tubs, artistic tiled showers, custom vanities, walk-in closets, and sitting areas all designed for convenience and comfort. A generous walk-out finished basement, containing over 2000 square feet, will include additional living areas along with a custom home bar, gym/media room and or wine cellar. Other Rare feature is the "Show Stopping Two Story Vaulted Stairway" This Unparalleled design with exceptional visuals highlighted by exquisitely detailed finishes will be SUPER DELUXE; So Be prepared for the "WOW FACTOR " Don't Wait...Call Today to Secure this RARE OFFERING in the POSH PRESERVE Oak Bluffs' Newest Luxury En Clave abutting conservation land and trails for hiking, walking and biking!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 School Street Oak Bluffs MA 02557

Oak Bluffs, MA17 School Street

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 38577

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 1
  • Acreage 0.6

Oak Bluffs New Listing ~Charming Victorian Style Home with 4 bedrooms 1 bathroom situated on an OVERSIZED INTOWN lot with pictureque sweeping grassy yard and peaceful meadow views There are wild grapes, fruit trees and natural native grasses. Easy stroll into town, Oak Bluffs Harbor and sandy beaches. Property is tied into the Town Sewer. TERRIFIC INVESTMENT OPPORTUNITY for the SAVVY BUYER.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

90 New York Avenue Oak Bluffs MA 02557

Oak Bluffs, MA90 New York Avenue

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number 38556

  • Residential
  • Mls Status Pending
  • Bedrooms 7
  • Bathroom 2.5
  • Acreage 0.2572

Oak Bluffs Victorian Style Home within a short bike or walk to town! There are 7 bedrooms 2.5 bathrooms. The interior is spacious with many charming features. Many upgrades include newer porch, newer electric panels, plumbing, windows..

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

45 Lagoon Road Oak Bluffs MA 02557

Oak Bluffs, MA45 Lagoon Road

Price$750,000

Est. Mortgage: $/month

Pending

MLS Number 38543

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.3957

Open House Saturday and Sunday cancelled.....Lagoon Pond Access is nearby (600 feet) so bring your kayak, canoe, windsurfer, shellfishing equipment and bathing suit! Charming Comfortable Vineyard Cape is nestled on a peaceful 17,240 sq. ft. lot and boasts glowing wood floors, cathedral ceiling and a split bedroom design. There is extra sleeping space in the open loft that overlooks the great room below. The yard is partially wooded, finished with colorful plantings and includes a storage shed in the back yard. Inviting deck is accessed off the dining area. This is a home for those who won't "abide" by the ordinary!

Listed by Doug Reece of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

7 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA7 East Chop Drive

Price$3,000,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38509

  • MultiFamily
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.1199

OAK BLUFFS HARBOR/BEACH FRONT THREE FAMILY with a fully equipped DOCK! Perfectly sited EAST CHOP location between harbor and Washington Park. Outstanding water views of Oak Bluffs Harbor and Nantucket Sound beyond. Loaded with island charm and just steps to historic Oak Bluffs village shopping, eateries, ferries and beaches. Tucked in to its very own corner, abutting only one residential property, the setting is unexpectedly private. INCOME PRODUCER this renovated three family waterfront property has a deep water dock that’s conveniently serviced with water and electricity. The first floor is comprised of two apartments; a 2 bedroom, 1 bathroom unit plus a 1 bedroom, 1 bathroom unit with utility room - both have living/kitchen/dining rooms that lead to patio areas facing harbor, beach and dock. The second floor is a spacious retreat with 3 bedrooms and over 1,500 sq. ft. of comfortable open space with living, dining, kitchen and a fabulous den with wood stove and access to the covered deck. PANORAMIC VIEWS and the MARINA at your fingertips – all in the heart of this picturesque seaside town! Excellent rental history and endless possibilities.

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 4, 2021 . 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