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

1 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA1 Barnes Road

Price$848,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38883

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.3799

This is a beautifly maintained clean bright two bedroom one full bath Cottage with high 8'5" ceilings with wood flooring throughout. Move in ready. Enjoy the extended outdoor space with wonderful back deck overlooking the large yard and patio to have cookouts and barbeques. A classic one bay garage with automatic door and other side storage adds to the charm. The basement has space to finish add bathrooms and make it your own and adds additional 1,041 square feet. This was a three bedroom home and when renovated a bedroom was removed to add the diningroom. Centrally located and close to Town, Bike Path, Beaches, Farm Neck Golf, Shopping, Dining, Harbor and everything Martha's Vineyard has to offer! Potential for another structure on the other side of the Property that has existing seperate driveway access. Room for addition or to go up a second floor ~ There is room to grow if needed! Must have Town Permitting prior to building or renovating. Come and see this #1 inviting Property!!! The new owner will proceed with the design and installation of a new Septic system ~ giving you placement options if you want to put in a pool or other structure.

Listed by Janna O'Loughlin of Martha's Vineyard Seacoast Properties

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

34 Windemere Road Oak Bluffs MA 02557

Oak Bluffs, MA34 Windemere Road

Price$3,999,000

Est. Mortgage: $/month

MLS Number 38803

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.7242

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to the boardwalk to reach the beach, swim, kayak, canoe, and sunbath. Two story Beach Cottage, first floor kitchen leads to the dining, living and sunroom, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with waterview, Guest Bunk bedroom and Twin bedroom which both share full bath. Hardwood floors, waterviews throughout, new outdoor shower, Shed, and a Gazebo. Leases are in place for 2022 to be transferred to Buyer at closing. Easy to show.

Listed by JoJo Lambert of Island Home 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

10 Richmond Avenue Oak Bluffs MA 02557

Oak Bluffs, MA10 Richmond Avenue

Price$585,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38811

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1399

A great "starter house" just off Wing Road, within a few minutes to town, the beach, and OB School. New windows were installed around 2015. The house has been used year-round and is ready for the next owner. It needs some TLC inside and out and with some deep cleaning, it could be ready to go rather quickly. Invest a bit more time and money, this could be an excellent "get-a-way", year round home, or employee housing. Being sold "AS-IS".

Listed by Frank M. Markwica of Sandpiper Realty

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

60 Pennacook Avenue Oak Bluffs MA 02557

Oak Bluffs, MA60 Pennacook Avenue

Price$1,550,000

Est. Mortgage: $/month

MLS Number 38838

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 1.5
  • Acreage 0.06

Nestled in the heart of the Cottage City and Copeland Historic Districts, this antique home is within walking distance to everything. Beaches, Boats, Restaurants, Shopping, Playground, Basketball, Pickleball, Tennis, Parks, Bike Path and more. Watch the world go by as you laze on your shaded front porch after a day on the beach and a soak in the hot tub. This corner lot in a quintessential Victorian neighborhood offers much privacy overlooking Pennacook Park and much convenience with its central location. Assessors office has it as a 3 bedroom house. Oak Bluffs Wastewater has it listed as a 5 bedroom home already hooked up to Town sewer. Written documentation supporting 5 bedroom capacity available.

Listed by Christine Todd of Anchor Realty of Martha's Vineyard

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

25 & 27 Lexington Avenue Oak Bluffs MA 02557

Oak Bluffs, MA25 & 27 Lexington Avenue

Price$1,475,000

Est. Mortgage: $/month

MLS Number 38802

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 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

12 Bayliss Avenue Oak Bluffs MA 02557

Oak Bluffs, MA12 Bayliss Avenue

Price$829,000

Est. Mortgage: $/month

MLS Number 38651

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

SUNNY SIDE OF THE STREET! Preserved lifestyle amenities and the many delights of Oak Bluffs await you in this beloved community setting. Equidistant to harbor, Ocean Park and beaches – this seasonal cottage home enjoys abundant windows, delightful architectural details and high ceilings. Wrapping around three sides, the large raised covered porch provides the perfect perch to sit back and relax. Generous interior spaces with system upgrades include a first floor en-suite bedroom, on-demand hot water system, a roomy kitchen with pantry, dishwasher and access to the back yard with an outdoor shower. PLUS a full size laundry room within the second bathroom – all serviced by town water and sewer. This generous cottage home has three additional upstairs bedrooms – one with a lovely balcony and tons of charming details throughout. Beautifully sited to take advantage of the southern exposure. Large lot enjoys on-site parking. Gardens and cottage have been lovingly maintained - come see how very nice in-town living can be!

