Martha's Vineyard, 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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  /19

  $17,600 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • House for Rent

  50 Carls Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are

  Karen Overtoom Karen M. Overtoom R.E.

  50 Carls Way, West Tisbury, MA 02575
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  $860,000 Sold Feb 09, 2026

  8 Hitchings Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $698/SF
  • 22 Days On Market

  Last Listing Agent Peyton Wallace Studio Realty

  8 Hitchings Cir, Oak Bluffs, MA 02557
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  /20

  Est $1,796,577 Not Listed For Sale

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,240 Sq Ft
  • Built 1960

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Above List Price
  • $1,371/SF
  • 74 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Carol Shore Donnelly + Co.
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  /36

  $3,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,686 Sq Ft

  4 Nomans Watch Rd, Aquinnah, MA 02535

  Perched on 2.7 acres in one of Aquinnah’s most breathtaking settings, this beautifully sited coastal retreat offers sweeping views over the Atlantic and Noman’s Land from its elevated position. Designed to embrace the light and scenery, the main level features an open living/dining/kitchen area wrapped in walls of windows—an airy, sun-soaked space where ocean views take center stage. The

  Jen O'Hanlon Compass | The O'Hanlon Group

  4 Nomans Watch Rd, Aquinnah, MA 02535
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  /17

  $17,600 total monthly price

  • 4 Beds
  • 4 Baths
  • 2,676 Sq Ft
  • House for Rent

  40 Summer Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

  Karen Overtoom Karen M. Overtoom R.E.

  40 Summer Cir, West Tisbury, MA 02575
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  /32

  $1,675,000 Sold Dec 08, 2025

  78 Whalers Walk, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $875/SF
  • 100 Days On Market

  Current Estimated Value $1,704,386

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  78 Whalers Walk, Edgartown, MA 02539
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  /27

  Est $947,770 Not Listed For Sale

  84 Pine Tree Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft
  • Built 1980

  84 Pine Tree Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14% Above List Price
  • $743/SF
  • 66 Days On Market

  Last Sold Price $829,000

  Last Listing Agent Michele Moore Island Real Estate
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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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  /21

  $8,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft
  • House for Rent

  10 James Pond Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

  Karen Overtoom Karen M. Overtoom R.E.

  10 James Pond Way, West Tisbury, MA 02575
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  /39

  $4,762,500 Sold May 14, 2025

  69 Division Rd, Edgartown, MA 02539

  • 6 Beds
  • 5.5 Baths
  • 5,103 Sq Ft
  • Built 2024

  Last Sold Summary

  • 18% Below List Price
  • $933/SF
  • 411 Days On Market

  Current Estimated Value $5,176,853

  Last Listing Agent Jennifer DaSilva Compass | Point B

  69 Division Rd, Edgartown, MA 02539
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  /17

  Not Listed For Sale

  55 Pinehurst Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1996

  55 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • 4% Above List Price
  • $1,250/SF
  • 15 Days On Market

  Last Sold Price $1,575,000

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty
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  /7

  $400,000 Pending

  • Land
  • 0.2 Acre
  • $2,000,000 per Acre

  99 Cygnet Way Unit 103, Chilmark, MA 02535

  Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot at Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .2 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor

  Russell Maloney Russell Maloney Real Estate

  99 Cygnet Way Unit 103, Chilmark, MA 02535
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  /20

  $12,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575

  Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

  Karen Overtoom Karen M. Overtoom R.E.

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575
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  $1,685,000 Sold Oct 09, 2025

  126 Border Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,251 Sq Ft
  • Built 1979

  Last Sold Summary

  • 16% Below List Price
  • $749/SF
  • 337 Days On Market

  Current Estimated Value $1,727,247

  Last Listing Agent Natalie Conroy Conroy & Company R.E., Inc.

  126 Border Rd, Vineyard Haven, MA 02568
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  /47

  Est $2,228,704 Not Listed For Sale

  24 Peacegate Way, Vineyard Haven, MA 02568

  • 6 Beds
  • 4 Baths
  • 3,627 Sq Ft
  • Built 1992

  24 Peacegate Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 20% Above List Price
  • $510/SF
  • 40 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Stephanie Roache Donnelly + Co.
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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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  /19

  $30,000 total monthly price

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

  37 Sachem Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

  Karen Overtoom Karen M. Overtoom R.E.

