Gosnold, MA Homes

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  $7,950,000

  • 5 Beds
  • 7 Baths
  • 4,531 Sq Ft

  85 Reservoir Rd, Vineyard Haven, MA 02568

  Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  85 Reservoir Rd, Vineyard Haven, MA 02568
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  $19,000 per month

  • 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
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  $749,000 Sold Apr 14, 2025

  488 Lighthouse Rd, Aquinnah, MA 02535

  • 1 Bed
  • 0.5 Baths
  • 240 Sq Ft
  • Built 1980

  Last Sold Summary

  • $3,121/SF
  • 0 Days On Market

  Current Estimated Value $1,148,400

  Last Listing Agent Meg Bodnar Tea Lane Associates

  488 Lighthouse Rd, Aquinnah, MA 02535
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  Est $3,390,784 Not Listed For Sale

  3 Oxcart Rd, Aquinnah, MA 02535

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1970

  3 Oxcart Rd, Aquinnah, MA 02535

  Last Sold Summary

  • 3% Above List Price
  • $2,558/SF
  • 4 Days On Market

  Last Sold Price $3,295,000

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate
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  $1,295,000

  • Land
  • 4.4 Acres
  • $294,318 per Acre

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535

  This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. There are so many outstanding possibilities for a future Buyer to build their dream home on this

  Elissa Lash Tea Lane Associates

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
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  $10,000 per month

  • 6 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  15 Crowell Lane Wt119, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

  Karen Overtoom Karen M. Overtoom R.E.

  15 Crowell Lane Wt119, West Tisbury, MA 02575
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  $1,325,000 Sold Aug 29, 2025

  19 S Vine Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $669/SF
  • 89 Days On Market

  Current Estimated Value $1,481,257

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

  19 S Vine Ln, Vineyard Haven, MA 02568
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  Est $655,458 Not Listed For Sale

  1 Carroll Ln, Chilmark, MA 02535

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft
  • Built 1920

  1 Carroll Ln, Chilmark, MA 02535

  Last Sold Summary

  • 46% Above List Price
  • $636/SF
  • 21 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Nicholas Korba Landmarks at TODAY Real Estate
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  $22,950,000

  • 7 Beds
  • 8.5 Baths
  • 8,200 Sq Ft

  60 Bartimus Luce Rd, Vineyard Haven, MA 02568

  This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

  Gerrett Conover Landvest MV

  60 Bartimus Luce Rd, Vineyard Haven, MA 02568
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  $13,600 per month

  • 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
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  $15,000,000 Sold Apr 09, 2025

  8 Snail Rd, Chilmark, MA 02535

  • 6 Beds
  • 7 Baths
  • 6,967 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Above List Price
  • $2,153/SF
  • 25 Days On Market

  Current Estimated Value $12,341,145

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

  8 Snail Rd, Chilmark, MA 02535
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  Est $1,694,033 Not Listed For Sale

  7 Flanders Ln, Chilmark, MA 02535

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1954

  7 Flanders Ln, Chilmark, MA 02535

  Last Sold Summary

  • 1% Above List Price
  • $1,400/SF
  • 4 Days On Market

  Last Sold Price $1,680,000

  Last Listing Agent Meg Bodnar Tea Lane Associates
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  $499,900

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  22 3rd St, Westport, MA 02790

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $4,999 back in closing costs credits OR $2,159 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits! Opportunity knocks in one of Westport's most desirable coastal pockets. Located just

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  22 3rd St, Westport, MA 02790
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  $10,000 per month

  • 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
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  $1,500,000 Sold Sep 25, 2025

  190 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  Last Sold Summary

  • 15% Below List Price
  • $1,071/SF
  • 43 Days On Market

  Current Estimated Value $1,520,498

  Last Listing Agent Kathleen Kendrick Kendrick Real Estate

  190 Longview Rd, Vineyard Haven, MA 02568
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  Est $1,576,691 Not Listed For Sale

  12 Harbor Hill Rd, Chilmark, MA 02535

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Built 1955

  12 Harbor Hill Rd, Chilmark, MA 02535

  Last Sold Summary

  • 13% Above List Price
  • $2,188/SF
  • 0 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Deb Hancock Hancock Real Estate
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  $2,500,000

  • Land
  • 1.4 Acres
  • $1,785,714 per Acre

  2 Other House Rd Unit 173, Chilmark, MA 02535

  Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

  Russell Maloney Russell Maloney Real Estate

  2 Other House Rd Unit 173, Chilmark, MA 02535
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  $14,500 per month

  • 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 proportions

  Karen Overtoom Karen M. Overtoom R.E.

