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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2 Lincoln Avenue Oak Bluffs MA 02557

Oak Bluffs, MA2 Lincoln Avenue

Price$489,900

Est. Mortgage: $/month

MLS Number 39803

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

Enchanting Fairy Tale Campground Cottage in Historic Martha's Vineyard Camp-Meeting Association is tucked away in a magical park setting with distant views of the famous Tabernacle where there are weekly events to enjoy all Summer. The convenience of being in town, within steps to Montgomery Square, Circuit Avenue shopping and dining, the Sandy Beaches on the Vineyard Sound, Oak Bluffs Harbor and just a short stroll to the Steamship…you don’t even need a car for this life style! Surrounded by colorful Vintage Victorian Gingerbread Cottages, the property is in PRISTINE CONDITION with the following updates; new roof in 2021, a new sky light(2022), a sturdy front door (2022) and 5 new windows have been purchased. New portable air conditioner (2022) Step inside into a spacious, airy, and sun-filled studio cottage with striking stain glass accent windows, attractive lighting and accents throughout. The cottage lives large and is efficient in it’s the design and storage.Partially insulated with electric heat. RARE OFFERING and WON'T LAST!.

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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90 Meadow Avenue Oak Bluffs MA 02557

Oak Bluffs, MA90 Meadow Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 39785

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.3499

Coastal living on East Chop! This well renovated, year-round, bungalow "cottage" is full of contemporary creature comforts, but honors the character and charm of "old Vineyard living". The architectural style draws one immediately to the wrap around porch, and upon entering the home, the sparkling vintage fir floors, beadboard wainscoting and beach stone fireplace with stove insert take you back to a simpler time. The three bedroom, two bath Main has house has received upgrades throughout to include; Daiken heating-HVAC system, Rinnai On-Demand hot water system, HDMI/Cat 5 and electrical systems, Lutron lighting, insulation, bathroom improvements, and a full kitchen makeover with Fischer-Paykel and Bosch appliances, in addition to the exterior spaces involving the outdoor shower, porch and decking areas. The detached one bedroom, one bath, guest cottage is light filled, spacious, with a mini-split heat & A/C, and a kitchenette. And the former garden shed is now a terrific, light-filled "flex space" with hardwoods, insulation and electricity. The property is professionally landscaped with mature plantings, a well manicured lawn and irrigation. It is being sold "turn-key" and has strong rental potential. Come and experience "Vineyard charm" on East Chop!

Listed by Sean Federowicz of Landmarks at TODAY Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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16 West Clinton Avenue Oak Bluffs MA 02557
Open House

MLS Number 39663

  • Residential
  • Next Open House: Sat 07/9 11:00 am. to 1:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 1.5

Open House Saturday July 9th & Sunday July 10th 11 am - 1pm OAK BLUFFS Classic 4 Bedroom 1.5 Beautiful Victorian located in the Historic Martha's Vineyard Camp Meeting Association on desirable West Clinton Avenue with Inviting Views overlooking Oak Park. This Cottage is filled with Victorian Charm and Attractive Gingerbread Detail. A Terrific In -Town LOCATION... easy stroll to ART'S District, Oak Bluffs Harbor, Beaches, Ferries, Galleries and Restaurants! Exceptional offering with the perfect flow for both Summer living and entertainment. A first floor bedroom with bath and Dazzling Diamond Windows throughout! For more information on the Martha's Vineyard Camp-Meeting Association please visit www.mvcma.org .

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA66 Canonicus Avenue

Price$950,000

Est. Mortgage: $/month

MLS Number 39563

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.23

Adorable Oak Bluffs Cottage "The Pinkeltink " located in a family- friendly setting on desirable Canonicus Avenue abutting serene salt marsh where there are singing Pinkeltinks in the early Spring along with an aviary of assorted birdlife including Red Wing Black Birds along with a variety of colorful natural vegitation. Easy walk or bike ride to Sandy Beaches, Town Parks, Circuit Avenue and Ferry Ports. **please see attached Title 5 official Report ** System failed and is a Cesspool* Buyer is responsible for upgrade seller is selling as is.. Buyer should confirm any possible upgrades and or expansion possibilities with the Town of Oak Bluffs.