  37 Sachem Cir, 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

  Current Estimated Value $862,879

  Last Listing Agent Susie Wallo Compass

  69 Summit Ave, Vineyard Haven, MA 02568
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  /16

  Est $1,205,314 Not Listed For Sale

  31 Music St, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1817

  31 Music St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Above List Price
  • $978/SF
  • 0 Days On Market

  Last Sold Price $1,125,000

  Last Listing Agent LINK Email Cache LINK
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  /39

  $2,950,000

  • 3 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  23 Thaxter Ln, Edgartown, MA 02539

  OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

  Michele Casavant Vineyard Village Realty

  23 Thaxter Ln, Edgartown, MA 02539
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  /29

  $10,900 total monthly price

  • 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
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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 $774,585

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

  25 Oak Ave, Oak Bluffs, MA 02557
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  /29

  Not Listed For Sale

  30 Mill Hill Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft
  • Built 1850

  30 Mill Hill Rd, Edgartown, MA 02539

  Last Sold Summary

  • $1,784/SF
  • 4 Days On Market

  Last Sold Price $4,995,000

  Last Listing Agent Wendy Harman Compass
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  /12

  $2,950,000

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  9 N Neck Rd, Edgartown, MA 02539

  COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

  Leslie C. Floyd Portfolio Properties

  9 N Neck Rd, Edgartown, MA 02539
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  /13

  $15,000 total monthly price

  • 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
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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

  Current Estimated Value $1,677,735

  Last Listing Agent Sheila Morse Island Real Estate

  44 Tiffany Dr, Oak Bluffs, MA 02557
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  /17

  Est $1,350,615 Not Listed For Sale

  165 Weaver Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1974

  165 Weaver Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 10% Above List Price
  • $815/SF
  • 43 Days On Market

  Last Sold Price $1,225,000

  Last Listing Agent John Best John Best Associates
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  /28

  $1,799,000

  • 4 Beds
  • 2.5 Baths
  • 3,268 Sq Ft

  7 Upper Meadow Ln, Oak Bluffs, MA 02557

  Meadowview Farms -- This home is ideal for those who love to host lively gatherings! Set at the end of a quiet cul-de-sac, this spacious Colonial offers over 3,200 sq ft designed for comfortable living and easy entertaining. The home features four bedrooms and 2.5 baths, including a primary suite with walk-in closets and private bath. The main living area flows from a living room with fireplace

  Lesley Heidt Sandpiper Realty Inc

  7 Upper Meadow Ln, Oak Bluffs, MA 02557
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  /22

  $20,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  709 Old County Rd Wt134, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

  Karen Overtoom Karen M. Overtoom R.E.

  709 Old County Rd Wt134, West Tisbury, MA 02575
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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

  Current Estimated Value $1,176,883

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
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  /21

  Est $1,555,114 Not Listed For Sale

  23 Anthiers Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft
  • Built 1950

  23 Anthiers Way, Edgartown, MA 02539

  Last Sold Summary

  • 22% Above List Price
  • $617/SF
  • 66 Days On Market

  Last Sold Price $1,275,000

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty
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  /5

  $2,850,000

  • Land
  • 1.52 Acres
  • $1,875,000 per Acre

  39 Slough Cove Rd, Edgartown, MA 02539

  NEWLY LISTED | Build Your Katama Dream ✨Set in one of Martha's Vineyard's most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama.Perfectly positioned near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis

  Francine Agnoli The Agency Martha's Vineyard

  39 Slough Cove Rd, Edgartown, MA 02539
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  /9

  $19,000 total monthly price

  • 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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  /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 $1,081,293

  Last Listing Agent LINK Email Cache LINK

  62 Jernegan Ave, Edgartown, MA 02539
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  /17

  Est $1,093,447 Not Listed For Sale

  10 Briarwood Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft
  • Built 1984

  10 Briarwood Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14% Above List Price
  • $1,022/SF
  • 78 Days On Market

  Last Sold Price $955,000

  Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate
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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

  $10,000 total monthly price

  • 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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  /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 $1,658,955

  Last Listing Agent Lisa Da Silva Compass | Point B

  10 Red Pony Rd, West Tisbury, MA 02568
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  Est $2,492,093 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

  • 4% Below List Price
  • $1,142/SF
  • 220 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Keith McLaughlin Grade A Realty

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