Oak Bluffs Beach Homes For Sale

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.

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30 Fairmount Avenue Oak Bluffs MA 02557

Oak Bluffs, MA30 Fairmount Avenue

Price$1,275,000

Est. Mortgage: $/month

Open House

MLS Number 40332

  • Residential
  • Next Open House: Sat 12/10 12:00 pm. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2

COMING SOON - CHARMING CAPE WITH COTTAGE STYLING. Renovated in 2019, this charming cape features many tasteful upgrades and offers a picturesque and serene setting. The first floor is comprised of an open-designed floor plan combining a sunlit Living/Dining and Kitchen with updated appliances and cabinets. Sliding glass doors open out to a beautifully landscaped yard and outdoor entertainment area, surrounded by hydrangeas, lilies and fragrant lavender, with ample room for lounging and entertaining. The garden features a natural rock wall and pea stone paths that lead you to a cozy outdoor fire pit or vine-covered alfresco dining area. Extras include hardwood floors, custom tile and more! The property is ideally located with easy access to down-island towns, ferries and beaches and is perfect for a rental property, seasonal or year-round living. NOTE: Showings will commence on Saturday, December 10th.

Listed by Carson Crissman of Compass | Point B

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%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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56 Garvin Street Oak Bluffs MA 02557

Oak Bluffs, MA56 Garvin Street

Price$965,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40314

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2

This adorable single-story home is located just steps from downtown shops, restaurants, beaches and the ferry. With two bedrooms, a den/office and spacious living areas, it's the perfect place to make your own. It's been very well maintained, with the roof, siding, decks, windows and and heating system all recently updated. Despite the exceptional downtown location, the lot enjoys immense privacy and a large, grassy backyard.

Listed by Bill Rossi of Compass | MV Team

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$
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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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3 Poplar Lane Oak Bluffs MA 02557

Oak Bluffs, MA3 Poplar Lane

Price$2,298,000

Est. Mortgage: $/month

MLS Number 40267

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.6279

Spacious Colonial in Vineyard Hills is waiting for you to make it your own. This gracious home has 3 floors of living space that include 5 bedrooms and 3.5 baths. The backyard is an oasis with tiered landscaping, an in-ground pool, deck, pergola with trumpet vines, and a large, partially finished shed that can be transformed into your pool house. There have been many improvements over the last couple of years, including a new furnace, new hot water heater, new stainless appliances with gas cooktop and double wall ovens, a new 5 bedroom septic, new windows, and doors, remodeled full bath and powder room, and more. The first floor features a kitchen, dining, den/office space, mudroom with laundry, and living room with gas fireplace. Sliding doors from the living room and dining area open to a deck. The second floor features a primary bedroom en suite bath and a walk-in closet. Three additional bedrooms with a shared hall bath complete the second floor. The partially finished, walk-out lower level has a kitchenette, the 5th bedroom, and an additional living room that opens to a private deck. The lower level is also home to the new furnace and hot water heater as well as plenty of storage and a bulkhead. This house is waiting for you to make it your Vineyard home. Vineyard Hills has deeded beach rights to a quiet beach on the Lagoon. More pictures are forthcoming.

Listed by Michele Moore of Island Real Estate

$
$
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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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24 Winemack Street Oak Bluffs MA 02557

Oak Bluffs, MA24 Winemack Street

Price$1,395,000

Est. Mortgage: $/month

MLS Number 39761

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.23

Come see this beautifully renovated home located about a mile to downtown Oak Bluffs and less than a mile to Eastville Beach! The interior is pristine, bright, and cheerful with a wonderful attention to detail. There is a first floor primary bedroom and two bedrooms on the second floor that share a bathroom. Other features include air conditioning, a private back deck, outdoor shower, and storage shed. Some of the furnishings are available for sale separate from the purchase of the home. Don't miss out on this wonderful opportunity!

