Oak Bluffs Houses for Sale

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  /32

  $1,550,000

  • 4 Beds
  • 2 Baths
  • 1,304 Sq Ft

  11 John Wesley Ave, Oak Bluffs, MA 02568

  East Chop Living in this 4 Bedroom Victorian home perched near the shoreline in Oak Bluffs-just a short stroll to the harbor, the shores of East Chop beaches, and the shops and restaurants of downtown Oak Bluffs. Built in 1905, and updated throughout the years, with its Victorian architecture softened by time and salt air, giving it an inviting, warm charm.The exterior features a wide

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 682-5574

  11 John Wesley Ave, Oak Bluffs, MA 02568
• 

  Explore Oak Bluffs

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  /21

  $1,795,000

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively updated inside and out. Enjoy peace of mind with a new septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts new flooring, insulation, fresh paint, a

  

  Alice Pierce

  Coldwell Banker Realty - Hingham

  (870) 917-0672

  9 Brunswick Ave, Oak Bluffs, MA 02557
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  /42

  $5,995,000 Open Sun 1:30PM - 3:30PM

  • 3 Beds
  • 6 Baths
  • 3,608 Sq Ft

  385 Barnes Rd, Vineyard Haven, MA 02568

  Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

  

  Wendy Harman

  Compass

  (508) 274-5363

  385 Barnes Rd, Vineyard Haven, MA 02568
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  /34

  $2,700,000

  • 6 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  34 Massasoit Ave, Oak Bluffs, MA 02568

  This is the last B1 undeveloped commercial property on Circuit Avenue's main strip. Previous development plans included mixed use with commercial store front and condos above. Located on the corner of Circuit Ave and Massasoit this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms, perfect for a weekly rental or employee housing. Right in the heart of Oak Bluffs walk to

  

  Lisa Lucier

  Anchor Realty of MV

  (508) 348-7972

  34 Massasoit Ave, Oak Bluffs, MA 02568
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  /45

  $1,250,000

  • 2 Beds
  • 3 Baths
  • 1,500 Sq Ft

  70 Carol Ln, Oak Bluffs, MA 02557

  Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The primary bedroom has a bathroom on suite. Another bedroom has easy access to the hall bath. The

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 456-5742

  70 Carol Ln, Oak Bluffs, MA 02557
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  /22

  $1,250,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  47 Winemack St, Oak Bluffs, MA 02557

  Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

  

  Lisa Lucier

  Anchor Realty of MV

  (508) 403-9601

  47 Winemack St, Oak Bluffs, MA 02557
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  /40

  $1,925,000

  • 4 Beds
  • 4 Baths
  • 3,927 Sq Ft

  44 Tiffany Dr, Oak Bluffs, MA 02557

  Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that flood the interior with natural light. The kitchen boasts white cabinetry, a wall-mounted

  Nora Jardin Island Real Estate

  44 Tiffany Dr, Oak Bluffs, MA 02557
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  /41

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  Welcome to 26 Tia Anna Lane! This immaculate, fully renovated home is move-in ready and stylishly appointed. Set on a beautifully landscaped 0.30-acre lot with vibrant plantings, it features Hardi Plank siding, a Mahogany farmer's porch, and a backyard pergola. Inside, whitewashed wood and soaring ceilings complement first-growth Southern Pine floors with pegged and bunged details. The sunlit

  Marilyn Moses Ocean Park Realty, Inc.

  26 Tia Anna Ln, Oak Bluffs, MA 02557
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  /42

  $2,125,000

  • 3 Beds
  • 4 Baths
  • 2,558 Sq Ft

  35 Tower Ridge Rd, Oak Bluffs, MA 02557

  Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

  Katherine Donahue Sandpiper Realty Inc

  35 Tower Ridge Rd, Oak Bluffs, MA 02557
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  /46

  $2,495,000

  • 5 Beds
  • 4 Baths
  • 3,873 Sq Ft

  50 Hidden Cove Rd, Edgartown, MA 02539

  Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering an abundance of natural light that flows into the open living and entertaining spaces. The

