Oak Bluffs Real Estate

Oak Bluffs on Martha's Vineyard Aerial View

Oak Bluffs is the classic seaside Victorian resort town located in the heart of the Vineyard and famous for its warm pristine water and popular sandy beaches where the public is invited. Originally visited and settled in the early 1800s by religious leaders who made camp each year in the lofty oak groves where thousands of people would partake in the sermons. The campsites evolved into tents and cottages and the settlement became known as Cottage City until 1907 when it was renamed Oak Bluffs.

Homes for sale in Oak Bluffs are very popular because the area explodes with excitement in the Summer.  Oak Bluffs is The Camp Grounds filled with gingerbread cottages, it’s the Ink Well beach, it’s the Farm Neck Golf Course, the fireworks, Illumination Night, the Harbor, East Chop, and Circuit Avenue with wonderful restaurants and shopping. There is always something to do and someplace to go and it’s the only Down Island town with no traffic jams.

Learn more about Life in Oak Bluffs

Oak Bluffs MA Real Estate

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.

Related Searches
Waterfront | Water View | Beach Houses | Single Family | Condos | Land
DowntownEast Chop | Harthaven

Oak Bluffs Real Estate Statistics

Average Sale Price for Oak Bluffs in 2018: $720,097

Average Sale Price for Oak Bluffs in 2019: $809,427

Average Sale Price for Oak Bluffs in 2020: $790,632

Average Days on Market for Properties Sold in Oak Bluffs for 2020: 151

Oak Bluffs MIL (tax) Rate 2020: 7.44

Oak Bluffs MIL (tax) Rate 2021: 7.37

Oak Bluffs MIL (tax) Rate 2022: 6.79

Oak Bluffs MIL (tax) Rate 2023: 5.28

Click to Show/Hide More Oak Bluffs Images

  

Men diving into ocean at Oak Bluffs beachOak Bluffs waterfront

Oak Bluffs Golf

Farm Neck Golf Club Oak Bluffs

 

15 Mill Square Oak Bluffs MA 02557

Oak Bluffs, MA15 Mill Square

Price$4,295,000

Est. Mortgage: $/month

MLS Number 40841

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.2928

Unparalleled views from Wood's Hole and Cape Cod across the Sound to Chappaquiddick and beyond. Active harbor views, ferry crossings, boating of all varieties and beaching are at your fingertips from this 5 bedroom 3 bath sophisticated farmhouse style home. Perched high over the water with a sloped, extensive yard, a small olive tree grove buffers the walkers and bikers on East Chop drive keeping the focus on the ocean and the serenity of this ideal location. This home was built in 1968, and is a elegant version of an oversized Farmhouse. The wide rough hewn plank floors enhance the open living and dining areas that surround the wood burning fireplace, anchoring the great room on the ground floor. You can see the ocean from every window as you move through this house. The extra large bedrooms were created for extended family living and an enormous front porch adds living space, holding extra seating, a full dining area or any number of other configurations. There is a convenient 1st floor bedroom with stunning views, and the upstairs master with private deck is its own oasis of serenity. A clean and dry basement encourages expansion as does the 3rd floor unfinished attic space that would make an incredible master suite. The gardens are sophisticated and local plantings keep them low maintenance and ample, blooms are constant. Lovely groupings of trees are placed all over this special property adding to its allure, natural beauty and simplicity. This property is in great shape and is being sold as-is.

Listed by Kerry Quinlan-Potter of Breakwater MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

28 Rogers Way Oak Bluffs MA 02568

Oak Bluffs, MA28 Rogers Way

Price$2,100,000

Est. Mortgage: $/month

MLS Number 40849

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.2299

UNDER CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, a wall of glass with windows and sliding glass doors from the dining area and living room area. There is a well designed mudroom area with a first floor laundry, a large overflow pantry and a built in bench seating area. The second offers two en-suite bedrooms, a large second floor living room area and a second laundry area. A full poured foundation with a walk out door completes this new construction offering. The property location offers close proximity to the center of town, beaches, and bike paths. This quiet location, with attractive homes, is convenient to everything that Oak Bluffs has to offer. Come and enjoy NEW CONSTRUCTION with COASTAL STYLE!

