Vineyard Haven, MA Homes

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  /54

  $1,830,000

  • 4 Beds
  • 4 Baths
  • 1,600 Sq Ft

  12 & 14 Maple Ave, Oak Bluffs, MA 02557

  Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

  Leslie Floyd Portfolio Properties

  12 & 14 Maple Ave, Oak Bluffs, MA 02557
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  /41

  $1,850,000 Sold Aug 04, 2025

  • 2,210 Sq Ft
  • $837/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  Welcome to 26 Tia Anna Lane! This exquisite residence is immaculate, stylish, and fully renovated, ready to welcome its new owners! Situated on a beautifully landscaped 0.30-acre lot adorned with vibrant plantings, the home boasts pristine conditions both inside and out, featuring newer Hardi Plank siding. The inviting farmer's porch, complete with Mahogany decking, sets the tone for this

  Marilyn Moses Ocean Park Realty Inc

  26 Tia Anna Ln, Oak Bluffs, MA 02557
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  /21

  Est $1,135,286 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  284 Daggett Ave, Vineyard Haven, MA 02568

  284 Daggett Ave, Vineyard Haven, MA 02568
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  /45

  $6,395,000

  • 6 Beds
  • 5.5 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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  /22

  $1,000,000 Sold Jul 31, 2025

  • 768 Sq Ft
  • $1,302/SF
  • 96 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  130 Wing Rd, Oak Bluffs, MA 02557

  This well-maintained property is beautifully landscaped with gardens and generous lawn areas, offering incredible potential for growth and development. Conveniently located close to downtown Oak Bluffs, this property offers easy access to essential amenities and tourist destinations, whether you're driving, biking or relying on public transportation to restaurants, shops, beaches, bike paths and

  Lynn Buder Sandpiper Realty Inc

  130 Wing Rd, Oak Bluffs, MA 02557
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  /23

  Est $797,837 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 836 Sq Ft

  95 Summer St, Vineyard Haven, MA 02568

  95 Summer St, Vineyard Haven, MA 02568
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  /53

  $3,750,000

  • 5 Beds
  • 6.5 Baths
  • 4,372 Sq Ft

  139 Main St, Vineyard Haven, MA 02568

  Nestled just two blocks from Vineyard Haven's working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses--now gracefully combined into a single half-acre parcel--this home offers rare space, privacy, and timeless character in one of the island's most approachable villages. From the moment you step through the welcoming

  Leslie Floyd Portfolio Properties

  139 Main St, Vineyard Haven, MA 02568
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  /44

  $1,650,000 Sold Jul 29, 2025

  • 2,320 Sq Ft
  • $711/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  26 Manaquayak Rd, Vineyard Haven, MA 02568

  Large comfortable and charming expanded Cape in a lovely setting very close to Lambert's Cove Beach and James Pond Preserve with special walking access to Swimming on Ice House Pond in the Manaquayak Preserve as well as deeded walking access to swim and boat on Seth's Pond. The living room is open to the beautiful newly-renovated kitchen and has an often-used wood-burning fireplace. There is a

  Candy DaRosa Feiner Real Estate

  26 Manaquayak Rd, Vineyard Haven, MA 02568
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  /21

  Est $952,170 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft

  26 Midland Ave, Vineyard Haven, MA 02568

  26 Midland Ave, Vineyard Haven, MA 02568
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  /42

  $2,375,000

  • 6 Beds
  • 4.5 Baths
  • 2,970 Sq Ft

  128 W Spring St, Vineyard Haven, MA 02568

  A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street - Two adjacent properties being sold together create a flexible compound just moments from downtown Vineyard Haven. The 4-bedroom, 2-1/2 bath main house also includes a separate, 1-bedroom in-law/nanny apartment with a full bath. The guest house has 1 bedroom and 1 bath, with a 4-bedroom septic system allowing

  David Dickinson Compass

  128 W Spring St, Vineyard Haven, MA 02568
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  /12

  $686,000 Sold Jul 23, 2025

  • 725 Sq Ft
  • $946/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568

  Vineyard Haven Centrally located Causeway Condominiums just a short distance from town and ferries. Lovely grounds and a community swimming pool, a great place to live year-round or use as an investment property that's easy to manage. On ground level this spacious 2 bedroom condo with a tiled eat-in kitchen has a door accessing the back of condo. The tiled bathroom has been recently renovated and

  Carleen Cordwell Anchor Realty of Martha's Vineyard

  124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
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  /19

  Est $1,030,565 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  160 Spring Hill Rd, Vineyard Haven, MA 02568

  160 Spring Hill Rd, Vineyard Haven, MA 02568
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  /47

  $2,375,000

  • 6 Beds
  • 4.5 Baths
  • 2,970 Sq Ft

  128 & 136 Spring St, Vineyard Haven, MA 02568

  A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street—two adjacent properties being sold together to create a unique, flexible compound just moments from the Tisbury School and downtown Vineyard Haven. With a spacious main residence and a separate guest house, this rare combination presents a compelling opportunity for multigenerational living, seasonal enjoyment,

