Oak Bluffs Homes with Virtual Tours

Scroll down to find all homes featuring virtual tours in Oak Bluffs on Martha's Vineyard. Select the "Virtual Tour" button below a listing to view the tour. You may find some listings with virtual tours coming soon. View all Oak Bluffs MA real estate here.

Oak Bluffs Homes for Sale with Virtual Tours

If you have any questions or if you are interested in a specific property, call Landmarks Real Estate at 508-693-6866.

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available.

69 Brush Pond Road

Oak Bluffs, MA69 Brush Pond Road

Price$1,799,000

Est. Mortgage: $/month

Pending

MLS ID 38490

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.41

New to market— Oak Bluffs 3 bedroom, 2 bathroom waterfront home. Home office, fireplace, expansive red brick patio, rooftop sundeck which affords one of the most spectacular sunset views on Martha’s Vineyard.

Listed by Barbara Twiss of Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

31 Double Ox Road

Oak Bluffs, MA31 Double Ox Road

Price$1,650,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38671

  • Residential
  • Bedrooms 3
  • Bathrooms 3.5
  • Acreage 0.3502

TO BE BUILT on Lot 13 NAUSHON *** Larger Lot and a WALK OUT BASEMENT ~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**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

71 Pennacook Avenue

Oak Bluffs, MA71 Pennacook Avenue

Price$1,600,000

Est. Mortgage: $/month

Pending

MLS ID 38621

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathrooms 2.5
  • Acreage 0.13

Classic Beauty in the heart of Oak Bluffs. The Pennacook House is set on a slight hill on a large landscaped yard.This year-round 6 bedroom, 2.5 bathroom home has a lovely eat in kitchen, formal dining and living room with bay windows, den/study, hardwood flooring, outdoor shower, gorgeous period detail and many upgrades throughout. Some upgrades include state-of-the-art propane Hot Water Heating system and Water Heater, new Electrical Panel and Service, new Dishwasher Irrigation in the lawn and flower beds and lots of painting inside and out. The full walkout basement has laundry and plenty of storage space. Great location just a few blocks from town center, ferries, harbor and beaches. Very strong rental history...Turn Key!

Listed by Michael Schweikert 774-563-9112 of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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, MA8 Hopes Way

Price$1,575,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38617

  • Residential
  • Bedrooms 3
  • Bathrooms 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**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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, MA6 Hopes Way

Price$1,475,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38616

  • Residential
  • Bedrooms 3
  • Bathrooms 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** Call for an appointment and private tour. FRONT SECOND Floor Balcony is an extra Don't wait RESERVE YOUR HOME TODAY!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

25 & 27 Lexington Avenue

Oak Bluffs, MA25 & 27 Lexington Avenue

Price$1,475,000

Est. Mortgage: $/month

MLS ID 38802

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.53

East Chop -- This meticulously maintained, year-round, ranch style 4-bedroom home on 0.53 acres, built in 1973, has been totally renovated and expanded 1998-2020. The front covered farmers porch looks out to a peaceful wooded front yard and opens in to the living room with working fireplace, breakfast/lunch dining area and kitchen, three bedrooms (one currently set up as an office), two bathrooms, plus main dining room with family gathering/entertaining area. Living room glass door opens to rear deck and a private peaceful landscaped back yard. The partially finished basement includes living room, bedroom and full bath, with washer/dryer and storage areas. The house has two sources of heat – forced hot water from the furnace and electric baseboard heat. Outdoor shower and shed complete the property. This desirable East Chop location should be at the top of your list because of its close proximity to tennis courts, beaches, the Oak Bluffs harbor and downtown areas. Used as a year-round home for the last 5-years, it also has great rental potential or use as a vacation getaway home. Property has expansion potential with a second floor on the house, a detached garage, and Title V septic for 4-bedrooms installed 2016, can also be expanded, but please verify with appropriate town offices. Seller is open to closing this fall but will require an occupancy agreement to allow them to stay in the home until spring of 2022. House has approx. 1,144 sq ft of living space based on town data card, plus an additional 312 sq ft from the enclosed, insulated and heated porch, totaling 1,456 sq ft, plus 780 sq ft finished basement, altogether total approx. 2,236 sq ft.

Listed by Perry Patterson of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

33 Double Ox Road

Oak Bluffs, MA33 Double Ox Road

Price$1,375,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38672

  • Residential
  • Bedrooms 2
  • Bathrooms 2.5
  • Acreage 0.3092

TO BE BUILT on Lot #15 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**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

4 Hopes Way

Oak Bluffs, MA4 Hopes Way

Price$1,375,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38613

  • Residential
  • Bedrooms 2
  • Bathrooms 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**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

18 Hampson Avenue

Oak Bluffs, MA18 Hampson Avenue

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38473

  • Residential
  • Bedrooms 3
  • Bathrooms 2.5
  • Acreage 0.16

EXCELLENT OAK BLUFFS LOCATION! Walk to the harbor, restaurants, shopping, beaches!! Relax and entertain in this comfortable living area that leads into a bright, open dining area. Kitchen with new stainless steel appliances, laundry closet with new full sized washer and dryer and powder room finish off the first floor. Proceed upstairs and you will find 3 spacious bedrooms and two full bathrooms. The owner's primary bedroom is ensuite, has a roomy walk-in closet and a freshly renovated bathroom. There is new hardwood flooring throughout the home. This lovely updated home is being sold FULLY FURNISHED for a TURNKEY opportunity. Outdoor deck with Weber gas grill and new outdoor furniture is poised for summer fun! State-of-the-art irrigation system keeps the garden and lawn lush. SUMMER RENTAL INCOME for 2021 is approximately $60,000. Agent has a financial interest in the property. Wednesday and Saturday showings only.

Listed by Jennifer B. DaSilva of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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, MA2 Farm Path

Price$1,299,000

Est. Mortgage: $/month

Pending

MLS ID 38601

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 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 Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

"Based on information submitted to MA_LINKMV as of October 13, 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."