Listed by Idalyn Macchia Gilstad of Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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1 Paulding Avenue Oak Bluffs MA 02557

Oak Bluffs, MA1 Paulding Avenue

Price$4,500,000

Est. Mortgage: $/month

MLS Number 40226

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 0.35

COMING SOON! Open House Thanksgiving Day Week-End. Walk to town, ferry, harbor and beach from this brand new coastal modern family compound or investors dream property. Enjoy this downtown luxury 6 bedroom, 6 1/2 bath multi-dwelling compound with a brand new outdoor pool, spa, white marble hardscape patio, newly sodded yard, irrigation system and a state of the art self supporting solar system. The two dwellings are being offered fully furnished for a turnkey solution for a family or investor. This estate includes a brand new Main House (2925 sqft.) a second residence (750 sqft). The main house, built in 2022, offers 3 floors of modern coastal living with light oak wide plank wood floors, wide format tile baths, Anderson 400 Series windows and doors, 2 gourmet kitchens, 4 bedrooms, 5 1/2 baths. The first floor includes a master bedroom with a linear fireplace and patio doors overlooking the pool and an upscale wide format tiled en suite bath, an open concept living, dining and gourmet kitchen with top-of-the-line stainless steel appliances including 48” Subzero refrigerator, 36” Wolf range and quartz countertops with another set of patio doors to the pool, another linear fireplace and a 1/2 bath. The second floor includes a beautiful living room with a linear fireplace, 3 gorgeous tiled en suite bedrooms, and a stackable laundry area. The downstairs includes 4 full length glass windows for natural light, a second kitchen/wet bar area with quartz countertop, a third media/living area, a full tiled bathroom, a private study/gym and a Solar Panel utility room. The second dwelling, fully remodeled in 2018, offers an open concept kitchen living room, two bedrooms, 1 tiled bath, expansive deck, outdoor shower and a large wooded newly grass sodded backyard. Interior photos coming soon!

Listed by Susan Lemoie-Zarba of Premier Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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283 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA283 East Chop Drive

Price$2,950,000

Est. Mortgage: $/month

Pending

MLS Number 40217

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.31

This classic beach cottage built in 1900 lies on the shores edge of historic East Chop Drive. The mostly original structure is fortified by jetty rocks and a poured concrete bulkhead. The house features an open frame concept with tall ceilings, beach stone fireplace, 4-bedrooms, 2.5-baths and covered porch. There are exterior entertaining areas flanking the house, a stable beach to enjoy swimming, deep-water mooring and incredible sunset views to cherish as one listens to the lapping of the waves and watches the passing of the ferries.

Listed by Gerrett Conover of Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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283 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA283 East Chop Drive

Price$2,950,000

Est. Mortgage: $/month

MLS Number 40205

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.31

Oceanfront home on East Chop Drive. A true Vineyard Beach house with a waterview from nearly everyroom. Swim, kayak or just watch the ferry and boats go by from this 4 bedroom home with over 2450 square feet of interior space with even more phenominal space outside. The oceanfront patio, grill and bar area and sandy beach all on your own private oasis. Located on Historic East Chop Drive not far from Telegraph Hill Lighthouse. Perfectly situated within a mile of East Chop Beach Club, Yacht and Tennis Club. Great rental history too.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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20 John Wesley Avenue Oak Bluffs MA 02557

Oak Bluffs, MA20 John Wesley Avenue

Price$1,495,000

Est. Mortgage: $/month

MLS Number 40169

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.0899

A Rare Opportunity in East Chop Oak Bluffs! Available for the first time in 48 years. One of the most Desired Locations on Martha's Vineyard close to Harbor! Three bedrooms two full bath home with wraparound porch and outdoor shower. Inviting, relaxing spaces with abundant natural light. The many architectural details brings you back to a simpler time. Gothic pointed arched windows and doors interior shutters exposed beams high 9’ ceilings, ample closets and wood flooring. Perched high on a knoll catching the ocean sounds smells and breezes. Extended outdoor living with the wraparound 624SF porch offering outdoor dining, rocking, and socializing. Enjoy the relaxing ambiance of this Vineyard Retreat with quick access to Beaches, Downtown, Harbor, ECBC, Tennis, Ferry Terminals, Public Launch.