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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8 Dreamers Way Oak Bluffs MA 02557

Oak Bluffs, MA8 Dreamers Way

Price$1,399,999

Est. Mortgage: $/month

MLS Number 39687

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 3
  • Acreage 0.3

IMPRESSIVE! Spacious!! Almost 2,000 s/f of living space and everything in this home shows like NEW! The foyer invites you into a nicely appointed open floor plan where you will find a delightfully large kitchen with ample counter space and maple cabinets. This room seamlessly connects to the dining area and a large, open great room with wood burning stove. Hardwood floors throughout this space as well as 10 foot ceilings make the room open and inviting. Plenty of versatility and styling options to make this space your own (Furniture is negotiable). Sliding glass doors from both the kitchen and living room lead to a large, wrap around deck that overlooks the nicely manicured yard and provides access to an oversize, custom, outdoor shower. A spacious Primary Bedroom features an en suite bathroom with double sinks, quartz counter tops, beautifully tiled shower and a large walk-in closet. Primary bath also has a hook-up for a second washer and dryer. Across from the primary bedroom you will find a 2nd bedroom also with a large over-sized walk-in closet. To round everything out, there is a lower level 24' X 22' media room, an additional bonus room/den/office area, the third full bathroom, and a two car heated garage with a separate workshop and a utility room. A new air-conditioning system installed last year. Centrally located on a quiet side street that provides easy access to Circuit Ave, Beaches and all Island Towns! Thoughtful, custom touches throughout the home. **BONUS!!** Seller has finalized a new two bedroom septic design (subject to approval by the Board of Health).

Listed by Sheila Morse of Island Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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25 Atlantic Avenue Oak Bluffs MA 02557

Oak Bluffs, MA25 Atlantic Avenue

Price$2,600,000

Est. Mortgage: $/month

MLS Number 39676

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.18

EAST CHOP Water Views!! This Nicely maintained Four bedroom Tri-level contemporary will delight you in all that it has to offer. Two En Suit Bedrooms and much more! A reverse open concept floor plan that has a bright sunny kitchen, dining area and living room. A spacious primary bedroom that has a vaulted ceiling, private bathroom, spa like jetted tub, glass shower stall and a custom window seat on the second floor. Three more bedrooms on the first floor. One of which also has a private bath, a covered porch, two other bedrooms that share a bathroom. A third floor den with a wet bar opens to an expansive deck with views and provides additional space for relaxing and dining in the salt air. For an added bonus....there is also a roof top view. The Bluff is just a few steps at the end of the road where you will find a panoramic view of the Vineyard Sound. A wonderful place to enjoy the vistas as you walk "The Chop" This coveted location is seconds to the East Chop Beach Club, East Chop Tennis Club, Ferry terminal, Harbor and all that Circuit Ave has to offer. ***Open House Sat 6/25 & Sun 6/26 ~ 11:00 - 1:00 both days***

Listed by Nora Jardin of Island Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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50 Pondview Drive Oak Bluffs MA 02557

Oak Bluffs, MA50 Pondview Drive

Price$1,550,000

Est. Mortgage: $/month

MLS Number 39023

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.7739

Lovely 3 bedroom 2.5 bath home on nearly an acre in the desirable Vineyard Hills Association, with room for a pool! Conveniently located off of Barnes Road and less than a mile to the Lagoon private association beach. You may enter this home through the large screened porch leading into an equally large working kitchen and dining room. There is a convenient pantry off of the kitchen along with a half-bath. French doors take you to the expansive deck with built-in bench seating and an outdoor shower. The sun-filled living room has a brick, wood-burning fireplace with an adjacent private library/office area with built-ins. On the second level, you will find the primary bedroom with walk-in closet and en-suite full bath. There are two additional generous sized bedrooms on this level along with a full bath. Plenty of storage with a pull-down attic and a large, full basement just waiting to be turned into a finished rec area or media room. Central air-conditioning was installed in 2018 and this home has been lovingly maintained for year-round living for 26 years. Electric car outlet in place. Expansion possibilities with zoning approval and Title V in hand! Agent has owner interest.