  Sean Federowicz Landmarks at TODAY Real Estate

  50 Hidden Cove Rd, Edgartown, MA 02539
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  /39

  $2,495,000

  • 5 Beds
  • 2.5 Baths
  • 2,577 Sq Ft

  16 Atlantic Ave, Oak Bluffs, MA 02557

  East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most

  Katherine Donahue Sandpiper Realty Inc

  16 Atlantic Ave, Oak Bluffs, MA 02557
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  /44

  $2,748,000

  • 6 Beds
  • 4 Baths
  • 2,400 Sq Ft

  111 Eastville Ave, Oak Bluffs, MA 02557

  JUST REDUCED!! Steps to the beach- Minutes to downtown Oak Bluffs and Vineyard Haven. This is a perfect location.FULLY FURNISHED, TURNKEY, with an impressive rental history. Situated on an oversized lot that is two parcels away from the beach. This home offers six bedrooms and four

  Ed Charter Arrowhead Homes

  111 Eastville Ave, Oak Bluffs, MA 02557
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  /42

  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 1 Sq Ft

  10 Wood Duck Way, Oak Bluffs, MA 02557

  Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy's freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large

  Marcia Sullivan Garvey Donnelly + Co.

  10 Wood Duck Way, Oak Bluffs, MA 02557
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  /19

  $2,295,000

  • 4 Beds
  • 5 Baths
  • 2,820 Sq Ft

  71 Netock Ave, Oak Bluffs, MA 02557

  On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated 4-bed home w/separate, office or studio space, ensconced in professionally landscaped grounds. Blending modern comfort w/timeless island charm, house features wide plank white oak floors, beautiful ceiling height & natural light, open-concept living-dining space w/new kitchen, 1st-floor primary bedroom w/ensuite bath,

  Ellen Valentgas Sotheby's International Realty

  71 Netock Ave, Oak Bluffs, MA 02557
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  /30

  $2,195,000

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  4 Dempster Park, Oak Bluffs, MA 02568

  This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. First floor includes large living room with dining area and Rumford wood burning fireplace that opens out to a front porch and deck running the length of the house and which wraps around to the rear patio.

  Perry Patterson MV Luxury Homes LLC

  4 Dempster Park, Oak Bluffs, MA 02568
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  /37

  $2,290,000

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  22 Greenleaf Ave, Oak Bluffs, MA 02557

  Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect

  Jennifer O'hanlon Compass

  22 Greenleaf Ave, Oak Bluffs, MA 02557
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  /39

  $2,290,000

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  22 Greenleaf Ave, Oak Bluffs, MA 02539

  Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

  Jen O'Hanlon Compass | The O'Hanlon Group

  22 Greenleaf Ave, Oak Bluffs, MA 02539
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  /21

  $3,100,000

  • 3 Beds
  • 1 Bath
  • 1 Sq Ft

  23 Circuit Avenue Extension, Oak Bluffs, MA 02557

  Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound--a setting that captures the very

  Rene Ben David Ocean Park Realty, Inc.

  23 Circuit Avenue Extension, Oak Bluffs, MA 02557
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  /64

  $2,250,000

  • 4 Beds
  • 4 Baths
  • 3,076 Sq Ft

  79 Circuit Ave, Oak Bluffs, MA 02557

  Wonderful opportunity to reimagine this historic classic Victorian home located at the gateway to the Oak Bluffs Business district with a gorgeous, secluded garden and 5 off street parking spaces the property lends itself to a single-family home or conversion to a multi-family. The home has been both of these configurations in previous years. The current layout offers incredible opportunities

  kyle Neyer Tea Lane Associates

  79 Circuit Ave, Oak Bluffs, MA 02557
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  /37

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 3,058 Sq Ft

  2 Farm Path, Oak Bluffs, MA 02557

  "Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard

  Sean Federowicz Landmarks at TODAY Real Estate

  2 Farm Path, Oak Bluffs, MA 02557
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  /24

  $2,195,000

  • 4 Beds
  • 3 Baths
  • 2,262 Sq Ft

  30 Sengekontacket Rd, Oak Bluffs, MA 02557

  Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  30 Sengekontacket Rd, Oak Bluffs, MA 02557
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  /24

  $2,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  30 Franklin Ave, Oak Bluffs, MA 02568

  Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

  Stacy Ickes Donnelly + Co.

