Tisbury, MA Homes

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  $560,000

  • 1 Bed
  • 1.5 Baths
  • 590 Sq Ft

  21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568

  Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

  Diana Gilmore Island Real Estate

  21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
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  $25,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,334 Sq Ft
  • House for Rent

  100 Connie's Way Vh401, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,250. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

  Karen Overtoom Karen M. Overtoom R.E.

  100 Connie's Way Vh401, Tisbury, MA 02568
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  $1,095,000 Sold May 02, 2025

  31 Davis St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,945 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $563/SF
  • 5 Days On Market

  Current Estimated Value $1,165,193

  Last Listing Agent Sheila Morse Island Real Estate

  31 Davis St, Vineyard Haven, MA 02568
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  Est $1,294,940 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  16 Rock Pond Rd, Vineyard Haven, MA 02568

  16 Rock Pond Rd, Vineyard Haven, MA 02568
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  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,583 Sq Ft

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

  Prime Martha’s Vineyard location! Nestled on 1.4 acres in the sought-after Vineyard Meadow Farms neighborhood, this property offers an exceptional combination of privacy, convenience, and potential. Ideally situated in West Tisbury, close to Edgartown and Vineyard Haven, residents enjoy easy access to local shops, restaurants, and amenities, as well as the island’s most beautiful

  Maranda Post Compass | The O'Hanlon Group

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
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  $12,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  223 Sandpiper Lane Vh405, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three bedroom two bath condo is just a short walk to association tennis, pool and the beach. Comfortable easy summer living with outdoor shower, spacious deck, and central AC for those really hot August days!Amenities include Direct TV DVD set up. There is an open

  Karen Overtoom Karen M. Overtoom R.E.

  223 Sandpiper Lane Vh405, Tisbury, MA 02568
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  $1,645,000 Sold Feb 21, 2025

  49 Oak Ln, West Tisbury, MA 02575

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Above List Price
  • $639/SF
  • 6 Days On Market

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  49 Oak Ln, West Tisbury, MA 02575
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  Est $1,849,834 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1 Sq Ft

  179 Main St, Vineyard Haven, MA 02568

  179 Main St, Vineyard Haven, MA 02568
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  $1,600,000

  • 4 Beds
  • 3 Baths
  • 1,975 Sq Ft

  68 20th St S, Edgartown, MA 02539

  This well-maintained custom Cape Cod–style home is ideally suited for year-round living, vacation getaway, or employee housing. Located at the end of a quiet street next to Pennywise Preserve conservation land, it enjoys extra privacy. The main level features an open layout with vaulted ceilings. There is a spacious den above an oversized two-car garage and an expansive deck for entertaining

  Carol Shore Donnelly + Co

  68 20th St S, Edgartown, MA 02539
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  $32,500 total monthly price

  • 6 Beds
  • 4.5 Baths
  • 3,222 Sq Ft
  • House for Rent

  100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

  Karen Overtoom Karen M. Overtoom R.E.

  100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
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  $505,000 Sold Sep 26, 2025

  02 John Hoft Rd Unit 2, Tisbury, MA 02568

  • Land
  • 1.3 Acres
  • $388,462 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 120 Days On Market

  Last Listing Agent Tony Tobia Tobia Real Estate, LTD

  02 John Hoft Rd Unit 2, Tisbury, MA 02568
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  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,092 Sq Ft

  670 State Rd, Vineyard Haven, MA 02568

  670 State Rd, Vineyard Haven, MA 02568
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  $5,325,000

  • 6 Beds
  • 4 Baths
  • 2,890 Sq Ft

  4 Canonicus Ave, Oak Bluffs, MA 02557

  Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  4 Canonicus Ave, Oak Bluffs, MA 02557
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  $64,000 total monthly price

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

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in

  Karen Overtoom Karen M. Overtoom R.E.

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557
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  $1,500,000 Sold Jan 23, 2026

  128 W Spring St, Vineyard Haven, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 2,436 Sq Ft
  • Built 2013

  Last Sold Summary

  • 14% Below List Price
  • $616/SF
  • 145 Days On Market

  Last Listing Agent David Dickinson Compass

  128 W Spring St, Vineyard Haven, MA 02568
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  Est $1,210,459 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  29 Dunham Ave, Vineyard Haven, MA 02568

  29 Dunham Ave, Vineyard Haven, MA 02568
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  $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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  $20,000 total monthly price

  • 3 Beds
  • 3 Baths
  • House for Rent

  40 Hidden Cove Rd, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

  Karen Overtoom Karen M. Overtoom R.E.

