Martha's Vineyard, MA Homes

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  /23

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  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 Beach

  Rose Ryley Wallace & Co. Sotheby's International Realty

  114 Meeting House Way, Edgartown, MA 02539
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  /30

  $28,500 per month

  • 9 Beds
  • 6.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  9 Tuckernuck Ave, Oak Bluffs, MA 02557

  **SHORT TERM ONLY - WEEKLY RATE ADVERTISED ** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  9 Tuckernuck Ave, Oak Bluffs, MA 02557
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  /24

  $3,300,000 Sold Sep 18, 2025

  28 Crocker Dr, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 3,793 Sq Ft
  • Built 1960

  Last Sold Summary

  • 11% Below List Price
  • $870/SF
  • 139 Days On Market

  Current Estimated Value $3,298,713

  Last Listing Agent Jennifer O'hanlon Compass

  28 Crocker Dr, Edgartown, MA 02539
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  /13

  Est $1,221,348 Not Listed For Sale

  33 Menahan St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1993

  33 Menahan St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $830/SF
  • 48 Days On Market

  • Last Sold Price $1,185,000
  • Oct 30, 2023

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc
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  /42

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  81 Whalers Walk, Edgartown, MA 02539

  Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home offers over 2,600 sq. ft. across four levels. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters,

  Dawn Bellante Sandpiper Realty, Inc.

  81 Whalers Walk, Edgartown, MA 02539
• 

  

  /20

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • House for Rent

  11 Hammett Ln, Chilmark, MA 02535

  ** WEEKLY SUMMER RATE** Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 Hammett Ln, Chilmark, MA 02535
• 

  

  /18

  $4,200,000 Sold Jan 15, 2026

  1 Wilsons Ln, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 3,715 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,131/SF
  • 68 Days On Market

  Current Estimated Value $3,555,243

  Last Listing Agent Michele Casavant Vineyard Village Realty

  1 Wilsons Ln, Edgartown, MA 02539
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  /14

  Est $967,110 Not Listed For Sale

  51 Manchester Ave, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft
  • Built 1978

  51 Manchester Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Above List Price
  • $933/SF
  • 22 Days On Market

  • Last Sold Price $955,000
  • Aug 23, 2024

  Last Listing Agent Roy Cutrer LAER Realty Partners
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  /46

  $2,400,000

  • 5 Beds
  • 3.5 Baths
  • 3,873 Sq Ft

  50 Hidden Cove Rd, Edgartown, MA 02539

  Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering

  Sean Federowicz Landmarks at TODAY Real Estate

  50 Hidden Cove Rd, Edgartown, MA 02539
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  /10

  $20,000 per month

  • 5 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • House for Rent

  55 Samoset Ave Unit 1, Oak Bluffs, MA 02557

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

  Karen Overtoom Karen M. Overtoom R.E.

  55 Samoset Ave Unit 1, Oak Bluffs, MA 02557
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  /29

  $1,470,000 Sold Mar 24, 2026

  654 Lighthouse Rd, Aquinnah, MA 02535

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1972

  Last Sold Summary

  • 22% Below List Price
  • $919/SF
  • 195 Days On Market

  Current Estimated Value $2,186,920

  Last Listing Agent Heidi Vanderhoop Tea Lane Associates

  654 Lighthouse Rd, Aquinnah, MA 02535
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  /2

  Est $2,561,041 Not Listed For Sale

  230 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 3,527 Sq Ft
  • Built 1999

  230 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 12% Above List Price
  • $646/SF
  • 100 Days On Market

  • Last Sold Price $2,280,000
  • Aug 05, 2024

  Last Listing Agent Rose Ryley Sandpiper Realty Inc
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  /33

  $2,260,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,810 Sq Ft

  4 High Meadow Ln, Oak Bluffs, MA 02557

  Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax overlooking the expansive front lawn. The light-filled, open first floor boasts cathedral ceilings, and

  Kate Burnside Portfolio Properties

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  /12

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

  Karen Overtoom Karen M. Overtoom R.E.