Listed by Helena Kirschenbaum 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

10 Harrison Avenue Oak Bluffs MA 02557

Oak Bluffs, MA10 Harrison Avenue

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 38579

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1068

Have you always wanted to be part of the East Chop Community? This may be the opportunity that you have been waiting for to own a delightfully charming East Chop Cottage. This 2 bedroom, 1 bath cottage has been meticulously cared for and owned by the same family for 38 years. A covered porch invites you into this cozy cottage and welcomes you into the open living space that has a cathedral ceiling and a brick fireplace with a propane insert. A very thoughtful layout that has one level, a bedroom on both sides of the home, an efficient kitchen that looks into the screen porch, and a spacious bathroom. Lovely flower gardens adorn the backyard with privacy and offer a peaceful backdrop for you to enjoy endless hours of relaxation on the back porch. Excellent location that is steps away from the East Chop tennis club in one direction and the East Chop Beach Club and Town beach in the other direction. A rare offering that shouldn't be missed. BRAND NEW TITLE 5 SEPTIC TO BE INSTALLED. 24 hour notice please, owners here until the end of September

Listed by Rene' Jackson of Island Real Estate

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

21 Butler Avenue Oak Bluffs MA 02557

Oak Bluffs, MA21 Butler Avenue

Price$849,000

Est. Mortgage: $/month

Pending

MLS Number 38336

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

Charm of yesteryear balanced with upgraded systems! This YEAR 'ROUND three bedroom cottage home offers a newer central heating system, vintage built -ins, a front and back staircase, brick fireplace and a surprising amount of room! Clever use of space, tons of windows and a high ceilinged addition with access to the private yard - complete with a useful shed. Comfortable, well thought out and beautifully maintained - with a treasured setting in the Martha's Vineyard Camp Meeting Association - convenient to Oak Bluffs harbor, ferries, beaches and village shops!

Listed by Helena Kirschenbaum 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

4 Montgomery Square Oak Bluffs MA 02557

Oak Bluffs, MA4 Montgomery Square

Price$1,500,000

Est. Mortgage: $/month

MLS Number 38541

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

Located in the heart of Oak Bluffs -Walk to the beach, town center, shops, and restaurants. A one-of-a-kind property on Montgomery Square in the MVCMA. This large building originally a store has a 16 X 31 artists studio in the front and 3 different living areas, there is space for the whole family to enjoy. With just under 2,000 square feet of interior space, 4 bedrooms, 3 bathrooms, a large private 2nd story deck, and covered porch below, 2 On-site parking spaces. A unique home and a great investment.

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

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

8 Myrtle Avenue Oak Bluffs MA 02557

Oak Bluffs, MA8 Myrtle Avenue

Price$1,138,000

Est. Mortgage: $/month

MLS Number 38745

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.06

This charming cottage is conveniently located in the historical "Highlands" of East Chop. It is nestled between the homes of a well known New York politician and a well known writer from the Harlem Renaissance. You are close to the beach, town, and the bus which will take you anywhere on the island. Listing includes 4 Sylvan Ave. which is 11,326 sf.

Listed by Alyson Parker of Karen M. Overtoom R.E.

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

12 Shirley Avenue Oak Bluffs MA 02557

Oak Bluffs, MA12 Shirley Avenue

Price$1,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38654

  • Residential
  • Bedrooms 2
  • Bathroom 2.5
  • Acreage 0.23

The Fleur de Lis Cottage is newly expanded, meticulously renovated, and a mere 900 feet from the beach at Lagoon Pond. Enjoy this sophisticated blend of Victorian Cottage style and modern comfort all year long. With sunsets at the lagoon, bike rides into town, central air conditioning and heat, this is the home for every season. The interior is clean and bright, with a spacious open floor plan, beautiful hardwood floors and soaring ceilings. This classic Oak Bluffs vacation home offers two bedroom suites with private bathrooms. The bonus detached writer’s studio provides a private work space. Relaxing is effortless with beautiful outdoor spaces on the cedar and mahogany wrap-around front porch with screened-in, covered side porch, and darling stone patio. Just about a mile into downtown Oak Bluffs and the Harbor. Three bedroom septic system in place, for the possibility to add a third bedroom with town approvals. Sale contingent on sellers closing on identified property already under contract on or before 10/22/21.

Listed by Rose Ryley of Sandpiper Realty

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Quantapog Road Oak Bluffs MA 02575

Oak Bluffs, MA3 Quantapog Road

Price$1,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38648

  • Residential
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 1.38

This charming custom Cape Style home is privately sited on 1.38 acres and is centrally located to the 3 down island towns, bike path, Farm Neck Golf and beaches. Many nice features include a living room with cathedral ceiling, fireplace and access to the wrap around screened-in porch. The spacious dining room is sun filled and perfect for large gatherings, an efficient kitchen, a first floor master bedroom suite, office and laundry room. The second floor offers 2 bedrooms with custom built-ins, plenty of storage and a full bath. Wood floors throughout, oversized windows and a full basement. Nicely landscaped with mature plantings, perennial gardens and a garden shed.

Listed by Brenda Galligan of Karen M. Overtoom R.E.

$
$
%
$/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.

Save 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."

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