Homes in ZIP Code 02568

• 

  

  

  /39

  $3,500,000

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

  27 Clambelly Rd, Chilmark, MA 02535

  A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood flooring. LED lighting throughout house, Media

  Julianna Flanders Flanders Real Estate

  27 Clambelly Rd, Chilmark, MA 02535
• 

  

  

  /41

  $1,310,000 Sold Aug 18, 2025

  • 1,964 Sq Ft
  • $667/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  35 E Side Rd, Oak Bluffs, MA 02557

  Close to the Lagoon - This three-bedroom, two-bath home sits on an oversized corner lot and has been lovingly maintained over the years. Recent upgrades include the addition of mini splits, interior painting, and lighting. The sunroom provides additional year-round living space and the wraparound deck is ideal for summer use. Bring your vision to the partially finished lower level where

  Kristin Buck Donnelly + Co

  35 E Side Rd, Oak Bluffs, MA 02557
• 

  

  

  /26

  Est $1,484,787 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  33 Hidden Village Rd, Vineyard Haven, MA 02568
• 

  

  

  /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
• 

  

  

  /36

  $1,765,000 Sold Aug 18, 2025

  • 2,450 Sq Ft
  • $720/SF
  • 25 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  34 Tower Ridge Rd, Oak Bluffs, MA 02568

  Nestled on a beautifully landscaped lot with lush gardens and mature trees, 34 Tower Ridge offers the perfect blend of privacy and convenience. Ideally located just minutes from downtown Oak Bluffs and the Farm Neck Golf Course, this well-maintained property is suited for comfortable year-round living or as a serene Island retreat. Inside, the bright and open layout features an updated kitchen

  Katie Donahue Sandpiper Realty

  34 Tower Ridge Rd, Oak Bluffs, MA 02568
• 

  

  /30

  Est $2,417,153 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  41 Hidden Village Rd, Vineyard Haven, MA 02568
• 

  

  /43

  $1,599,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  111 Charles Neck Way, Vineyard Haven, MA 02568

  Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert’s Cove Beach.The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

  Emma Kennedy Sandpiper Realty

  111 Charles Neck Way, Vineyard Haven, MA 02568
• 

  

  /4

  $1,350,000 Sold Aug 15, 2025

  • 1,864 Sq Ft
  • $724/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  Charming Home Steps from Lagoon Pond - This three bedroom, two bath home is just 550 feet from the sandy shores and calm waters of Lagoon Pond, perfect for swimming, boating and shell fishing. Ideal for both year-round living or vacationing, the home offers an open floor plan, a private primary suite with a walk-in closet and en-suite bath, two guest bedrooms plus a den/office. The finished

  Lesley Heidt Sandpiper Realty Inc

  35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
• 

  

  /30

  Est $1,541,820 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  12 Lily Farm Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /14

  $449,000 Sold Aug 14, 2025

  • Land
  • 0.6 Acre
  • $748,333 per Acre

  • 89 Days On Market

  517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

  A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for

  Meg Bodnar Tea Lane Associates

  517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
• 

  

  /25

  Est $5,846,817 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  135 Capawock Rd, Vineyard Haven, MA 02568

  135 Capawock Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /34

  $1,633,000 Sold Aug 14, 2025

  • 1,918 Sq Ft
  • $851/SF
  • 66 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1870

  35 Tuckernuck Ave, Oak Bluffs, MA 02557

  Location, Location, Location! Welcome to your dream retreat in the charming historic area of Oak Bluffs. Walk to Inkwell beach, ferries, restaurants and dining. Sited across the street from Waban Park, this delightful home offers an inviting blend of comfort and convenience.As you step inside, you'll immediately appreciate the spacious layout featuring well-appointed living areas, a

  Jennifer DaSilva Compass | Point B

  35 Tuckernuck Ave, Oak Bluffs, MA 02557
• 

  

  /40

  Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 2,520 Sq Ft

  136 Naushon Rd, Vineyard Haven, MA 02568

  136 Naushon Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /24

  $1,200,180 Sold Aug 12, 2025

  • 1,144 Sq Ft
  • $1,049/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  110 Otis Bassett Rd, Vineyard Haven, MA 02568