Listed by Michele Casavant of Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

11 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA11 Canonicus Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 40826

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1.5
  • Acreage 0.16

LOCATION, LOCATION, LOCATION! This adorable 3-bedroom house is walking distance to Inkwell Beach, downtown Oak Bluffs and the ferry! Located in a fantastic neighborhood with TONS of potential and possible room for expansion! This house has been in the same family for almost 100 years. The yard has mature plantings, large detached shed with a cedar closet and a wonderful front porch. Title 5 in hand. Owners in residence so please allow 24-hour notice for all showings. Owners want to close no sooner than October. This is a MUST SEE!

Listed by Wendy Westman (978) 391-9903 of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

4 Camp Street Oak Bluffs MA 02557

Oak Bluffs, MA4 Camp Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 40815

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.28

Situated high atop the Oak Bluffs Peninsula, this solid log Cabin style Cape assures solid construction from the enormous 1300 sq. ft. rear outside deck to the soaring post and beam cathedral ceilings throughout the interior of the home. The first floor features a bright spacious kitchen with breakfast bar, dining area, gas stove, and huge copper sink, all looking over to a floor to ceiling Cape Cod thin cut stone gas fire place. Two large bedrooms, a laundry room and full bath, complete the first floor. The second floor consists of two large bedrooms, including a Master suite with "his" and "her" walk in closets, jacuzzi, make up desk, and shower. The poured concrete basement is home to a new furnace and hot water heater, loads and loads of storage space, bulkhead access, and a finished room which could be converted into a home office, gym, media room, or artist studio. All just a short bike ride to Oak Bluffs Harbor, Ferry Terminal, Inkwell or Town beaches, and restaurant and shops along Circuit Avenue. An equal 10 minute ride in the other direction will bring you to Main Street Vineyard Haven. The 6 bedroom in ground septic system, with Town approval, will allow for future expansion of the home and the lot, with town approval if desired, can accommodate a garage or in ground pool. In addition there are Solar panels on the South facing back roof and a great Summer rental income history from $7,000 to $10,000/WK . A fabulous opportunity! Easy to show: Call Bob Sparks to schedule an appointment, 508-932-2657.

Listed by Bob Sparks of American Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

16 Madison Avenue Oak Bluffs MA 02557

Oak Bluffs, MA16 Madison Avenue

Price$1,695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40711

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2152

Contemporary home, nestled on a quiet, wooded lot, in EAST CHOP, within a bike ride of harbor & beaches. This multi-level home is entered via a front screen porch. First floor rooms consist of U-shaped kitchen w/eating bar, dining area, living room w/cathedral ceiling, one bedroom and full bath. This level also contains a large deck, across the rear of the house, w/sliding doors off the living room and dining area. Part of the deck has a shade awning while the balance is open for sunny activities. The second floor has two bedrooms, one bath (w/washer/dryer) and a balcony nook (overlooking the living room). The basement level contains a family-room (w/two built- in- bunks), storage/ utility room and an oversized, one car garage. The driveway and parking area, has been recently graveled, and the yard is landscaped for low maintenance. This is a home for all seasons in an area that offers a tennis club, beach club and yacht club ( all private & by individual membership). Enjoy this quiet and friendly neighborhood, with all its wonderful amenities, for years to come. Home is being sold unfurnished. Appliances - Stove, refrigerator, washing machine, clothes dryer and dishwasher are included with sale. Occupancy after August 1st.