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
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  /26

  $1,500,000 Sold Sep 03, 2025

  37 Knoll Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $1,218/SF
  • 158 Days On Market

  Current Estimated Value $1,551,812

  Last Listing Agent Josseph Barkett Compass

  37 Knoll Dr, Edgartown, MA 02539
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  /4

  Est $3,039,348 Not Listed For Sale

  188 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,789 Sq Ft
  • Built 1996

  188 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Below List Price
  • $1,124/SF

  • Last Sold Price $3,135,000
  • May 16, 2023

  Last Listing Agent Rose Ryley Wallace & Co. Sotheby's
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  /29

  $2,600,000

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  23 Circuit Avenue Extension, Oak Bluffs, MA 02557

  Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views.Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound—a setting that captures the

  Rene Ben David Ocean Park Realty Inc

  23 Circuit Avenue Extension, Oak Bluffs, MA 02557
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  /8

  $17,500 per month

  • 8 Beds
  • 4.5 Baths
  • 3,876 Sq Ft
  • House for Rent

  550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!!!!!! Classic vineyard cottage with large open indoor and outdoor spaces to choose from while you and your family create memories to last a lifetime. Enjoy creating appetizers or three course meals in the newly renovated kitchen, bask in the light filled sun room or one of several covered porches while you take in the smell of fresh ocean air and relaxing

  Karen Overtoom Karen M. Overtoom R.E.

  550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568
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  /2

  $1,700,000 Sold Oct 20, 2025

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,803 Sq Ft
  • Built 1982

  Last Sold Summary

  • $943/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  /34

  Est $2,400,809 Not Listed For Sale

  248 Pond Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 1 Sq Ft
  • Built 1998

  248 Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4% Above List Price
  • $2,300,000/SF
  • 174 Days On Market

  • Last Sold Price $2,300,000
  • Mar 15, 2024

  Last Listing Agent Brenda Galligan Karen M. Overtoom R E
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  /24

  $2,925,000

  • 5 Beds
  • 4 Baths
  • 3,704 Sq Ft

  21 Davis St, Vineyard Haven, MA 02568

  Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Hardware vanities, and custom tilework throughout the bathrooms reflect the care and craftsmanship the

  Paul Pertile The Agency

  21 Davis St, Vineyard Haven, MA 02568
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  /10

  $8,500 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL PROPERTY!! Red Farm, Off Lambert's Cove Road West Tisbury. This newly built Contemporary Home is privately sited overlooking a peaceful meadow and wooded setting. The spacious floor plan features an open living, dining and a well equipped chef's kitchen, cathedral ceilings, wood floors and sliders that lead to a nicely landscaped yard. Three spacious bedrooms, the primary

  Karen Overtoom Karen M. Overtoom R.E.

  29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575
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  /26

  $1,800,000 Sold Oct 15, 2025

  82 Skiff Ave, Tisbury, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 1,913 Sq Ft
  • Built 2020

  Last Sold Summary

  • 10% Below List Price
  • $941/SF
  • 128 Days On Market

  Current Estimated Value $1,678,573

  Last Listing Agent Lenny Altieri Premier Properties

  82 Skiff Ave, Tisbury, MA 02568
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  /25

  Est $2,088,418 Not Listed For Sale

  131 Shubael Weeks Path, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 3,636 Sq Ft
  • Built 1985

  131 Shubael Weeks Path, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4% Above List Price
  • $550/SF
  • 0 Days On Market

  • Last Sold Price $2,000,000
  • May 31, 2024

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's
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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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  /8

  $11,800 per month

  • 4 Beds
  • 4 Baths
  • 2,612 Sq Ft
  • House for Rent

  46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Inside, enjoy the fully equipped and

  Karen Overtoom Karen M. Overtoom R.E.

