Martha's Vineyard, MA Homes

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  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,428 Sq Ft

  35 Nat's Farm Ln, West Tisbury, MA 02568

  Nestled within the prestigious Nats Farm Association, this beautifully crafted West Tisbury home offers a quintessential Martha’s Vineyard retreat. The first floor features a bright, open layout with a well-appointed kitchen, dining area, and inviting living room, ideal for gatherings. The spacious primary suite is located on the main level and includes a private office and a spa-like bath with

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  35 Nat's Farm Ln, West Tisbury, MA 02568
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  $4,800 per month

  • 3 Beds
  • 3 Baths
  • 3,279 Sq Ft
  • House for Rent

  165 Christiantown Rd, West Tisbury, MA 02575

  THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

  Karen Overtoom Karen M. Overtoom R.E.

  165 Christiantown Rd, West Tisbury, MA 02575
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  $700,500 Sold May 07, 2025

  72 Windsor Dr Unit 99.71, Edgartown, MA 02539

  • Land
  • 23,958 Sq Ft
  • $1,273,636 per Acre

  Last Sold Summary

  • 3% Above List Price
  • 0 Days On Market

  Last Listing Agent Jim Joyce Carroll & Vincent R.E.

  72 Windsor Dr Unit 99.71, Edgartown, MA 02539
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  /23

  Est $1,993,976 Not Listed For Sale

  31 Pulpit Ln, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 2001

  31 Pulpit Ln, Edgartown, MA 02539

  Last Sold Summary

  • $1,174/SF
  • 169 Days On Market

  • Last Sold Price $2,000,000
  • Nov 16, 2023

  Last Listing Agent Courtney Marek Sandpiper Realty
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  $2,495,000

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft

  105 Whalers Walk, Edgartown, MA 02539

  Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  105 Whalers Walk, Edgartown, MA 02539
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  /15

  $5,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  6 Briar Path, Aquinnah, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Down a private country road, this bright and breezy post and beam home sits on a 3-acre rolling wooded parcel. With southern views of the Atlantic Ocean, it's just a short drive or bike to Philbin and Lobsterville beaches and Gay Head cliffs. This very Vineyard house offers three levels of living space, chef's kitchen, spacious

  Karen Overtoom Karen M. Overtoom R.E.

  6 Briar Path, Aquinnah, MA 02535
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  /2

  $1,067,000 Sold Sep 26, 2025

  112 W Spring St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,503 Sq Ft
  • Built 2000

  Last Sold Summary

  • 7% Below List Price
  • $710/SF
  • 95 Days On Market

  Current Estimated Value $1,086,499

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc

  112 W Spring St, Vineyard Haven, MA 02568
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  Not Listed For Sale

  670 State Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,092 Sq Ft
  • Built 1920

  670 State Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • $550/SF
  • 68 Days On Market

  • Last Sold Price $1,150,000
  • Jul 09, 2024

  Last Listing Agent Nya Clarke Martha's Vineyard Island-Wide Realty
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  $510,000

  • 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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  $8,000 per month

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

  56 Chilmark Rd, Chilmark, MA 02535

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This slice of paradise in the coveted Seven Gates Association gives you access to two miles of private beach just half a mile away, with tennis courts also nearby and 1000 acres of conservation land. The house is exquisitely crafted, well maintained and beautifully landscaped. Views of Harlock's pond are visible from the kitchen, living area and master

  Karen Overtoom Karen M. Overtoom R.E.

  56 Chilmark Rd, Chilmark, MA 02535
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  $1,525,000 Sold Oct 07, 2025

  15 Jernegan Pond Rd, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1945

  Last Sold Summary

  • 23% Below List Price
  • $747/SF
  • 233 Days On Market

  Last Listing Agent Lesley Heidt Sandpiper Realty Inc

  15 Jernegan Pond Rd, Edgartown, MA 02539
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  /35

  Est $1,228,845 Not Listed For Sale

  29 Dunham Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1965

  29 Dunham Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Above List Price
  • $892/SF
  • 0 Days On Market

  • Last Sold Price $1,220,000
  • Jul 26, 2024

  Last Listing Agent LINK Email Cache LINK
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  $950,000

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

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

  NEW PRICE - 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 LLC

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
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  $19,000 per month

  • 6 Beds
  • 6.5 Baths
  • 6,950 Sq Ft
  • House for Rent

  40 Sweet William Way, West Tisbury, MA 02575

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY! This stunning home is situated right in the heart of West Tisbury, yet set back enough for a completely private feel. On a property that encompasses 10 acres with your own private pond, you will feel the stress melt away as soon as you get to this luxury vacation home. Keys to private Quansoo Beach Association come with the house. Spend your days on the

  Karen Overtoom Karen M. Overtoom R.E.

