Oak Bluffs Beach Homes For Sale

Learn More About Oak Bluffs MA

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.

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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2b Lauras Way Oak Bluffs MA 02557

Oak Bluffs, MA2b Lauras Way

Price$1,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number 41546

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Acreage 0.3525

Centrally located to shops, restaurants, beaches, and schools, this completely renovated home will satisfy the most discerning buyer. The first floor offers an open concept floor plan with a state of the art kitchen, dining area, and living room. There is also a large bedroom and full bathroom. The second floor offers a den, bonus room / office, full bathroom, and primary bedroom suite. The finished lower level offers endless possibilities. Highlights include a large fenced in yard, outdoor shower, oak hardwood flooring, storage shed, renovated bathrooms, and stainless steel Bosch appliances. Move right in and enjoy.

Listed by Jarrett Hurwitz of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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54 Cannahoot Street Oak Bluffs MA 02557

Oak Bluffs, MA54 Cannahoot Street

Price$1,575,000

Est. Mortgage: $/month

MLS Number 41535

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.2295

Located on East Chop, in pristine condition and just a short walk to the beaches, tennis courts, yacht club/harbor, downtown restaurants and the ferries, is this contemporary style 2-bedroom main house, being sold partially furnished plus detached 1-bedroom/1-bathroom. The main house’ modern design features radiant floor heating, cathedral ceilings, modern kitchen, a central concrete block wall behind the floor to ceiling wood burning Rais-Wittus Shaker bench wood stove and access to exterior decks from both the main entrance and the downstairs bedroom. The steel staircase to the second floor is showcased by a wall of light from the hallway. The second floor features an ensuite master bedroom that has its own balcony deck with outdoor shower. It is located on 10,000 sq. ft. (0.23 acres), that includes a front and side yard and parking for 2-3 vehicles. New Title V septic installed 2022.

Listed by Perry Patterson of MV Luxury Homes

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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3 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA3 Canonicus Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 41509

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.0899

WATER VIEWS!!! Steps to the Beach - walk along the most scenic drive on Martha's Vineyard! This stunning property is a true gem, offering an exceptional combination of classic charm, modern amenities, and an ideal location for enjoying the island's relaxed lifestyle. Nestled in the heart of Oak Bluffs, this home is a short stroll to beaches, restaurants, and shops. The scenic harbor and parks are also just moments away, making it perfect for experiencing the best of the Vineyard. This renovated antique home boasts timeless architectural features and a welcoming front porch creating an inviting and picturesque curb appeal. The interior is a blend of elegance and modern convenience offering an inviting atmosphere for family and friends to gather. Enjoy the serene outdoor spaces, including a patio area for outdoor dining and rooftop deck (widow's walk) that features panoramic ocean views! With its prime location and strong rental income history, this property can serve as both your idyllic vacation retreat and a smart real estate investment. Don't miss the garage and surprise bonus area. Come experience the timeless allure of Martha's Vineyard, and make this extraordinary property your island haven. OWNER FINANCING IS AVAILABLE.

Listed by Jennifer B. DaSilva of Compass | Point B

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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111 Eastville Avenue Oak Bluffs MA 02557

Oak Bluffs, MA111 Eastville Avenue

Price$3,200,000

Est. Mortgage: $/month

MLS Number 41243

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.43

Welcome to Captain Shaw Norris House, where luxury meets coastal charm! Situated in the picturesque Nab’s Corner neighborhood, 111 Eastville Ave is a stunning property that is steps from the ocean. This historic whaling captain’s house boasts six bedrooms and four luxurious marble bathrooms. Plenty of room for friends and family or you can use the property as a high-end rental. An outstanding feature of this exceptional property is the expansive roof deck. Ascend to the top and be greeted by breathtaking harbor and ocean views that will leave you in awe. Imagine sipping your morning coffee or hosting unforgettable gatherings against this captivating backdrop, with the rhythmic sounds of the waves providing a soothing soundtrack to your life. Marvel at the ever-changing colors of the sky as the sun sets, illuminating the harbor with a golden hue. Watch as boats sail by, a gentle reminder of the maritime heritage that defines this island community. This roof deck is an exquisite refuge to relax and unwind, gathering memories that will last a lifetime. ---------------------------------------------------------------------------------------------------------- This is the perfect Oak Bluffs location! Walk to the beach or take a leisurely walk to downtown Oak Bluffs with its exciting and lively restaurants on the harbor. Enjoy strolling along the quaint historic gingerbread cottages or the charming shops of downtown Oak Bluffs. Or you can walk or bike on a new bike path to Vineyard Haven. The historic Captain Shaw Norris House, built in 1859, has been completely renovated and features, new insulation, electrical wiring, plumbing, bathrooms, roofing, siding, trim, windows, HVAC, and a custom-designed kitchen. There are many original architectural elements featured in this Greek Revival, such as an ancient brick hearth. Whether you are looking for a year-round residence or an exquisite vacation home, this property presents an unparalleled opportunity to create lifelong memories against a backdrop of stunning harbor and ocean views. Prepare to indulge in the island lifestyle and make this Martha's Vineyard gem yours today! Broker has an equity interest in the property.

