Tisbury, MA Homes

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  /41

  $1,999,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,420 Sq Ft

  28 Roger's Way, Oak Bluffs, MA 02557

  NEW CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, a wall of glass with windows and sliding glass doors from the dining area and living room area. There is a well designed mudroom area with

  Michele Casavant Vineyard Village Realty

  28 Roger's Way, Oak Bluffs, MA 02557
• 

  

  

  /15

  $7,500 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  83 Ashtons Way, Vineyard Haven, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $1,875. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This two bedroom cottage is set in a private setting in the woods, just a short distance to downtown Vineyard Haven. Sleeps four comfortably, open living space, deck and outside shower. If rented with the main house, access to private association beach and golf would be

  Karen Overtoom Karen M. Overtoom R.E.

  83 Ashtons Way, Vineyard Haven, MA 02568
• 

  

  

  /42

  $3,305,000 Sold Jan 22, 2025

  • 2,548 Sq Ft
  • $1297/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1820

  34 School St, Edgartown, MA 02539

  *"Total selling price was $3,343,700, which included the cost to tie into Town Sewer. Welcome to 34 School Street, a distinguished residence nestled in Edgartown's much sought-after Historic District. This stately home, built in 1820, is located steps from the shops and restaurants on Main Street. Sited on a 0.13-acre lot, the property has four bedrooms and three bathrooms. Updates included an

  Patricia Lyman Compass

  34 School St, Edgartown, MA 02539
• 

  

  

  /48

  Est $1,774,631 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
• 

  

  

  /23

  $1,795,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  25 Hampson Ave, Oak Bluffs, MA 02568

  Location is everything. Fantastic Cape in a quiet neighborhood, just a 10-minute walk to harbor and downtown. The first-floor plan includes a spacious living-room that opens to an eat-in kitchen, large Master with full bath, and a second bedroom with a full bath. The second floor has a beautiful large open space area for a media room, study or playroom and 2 more large bedrooms with another full

  Lenny Altieri Premier Properties

  25 Hampson Ave, Oak Bluffs, MA 02568
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  /40

  $32,500 per month

  • 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
• 

  

  /31

  $1,499,000 Sold Jan 15, 2025

  • 2,623 Sq Ft
  • $571/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  13 W Meadow Ln, Oak Bluffs, MA 02557

  UNLOCK THE POTENTIAL WITH THIS SUPERB LOCATION. Meadow View Farm Association is close to Farm Neck Golf Course, just minutes from the vibrant downtown and the islands best beaches. This charming colonial is an incredible opportunity for those looking to put their personal touch on a Marthas Vineyard property. The home features a private entrance to the third bedroom with a private bathroom

  Kevin Hourihan Coldwell Banker Realty

  13 W Meadow Ln, Oak Bluffs, MA 02557
• 

  

  /19

  Est $1,380,310 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft

  26 Holly Bear Ln, Edgartown, MA 02539

  26 Holly Bear Ln, Edgartown, MA 02539
• 

  

  /15

  $1,169,000

  • 3 Beds
  • 2 Baths
  • 450 Sq Ft

  96 Manchester Ave, Oak Bluffs, MA 02557

  Nestled in the sought-after Lagoon Heights in Oak Bluffs, 96 Manchester Ave is a charming Cape-style home offering a perfect blend of comfort and coastal charm. This well-maintained residence features three spacious bedrooms and two bathrooms. Recent updates enhance both style and functionality, including a new roof, numerous Andersen windows, an outdoor shower, and fresh interior paint. The

  Clifford Ponte

  96 Manchester Ave, Oak Bluffs, MA 02557
• 

  

  /17

  $12,000 per month

  • 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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  /46

  $1,162,500 Sold Jan 10, 2025

  • 788 Sq Ft
  • $1475/SF
  • 111 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  14 Forest Hill Ave, Oak Bluffs, MA 02557

  LOCATION, LOCATION, LOCATION..House & Guest House. Turnkey! A short stroll to town where you find shopping, dining, beaches, ferries .... and on the way pass through the Oak Bluffs Art's District, the Martha's Vineyard Camp-Meeting Association featuring the iconic Tabernacle and over 300 Gingerbread cottages. Oak Bluffs elementary school is just a few blocks away. This property offers a main

  Rene Ben David Ocean Park Realty, Inc.