  40 Hidden Cove Rd, Oak Bluffs, MA 02557
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  $1,700,000 Sold Nov 03, 2025

  35 Tower Ridge Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 4 Baths
  • 2,558 Sq Ft
  • Built 1986

  Last Sold Summary

  • 20% Below List Price
  • $665/SF
  • 118 Days On Market

  Current Estimated Value $1,741,804

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc

  35 Tower Ridge Rd, Oak Bluffs, MA 02557
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  Est $644,549 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 658 Sq Ft

  5 Village Ct Unit 3, Vineyard Haven, MA 02568

  5 Village Ct Unit 3, Vineyard Haven, MA 02568
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  $799,000

  • 2 Beds
  • 1 Bath
  • 861 Sq Ft

  24 School St, Oak Bluffs, MA 02557

  An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining

  Stephanie Roache Donnelly + Co

  24 School St, Oak Bluffs, MA 02557
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  $24,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • House for Rent

  5 Laurel Ave, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage décor and beautiful bamboo floors. Entertainment options include

  Karen Overtoom Karen M. Overtoom R.E.

  5 Laurel Ave, Oak Bluffs, MA 02557
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  $1,995,000 Sold Aug 29, 2025

  26 Box Turtle Ln, Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 2,891 Sq Ft
  • Built 1980

  Last Sold Summary

  • $690/SF
  • 5 Days On Market

  Current Estimated Value $2,194,577

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  26 Box Turtle Ln, Oak Bluffs, MA 02557
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  Est $2,711,689 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,252 Sq Ft

  5 Bold Meadow Cir, Edgartown, MA 02539

  5 Bold Meadow Cir, Edgartown, MA 02539
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  $835,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  51 Lantern Ln, Vineyard Haven, MA 02568

  Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

  51 Lantern Ln, Vineyard Haven, MA 02568
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  $20,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • House for Rent

  291 Barnes Rd Ob516, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. BOAT MOORING INCLUDED.

  Karen Overtoom Karen M. Overtoom R.E.

  291 Barnes Rd Ob516, Oak Bluffs, MA 02557
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  $995,000 Sold Nov 06, 2025

  2 Flamingo Dr, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Below List Price
  • $1,005/SF
  • 5 Days On Market

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  2 Flamingo Dr, Edgartown, MA 02539
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  Est $4,514,456 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,305 Sq Ft

  225 Bigelow Rd, Vineyard Haven, MA 02568

  225 Bigelow Rd, Vineyard Haven, MA 02568
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  $625,000

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

  MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island. At the bottom of the hill you will find

  Rene Jackson Island Real Estate

  124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
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  $14,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  59 Prospect Ave Ob502, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

  Karen Overtoom Karen M. Overtoom R.E.

  59 Prospect Ave Ob502, Oak Bluffs, MA 02557
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  $1,890,000 Sold Aug 29, 2025

  1 Thames Ct, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 3,270 Sq Ft
  • Built 1981

  Last Sold Summary

  • $578/SF
  • 38 Days On Market

  Current Estimated Value $2,163,428

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  1 Thames Ct, Edgartown, MA 02539
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  Est $1,757,793 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft

  21 Bold Meadow Ln, Edgartown, MA 02539

  21 Bold Meadow Ln, Edgartown, MA 02539
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  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  112 3rd St N, Edgartown, MA 02568

  Nestled on a lush and private parcel close to The Boulevard, this contemporary three-bedroom, two-bath residence offers the perfect blend of style and comfortable living. Highlights include a gas fireplace, wood floors, an expansive deck to relax on, and established gardens. There’s even a shed to store all your summer gear. Enjoy this oasis as is or use as a foundation for future

  Kristin Buck Donnelly + Co.

  112 3rd St N, Edgartown, MA 02568
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  $18,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

  Karen Overtoom Karen M. Overtoom R.E.

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
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  $899,000 Sold Jul 11, 2025

  8 Rock Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1.5 Baths
  • 955 Sq Ft
  • Built 1871

  Last Sold Summary

  • $941/SF
  • 6 Days On Market

  Current Estimated Value $898,936

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  8 Rock Ave, Oak Bluffs, MA 02557
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  Est $1,371,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  46 Windsor Dr, Edgartown, MA 02539

  46 Windsor Dr, Edgartown, MA 02539
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  $849,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  26 Winthrop Ave, Oak Bluffs, MA 02557

  Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  26 Winthrop Ave, Oak Bluffs, MA 02557
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  $38,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  17 Otis Bassett Rd, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

  Karen Overtoom Karen M. Overtoom R.E.

  17 Otis Bassett Rd, West Tisbury, MA 02575
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  $980,000 Sold Mar 26, 2025

  11 Fairway Dr, Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 1,608 Sq Ft
  • Built 1969

  Last Sold Summary

  • 18% Below List Price
  • $609/SF
  • 191 Days On Market

  Current Estimated Value $1,040,446

  Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

  11 Fairway Dr, Oak Bluffs, MA 02557
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  Est $7,322,137 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

Showing Results 81 - 120, Page 3 of 18