  76 School House Lane Wt101, West Tisbury, MA 02575
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  $1,575,000 Sold Jan 09, 2026

  453 Lighthouse Rd, Aquinnah, MA 02535

  • 3 Beds
  • 4 Baths
  • 2,308 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $682/SF
  • 169 Days On Market

  Current Estimated Value $1,601,784

  Last Listing Agent We Close Deals Team Lamacchia Realty, Inc.

  453 Lighthouse Rd, Aquinnah, MA 02535
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  Est $2,722,278 Not Listed For Sale

  27 Ocean View Farm Rd, Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1964

  27 Ocean View Farm Rd, Chilmark, MA 02535

  Last Sold Summary

  • 24% Above List Price
  • $898/SF
  • 182 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent Russell Maloney Russel Maloney Real Estate
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  $1,575,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  45 Quenames Rd, Chilmark, MA 02535

  Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with

  Dawn Bellante Sandpiper Realty, Inc.

  45 Quenames Rd, Chilmark, MA 02535
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  $10,800 per month

  • 4 Beds
  • 2 Baths
  • 702 Sq Ft
  • House for Rent

  141 N Rd Ch202, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a

  Karen Overtoom Karen M. Overtoom R.E.

  141 N Rd Ch202, Chilmark, MA 02535
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  $8,178,500 Sold Oct 27, 2025

  94 Menemsha Inn Rd, Chilmark, MA 02535

  • 6 Beds
  • 4.5 Baths
  • 4,104 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $1,993/SF
  • 38 Days On Market

  Last Listing Agent Julianna Flanders Flanders Real Estate

  94 Menemsha Inn Rd, Chilmark, MA 02535
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  Est $2,566,601 Not Listed For Sale

  276 South Rd, Chilmark, MA 02535

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft
  • Built 1981

  276 South Rd, Chilmark, MA 02535

  Last Sold Summary

  • 32% Above List Price
  • $959/SF
  • 122 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Julianna Flanders Flanders Real Estate
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  $1,595,000

  • Land
  • 3.2 Acres
  • $498,438 per Acre

  9 Beach Pebble Rd, Vineyard Haven, MA 02568

  Vacant land in West Tisbury's Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive neighborhood. This property presents a unique opportunity to create an exceptional island retreat.

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  9 Beach Pebble Rd, Vineyard Haven, MA 02568
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  $7,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,107 Sq Ft
  • House for Rent

  2 Paddock Cir, Chilmark, MA 02535

  Karen Overtoom Karen M. Overtoom R.E.

  2 Paddock Cir, Chilmark, MA 02535
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  $685,000 Sold May 30, 2025

  23 2nd St, Westport, MA 02790

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Below List Price
  • $585/SF
  • 2 Days On Market

  Current Estimated Value $712,684

  Last Listing Agent LP Home Team Residential Properties Ltd.

  23 2nd St, Westport, MA 02790
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  Est $2,261,629 Not Listed For Sale

  2 Rockrose Path, Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1978

  2 Rockrose Path, Chilmark, MA 02535

  Last Sold Summary

  • 46% Above List Price
  • $816/SF
  • 414 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  $690,000

  • Land
  • 1.84 Acres
  • $375,000 per Acre

  Lot 2E Horseneck Rd, Dartmouth, MA 02748

  Rare opportunity to build on a picturesque 1.84-acre lot along desirable Horseneck Road in South Dartmouth. This buildable parcel offers both a wooded and partially cleared landscape -perfectly suited for a private custom home. Enjoy the best of coastal living with close proximity to Padanaram Village, Horseneck Beach, the Slocum River and Demarest Lloyd State Park. Located in a peaceful rural

