Oak Bluffs Beach Homes

Find available beach homes in Oak Bluffs on beautiful Martha’s Vineyard. You may find a variety of properties ranging from seaside beach cottages to luxury homes. Explore homes with views, privacy, open floor plans, oversized decks, convenience to town amenities, and more. Some homes have been recently updated and others well maintained. View current listings below. Learn about the town of Oak Bluffs >>

Oak Bluffs Beach Houses for Sale

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 | Dock Access

14 Commonwealth Avenue Oak Bluffs MA 02557
Active With Contract

MLS Number 35773

  • Residential
  • Bedrooms 4
  • Bathroom 2

Exceptional cottage offering with three distinct outside seating areas! This vintage home boasts stylish renovations with economical systems and charming details. Expanding over a large corner lot, this "Three in One" cottage property is remarkable inside and out. Six heat/ac mini splits and two propane heaters allow for comfort in every room. The picket fenced front yard delights with perennial gardens, an arbor and al fresco dining patio. Balanced with an impressive and useful stone and brick back patio, complete with lounge area, an outdoor shower, storage shed and on site parking for multiple vehicles. Pull up a rocker on the raised front porch before you enter into the parlor with a pellet "wood" stove in the beach stone fireplace and front stairs up. First floor layout is styled with gatherings in mind. Additional den with pocket doors, cook's kitchen, dining, pantry, laundry, a terrific wet bar and full bathroom - all flowing from front to back beautifully. With two staircases leading up, the second floor has four charming bedrooms all with peaked ceilings, one with a front balcony. An office with a rear balcony, a full bathroom plus custom crafted storage and closets add practical features. Superbly planned - in a beloved community setting near beaches, harbor, ferries and all that is whimsical Oak Bluffs village!

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

9 Crescent Road Oak Bluffs MA 02557

Oak Bluffs, MA9 Crescent Road

Price$3,650,000

Est. Mortgage: $/month

Pending

MLS Number 37888

  • Residential
  • Mls Status Pending
  • Village East Chop
  • Bedrooms 3
  • Bathroom 3

EAST CHOP: Dramatic WATER VIEW property features a refined open design with meticulous attention to detail integrating the highest quality materials that makes this offering soundly stand out from other fine homes in this price range. The exquisite landscaping surrounding the residence is an established arboretum of exotic trees, plantings, and stone work highlighted by a crystal clear Koi pond with a soothing waterfall. The interior, both comfortable and visual, flows from one intimate setting to another offering dreamy views of NANTUCKET SOUND complemented by the artistic combination of colors, materials and textures...gleaming Birch flooring throughout, imported marble accents in bathrooms and kitchen, Venetian Plaster ceilings and walls with inset railings in the stairways, broad commercial grade Fleetwood windows, Lutron lighting system, Viking and Sub Zero Appliances, the finest contemporary finishes and fixtures...SO MUCH MORE TO EXPERIENCE....Situated in a protective setting on the Bluffs of East Chop...an easy walk to Beaches, Harbor and Town Center.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

1 Cottage Park Oak Bluffs MA 02557

Oak Bluffs, MA1 Cottage Park

Price$639,000

Est. Mortgage: $/month

Pending

MLS Number 37841

  • Residential
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 3
  • Bathroom 1.5

The epitome of vintage cottage charm! A short walk to beaches, ferries, harbor and Oak Bluffs town activities. From the first steps onto the perfect sitting porch and through scrolled double screened doors, this well-loved cottage is loaded with surprises and delights. Vintage windows and shutters intact, classic built-ins and a generous parlor set the welcoming tone. Unexpected front to back space offers comfortable seasonal living - first floor laundry room, pantry and updated bathrooms. Creative storage inside and low maintenance outside. Freshly painted and beautifully sited on a traffic free lane - You've found Gingerbread Cottage Perfection!

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 Firehouse Lane Oak Bluffs MA 02557

Oak Bluffs, MA18 Firehouse Lane

Price$999,500

Est. Mortgage: $/month

Pending

MLS Number 37834

  • Residential
  • Mls Status Pending
  • Village Central
  • Bedrooms 3
  • Bathroom 3

Property is located on a quiet road only 1 mile from downtown, beaches and ferries and 2/10ths of a mile from Oak Bluffs Elementary School. A covered porch overlooks a fenced in front yard. The house features an open floor plan with an office/mudroom, full bath with tub/shower, kitchen, dining area and living room on the first floor. Off of the living room is a large deck overlooking a private back yard lined with evergreens and room for a pool. Off of the deck is a more private lower deck with an outdoor shower and additional space for a hot tub or table & chairs. The second floor has a master bedroom with three large closets, full bath and laundry room access and two additional spacious bedrooms. Also features a third floor that was recently redone with ample space for a second office, family room and bathroom. The full basement has a new water heater, water filtration system from Island Water Systems and gas boiler with forced hot water heat. Soapstone wood stove . There is also a full solar array generating roughly $2k in savings each year. New septic system .