  40 Sweet William Way, West Tisbury, MA 02575
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  /19

  $1,865,000 Sold Dec 04, 2025

  71 Netock Ave, Oak Bluffs, MA 02557

  • 4 Beds
  • 5 Baths
  • 2,820 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $661/SF
  • 11 Days On Market

  Current Estimated Value $1,879,371

  Last Listing Agent Ellen Valentgas Sotheby's International Realty

  71 Netock Ave, Oak Bluffs, MA 02557
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  /13

  Est $839,038 Not Listed For Sale

  32 Clark Ave, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1968

  32 Clark Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $1,011/SF
  • 17 Days On Market

  • Last Sold Price $776,500
  • Mar 05, 2025

  Last Listing Agent Diana Gilmore Island Real Estate
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  $2,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  29 Old Nursery Ln, Chilmark, MA 02535

  Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large

  Julianna Flanders Flanders Real Estate

  29 Old Nursery Ln, Chilmark, MA 02535
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  $18,840 per month

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  21 William St Vh430, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,710. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely elegant home with wonderful art and furnishings. Once you step in the front door you will fall in love with this lovely home. Each room is a delight. Large nicely appointed kitchen with easy access to a beautiful dining room. A formal living room is next to a less

  Karen Overtoom Karen M. Overtoom R.E.

  21 William St Vh430, Tisbury, MA 02568
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  $1,125,000 Sold Oct 28, 2025

  140 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1964

  Last Sold Summary

  • 13% Below List Price
  • $786/SF
  • 97 Days On Market

  Current Estimated Value $1,145,289

  Last Listing Agent Candy DaRosa Feiner Real Estate

  140 Longview Rd, Vineyard Haven, MA 02568
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  /18

  Est $659,510 Not Listed For Sale

  5 Village Ct Unit 3, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 658 Sq Ft
  • Built 1972

  5 Village Ct Unit 3, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Above List Price
  • $935/SF
  • 87 Days On Market

  • Last Sold Price $615,000
  • Dec 17, 2024

  Last Listing Agent Martha Smith C McManus Realty Group
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  $3,100,000

  • Land
  • 3.04 Acres
  • $1,019,737 per Acre

  114 Meeting House Way, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

  Rose Ryley Wallace & Co. Sotheby's

  114 Meeting House Way, Edgartown, MA 02539
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  $32,000 per month

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • House for Rent

  37 Mempremagog Ave Vh410, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous custom designed and decorated four bedroom home is located in a wooded setting that offers total privacy and is with-in walking distance to a private association beach. And yet is only 3 miles from downtown Vineyard Haven. This lovely home offers a gourmet eat-in

  Karen Overtoom Karen M. Overtoom R.E.

  37 Mempremagog Ave Vh410, Tisbury, MA 02568
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  $2,075,000 Sold Sep 29, 2025

  24 Dark Woods Rd, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 2,638 Sq Ft
  • Built 1998

  Last Sold Summary

  • 23% Below List Price
  • $787/SF
  • 372 Days On Market

  Current Estimated Value $2,180,617

  Last Listing Agent Stephanie Burke Portfolio Properties

  24 Dark Woods Rd, Edgartown, MA 02539
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  Est $2,514,332 Not Listed For Sale

  23 Oak Ln, Vineyard Haven, MA 02568

  • 6 Beds
  • 4.5 Baths
  • 3,035 Sq Ft
  • Built 2007

  23 Oak Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 5% Above List Price
  • $791/SF
  • 213 Days On Market

  • Last Sold Price $2,400,000
  • Feb 04, 2025

  Last Listing Agent Lynn Buder Sandpiper Realty Inc
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  $6,750,000

  • 5 Beds
  • 3.5 Baths
  • 4,050 Sq Ft

  78 Hammett Rd, Chilmark, MA 02535

  Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedroom 3 1/2 bath 4,050 sq ft home is literally in move-in condition. Architect designed and built by

  Robert Kenney Tea Lane Associates

  78 Hammett Rd, Chilmark, MA 02535
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  $10,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • House for Rent

  100 Franklin Terrace Vh411, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and

  Karen Overtoom Karen M. Overtoom R.E.

  100 Franklin Terrace Vh411, Tisbury, MA 02568
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  $1,175,000 Sold Apr 22, 2026

  112 3rd St N, Edgartown, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $982/SF
  • 139 Days On Market

  Last Listing Agent Kristin Buck Donnelly + Co.