  David Dickinson Compass | Point B

  128 & 136 Spring St, Vineyard Haven, MA 02568
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  /32

  $899,000 Sold Jul 11, 2025

  • 955 Sq Ft
  • $941/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1871

  8 Rock Ave, Oak Bluffs, MA 02557

  Experience the charm of this exquisitely renovated Victorian Gingerbread Cottage, nestled within the historic Martha's Vineyard Camp Meeting Association. Just moments away from Oak Bluffs Harbor, ferry terminals, art galleries, restaurants, public beaches, and vibrant shopping areas, this cottage offers an unparalleled location next to all of Oak Bluffs' picturesque parks.This rare gem

  Marilyn Moses Ocean Park Realty Inc

  8 Rock Ave, Oak Bluffs, MA 02557
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  /53

  Est $1,165,582 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  18 Goah Way, Vineyard Haven, MA 02568

  18 Goah Way, Vineyard Haven, MA 02568
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  /43

  $4,999,000

  • 6 Beds
  • 5.5 Baths
  • 3,214 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

  Michael Schweikert Ocean Park Realty, Inc.

  15 Tamarack Ln, Oak Bluffs, MA 02557
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  /20

  $1,715,000 Sold Jul 11, 2025

  • 524 Sq Ft
  • $3,273/SF
  • 72 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1915

  61 Hines Point Rd, Vineyard Haven, MA 02568

  Tucked away on the serene shores of Lagoon Pond in Vineyard Haven, this cozy one-bedroom cottage offers the perfect island escape. Located on exclusive Hines Point, the home features stunning water views, direct access to a private beach, and the calming sounds of the tide just steps from your door. Inside, the cottage is thoughtfully designed for comfort and simplicity, with an open living area

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  61 Hines Point Rd, Vineyard Haven, MA 02568
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  /35

  Est $1,308,608 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  26 Heath Hen Ln, Vineyard Haven, MA 02568

  26 Heath Hen Ln, Vineyard Haven, MA 02568
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  /8

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

  Enjoy effortless year-round living with easy access to Vineyard Haven's downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities--including a shared pool, ample storage, and on-site laundry--that support a comfortable lifestyle in

  Emma Kennedy Sandpiper Realty Inc

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
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  /26

  $1,400,000 Sold Jul 10, 2025

  • 2,019 Sq Ft
  • $693/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  73 Dodgers Hole Rd, Edgartown, MA 02539

  Situated on .5 acres in established Dodgers Hole, this well-maintained contemporary home has three bedrooms, including a primary ensuite on the first floor with a walk-in closet. Enjoy the cathedral-ceiling living room with a wood-burning fireplace and an adjacent light-filled sunroom with French doors to the deck. The eat-in kitchen is at the back of the house, with direct deck access. A

  Stephanie Roache Donnelly + Co.

  73 Dodgers Hole Rd, Edgartown, MA 02539
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  /28

  Est $932,540 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,387 Sq Ft

  280 State Rd, Vineyard Haven, MA 02568

  280 State Rd, Vineyard Haven, MA 02568
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  /29

  $4,500,000

  • 5 Beds
  • 6 Baths
  • 5,598 Sq Ft

  71 Stoney Hill Rd, Vineyard Haven, MA 02568

  A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

  Sheila Morse Island Real Estate

  71 Stoney Hill Rd, Vineyard Haven, MA 02568
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  /22

  $975,000 Sold Jul 07, 2025

  • 940 Sq Ft
  • $1,037/SF
  • 61 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2025

  128 Manchester Ave, Oak Bluffs, MA 02568

  This delightful, modern cape-style home features thoughtful and impressive finish details. The covered porch welcomes you into the home where you will find well-appointed spaces. The kitchen has stainless appliances including a 5-burner gas range with pot filler, an LG French-door refrigerator and dishwasher. The kitchen area is finished with shiplap. There is an open dining and living area with

  Michele Moore Island Real Estate

  128 Manchester Ave, Oak Bluffs, MA 02568
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  /20

  Est $861,363 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 859 Sq Ft

  13 Andrews Rd, Vineyard Haven, MA 02568

  13 Andrews Rd, Vineyard Haven, MA 02568
• 

  

  /39

  $3,299,000

  • 3 Beds
  • 3.5 Baths
  • 3,082 Sq Ft

  53 Stoney Hill Rd, Vineyard Haven, MA 02568

  This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

  Jennifer B. DaSilva Compass

  53 Stoney Hill Rd, Vineyard Haven, MA 02568
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  /46

  $6,200,000 Sold Jul 03, 2025

  • 3,278 Sq Ft
  • $1,891/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1983