  14 Forest Hill Ave, Oak Bluffs, MA 02557
• 

  

  /31

  Est $1,383,685 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
• 

  

  /53

  $5,999,000

  • 4 Beds
  • 3.5 Baths
  • 2,995 Sq Ft

  135 The Blvd, Edgartown, MA 02539

  Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

  Stephanie Roache Donnelly + Co.

  135 The Blvd, Edgartown, MA 02539
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  /34

  $25,000 per month

  • 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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  /30

  $1,125,000 Sold Jan 06, 2025

  • 1,901 Sq Ft
  • $592/SF
  • 109 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  19 Renear St, Vineyard Haven, MA 02568

  This four bedroom, three bathroom home is just a short walk to Downtown Vineyard Haven. The home was renovated in 2017 which included expanding the second floor, new windows, new roof, and new siding. The first floor features an open living/dining area, kitchen with stainless steel appliances, a full bathroom, and a bedroom with a walk in closet and built-in shelving/desk. The second floor has

  Michael Schweikert Ocean Park Realty, Inc.

  19 Renear St, Vineyard Haven, MA 02568
• 

  

  /20

  Est $1,719,990 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
• 

  

  /5

  $2,200,000

  • Land
  • 1.10 Acres
  • $2,000,000 per Acre

  0 Weaver Ln, Tisbury, MA 02568

  This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful neighborhood

  Gerret Conover LandVest MV

  0 Weaver Ln, Tisbury, MA 02568
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  /20

  $20,000 per month

  • 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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  /40

  $4,200,000 Sold Jan 06, 2025

  • 5,763 Sq Ft
  • $729/SF
  • 144 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2024

  27 Bold Meadow Rd, Edgartown, MA 02539

  NEW CONSTRUCTION. This EDGARTOWN COMPOUND offers it ALL! The Home has 5,763 square feet of high quality finished living space. There is a 14 X 40 ft. heated saltwater gunite pool with a waterfall feature and an 8 ft. round built in Spa. The Pool House features a half bath, kitchenette, cathedral ceiling, air conditioning and sliding glass doors. There is a detached garage with cathedral ceiling

  Michele Casavant Vineyard Village Realty

  27 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /27

  Est $906,777 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  84 Pine Tree Rd, Vineyard Haven, MA 02568

  84 Pine Tree Rd, Vineyard Haven, MA 02568
• 

  

  /39

  $2,650,000

  • 4 Beds
  • 6 Baths
  • 2,694 Sq Ft

  16 Mockingbird Dr, Edgartown, MA 02539

  Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

  Emma Kennedy Sandpiper Realty Inc

  16 Mockingbird Dr, Edgartown, MA 02539
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  /29

  $64,000 per month

  • 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
• 

  

  /27

  $2,695,000 Sold Dec 27, 2024

  • 3,310 Sq Ft
  • $814/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1888

  484 Main St, Vineyard Haven, MA 02568

  Rare opportunity to own one of the largest wooded properties in West Chop. This 1.86 acre property includes over an acre of undeveloped wooded land, a beautiful historic colonial home that has been meticulously renovated and a newly developed adorable detached studio. The main house features an open floor plan with a brand new kitchen with a center island that opens into a living room and a

  Lenny Altieri Premier Properties

  484 Main St, Vineyard Haven, MA 02568
• 

  

  /47

  Est $2,327,195 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
• 

  

  /31

  $1,675,000

  • 2 Beds
  • 2.5 Baths
  • 1,532 Sq Ft

  26 Union St Unit 7, Tisbury, MA 02568

  Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower. Also on

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  26 Union St Unit 7, Tisbury, MA 02568
• 

  