Listed by Ed Charter of Arrowhead Homes

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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7 Fairway Drive Oak Bluffs MA 02575

Oak Bluffs, MA7 Fairway Drive

Price$1,295,000

Est. Mortgage: $/month

MLS Number 41326

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.1918

Charming four-bedroom cape centrally located in Oak Bluffs. The well-maintained home offers inviting living spaces, generous-sized bedrooms, and a manicured yard with a large garden shed. The finished lower level, with a private walkout, serves as the perfect quiet office or additional recreation space. The best of both worlds as the quiet neighborhood provides easy access to all down island amenities- bustling main streets, beaches, and ferry!

Listed by Katherine Donahue of Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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11 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA11 Canonicus Avenue

Price$1,650,000

Est. Mortgage: $/month

MLS Number 41344

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

LOCATION LOCATION LOCATION! Nestled on the picturesque island of Martha's Vineyard, this historic charming 3-bedroom, 1.5-bathroom single-family home is a tranquil oasis awaiting your arrival.The location of this home is truly exceptional. Oak Bluffs is known for its vibrant community, stunning beaches, and a wide array of dining and entertainment options. You'll be just moments away from the bustling downtown area with its shops, restaurants, and cultural attractions, making it easy to enjoy all that Martha's Vineyard has to offer.Visionaries take note!11 Canonicus Ave offers you a gorgeous water view with access to the beach, a wrap around porch and an expansive backyard. The heart of this home is the spacious sun filled dining area that offers tons of natural light. Whether you're looking for a year-round residence or a seasonal retreat, 11 Canonicus is a rare find that offers both comfort and convenience in one of New England's most coveted islands!

Listed by Amber Henry of Engel and Volkers Boston

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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4 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA4 Hopes Way

Price$1,949,900

Est. Mortgage: $/month

MLS Number 41339

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 2.5
  • Acreage 0.2645

~UNDER CONSTRUCTION- BRAND NEW~ Located in LAGOON RIDGE "Oak Bluffs NEWEST NEIGHBORHOOD" - EXCEPTIONAL offering in a community with all new homes perched 95' above the Lagoon! Easy access to all the down island towns, beaches, shopping, ferry ports and harbors! Featuring a Stylish and Spacious Primary En-suite Bedroom on each floor, functional and convenient second floor office/ Flex Room, and 2.5 Tiled Bathrooms are included in over 2,400 square feet of prime living space. On the exterior you are greeted by the grand covered wrap-around porch that heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. Architecturally designed that leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas forming a generous space to host large gatherings of family and friends where life-long memories will be made. Top of the line finishes include 5" wood flooring, crisp white cabinetry, ACRE Flooring (a revolutionary new eco-friendly building material that is an alternative to wood) and a striking double-sided fireplace. RESORT LIVING with So MUCH STYLE! MORE PHOTOS COMING SOON!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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267 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA267 Barnes Road

Price$5,850,000

Est. Mortgage: $/month

MLS Number 39954

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 5.5
  • Acreage 1.25

Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning waterviews and spectacular sunsets. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living, the immaculate 4,046 square foot home with a newly finished 2,000 square foot walk-out basement has a wonderful flow throughout and waterviews from almost every room. It was designed to capture the essence of waterfront life. It is rare to find a home in a setting like this on Martha’s Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet close to all the Island has to offer. The main level, with soaring ceilings, is comprised of a large living area enjoying a wood-burning fireplace and wet bar, a sitting area, half-bath, dining room, and a large kitchen with eat-in dining, with full views of the Lagoon and access to the outdoor patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon and adjoining the large primary suite with a second wood-burning fireplace and two spacious ensuite bedrooms, all with fabulous views. If you are looking for a quiet space, you can enjoy a second covered porch at the front of the house. Being sold furnished, this is the ultimate Vineyard Experience.

