19,751

Martha's Vineyard, MA Homes

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  • /26

    $32,500,000

    • 9 Beds
    • 12 Baths
    • 7,190 Sq Ft

    61 Butlers Cove, Edgartown, MA 02539

    Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, two private beaches, and a rare walking path to the pristine South Shore. Set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows, Beach Farm is just a short bike ride to

    Brian Dougherty Corcoran Property Advisors

    61 Butlers Cove, Edgartown, MA 02539
  • /19

    $24,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    44 Flanders Ln, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.!! SEE WEB SITE FOR WEEKLY PRICING. This house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Visit town to watch sunsets in Menemsha, dine in one of the places to eat there or take in a day at the beach.Access to and parking for beautiful private association beach.

    Karen Overtoom Karen M. Overtoom R.E.

    44 Flanders Ln, Chilmark, MA 02535
  • /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

    Current Estimated Value $2,393,389

    Last Listing Agent Julianna Flanders Flanders Real Estate

    46 Bold Meadow Rd, Edgartown, MA 02539
    • /43

      Not Listed For Sale

      7 N Bog Rd, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,094 Sq Ft
      • Built 1994
      7 N Bog Rd, Edgartown, MA 02539

      Last Sold Summary

      • 276 Days On Market

  • /33

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 1,645 Sq Ft

    7 Ploughshare Ln, Oak Bluffs, MA 02557

    Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layout flows seamlessly from the fireplaced living room and kitchen through the dining area to an

    Emma Kennedy Sandpiper Realty, Inc.

    7 Ploughshare Ln, Oak Bluffs, MA 02557
  • /39

    $46,000 Per Month

    • 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
  • /2

    $2,375,000

    Sold Jul 01, 2025

    24 Smiths Way, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft
    • Built 1964

    Last Sold Summary

    • $970/SF
    • 0 Days On Market

    Current Estimated Value $2,402,216

    Last Listing Agent LINK Email Cache LINK

    24 Smiths Way, Edgartown, MA 02539
    • /32

      Est $2,416,214

      Not Listed For Sale

      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,276 Sq Ft
      • Built 1970
      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 220 Days On Market

  • /48

    $5,850,000

    • 6 Beds
    • 6.5 Baths
    • 3,608 Sq Ft

    9 Ridge Hill Rd, Chilmark, MA 02535

    Set on three beautifully landscaped acres, this exceptional six-bedroom property offers a seamless blend of modern farmhouse design and timeless Vineyard appeal. The estate features a five-bedroom, five and a half bathroom main residence, along with a one-bedroom guest suite above a two-car barn and 16' x 40' swimming pool. This thoughtfully designed post and beam main home was featured in

    Alexis Holden Tea Lane Associates

    9 Ridge Hill Rd, Chilmark, MA 02535
  • /12

    $6,180 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,872 Sq Ft
    • House for Rent

    44 Music St Wt153, West Tisbury, MA 02575

    PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

    Karen Overtoom Karen M. Overtoom R.E.

    44 Music St Wt153, West Tisbury, MA 02575
  • /10

    $4,895,000

    Sold Feb 13, 2026

    64 Crowell Ln, Tisbury, MA 02568

    • 5 Beds
    • 6.5 Baths
    • 4,216 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,161/SF
    • 307 Days On Market

    Current Estimated Value $3,101,801

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    64 Crowell Ln, Tisbury, MA 02568
    • /23

      Not Listed For Sale

      51 Blueberry Ridge Ln, Chilmark, MA 02535

      • 6 Beds
      • 3.5 Baths
      • 2,229 Sq Ft
      • Built 1989
      51 Blueberry Ridge Ln, Chilmark, MA 02535

      Last Sold Summary

      • 11 Days On Market

  • /31

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,234 Sq Ft

    43 Sengekontacket Rd, Oak Bluffs, MA 02557

    Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

    Peyton Wallace Studio Realty

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
  • /29

    $10,900 Per Month

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • House for Rent

    58 Forest Rd Wt140, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.

    Karen Overtoom Karen M. Overtoom R.E.

    58 Forest Rd Wt140, West Tisbury, MA 02575
  • /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 $740,140

    Last Listing Agent LINK Email Cache LINK

    84 12th St S, Edgartown, MA 02539
    • /2

      Est $1,717,360

      Not Listed For Sale

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,144 Sq Ft
      • Built 1900
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • /6

    $599,000

    • Land
    • 3,049 Sq Ft
    • $8,557,143 per Acre

    112 Dukes County Ave, Oak Bluffs, MA 02557

    Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha's Vineyard's most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park.This level lot includes an existing poured concrete foundation and MVC-approved plans by Sullivan &

    Rose Ryley Wallace & Co. Sotheby's International Realty

    112 Dukes County Ave, Oak Bluffs, MA 02557
  • /13

    $15,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    19 Lighthouse Road Aq605, Aquinnah, MA 02535

    This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lighthouse Road Aq605, Aquinnah, MA 02535
  • /2

    $700,000

    Sold Jun 30, 2025

    8 Baylies Way Unit 15.5, Edgartown, MA 02539

    • Land
    • 1.03 Acres
    • $679,612 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 0 Days On Market

    Last Listing Agent Wendy Harman Compass | Point B

    8 Baylies Way Unit 15.5, Edgartown, MA 02539
    • /44

      Est $1,717,112

      Not Listed For Sale

      30 Hillside Path, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 3,114 Sq Ft
      • Built 1999
      30 Hillside Path, Vineyard Haven, MA 02568

      Last Sold Summary

      • 39 Days On Market

  • /41

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,628 Sq Ft

    7 Pipn Cir, Edgartown, MA 02539

    Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own

    Dawn Bellante Sandpiper Realty, Inc.