Listed by Brian Smith of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

10 Pequot Avenue Oak Bluffs MA 02557

Oak Bluffs, MA10 Pequot Avenue

Price$1,550,000

Est. Mortgage: $/month

Pending

MLS Number 37781

  • Residential
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 4
  • Bathroom 2.5

Beautifully restored Vintage Victorian year-round home located less than a block to the Inkwell Beach and walk to town. Views of Nantucket Sound from the wrap-around front porch and the second floor master balcony. The exquisitely detailed front porch is made of solid mahogany with hand-turned mahogany posts. This home was taken down to the studs 5 years ago and finished to perfection. This home offers 4 bedrooms, 2.5 baths, a bright kitchen with granite counters and stainless steel appliances a large living room, dining room, full bath, laundry room, and first floor bedroom. The second floor contains 3 additional bedrooms and one full bathroom with access via two separate staircases, one via the living room and one via the dining room. There is a bonus living area attached to the rear of the home with a small living area and 1/2 bath...ideal for an in-law suite. Solid rental history of $50k per season with potential for more. Fully insulated with air conditioning and heating, along with a cozy gas fireplace makes this home perfect for year-round living. There is also a rear deck and enclosed outdoor shower. An in-town gem with some furnishings included, makes it virtually turn-key.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

89 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA89 East Chop Drive

Price$3,395,000

Est. Mortgage: $/month

MLS Number 37747

  • Residential
  • Mls Status Active
  • Village East Chop
  • Bedrooms 7
  • Bathroom 5.5

Move in ready for Summer! This spectacular direct oceanfront residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly one acre of land, there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed and panoramic views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops, and an abundance of other activities that make East Chop a very special place for the whole family to enjoy. In the market for more space for your home-based business or work from office - the finished lower level provides ocean views as well as its own entrance giving you the best of both worlds! This unbelievable setting must be seen to be appreciated. Don't miss out on the opportunity to acquire this generational asset! For those looking for an investment property, this beautiful home also has a great rental history. Video Tour: https://youtu.be/Qjn-BOGKzRk

Listed by Gayle Kiley of New England Property Shoppe

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

220 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA220 East Chop Drive

Price$1,895,000

Est. Mortgage: $/month

MLS Number 37706

  • Residential
  • Mls Status Active
  • Village East Chop
  • Bedrooms 4
  • Bathroom 2.5

Prime home in desirable East Chop diagonally across from one of the Vineyard's most photogenic lighthouses, the East Chop Light. With dramatic views from this uniquely designed 4-bedroom, 2 ½ bathroom, year-round or vacation house, this property should be at the top of your list if you're looking for water views, sunsets over West Chop, and close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. The home -- known locally as "Pilot House", was built true to its name to replicate the bridge of a ship's Pilot House to allow the Captain views of a wide sweep of the sea. Wrap around decks off the second floor provide panoramic water views, in addition to the roof-top Widow's Walk which boasts 180-degree water views of Nantucket and Vineyard Sounds. Built to take advantage of the views, the second floor’s open floor plan has walls of large windows in the living room, dining room and kitchen which provide ample water views, sunsets to the west, sunrises to the east and night-time starry evening viewing. A master bedroom and full bath complete the floor. First floor includes 3 bedrooms, and 1 ½ bathrooms, in addition to access to the basement storage areas and garage. Property includes outdoor shower, and parking for several cars on each side of the house. Title V septic certified 12/19/2020. Deck is in need of repairs/replacement and is the buyer's responsibility, as it can either be repaired or redesigned to suit the buyer's taste. The house is being sold fully furnished. The lot is large enough to allow for expansion of the house but please confirm any plans with appropriate town offices.

Listed by Perry Patterson of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

22 Rock Avenue Oak Bluffs MA 02557

Oak Bluffs, MA22 Rock Avenue

Price$619,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37519

  • Residential
  • Village Downtown
  • Bedrooms 2
  • Bathroom 1

Outstanding Vintage Sea Side Cottage! One block from harbor activities and summertime fun - minutes to ferries, beaches and all that is charming Oak Bluffs village. Association amenities and MVCMA community benefits are many in this treasured historic setting. Uniquely designed with decorative filagree scroll work and a rich history, this victorian cottage once served as the MVCMA cottage museum. Enter from the raised porch into the front parlor with high ceilings and clever use of space. Kitchen with pantry, a multi tasking bedroom/den and a full bath complete the first floor. High ceilinged second level has an enormous front bedroom with double doors plus another guest room both with beautiful wood floors and cross breeze windows. Impressive insulated roof renovations and a propane heater allow for comfortable three season use. The attached private deck adds a wonderful outdoor entertaining area to this vintage cottage home.

