Tisbury, MA Homes

• 

  

  

  /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
• 

  

  

  /21

  $8,000 per month plus fees

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft
  • House for Rent

  10 James Pond Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

  Karen Overtoom Karen M. Overtoom R.E.

  10 James Pond Way, West Tisbury, MA 02575
• 

  

  

  /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
• 

  

  

  /39

  Est $7,431,440 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,546 Sq Ft

  103 Main St, Vineyard Haven, MA 02568

  103 Main St, Vineyard Haven, MA 02568
• 

  

  

  /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
• 

  

  /26

  $50,000 per month plus fees

  • 4 Beds
  • 3 Baths
  • 3,237 Sq Ft
  • House for Rent

  29 Naushon Rd Wt142, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

  Karen Overtoom Karen M. Overtoom R.E.

  29 Naushon Rd Wt142, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /34

  Est $1,587,186 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  84 Christiantown Rd, Vineyard Haven, MA 02568

  84 Christiantown Rd, Vineyard Haven, MA 02568
• 

  

  /24

  $2,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  46 Red Buoy Ln, Tisbury, MA 02568

  Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an additional 597 square feet of living space. The main level boasts a thoughtfully designed floor plan

  Andrew McElhinney Compass LLC

  46 Red Buoy Ln, Tisbury, MA 02568
• 

  

  /20

  $12,000 per month plus fees

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575

  Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

  Karen Overtoom Karen M. Overtoom R.E.

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /19

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  43 Look St, Vineyard Haven, MA 02568

  43 Look St, Vineyard Haven, MA 02568
• 

  

  /53

  $2,075,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,273 Sq Ft

  23 Crowell Ln, Vineyard Haven, MA 02568

  WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living!The home welcomes you with an expansive front porch that overlooks a mature landscape that is framed with a stone wall and

  Rene Jackson Island Real Estate

  23 Crowell Ln, Vineyard Haven, MA 02568
• 

  

  /19

  $30,000 per month plus fees

  • 5 Beds
  • 4 Baths
  • 3,600 Sq Ft
  • House for Rent

  37 Sachem Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

  Karen Overtoom Karen M. Overtoom R.E.

  37 Sachem Cir, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /18

  Est $1,844,674 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,461 Sq Ft

  29 Brook Hollow Rd, Vineyard Haven, MA 02568

  29 Brook Hollow Rd, Vineyard Haven, MA 02568
• 

  

  /27

  $1,995,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft

  56 Bridle Path Rd, Vineyard Haven, MA 02568

  POOL & LUSH GARDENS — Nestled on 3 acres beside 25 acres of conservation land, this 2,500+ sq. ft. home offers tranquility and convenience. The sun-filled living room with fireplace flows to the kitchen, dining area, screened porch, and sunny deck—perfect for enjoying serene views. The main floor hosts a spacious primary suite with en-suite bath; upstairs offers two large bedrooms, a full bath,

  Tina Miller Donnelly + Co.

  56 Bridle Path Rd, Vineyard Haven, MA 02568
• 

  

  /39

  $46,000 per month plus fees

  • 6 Beds
  • 4.5 Baths
  • 3,800 Sq Ft
  • House for Rent

  99 Pond Road Wt104, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

  Karen Overtoom Karen M. Overtoom R.E.

  99 Pond Road Wt104, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /25

  Est $1,515,952 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,287 Sq Ft

  101 Dunham Ave, Vineyard Haven, MA 02568

  101 Dunham Ave, Vineyard Haven, MA 02568
• 

  

  /30

  $1,500,000

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  11 Ephriam Allen Rd, West Tisbury, MA 02568

  Charming cottage with spectacular water views across stone walls and rolling meadows to Vineyard Sound and the Elizabeth Islands. Set on 1.2 acres, this custom-built home was thoughtfully designed to embrace its serene surroundings, with wood and tile floors, a recent roof (2023), a water filtration system, 3 bedroom septic system, annual maintenance history, and an open-plan kitchen, dining, and

  Dawn Bellante-Holand Sandpiper Realty

  11 Ephriam Allen Rd, West Tisbury, MA 02568
• 

  

  /34

  $12,000 per month plus fees

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • House for Rent

  267 Great Plains Road Wt117, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

  Karen Overtoom Karen M. Overtoom R.E.