  30 Franklin Ave, Oak Bluffs, MA 02568
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  /26

  $2,150,000 New Construction

  • 2 Beds
  • 3 Baths
  • 2,137 Sq Ft

  30 Franklin Ave, Oak Bluffs, MA 02568

  Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

  Stacy Ickes Donnelly + Co

  30 Franklin Ave, Oak Bluffs, MA 02568
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  /7

  $1,199,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  13 County Rd, Oak Bluffs, MA 02557

  Welcome to an inviting single-story ranch nestled in the heart of Oak Bluffs. This cozy and charming home offers a comfortable living space and is set on a generous, water view landscaped lot with mature trees and natural privacy.Inside, the home features a functional layout with a mix of wood and carpet flooring, a cozy wood-burning fireplace, and abundant natural light throughout. The

  Jennifer DaSilva Compass | Point B

  13 County Rd, Oak Bluffs, MA 02557
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  /44

  $6,395,000

  • 6 Beds
  • 6 Baths
  • 7,000 Sq Ft

  400 Barnes Rd, Vineyard Haven, MA 02568

  Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

  Jennifer DaSilva Compass | Point B

  400 Barnes Rd, Vineyard Haven, MA 02568
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  /34

  $1,590,000

  • 4 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  46 Kennebec Ave, Oak Bluffs, MA 02557

  Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs' allure as a premier summer destination on Martha's Vineyard. This delightful three-season cottage has been carefully modernized over the years, offering a rare investment opportunity. Located

  Michael Schweikert Ocean Park Realty, Inc.

  46 Kennebec Ave, Oak Bluffs, MA 02557
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  /59

  $6,495,000

  • 6 Beds
  • 6 Baths
  • 3,998 Sq Ft

  15 Tamarack Ln, Oak Bluffs, MA 02557

  FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

  Alan Schweikert Ocean Park Realty Inc

  15 Tamarack Ln, Oak Bluffs, MA 02557
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  /11

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  44 Iron Hill Rd, Oak Bluffs, MA 02557

  Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

  Cheri Mason LandVest MV

  44 Iron Hill Rd, Oak Bluffs, MA 02557
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  /16

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  44 Iron Hill Rd, Vineyard Haven, MA 02568

  Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

  Cheri Mason Landvest MV

  44 Iron Hill Rd, Vineyard Haven, MA 02568
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  /91

  $1,895,000 Open Fri 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,406 Sq Ft

  17 John Wesley Ave, Vineyard Haven, MA 02568

  Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by an open-plan first floor with a large kitchen, living room, and dining area. The first floor

  kyle Neyer Tea Lane Associates

  17 John Wesley Ave, Vineyard Haven, MA 02568
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  /32

  $4,075,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft

  39 Sengekontacket Rd, Edgartown, MA 02539

  SPECTACULAR WATERFRONT home with stunning water views from every room and completely renovated in 2014. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four

  Jayne Isford Ocean Park Realty, Inc.

  39 Sengekontacket Rd, Edgartown, MA 02539
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  /18

  $899,000

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  1 Onondaga Ave, Oak Bluffs, MA 02557

  Charming Single Story Cottage on a Beautiful Oak Bluffs Lot - Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

  Leslie Floyd Portfolio Real Estate Inc.

  1 Onondaga Ave, Oak Bluffs, MA 02557
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  /23

  $1,090,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  54 Towanticut Ave, Oak Bluffs, MA 02568

  Living is Easy in this 3-bedroom 2 bath air-conditioned Ranch located 1 mile from the Center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace and lovely built-ins, an updated kitchen with granite countertops and stainless-steel appliances. The dining area has sliders leading to a spacious deck and outdoor shower overlooking the yard space with plenty of room

  JoJo Lambert Island Home Realty Inc.