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

3 Pond View Drive Oak Bluffs MA 02557

Oak Bluffs, MA3 Pond View Drive

Price$1,950,000

Est. Mortgage: $/month

Pending

MLS Number 37052

  • Residential
  • Mls Status Pending
  • Village Lagoon/Harbor
  • Bedrooms 3
  • Bathroom 3

3 Pond View has a striking modern 3600 sq.ft home & 750 sq. ft. studio nestled in a private setting abutting a greenbelt of conservation land. The house and studio were designed by Vineyard architect, Bruce MacNelly. It is spacious with high ceilings, white oak floors, an open floor plan which enhances all of its light-filled spaces. The large high windows frame the outdoors, providing visual interest all year long. It is the perfect spot for entertaining and features large walls for exhibiting artwork. The main level offers a large dining room, galley kitchen, living room, large master bedroom, 1.5 baths, laundry & ample closets. Outside the kitchen, there is a bluestone terrace perfect for outdoor dining and entertaining. On the ground floor, there are two walk-out bedrooms, a bath, a large family room & two workrooms that open to a rice stone patio and gardens. The separate spacious studio is ideal for an artist, writer or anyone working remotely. The property has deeded access to 25 feet of beach on Lagoon Pond, a short walk from the residence. Owner's abutting parcel of land is available to purchase by the buyer.

Listed by Kathryn Tate of Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 Trinity Park Oak Bluffs MA 02557

Oak Bluffs, MA8 Trinity Park

Price$849,000

Est. Mortgage: $/month

Pending

MLS Number 37101

  • Residential
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 4
  • Bathroom 1

Quintessential YEAR ROUND VICTORIAN COTTAGE located on DESIRABLE TRINITY PARK CIRCLE ! "Tranquility" is one of the ten original campground cottages built in 1869. There are 4 bedrooms and one is on the first floor with lots of natural light. A RARE OFFERING with additional TV/DEN ROOM and expanded "bump out cafe kitchen" Updates include insulation in the ceiling and floors, newer windows, newer roof, forced hot water heating system & on demand hot water. This cottage is ROOMY, SPACIOUS, lots of STORAGE! Loaded with VICTORIAN CHARM -LIVES LARGE in A MAGICAL SETTING! Two Blocks to Galleries, Restaurants, Shopping! Stroll to public beaches, parks, Oak Bluffs Harbor & Ferry Ports! Front row PORCH seats for all the weekly Tabernacle events. CALL TODAY YOU WILL LOVE THIS PLACE ! EASY TO SHOW !

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

67 Dukes County Avenue Oak Bluffs MA 02557
Active With Contract

MLS Number 37112

  • Residential
  • Village Downtown
  • Bedrooms 3
  • Acreage 0.12

2021 Update: Permit approved for 3 bedroom tie-in to town sewer. IN-TOWN OPPORTUNITY for a home and/or business just waiting for the right investor. Walk to the Harbor, Circuit Ave, the Tabernacle, and Beaches. Currently, there is a "home" on the property. Potential to hook up to town sewer based on capacity. Property is sold "As-Is." Sellers do not make any representations or provide warranties regarding the potential use of the property. Buyers are responsible to perform their own due diligence.

Listed by Alysha Norbury of Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

56 Temahigan Avenue Oak Bluffs MA 02557

Oak Bluffs, MA56 Temahigan Avenue

Price$1,295,000

Est. Mortgage: $/month

Pending

MLS Number 36968

  • Residential
  • Mls Status Pending
  • Village Lagoon/Harbor
  • Bedrooms 5
  • Bathroom 3

Perfect Eastville location, for year-round or vacation living w/distant views to West Chop, Vineyard Sound and Vineyard Haven outer harbor. The property consists of 2.48 acres of elevated land, scenic marshes and woodlands, with numerous wildlife species and lots of privacy. The present raised Ranch style home is sturdy but in need of a major makeover. Remodeling and elevated levels will open up a whole new vista coupled with tree maintenance and brush cutting. Orientation of living and outside activities would be to the rear of the present structure. Property comes with deeded DEEPWATER ACCESS via a co-owned, non-buildable lot, known as #10 (a/k/a #5) Beach Rd. Ext. Deed reference for beach lot is Bk12Page413. This gives the Buyer 50% undivided ownership, steps from their frontage and also offers potential for a dock or mooring access. In place is a NEW title V septic for 6bedrooms.... What an opportunity for creative buyer...

Listed by Robert Murphy of Towne & Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 April 17, 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