    7 Pipn Cir, Edgartown, MA 02539
  • /31

    $50,000 Per Month

    • 5 Beds
    • 5 Baths
    • 2,975 Sq Ft
    • House for Rent

    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to

    Karen Overtoom Karen M. Overtoom R.E.

    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
  • /27

    $1,775,000

    Sold Sep 10, 2025

    13 Hotchkiss Ln, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 2,328 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $762/SF
    • 61 Days On Market

    Current Estimated Value $1,877,179

    Last Listing Agent Joan Dunayer Martha's Vineyard R.E.

    13 Hotchkiss Ln, Edgartown, MA 02539
    • /31

      Est $2,561,468

      Not Listed For Sale

      106 Panhandle Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 3,310 Sq Ft
      • Built 1991
      106 Panhandle Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 80 Days On Market

  • /37

    $1,795,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,552 Sq Ft

    10 Danls Way, West Tisbury, MA 02575

    Historic West Tisbury Farmhouse with Guest Cottage Set on 1.27 acres in the heart of West Tisbury, this four-bedroom farmhouse and separate one-bedroom guest cottage offer a rare opportunity to create a quintessential Martha’s Vineyard family compound. Ideally located near Alley’s General Store, 7a Foods, and North Tisbury Village, the property also provides convenient access to beaches and

    Emma Bryant Studio Realty

    10 Danls Way, West Tisbury, MA 02575
  • /25

    $80,000 Per Month

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

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

    Karen Overtoom Karen M. Overtoom R.E.

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
  • /5

    $1,200,000

    Sold Jan 22, 2026

    58 Marthas Rd Unit 70, Edgartown, MA 02539

    • Land
    • 21,780 Sq Ft
    • $2,400,000 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 179 Days On Market

    Last Listing Agent Katherine Donahue Sandpiper Realty

    58 Marthas Rd Unit 70, Edgartown, MA 02539
    • /37

      Est $2,116,395

      Not Listed For Sale

      24 Pulpit Ln, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 2,097 Sq Ft
      • Built 2001
      24 Pulpit Ln, Edgartown, MA 02539

      Last Sold Summary

      • 5 Days On Market

  • /9

    $1,395,000

    $600K PRICE DROP
    • 0.5 Baths
    • 1,283 Sq Ft

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

    Jarrett Hurwitz Keller Williams Realty

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /34

    $12,000 Per Month

    • 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
  • /2

    $1,000,000

    Sold Oct 21, 2025

    32 Pine St, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 979 Sq Ft
    • Built 1940

    Last Sold Summary

    • $1,021/SF
    • 0 Days On Market

    Current Estimated Value $1,165,388

    Last Listing Agent LINK Email Cache LINK

    32 Pine St, Edgartown, MA 02539
    • /2

      Est $1,860,283

      Not Listed For Sale

      54 Bold Meadow Rd, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,026 Sq Ft
      • Built 1993
      54 Bold Meadow Rd, Edgartown, MA 02539

  • /47

    $5,450,000

    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

    Lesley Heidt Sandpiper Realty

    8 Paddock Rd, Oak Bluffs, MA 02557
  • /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
  • /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

    Current Estimated Value $1,271,403

    Last Listing Agent Emma Bryant Studio Realty

    208 Irenes Way, Tisbury, MA 02568
    • /19

      Est $1,117,696

      Not Listed For Sale

      31 9th St N, Edgartown, MA 02539

      • 2 Beds
      • 1.5 Baths
      • 1,275 Sq Ft
      • Built 1972
      31 9th St N, Edgartown, MA 02539

      Last Sold Summary

      • 45 Days On Market

  • /29

    $10,950,000

    $2M PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    16 Shotnaigher Ln, Chilmark, MA 02535

    New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

    Rebecca V Conroy Conroy & Company R.E., Inc.

    16 Shotnaigher Ln, Chilmark, MA 02535
  • /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
  • /8

    $435,000

    Sold Apr 16, 2026

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    • Land
    • 22,651 Sq Ft
    • $836,538 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 131 Days On Market

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    • /33

      Est $4,702,473

      Not Listed For Sale

      62 S Water St, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,807 Sq Ft
      • Built 1825
      62 S Water St, Edgartown, MA 02539

      Last Sold Summary

      • 187 Days On Market

Showing Results 281 - 320, Page 8 of 18

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