Listed by Janna O'Loughlin of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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107 Pennsylvania Avenue Oak Bluffs MA 02557
Pending

MLS Number 40116

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 1.5
  • Acreage 0.1399

This attractive home is centrally located near schools, shopping, hospital and beaches. The first floor is an open plan living, dining, kitchen with a large 3-season porch accessed through sliders from the dining/living area. Living room with nice built-ins and wood burning fireplace. The kitchen has been updated; half bath also on this first floor. Upstairs are two bedrooms and full bath and a bonus room (currently used as a bedroom) with a loft above. Full, dry basement with bulkhead. Newer heating and hot water systems. A large deck and a private yard with a small patio. Parking for 3 cars off street. And a shed to keep your beach toys. The exterior is needing some work, being sold "as is".

Listed by Carmine Cerone of Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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66 Forest Avenue Oak Bluffs MA 02557

Oak Bluffs, MA66 Forest Avenue

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40153

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.25

Charming Cape! Located on a quiet road in a well established neighborhood with a short drive to beaches, ferries, lagoon, hiking trails and fun Oak Bluffs activities! This classic cape offers an open layout featuring a living area, kitchen and dining area with glass sliding doors leading to an inviting mahogany deck and outdoor living space. There are two bedrooms upstairs and two bedrooms downstairs that each share a hall bathroom. Enjoy this adorable home year round, for seasonal use or as an investment rental property. The property is being offered turnkey with all contents and furnishings, subject to seller's list of exclusions. Strong rental income history.

Listed by Jennifer B. DaSilva of Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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20 East Side Road Oak Bluffs MA 02557

Oak Bluffs, MA20 East Side Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 40165

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.3901

The property boasts of an expansive Lagoon Waterfront and stunning sunsets that take your breath away. There are a few steps to small beach area for sunbathing, swimming or kayaking. There is also a transfer of a mooring that is included in the sale. Buyer pays annual fee. Open floor plan includes modern kitchen with two ovens, granite counters and custom glass-front cabinets. A center-piece stone wood-burning fireplace graces the living room, kitchen and dining area. French doors lead out to the deck area for relaxing, dining, or just taking in the view. The first floor has two bedrooms and a full bath. Kitchen area also has a pantry and wide hallway leading to upstairs. The second floor primary bedroom has sweeping views of the Lagoon and shares a full bath with another room that can be a bedroom or study. Tons of closet space along the hallway.There are lovely architectural details throughout the home designed by Bruce MacNelly. This desirable location is only a little over a mile to either Vineyard Haven or Oak Bluffs. Bus line and bike paths are at the end of the road for easy access to all Island locations. Mini- splits are located throughout the home. The laundry area is located in a large basement which also houses a work area and a walk-in owners cedar closet.

Listed by Joanna Fairchild 617-413-8681 of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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34 Puritan Drive Oak Bluffs MA 02557

Oak Bluffs, MA34 Puritan Drive

Price$1,899,000

Est. Mortgage: $/month

Pending

MLS Number 40121

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.8146

BEAUTIFUL CLASSIC COLONIAL 3+ Bedrooms in the highly desirable neighborhood of Tower Ridge which is conveniently located off the bike path on County Road. Situated on a sweeping .81 acre lot, detached 2 car garage (built in 2018) with unfinished space above. The home is TURNKEY includes all the furnishings, 4 TV's, stereo with surround sound speakers, brand new Weber grill, outdoor furniture, beach chairs & umbrellas and John Deere Mower! A well thought out design and a welcoming entrance from the side BRIGHT SUN Porch that leads into into an OPEN and SPACIOUS Kitchen, Living and Dining Area. The Kitchen was updated in 2021 with gleaming Granite counters, accent lighting, appliances and modern finishes. Highlights include a separate first floor laundry room, wood burning fireplace and lots of closets throughout! There are 3 generous bedrooms and a bonus third floor finished space with access from one of the bedrooms. The Primary En Suite has a double vanity with a glass shower and 3 closets. Many of the updates include new exterior Cedar Siding, asphalt roof in 2018, windows 2020, wood flooring refinished in 2021, 2 mini splits in 2021. 4 BEDROOM TITLE 5 SEPTIC SYSTEM, ROOM for a POOL with town approval and proven RENTAL HISTORY! TERRIFIC INVESTMENT OPPORTUNITY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 2022
* 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.

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"Based on information submitted to MA_LINKMV as of December 8, 2022 . 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."

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