  46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575
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  /24

  $2,700,000 Sold Dec 19, 2025

  43 Cottage St, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1945

  Last Sold Summary

  • 16% Below List Price
  • $2,428/SF
  • 7 Days On Market

  Current Estimated Value $2,874,398

  Last Listing Agent Michele Casavant Vineyard Village Realty

  43 Cottage St, Edgartown, MA 02539
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  /2

  Est $1,719,824 Not Listed For Sale

  26 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,102 Sq Ft
  • Built 1998

  26 Old Coach Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $795/SF
  • 26 Days On Market

  • Last Sold Price $1,671,100
  • Mar 15, 2024

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /42

  $2,575,000

  • 4 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  76 Washque Ave, Edgartown, MA 02539

  This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick's most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird's-eye views capture the natural beauty that surrounds you. Thoughtfully renovated, the home blends

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  76 Washque Ave, Edgartown, MA 02539
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  /8

  $6,000 per month

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

  33 Kennebago Ave Vh414, Tisbury, MA 02568

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or plan in the morning to see the rays of sun break on the water.

  Karen Overtoom Karen M. Overtoom R.E.

  33 Kennebago Ave Vh414, Tisbury, MA 02568
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  /5

  $1,200,000 Sold Jan 22, 2026

  58 Marthas Rd, Edgartown, MA 02539

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

  Last Sold Summary

  • 8% Below List Price
  • 182 Days On Market

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc

  58 Marthas Rd, Edgartown, MA 02539
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  /45

  Est $1,771,451 Not Listed For Sale

  38 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 1987

  38 Edgewood Dr, Edgartown, MA 02539

  Last Sold Summary

  • 4% Above List Price
  • $660/SF
  • 48 Days On Market

  • Last Sold Price $1,700,000
  • Jul 26, 2024

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty
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  /63

  $2,999,000

  • 8 Beds
  • 7.5 Baths
  • 3,770 Sq Ft

  72 Chappaquiddick Ave, Edgartown, MA 02539

  WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS and PICKLEBALL COURT that has recently been resurfaced with the

  Michele Casavant Vineyard Village Realty

  72 Chappaquiddick Ave, Edgartown, MA 02539
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  /8

  $13,600 per month

  • 2 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Condo for Rent

  1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

  Karen Overtoom Karen M. Overtoom R.E.

  1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539
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  /7

  $650,000 Sold Aug 14, 2025

  00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

  • Land
  • 8,712 Sq Ft
  • $3,250,000 per Acre

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Deb Hancock Hancock Real Estate

  00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
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  /41

  Est $2,491,910 Not Listed For Sale

  53 Peases Point Way N, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1928

  53 Peases Point Way N, Edgartown, MA 02539

  Last Sold Summary

  • $1,467/SF
  • 0 Days On Market

  • Last Sold Price $2,500,000
  • Sep 03, 2024

  Last Listing Agent Jennifer O'hanlon Compass LLC
• 

  /2

  $2,700,000

  • 4 Beds
  • 4.5 Baths
  • 2,750 Sq Ft

  6 Laura's Way, Edgartown, MA 02568

  Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

  Michele Casavant Vineyard Village Realty

  6 Laura's Way, Edgartown, MA 02568
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  /4

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • House for Rent

  836 State Rd, Aquinnah, MA 02535

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the

  Karen Overtoom Karen M. Overtoom R.E.

  836 State Rd, Aquinnah, MA 02535
• 

  

  /19

  $750,000 Sold Nov 07, 2025

  41 Trinity Park, Oak Bluffs, MA 02557

  • 4 Beds
  • 1 Bath
  • 1,154 Sq Ft
  • Built 1867

  Last Sold Summary

  • 6% Below List Price
  • $650/SF
  • 14 Days On Market

  Current Estimated Value $766,507

  Last Listing Agent Stacy Ickes Donnelly + Co.

  41 Trinity Park, Oak Bluffs, MA 02557
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  /38

  Not Listed For Sale

  56 Pinehurst Rd, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • Built 1973

  56 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • $1,108/SF
  • 141 Days On Market

  • Last Sold Price $2,580,000
  • Nov 18, 2024

  Last Listing Agent Wendy Harman Compass

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