Tisbury, MA Homes

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  /8

  $475,000

  • Land
  • 0.52 Acre
  • $913,462 per Acre

  36 Boylston Dr Unit 1.329, Edgartown, MA 02539

  Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

  Mark Jenkins Wallace & Co. Sotheby's

  36 Boylston Dr Unit 1.329, Edgartown, MA 02539
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  /22

  $3,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,703 Sq Ft
  • House for Rent

  41 Oak Lane Wt147, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

  Karen Overtoom Karen M. Overtoom R.E.

  41 Oak Lane Wt147, West Tisbury, MA 02575
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  /2

  $825,000 Sold Dec 03, 2025

  69 Summit Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1998

  Last Sold Summary

  • $661/SF
  • 1 Day On Market

  Last Listing Agent Susie Wallo Compass

  69 Summit Ave, Vineyard Haven, MA 02568
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  /47

  Est $2,491,900 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
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  /17

  $725,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  181 Circuit Ave, Oak Bluffs, MA 02557

  Location, location, location!! This chic, turnkey cottage has been completely renovated! Park your car, drop your bags and walk to everything - beaches, shops, restaurants, parks and the ferry! Enjoy the front deck, backyard patio or saunter across to Veira Park. Perfect family getaway or a great investment property with strong rental income history! Enjoy this adorable home all year around!

  Jennifer B. DaSilva Compass

  181 Circuit Ave, Oak Bluffs, MA 02557
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  /35

  $112,000 total monthly price

  • 6 Beds
  • 9 Baths
  • 5,732 Sq Ft
  • House for Rent

  31 Lamberts Cove Road Vh434, Tisbury, MA 02568

  Karen Overtoom Karen M. Overtoom R.E.

  31 Lamberts Cove Road Vh434, Tisbury, MA 02568
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  /40

  $650,000 Sold Sep 10, 2025

  25 Oak Ave, Oak Bluffs, MA 02557

  • 2 Beds
  • 0.5 Baths
  • 759 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $856/SF
  • 251 Days On Market

  Current Estimated Value $808,207

  Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

  25 Oak Ave, Oak Bluffs, MA 02557
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  /17

  Est $1,348,387 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  165 Weaver Ln, Vineyard Haven, MA 02568

  165 Weaver Ln, Vineyard Haven, MA 02568
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  /3

  $857,000

  • Land
  • 0.39 Acre
  • $2,209,902 per Acre

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

  OAK BLUFFS - A Rare Opportunity to purchase an Eight (8) Bedroom lot. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time.

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
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  /40

  $1,600,000 Sold Jan 06, 2026

  44 Tiffany Dr, Oak Bluffs, MA 02557

  • 4 Beds
  • 4 Baths
  • 3,927 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $407/SF
  • 115 Days On Market

  Last Listing Agent Sheila Morse Island Real Estate

  44 Tiffany Dr, Oak Bluffs, MA 02557
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  /21

  Est $1,498,188 Not Listed For Sale

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

  23 Anthiers Way, Edgartown, MA 02539

  23 Anthiers Way, Edgartown, MA 02539
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  /29

  $1,200,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  34 Pine Ln, Vineyard Haven, MA 02568

  One level living! This ranch-style home has a great layout and some sweet, unexpected features. The living spaces are opened up to each other allowing the wall of sliders in the living room to flood the rooms with light - and these sliders give access out to the deck with serene views of the woodlands beyond; where Stoney Hill Path bounds the entire south side of the property. The primary suite

  Candy DaRosa Feiner Real Estate

  34 Pine Ln, Vineyard Haven, MA 02568
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  /18

  $1,000,000 Sold Dec 12, 2025

  1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

  • 2 Beds
  • 2.5 Baths
  • 1 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $1,000,000/SF
  • 13 Days On Market

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
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  /17

  Est $1,100,157 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
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  /23

  $1,099,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,306 Sq Ft

  113 Leonard Cir, Vineyard Haven, MA 02568

  This charming four-bedroom Cape features an updated, open-concept design seamlessly connecting the living, kitchen, and dining areas. The first floor includes a bright, well-lit bedroom and an updated shared bathroom. Upstairs, the three additional bedrooms boast soaring cathedral ceilings that maximize natural light, creating a bright and cheerful atmosphere. A shared bath with a shower and

  Alyson Parker Karen M. Overtoom R.E.

  113 Leonard Cir, Vineyard Haven, MA 02568
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  /2

  $965,000 Sold Sep 04, 2025

  62 Jernegan Ave, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 1,886 Sq Ft
  • Built 1998

  Last Sold Summary

  • $512/SF
  • 0 Days On Market

  Current Estimated Value $1,034,012

  Last Listing Agent LINK Email Cache LINK

  62 Jernegan Ave, Edgartown, MA 02539
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  /32

  Est $2,564,442 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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  /12

  $1,495,000

  • 3 Beds
  • 4 Baths
  • 2,304 Sq Ft

  33 Alyssa Ln, Vineyard Haven, MA 02568

  Country Living so close to Town! Lovely 3/4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