Listed by Stephanie Roache of Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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55 Tuckernuck Avenue Oak Bluffs MA 02557

Oak Bluffs, MA55 Tuckernuck Avenue

Price$1,065,000

Est. Mortgage: $/month

MLS Number 41301

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.053

Quintessential in-town charmer! Antique farmhouse style, fronting Niantic Park, close to all that Oak Bluffs has to offer by way of beaches, parks, eateries, shops and ferry service. Three bedrooms plus a "flex" room, a comfortable sitting porch, and a rear patio facilitate enjoyment of the casual Vineyard lifestyle. Located within the Copeland and Cottage City Historic Districts.

Listed by Sean Federowicz of Landmarks at TODAY Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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19 Wendall Avenue Oak Bluffs MA 02568

Oak Bluffs, MA19 Wendall Avenue

Price$2,289,000

Est. Mortgage: $/month

Open House

MLS Number 40661

  • Residential
  • Next Open House: Sun 12/10 12:00 pm. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 1.5

Location Location Location! Quick stroll to the beach and to Town just 0.3 miles to Harbor & East Chop Drive! Opportunity in The Highlands in East Chop!!! This exclusive four bedroom one and a quarter bath three season home with existing garage boasts expansion option to six bedrooms. This home exudes relaxing timeless charm and remarkable architectural design with high vaulted ceilings, abundant natural light, beach stone wood burning fireplace wood flooring built in cupboards and closets throughout. Quiet and peaceful set high on the Bluff this large Lot is sheltered by an additional 12,197SF of East Chop Conservation land, a lovely moat of mature plantings, adding greater privacy to the Property. On Island Time with sounds of the sea hear the buoy's chime and the ferry blasts. Enjoy the wonderful breeze while entertaining and relaxing on the front porch extended living area. Your MV beach retreat for many generations to come. Navigate with quick access, OB harbor, beaches, EC Tennis, EC Beach Club, Downtown, restaurants, clubs, shopping, and multiple Ferry Terminals. Driving up the custom laid brick driveway to the existing garage brings you Home. A rare and highly coveted Property!!!

Listed by Janna O'Loughlin of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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107 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA107 Barnes Road

Price$2,675,000

Est. Mortgage: $/month

MLS Number 41001

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.03

A water lover’s delight! Perched high on the Lagoon on a large wooded lot sits “The Yellow House”. Loved by the same family for generations you will be intrigued by what this property has to offer. Lagoon Pond is your playground, with easy access through the drawbridge to the Vineyard Haven harbor and the Nantucket Sound beyond. This four bedroom home is set back from the road and is awaiting a new owner's vision for the future and creating memories for a lifetime. Grab your swimsuit and the kids and get ready for Summer fun. Swimming, clamming, and boating are all accessible right from your front doorstep. Relax with a glass of wine on your own private beach while enjoying exceptional sunsets and lazy afternoons. There is room for expansion of the main house as well as the possibility of a guest house with the proper permitting as there is a 5 bedroom Title V septic system currently in place. If that is not enough to excite and delight- this special offering comes with an additional, separate 14,000 sf parcel. A spectacular opportunity to create a one-of-a-kind waterfront family compound on Martha's Vineyard. An opportunity not to be missed.

Listed by Christine Rose of Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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.

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37 Nashawena Park Oak Bluffs MA 02557

Oak Bluffs, MA37 Nashawena Park

Price$2,700,000

Est. Mortgage: $/month

MLS Number 40883

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 2.5
  • Acreage 0.18

Rare opportunity to own a charming 8 bedroom Classic Victorian Home in one of the most popular locations, which is in Cottage City and Copeland Historical District. Great neighborhood, just walking distance to Inkwell beach,Circuit Ave, Harbor, basketball, tennis, pickle ball courts and playground. Lovely large yard with a wonderful wrap around porch. This home features, living room, dining, kitchen, 8 bedrooms, and 2.5 baths. You will find the laundry room in the outdoor shed, with the attached outdoor shower . During shoulder season for comfort there is a Rinnai heater located in the kitchen. This home has been enjoyed by the family over 69 years and now it is time for a new family to experience just as many. The owner prefers no closing before November.

Listed by JoJo Lambert of Island Home Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 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 December 7, 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.

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