  267 Great Plains Road Wt117, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /48

  Est $1,498,967 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 2,417 Sq Ft

  152 Main St, Vineyard Haven, MA 02568

  152 Main St, Vineyard Haven, MA 02568
• 

  

  /25

  $1,500,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  23 Laurel Ave, Oak Bluffs, MA 02557

  LOCATION! YEAR ROUND HOUSE!INVESTMENT PROPERTY!STARTER HOME!A comfortable home in an established, East Chop neighborhood, this four bedroom, two bathroom house is located within walking distance to the Harbor, downtown Oak Bluffs, and the Oak Bluffs Ferries. There is easy access to shops, family entertainment, and the beach. This home provides a welcoming porch and a spacious backyard patio

  Sandra Grymes Martha's Vineyard Island-Wide Realty

  23 Laurel Ave, Oak Bluffs, MA 02557
• 

  

  /18

  $10,000 per month plus fees

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • House for Rent

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

  Karen Overtoom Karen M. Overtoom R.E.

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /31

  Est $1,466,046 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft

  48 Puritan Dr, Vineyard Haven, MA 02568

  48 Puritan Dr, Vineyard Haven, MA 02568
• 

  

  /59

  $1,185,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  Ideally located in the coveted West Chop neighborhood of Tisbury, this desirable 2+ bedroom, 3-bath townhouse in the Tashmoo Wood community offers a rare combination of space, privacy and resort-style amenities. The first floor features a light-filled living room with cathedral ceilings a fireplace, and walls of windows that bring the natural light and views of the surrounding woods. The open

  Nora Jardin Island Real Estate

  200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
• 

  

  /9

  $19,000 per month plus fees

  • 6 Beds
  • 2.5 Baths
  • 2,155 Sq Ft
  • House for Rent

  17 Umbagog Ave Wt109, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

  Karen Overtoom Karen M. Overtoom R.E.

  17 Umbagog Ave Wt109, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /14

  Est $1,542,683 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,717 Sq Ft

  13 Saddle Club Rd, Edgartown, MA 02539

  13 Saddle Club Rd, Edgartown, MA 02539
• 

  

  /39

  $1,985,000

  • 6 Beds
  • 2.5 Baths
  • 2,836 Sq Ft

  36 Smith Hollow Dr, Edgartown, MA 02539

  Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

  Katherine Donahue Sandpiper Realty Inc

  36 Smith Hollow Dr, Edgartown, MA 02539
• 

  

  /25

  $13,600 per month plus fees

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft
  • House for Rent

  64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

  Karen Overtoom Karen M. Overtoom R.E.

  64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /20

  Est $1,765,930 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,240 Sq Ft

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  11 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  /28

  $1,500,000

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  11 Ephraim Allen Rd, Vineyard Haven, MA 02568

  Charming cottage with spectacular water views across stone walls and rolling meadows to Vineyard Sound and the Elizabeth Islands. Set on 1.2 acres, this custom-built home was thoughtfully designed to embrace its serene surroundings, with wood and tile floors, a recent roof (2023), and an open-plan kitchen, dining, and living area framing commanding views of the water. Perched at the edge of the

  Dawn Bellante Sandpiper Realty Inc

  11 Ephraim Allen Rd, Vineyard Haven, MA 02568
• 

  

  /41

  $14,500 per month plus fees

  • 5 Beds
  • 5.5 Baths
  • 3,392 Sq Ft
  • House for Rent

  76 School House Lane Wt101, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced

  Karen Overtoom Karen M. Overtoom R.E.

  76 School House Lane Wt101, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /47

  Est $2,416,524 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,627 Sq Ft

  24 Peacegate Way, Vineyard Haven, MA 02568

  24 Peacegate Way, Vineyard Haven, MA 02568

Showing Results 121 - 160, Page 4 of 18