  MOVE-IN READY ISLAND HOME ON DOUBLE LOT WITH EXPANSION OPTIONS—Nestled in a highly desirable West Tisbury neighborhood, this 3-bedroom, 1-bath ranch offers the perfect blend of convenience, privacy, and access to some of Martha’s Vineyard’s most sought-after amenities.Set on a spacious and private 1.7-acre (double) lot, the property is just minutes from Down-Island towns while enjoying

  Jen O'Hanlon Compass | The O'Hanlon Group

  110 Otis Bassett Rd, Vineyard Haven, MA 02568
• 

  /2

  Est $2,302,233 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /22

  $1,164,000 Sold Aug 12, 2025

  • 1,650 Sq Ft
  • $705/SF
  • 106 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1921

  110 Daggett Ave, Vineyard Haven, MA 02568

  Colonial historical home with over 1,650 square feet of living space, plus 550 square feet of finished basement space, featuring 3 bedrooms ( TITLE V approval 5 bedrooms) and 2 bathrooms all in a highly desirable location, convenient , yet private and tranquil. Located just 0.5 miles from downtown Vineyard Haven, enjoy easy access to Main Street, Owen Park, VH Ferry and Tisbury School. The

  Kate Burnside Portfolio Real Estate, Inc.

  110 Daggett Ave, Vineyard Haven, MA 02568
• 

  

  /24

  Est $866,139 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  19 Speed Andrews Way, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /18

  $980,000 Sold Aug 11, 2025

  • 1,401 Sq Ft
  • $700/SF
  • 64 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2005

  249 County Rd, Oak Bluffs, MA 02557

  This charming Cape-style home is ideally located just over a mile from downtown Oak Bluffs, offering the perfect blend of relaxed living and convenience. The open and inviting layout features spacious first-floor living areas, complemented by high ceilings and wood floors. A versatile second-story loft space provides an additional nook, perfect for a home office. Fronting the bike bath, enjoy

  Katherine Donahue Sandpiper Realty Inc

  249 County Rd, Oak Bluffs, MA 02557
• 

  

  /54

  Est $5,086,042 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft

  14 E Sound Ln, Vineyard Haven, MA 02568

  14 E Sound Ln, 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
• 

  

  /21

  $910,000 Sold Aug 08, 2025

  • 1,935 Sq Ft
  • $470/SF
  • 149 Days On Market

  • 1 Bed
  • 3.5 Baths
  • Built 1994

  119 Alpine Ave, Oak Bluffs, MA 02557

  Oak Bluffs Residence with guest house. Centrally located in Oak Bluffs, this property offers the rare opportunity to own a home in a prime residential location complemented with a detached cabin. The main house features, on the first floor, an inviting living/dining area, functional kitchen, and sun-filled parlor room with stunning floor-to-ceiling windows providing plenty of natural light and

  Michael Schweikert Ocean Park Realty Inc

  119 Alpine Ave, Oak Bluffs, MA 02557
• 

  

  /35

  Est $1,945,643 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft

  83 William Norton Rd, Vineyard Haven, MA 02568

  83 William Norton Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /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
• 

  

  /41

  Est $1,791,101 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  93 Hvoslef Way, Vineyard Haven, MA 02568

  93 Hvoslef Way, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /32

  $2,278,000 Sold Aug 01, 2025

  • 2,685 Sq Ft
  • $848/SF
  • 139 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1998

  35 Woody Bottom Rd, West Tisbury, MA 02575

  This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

  Brenda Galligan Karen M. Overtoom R.E.

  35 Woody Bottom Rd, West Tisbury, MA 02575
• 

  

  /16

  Est $1,764,962 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  585 Herring Creek Rd, Vineyard Haven, MA 02568

  585 Herring Creek Rd, Vineyard Haven, MA 02568
• 

  

  /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
• 

  

  /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
• 

  

  /44

  Est $7,776,027 Not Listed For Sale

  • 11 Beds
  • 10 Baths
  • 7,026 Sq Ft

  1115 Main St, Vineyard Haven, MA 02568

  1115 Main St, Vineyard Haven, MA 02568
• 

  

  /21

  $1,429,000

  • 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
• 

  

  /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
• 

  

  /47

  Est $2,222,186 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,569 Sq Ft

  42 Hagerty Dr, Vineyard Haven, MA 02568

  42 Hagerty Dr, Vineyard Haven, MA 02568
• 

  

  /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