  /25

  $24,000 per month

  • 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
• 

  

  /35

  $1,786,000 Sold Dec 27, 2024

  • 1,715 Sq Ft
  • $1041/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1991

  15 Bold Meadow Ln, Edgartown, MA 02539

  Move-In Perfect Bold Meadow Retreat - This charming expanded Cape greets you with delightful window boxes and a welcoming brick walkway, setting the tone for the warmth and character found within. The home boasts a well-thought-out open floor plan, featuring an inviting Living Room complete with wood-burning fireplace and custom built-ins and an adjacent Dining Room providing the perfect setting

  Wendy Harman Compass

  15 Bold Meadow Ln, Edgartown, MA 02539
• 

  

  /21

  Est $1,508,773 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft

  23 Anthiers Way, Edgartown, MA 02539

  23 Anthiers Way, Edgartown, MA 02539
• 

  

  /18

  $1,050,000

  • 1 Bed
  • 2 Baths
  • 1,401 Sq Ft

  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
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  /30

  $20,000 per month

  • 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
• 

  

  /29

  $2,250,000 Sold Dec 27, 2024

  • 1,705 Sq Ft
  • $1320/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1976

  47 Stonebridge Rd, West Tisbury, MA 02568

  Lamberts Cove Beach access, first and second floor water views, and a warm and inviting home in a private West Tisbury location - that is what is on offer here. The home was recently upgraded with a new kitchen and bathrooms. The primary bedroom suite has even better views than those from the first floor. The walkout lower level is a two bedroom suite with full bath, sitting area, kitchenette,

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  47 Stonebridge Rd, West Tisbury, MA 02568
• 

  

  /17

  Est $1,081,353 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft

  10 Briarwood Ln, Vineyard Haven, MA 02568

  10 Briarwood Ln, Vineyard Haven, MA 02568
• 

  

  /35

  $1,895,000

  • 2 Beds
  • 3 Baths
  • 1,737 Sq Ft

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568

  The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area

  Michele Moore Island Real Estate

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568
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  /14

  $14,200 per month

  • 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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  /26

  $1,180,000 Sold Dec 16, 2024

  • 1,596 Sq Ft
  • $739/SF
  • 122 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1859

  986 State Rd, West Tisbury, MA 02575

  This vintage charmer on over 4 acres in West Tisbury Village is convenient to everything, yet removed enough for a peaceful retreat. Generous rooms and interior space provide opportunities for future changes and system upgrades. Original refinished wood floors, first floor laundry and bedroom, plus ample closet/storage space. The expanded living room runs from front to back and includes a cozy

  986 State Rd, West Tisbury, MA 02575
• 

  

  /34

  Est $1,237,283 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  38 Lake St, Vineyard Haven, MA 02568

  38 Lake St, Vineyard Haven, MA 02568
• 

  

  /42

  $2,850,000

  • 4 Beds
  • 4 Baths
  • 3,284 Sq Ft

  37 Memphremagog Ave, Vineyard Haven, MA 02568

  Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind or host family and friends. With over 3,200 s.f. of living space that includes four bedrooms, four baths, an open concept high-end kitchen,

  Courtney Marek Sandpiper Realty Inc

  37 Memphremagog Ave, Vineyard Haven, MA 02568
• 

  

  /28

  $38,000 per month

  • 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
• 

  

  /38

  $1,400,000 Sold Dec 13, 2024

  • 1,931 Sq Ft
  • $725/SF
  • 133 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1900

  82 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

  Welcome to this professionally designed, fully renovated gem! This 5 bedroom, 3-1/2 bath home is a stunning blend of classic charm and modern luxury! Brand new kitchen, new bathrooms, living areas - adorned with high-end modern finishes and fixtures; new porch, deck, landscaping and more! This home is conveniently located 1 mile away from downtown Vineyard Haven which offers restaurants,

  Jennifer B. DaSilva Compass

  82 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
• 

  

  /26

  Est $2,588,922 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,276 Sq Ft

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

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