  Lori Pacheco Anne Whiting Real Estate

  Lot 2E Horseneck Rd, Dartmouth, MA 02748
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  $2,475,000 Sold Sep 05, 2025

  31 N Slope Ln, Chilmark, MA 02535

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Built 1983

  Last Sold Summary

  • 15% Below List Price
  • $1,076/SF
  • 117 Days On Market

  Current Estimated Value $2,668,145

  Last Listing Agent Bill Rossi Studio Realty

  31 N Slope Ln, Chilmark, MA 02535
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  Est $2,855,269 Not Listed For Sale

  23 Black Point Rd, Chilmark, MA 02535

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 2004

  23 Black Point Rd, Chilmark, MA 02535

  Last Sold Summary

  • 13% Below List Price
  • $2,835/SF
  • 13 Days On Market

  Last Sold Price $3,300,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  $1,850,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  12 Lobsterville Rd, Aquinnah, MA 02535

  12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

  Tina Palmer Conroy & Company R.E., Inc.

  12 Lobsterville Rd, Aquinnah, MA 02535
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  $4,850,000 Sold Dec 05, 2025

  49 Gosnold's Way, Chilmark, MA 02535

  • 5 Beds
  • 3.5 Baths
  • 4,044 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $1,199/SF
  • 115 Days On Market

  Last Listing Agent Meg Bodnar Tea Lane Associates

  49 Gosnold's Way, Chilmark, MA 02535
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  Not Listed For Sale

  3 Pepperbush Ln, Chilmark, MA 02535

  • 4 Beds
  • 2 Baths
  • 2,686 Sq Ft
  • Built 1977

  3 Pepperbush Ln, Chilmark, MA 02535

  Last Sold Summary

  • $1,824/SF
  • 0 Days On Market

  Last Sold Price $4,900,000

  Last Listing Agent LINK Email Cache LINK
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  $349,000

  • Land
  • 0.27 Acre
  • $1,292,593 per Acre

  238-242 E Beach Rd, Westport, MA 02790

  2 private Waterfront Lots by the ocean side by side on East Beach. Best place for morning sunrises and awesome views of Buzzards Bay, the Elizabeth Islands and Cuttyhunk. Sale includes a 2003 Breckenridge Park Model that sleeps 12 ! Electric on site. Includes a Shed. Close to Gooseberry Island's public boat ramp and walking path loop, also across from the walking trail on Horseneck Beach. Here is

  Michael Amaral Amaral & Associates RE

  238-242 E Beach Rd, Westport, MA 02790
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  $855,000 Sold Aug 15, 2025

  20 Glendon Rd, Woods Hole, MA 02543

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Above List Price
  • $475/SF
  • 8 Days On Market

  Current Estimated Value $927,908

  Last Listing Agent Megan Zottoli Weichert, Realtors-Donahue Partners

  20 Glendon Rd, Woods Hole, MA 02543
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  Est $3,126,357 Not Listed For Sale

  300 North Rd, Chilmark, MA 02535

  • 2 Beds
  • 3 Baths
  • 2,515 Sq Ft
  • Built 1995

  300 North Rd, Chilmark, MA 02535

  Last Sold Summary

  • 16% Above List Price
  • $1,074/SF
  • 193 Days On Market

  Last Sold Price $2,700,000

  Last Listing Agent Jessica Bradlee Tea Lane Associates
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  $799,000

  • Land
  • 0.91 Acre
  • $878,022 per Acre

  22 Bramble Path, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path, West Tisbury, MA 02568
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  $1,250,000 Sold Oct 23, 2025

  25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

  • Land
  • 4.12 Acres
  • $303,398 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 127 Days On Market

  Last Listing Agent Abby Rabinovitz Tea Lane Associates

  25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
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  Est $2,266,043 Not Listed For Sale

  50 South Rd, Chilmark, MA 02535

  • 5 Beds
  • 3 Baths
  • 2,427 Sq Ft
  • Built 1729

  50 South Rd, Chilmark, MA 02535

  Last Sold Summary

  • 2% Above List Price
  • $917/SF
  • 111 Days On Market

  Last Sold Price $2,225,000

  Last Listing Agent Meg Bodnar Tea Lane Associates

Showing Results 121 - 160, Page 4 of 18