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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71 Sunset Road Oak Bluffs MA 02557

Oak Bluffs, MA71 Sunset Road

Price$2,695,000

Est. Mortgage: $/month

Open House

MLS Number 39654

  • Residential
  • Next Open House: Tue 07/5 10:00 am. to 12:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

NEWLY LISTED! GRAND VINTAGE CHARMER IN OAK BLUFFS. Privately sited at the end of a lightly traveled road and framed by an expansive lawn with shade trees and a cottage-style herb garden, this grand Oak Bluffs home is loaded with magical touches inside and out. Renovated pursuant to an architect’s thoughtful plan in 2014, this expanded home perfectly blends vintage charm with fresh, modern styling throughout. Special details like oversized window seats, custom built-in shelves and cupboards plus an expansive covered front porch are reminiscent of grand Vineyard homes at the turn of the century, creating a captivating effect. The spacious and sunny, open-designed Living/Dining/Kitchen areas open out onto an expansive covered porch and screened porch, perfect for indoor-outdoor living and entertaining -- and able to comfortably accommodate larger groups with over 800 square feet of outdoor living space. This quintessential Vineyard home evokes images of simple days spent by the sea, reading books, riding bicycles, playing games and collecting treasures at the beach -- and is an idyllic place to gather family and friends and create special island memories for many years to come. Simply enchanting!

Listed by Wendy Harman of Compass | Point B

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 Windemere Road Oak Bluffs MA 02557

Oak Bluffs, MA34 Windemere Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 39595

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.72

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 sunbathe. Two story Beach Cottage, first floor kitchen leads to the dining, living and sun room, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with water view, Guest Bunk bedroom and Twin bedroom which share full bath. Wood floors, water views throughout, new outdoor shower. In the morning enjoy what mother nature has instore for you. The cry of gulls,deer running on the beach, it is just solitude. Property is being sold with 2 unbuildable lots. You will never have to worry about losing your view. This is a property worth seeing. Leases are in place for 2022 to be transferred to Buyer at closing.

Listed by JoJo Lambert of Island Home Realty Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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11 West Clinton Avenue Oak Bluffs MA 02557
Pending

MLS Number 39344

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 1.5

This spacious antique cottage boasts a wonderful setting abutting MVCMA park grounds to the south and Oak Park to the east plus ample on-site parking and a convenient access road nearby. The front section offers a unique mansard/gambrel roofline that allows for unusual ceiling height on both the first second floors. Vintage double doors, wood floors, two staircases, storage closets and large windows add to the charm of yesteryear. Generous first floor rooms flow front to back with a double parlor, dining room, kitchen and bathroom/storage/utility room. The second floor has five bedrooms and a large ½ bathroom. This is an appealing package for those who value antique homes, a fabulous seaside location in the heart of Oak Bluffs and the MVCMA community preserved lifestyle amenities. Handy attached shed for beach chairs, bikes and garden tools. Minutes to the Oak Bluffs harbor, ferries, village amenities and island beaches. Serviced by town water and town sewer with the betterment balance paid off in full. Come see how sweet life can be in this beloved setting!

Listed by Helena Kirschenbaum of Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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77 Pennacook Avenue Oak Bluffs MA 02557

Oak Bluffs, MA77 Pennacook Avenue

Price$1,595,000

Est. Mortgage: $/month

Pending

MLS Number 39496

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 1.5
  • Acreage 0.11

A rare opportunity to own this quintessential Victorian home in the heart of downtown Oak Bluffs. Find yourself within walking distance to Inkwell Beach, shopping, restaurants, ferries, tennis, basketball, parks and more. This lovely property has been meticulously maintained both inside and out and comes with a strong rental history. The land fronts both Pennacook and Massasoit Avenues with a large garage beyond the back yard.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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8 Siloam Avenue Oak Bluffs MA 02557

Oak Bluffs, MA8 Siloam Avenue

Price$649,000

Est. Mortgage: $/month

MLS Number 39519

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

SEA SIDE COTTAGE CHARMER - You've found a heavenly setting for endless summers and nightly sunsets! Directly across from famed Sunset Lake and steps to the Oak Bluffs harbor, ferries, village amenities and minutes to island beaches. WATER VIEWS await you - just pull up a rocker on the ample porch or enjoy the balcony above. Neat, tidy plus loaded with charm and vintage details. First floor bedroom, washer/dryer and the sunny eat-in kitchen has high ceilings and a bank of south facing windows. This summer season cottage enjoys a propane rinnai heater to take the chill off of spring and fall days. The newly created Sunset Lake betterment walkway adds a useful and delightful visual directly across the street. Life by the sea is sweet as can be!

Listed by Helena Kirschenbaum of Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 July 4, 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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