  Stephanie Burke Portfolio Properties

  33 Alyssa Ln, Vineyard Haven, MA 02568
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  /2

  $1,595,000 Sold Jul 01, 2025

  10 Red Pony Rd, West Tisbury, MA 02568

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1998

  Last Sold Summary

  • $1,356/SF

  Current Estimated Value $1,633,982

  Last Listing Agent Lisa Da Silva Compass | Point B

  10 Red Pony Rd, West Tisbury, MA 02568
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  /36

  Est $1,567,885 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,144 Sq Ft

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568
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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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  /28

  $2,401,000 Sold Jan 06, 2026

  46 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,372 Sq Ft
  • Built 1992

  Last Sold Summary

  • $1,012/SF
  • 14 Days On Market

  Last Listing Agent Julianna Flanders Flanders Real Estate

  46 Bold Meadow Rd, Edgartown, MA 02539
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  /44

  Est $1,664,838 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,114 Sq Ft

  30 Hillside Path, Vineyard Haven, MA 02568

  30 Hillside Path, Vineyard Haven, MA 02568
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  /4

  $1,100,000

  • Land
  • 1 Acre
  • $1,100,000 per Acre

  25 Coffins Field Rd, Edgartown, MA 02539

  Per the BOH, this property can accommodate a 3 bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studioProperty is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation.Association Dues $650.00

  Casandra Hyland Sandpiper Realty, Inc.

  25 Coffins Field Rd, Edgartown, MA 02539
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  /2

  $600,000 Sold Jul 23, 2025

  84 12th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1978

  Last Sold Summary

  • $383/SF
  • 0 Days On Market

  Current Estimated Value $626,416

  Last Listing Agent LINK Email Cache LINK

  84 12th St S, Edgartown, MA 02539
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  /30

  Est $1,201,608 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,901 Sq Ft

  19 Renear St, Vineyard Haven, MA 02568

  19 Renear St, Vineyard Haven, MA 02568
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  /30

  $999,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  28 Barling Ave, Vineyard Haven, MA 02568

  Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

  Michael Schweikert Ocean Park Realty Inc

  28 Barling Ave, Vineyard Haven, MA 02568
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  /31

  $1,750,000 Sold Jun 06, 2025

  97 Snake Hollow, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $946/SF
  • 226 Days On Market

  Current Estimated Value $1,659,585

  Last Listing Agent Stephanie Roache Donnelly + Co.

  97 Snake Hollow, Vineyard Haven, MA 02568
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  /34

  Est $2,401,696 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  338 Bigelow Rd, Vineyard Haven, MA 02568

  338 Bigelow Rd, Vineyard Haven, MA 02568
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  /25

  $3,200,000

  • Land
  • 19.3 Acres
  • $165,803 per Acre

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

  A Rare Offering in West Tisbury — Over 19 Acres of OpportunityAn exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island towns, the property is also just minutes from the

  Jill Napior Tea Lane Associates

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
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  /30

  $1,226,500 Sold Oct 16, 2025

  9 Grovedale Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • $749/SF
  • 6 Days On Market

  Current Estimated Value $1,224,371

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

  9 Grovedale Rd, Oak Bluffs, MA 02557
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  /18

  Est $1,084,684 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1 Sq Ft

  10 Canterbury Ln, Vineyard Haven, MA 02568

  10 Canterbury Ln, Vineyard Haven, MA 02568
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  /33

  $925,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 987 Sq Ft

  1 Cottage Park, Oak Bluffs, MA 02557

  The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. This cherished three-bedroom, three-bathroom cottage seamlessly blends vintage charm with modern

  Diana Gilmore Island Real Estate

  1 Cottage Park, Oak Bluffs, MA 02557
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  /69

  $1,160,000 Sold Jan 05, 2026

  208 Irenes Way, Tisbury, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,961 Sq Ft
  • Built 2005

  Last Sold Summary

  • 24% Below List Price
  • $392/SF
  • 168 Days On Market

  Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

  208 Irenes Way, Tisbury, MA 02568
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  /32

  Est $1,295,089 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  58 Hagerty Dr, Vineyard Haven, MA 02568

  58 Hagerty Dr, Vineyard Haven, MA 02568
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  /35

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  96 Dunham Ave, Vineyard Haven, MA 02568

  This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

  Peter Cronig Cronigs Real Estate

  96 Dunham Ave, Vineyard Haven, MA 02568
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  /22

  $1,000,000 Sold Jul 31, 2025

  130 Wing Rd, Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Below List Price
  • $1,302/SF
  • 96 Days On Market

  Current Estimated Value $995,317

  Last Listing Agent Lynn Buder Sandpiper Realty Inc

  130 Wing Rd, Oak Bluffs, MA 02557
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  /18

  Est $1,171,874 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft

  5 Windsor Dr, Edgartown, MA 02539

  5 Windsor Dr, Edgartown, MA 02539
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  /20

  $640,000

  • 1 Bed
  • 1 Bath
  • 354 Sq Ft

  2 Lincoln Ave, Oak Bluffs, MA 02568

  Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

  Stacy Ickes Donnelly + Co

  2 Lincoln Ave, Oak Bluffs, MA 02568
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  /33

  $2,637,500 Sold Dec 12, 2025

  36 Tashmoo Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft
  • Built 1888

  Last Sold Summary

  • 20% Below List Price
  • $952/SF
  • 355 Days On Market

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  36 Tashmoo Ave, Vineyard Haven, MA 02568

Showing Results 161 - 200, Page 5 of 18