  54 Towanticut Ave, Oak Bluffs, MA 02568
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  /39

  $1,399,000

  • 2 Beds
  • 3 Baths
  • 1,632 Sq Ft

  35 Stevens Ave, Oak Bluffs, MA 02557

  Nestled in a quiet Oak Bluffs neighborhood, this colonial-style home and its surrounding area gives the feel of being up-Island. The well-kept home was built in 2008 and is move-in ready. Located 1 mile to Circuit Avenue, and less than a mile to both the Oak Bluffs School and the Oak Bluffs Library, the property is also conveniently close to a bus stop and the bike path. Its many features include

  Paul Thoutsis Dockside Real Estate

  35 Stevens Ave, Oak Bluffs, MA 02557
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  /41

  $9,900,000

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
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  /40

  $5,295,000

  • 7 Beds
  • 5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
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  /45

  $1,899,000

  • 4 Beds
  • 3 Baths
  • 2,127 Sq Ft

  5 Bayes Hill Cir, Vineyard Haven, MA 02568

  On a quiet cul-de-sac in the Bayes Hill neighborhood is this spacious traditional Colonial-style home adorned with charm. As you enter the home from the idyllic covered porch, you are welcomed into the foyer. The home is filled with intimate spaces while offering the opportunity for larger parties to gather. The living room has built-in shelving that flank the gas fireplace and it is connected to

  Rene Jackson Island Real Estate

  5 Bayes Hill Cir, Vineyard Haven, MA 02568
• 

  

  /23

  $1,164,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  96 Manchester Ave, Oak Bluffs, MA 02557

  Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, dining, and living spaces—perfect for gathering with family and friends.The main level features

  Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /42

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  Bright, Open Living Steps from the Lagoon!This sun-filled 3-bedroom, 2-bath home offers easy single-level living with a spacious, open-concept layout—ideal for entertaining and everyday comfort. A welcoming sitting area flows into the living room, dining space, and modern kitchen. A separate home office/den adds flexibility to this 2,015 sq ft home. Set on a generous 11,000 sq ft corner lot,

  Susie Wallo Compass

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
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  /23

  $1,790,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  11 Beach Rd, Oak Bluffs, MA 02557

  Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

  Alan Schweikert Ocean Park Realty Inc

  11 Beach Rd, Oak Bluffs, MA 02557

Showing Results 1 - 40, Page 1 of 2

Why Live in Oak Bluffs

Oak Bluffs, located in the northeast of Martha’s Vineyard, is renowned for its whimsical gingerbread houses and historical significance as a summer haven for Black Americans. This down-island town is a bustling port of entry during the summer season, where tourists disembark from ferry boats and explore attractions like Circuit Avenue, known for its T-shirts and fresh doughnuts. The town features gray-shingled beach houses overlooking the Nantucket Sound, and the commercial district offers pizza parlors, ice cream shops, and clothing stores. Oak Bluffs is home to the oldest platform carousel in the U.S., the Flying Horses Carousel, and hosts the Martha’s Vineyard African American Film Festival and a fireworks show every August. The Ritz Café provides nightlife with live music and karaoke, while the Sweet Life Café offers upscale dining year-round. Ocean Park, with its rolling hills and Victorian homes, and the Martha’s Vineyard Camp Meeting Association, with its brightly colored gingerbread houses, are notable landmarks. The town also has gray-shingled beach cottages, Cape Cods, and farmhouses. Martha’s Vineyard Regional High School, a highly rated institution, serves the island’s students. Health care is accessible at Mass General Brigham Martha’s Vineyard Hospital, which offers comprehensive services. Residents and visitors can enjoy sandy pathways along the Nantucket Sound, beaches like Inkwell Beach, and a skate park near the high school. Oak Bluffs is 10 minutes from Vineyard Haven, 15 minutes from Edgartown, and 15 minutes from Martha’s Vineyard Airport.

Learn more about living in Oak Bluffs

Home Trends in Oak Bluffs, MA

On average, homes in Oak Bluffs, Marthas Vineyard sell after 67 days on the market compared to the national average of 70 days. The median sale price for homes in Oak Bluffs, Marthas Vineyard over the last 12 months is $612,247, up 32% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$612,247

Median Single Family Sale Price

$545,000

Median Townhouse Sale Price

$284,990

Median 2 Bedroom Sale Price

$287,500

Average Price Per Sq Ft

$248

Number of Homes for Sale

5

Last 12 months Home Sales

16

Months of Supply

3.80

Median List Price

$475,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

32%