  112 3rd St N, Edgartown, MA 02568
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  /23

  Est $1,896,881 Not Listed For Sale

  79 Watcha Path, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 4,306 Sq Ft
  • Built 1980

  79 Watcha Path, Edgartown, MA 02539

  Last Sold Summary

  • 20% Above List Price
  • $366/SF
  • 3 Days On Market

  • Last Sold Price $1,575,000
  • Feb 25, 2025

  Last Listing Agent Robin Perschel Feiner Real Estate
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  $625,000

  • Land
  • 14,997 Sq Ft
  • $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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  $10,800 per month

  • 2 Beds
  • 4 Baths
  • 1,800 Sq Ft
  • House for Rent

  256 Sandpiper Lane Vh417, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This well appointed condo will make you feel comfortable and at home the moment you walk in. Swimming, kayaking, tennis, walking trails, and shopping are all at your finger tips. Mink Meadows Golf Course is just a stroll down the street as well. Enjoy all the Island has

  Karen Overtoom Karen M. Overtoom R.E.

  256 Sandpiper Lane Vh417, Tisbury, MA 02568
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  $7,289,000 Sold Oct 15, 2025

  25 Osprey Ln, Chilmark, MA 02535

  • 4 Beds
  • 5 Baths
  • 3,777 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $1,930/SF
  • 77 Days On Market

  Current Estimated Value $6,853,287

  Last Listing Agent Deb Hancock Hancock Real Estate

  25 Osprey Ln, Chilmark, MA 02535
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  /23

  Est $2,601,989 Not Listed For Sale

  5 Bold Meadow Cir, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 3,252 Sq Ft
  • Built 1995

  5 Bold Meadow Cir, Edgartown, MA 02539

  Last Sold Summary

  • 7% Above List Price
  • $750/SF
  • 45 Days On Market

  • Last Sold Price $2,438,500
  • May 15, 2023

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate
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  $1,999,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  34 Davis St, Tisbury, MA 02568

  NEW CONSTRUCTION – Designed by Outlands Design and built by McElhinney Construction, this home exemplifies modern coastal design. 34 Davis Street delivers the perfect balance of sophistication and relaxed island living. Positioned to offer both privacy and proximity to the Island’s harbors, shops, and beaches. Spread across two thoughtfully designed levels, the interiors are bathed in natural

  Andrew McElhinney Compass LLC

  34 Davis St, Tisbury, MA 02568
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  /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
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  $1,100,000 Sold Jun 27, 2025

  10 Kims Way, Oak Bluffs, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 1985

  Last Sold Summary

  • 12% Below List Price
  • $557/SF
  • 156 Days On Market

  Last Listing Agent Michael Schweikert Ocean Park Realty, Inc.

  10 Kims Way, Oak Bluffs, MA 02568
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  Not Listed For Sale

  11 Cummings Way, Edgartown, MA 02539

  • 6 Beds
  • 8 Baths
  • 4,617 Sq Ft
  • Built 2007

  11 Cummings Way, Edgartown, MA 02539

  Last Sold Summary

  • $1,444/SF
  • 100 Days On Market

  • Last Sold Price $6,665,000
  • Sep 16, 2024

  Last Listing Agent Wendy Harman Compass
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  $899,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  17 Mariner Rd, Vineyard Haven, MA 02568

  This home has been patiently awaiting its next chapter in Vineyard living. Built in 1983, it offers a functional center-entrance layout with efficient use of space and modern systems already in place. The generously sized lot, both wide and deep, presents an excellent opportunity to expand the home's footprint and tailor it to your vision. Located in the Spring Hill neighborhood of single-family

  Karl Olsen Carlson & Company, LLC

  17 Mariner Rd, Vineyard Haven, MA 02568
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  $50,700 per month

  • 4 Beds
  • 3 Baths
  • 2,346 Sq Ft
  • House for Rent

  6 Trails End Ch241, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for

  Karen Overtoom Karen M. Overtoom R.E.

  6 Trails End Ch241, Chilmark, MA 02535
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  /22

  $435,000 Sold Aug 26, 2025

  0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

  • Land
  • 4,356 Sq Ft
  • $4,350,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 18 Days On Market

  Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

  0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
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  Est $4,624,402 Not Listed For Sale

  225 Bigelow Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 8 Baths
  • 5,305 Sq Ft
  • Built 1976

  225 Bigelow Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 13% Above List Price
  • $773/SF
  • 56 Days On Market

  • Last Sold Price $4,100,000
  • Jul 31, 2023

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

Showing Results 121 - 160, Page 4 of 18