Listed by Robert Murphy of Towne & Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

11 Strawberry Lane Oak Bluffs MA 02575

Oak Bluffs, MA11 Strawberry Lane

Price$1,549,000

Est. Mortgage: $/month

MLS Number 40794

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.57

Classic colonial home sited at the end of a cul-de-sac features a lovely private parcel with a stunning back yard ready for your pool. The sellers have planted gardens, fruit trees, blueberry and raspberry bushes and gorgeous flowers. The abutting association conservation land adds to the peace and tranquility of the location. The home has 3 bedrooms and lives large with lots of interesting spaces and room for guests. This is an easy living home that would work for a wide range of people interested in having a little slice of heaven. New roof in 2022. House is being sold "AS-IS" and sellers would like to close after 9/15/2023

Listed by Jim Feiner of Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Tabernacle Avenue Oak Bluffs MA 02557

Oak Bluffs, MA8 Tabernacle Avenue

Price$799,000

Est. Mortgage: $/month

MLS Number 40809

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1

Built in 1867 "Cape Breton" has been loving enjoyed in the same family for 6 generations. Part of the Martha's Vineyard Campground Community this Victorian cottage situated on a corner lot has a private fenced in yard with a stone patio and outdoor seating. This historic 3 bedroom home also has heat and insulation for year round living. Enjoy rocking away on the spacious porch or spend a relaxing afternoon in your backyard oasis. An easy stroll to Oak Bluffs downtown and beaches.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 East Chop Drive

Price$11,000,000

Est. Mortgage: $/month

MLS Number 40789

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.29

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

Listed by Perry Patterson of MV Luxury Homes

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

14 Tylers Creek Oak Bluffs MA 02557

Oak Bluffs, MA14 Tylers Creek

Price$6,250,000

Est. Mortgage: $/month

MLS Number 40778

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 2.56

Private Farm Neck Retreat. This luxurious and spacious residence offers the perfect balance of comfort, style, and tranquility. With its stunning location on the world-renowned Farm Neck Golf Course, this home is a true gem that is sure to impress even the most discerning buyers. Sited on over 2.5 acres of privacy with spacious water views overlooking the 18th Hole and the extensive Sengekontacket Pond making it the perfect place to unwind and relax. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The primary bedroom is in its own wing on the first floor and is complete with two office spaces, a full bathroom that flows effortlessly outside to the hot tub and outdoor shower, and many beautifully crafted built-ins for storage. The large kitchen is flanked by a formal dining room on one side and a sunny more casual dining nook on the other. Both allowing for large gatherings and impressive views. The remaining three bedrooms are located on the second floor, each with a private bath, and views of Sengy. The finished basement with movie theater and game room completes this Vineyard retreat. Property includes stockholder membership to Farm Neck Golf Club.

Listed by Cassie Bradley of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

0 Eastville Avenue Oak Bluffs MA 02557

Oak Bluffs, MA0 Eastville Avenue

Price$4,299,000

Est. Mortgage: $/month

MLS Number 40762

  • Land
  • Mls Status Active
  • Acreage 4.8

EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.4 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic permits in place for two lots. Lot #1 - 147.2 (45,782sq.ft.) Permit in place for a 6 Bedroom Septic System; Lot #2 - 147.3 - (31,320sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #3 - 147.4 - (34,824sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #4 - (52,451sq.ft.) 6 Bedroom Septic System Designed, NOT YET submitted; Lot #5 - (45,074sq.ft.) - Permit in place for a 4 Bedroom Septic System. Lot # 5 - May have access directly from Wapello Street. Ten (10) Bedrooms have been approved. Applications for an additional Twelve (12) Bedrooms are in process. Lot#2 - Application for 6 bedrooms. Lot#3 - Application for 6 Bedrooms. Lot #4 is undetermined at this point. Access may be allowed via Sunset Road or Eastville Avenue. Water is available via Sunset Road, at the property. Electricity is on site. Currently clarifying height restriction and whether or not basements are allowed. Buyer is responsible for verifying any and all information on this property.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 LINKMV as of June 1, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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