  79 Rachels Way, Vineyard Haven, MA 02568

  EXTRAORDINARY COASTAL RETREAT IN MINK MEADOWS — Welcome to an idyllic haven on Martha’s Vineyard, tucked within the exclusive West Chop area of Tisbury. This contemporary residence offers sweeping water views across a vibrant salt marsh and out to the sparkling expanse of Vineyard Sound, where sailboats quietly pass by across the horizon. Built in 1983 and thoughtfully maintained with numerous

  Jen O'Hanlon Compass | The O'Hanlon Group

  79 Rachels Way, Vineyard Haven, MA 02568
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  /45

  Est $1,679,583 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 3,394 Sq Ft

  15 Canterbury Ln, Vineyard Haven, MA 02568

  15 Canterbury Ln, Vineyard Haven, MA 02568
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  /73

  $6,495,000

  • 7 Beds
  • 5.5 Baths
  • 4,730 Sq Ft

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

  A storybook sanctuary in Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale.Set on nearly eight acres, this unique estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool, guest house, an art studio, and a carriage house with room for three cars, plus a

  Alexis Holden Tea Lane Associates

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
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  /42

  $2,900,000 Sold Jul 03, 2025

  • 4,476 Sq Ft
  • $648/SF
  • 347 Days On Market

  • 7 Beds
  • 5.5 Baths
  • Built 1997

  67 Hidden Village Rd, Vineyard Haven, MA 02568

  Picturesquely sited on a spacious 4.6-acre parcel this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels providing spacious yet private surroundings. The main living

  Stephanie Roache Donnelly + Co.

  67 Hidden Village Rd, Vineyard Haven, MA 02568
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  /30

  Est $850,170 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  7 Elm St, Vineyard Haven, MA 02568

  7 Elm St, Vineyard Haven, MA 02568
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  /4

  $625,000

  • Land
  • 0.34 Acre
  • $1,815,277 per Acre

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

  Andrew McElhinney Compass LLC

  0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  /36

  $1,950,000 Sold Jul 02, 2025

  • 2,691 Sq Ft
  • $725/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1976

  51 Black Brook Crossing Rd, West Tisbury, MA 02568

  This charming 4 bed/2.5 bath Cape style home is set in a perfect setting, carefully sited on 1 acre bordered by a beautiful stone wall with mature plantings. Newly renovated kitchen with plenty of cabinets and storage, quartz counters and dining room with sliders to a screened-in porch. There is a den and living room with access to a spacious deck. The Great Room features cathedral ceilings,

  Brenda Galligan Karen M. Overtoom R.E.

  51 Black Brook Crossing Rd, West Tisbury, MA 02568
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  /29

  Est $1,027,803 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  18 Lagoon Ave, Vineyard Haven, MA 02568

  18 Lagoon Ave, Vineyard Haven, MA 02568
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  /4

  $675,000

  • Land
  • 0.23 Acre
  • $2,941,176 per Acre

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

  Andrew McElhinney Compass LLC

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  /32

  $3,925,000 Sold Jul 01, 2025

  • 5,603 Sq Ft
  • $701/SF
  • 238 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1995

  140 Merry Farm Rd, Vineyard Haven, MA 02568

  Site of the original Rainbow Farm, this 8.05-acre parcel is one of the most beautiful pieces of land in West Tisbury. The warm and convivial 5,000 sq ft home with its 4 bedrooms looks out onto a setting that is as if from a bygone era, the vast fields stretching into the distance. The spring-fed pond is a centerpiece of the pastoral view. The home itself has many surprising and charming design

  Mark Jenkins Wallace & Co. Sotheby's

  140 Merry Farm Rd, Vineyard Haven, MA 02568
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  /5

  Est $1,870,865 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,756 Sq Ft

  47 Carl Lairs Ln, Vineyard Haven, MA 02568

  47 Carl Lairs Ln, Vineyard Haven, MA 02568
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  /21

  $1,449,000

  • 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

  9 Brunswick Ave, Oak Bluffs, MA 02557
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  /31

  $1,325,000 Sold Jun 30, 2025

  • 2,292 Sq Ft
  • $578/SF
  • 10 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1992

  191 Spring Hill Rd, Vineyard Haven, MA 02568

  This pristine cape-style home is located in the heart of Vineyard Haven. This home features five bedrooms, four bathrooms, a beautifully landscaped yard, and an energy-efficient solar panel system installed by South Mountain Company. The functional and efficient floor plan with an open kitchen, living, and dining concept, makes entertaining family and guests seamless, with easy access to the

  Madelyn Silvia Wallace & Co. Sotheby's

  191 Spring Hill Rd, Vineyard Haven, MA 02568
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  /22

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 576 Sq Ft

  189 Winyah Ln, Vineyard Haven, MA 02568

  189 Winyah Ln, Vineyard Haven, MA 02568
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  /35

  $12,500,000

  • 5 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  33 Goethals Way, Vineyard Haven, MA 02568

  A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

  Lynn Buder Sandpiper Realty Inc

  33 Goethals Way, Vineyard Haven, MA 02568

Showing Results 281 - 320, Page 8 of 18