Edgartown, MA Homes

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  $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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  $64,000 total monthly price

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

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in

  Karen Overtoom Karen M. Overtoom R.E.

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557
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  /19

  $1,110,000 Sold May 08, 2025

  31 9th St N, Edgartown, MA 02539

  • 2 Beds
  • 1.5 Baths
  • 1,275 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $871/SF
  • 45 Days On Market

  Current Estimated Value $1,170,058

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

  31 9th St N, Edgartown, MA 02539
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  /14

  Est $5,865,611 Not Listed For Sale

  100 Meetinghouse Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 3,193 Sq Ft
  • Built 1976

  100 Meetinghouse Way, Edgartown, MA 02539

  Last Sold Summary

  • 8% Below List Price
  • $1,988/SF
  • 5 Days On Market

  Last Sold Price $6,349,000

  Last Listing Agent Jennifer DaSilva Compass | Point B
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  $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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  /20

  $20,000 total monthly price

  • 3 Beds
  • 3 Baths
  • House for Rent

  40 Hidden Cove Rd, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

  Karen Overtoom Karen M. Overtoom R.E.

  40 Hidden Cove Rd, Oak Bluffs, MA 02557
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  $1,350,000 Sold Apr 18, 2025

  87 Schoolhouse Rd, Edgartown, MA 02539

  • 2 Beds
  • 2.5 Baths
  • 1,119 Sq Ft
  • Built 1983

  Last Sold Summary

  • 16% Below List Price
  • $1,206/SF
  • 123 Days On Market

  Current Estimated Value $1,438,132

  Last Listing Agent Stephanie Roache Donnelly + Co

  87 Schoolhouse Rd, Edgartown, MA 02539
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  /36

  Est $3,771,439 Not Listed For Sale

  94 Marthas Rd, Edgartown, MA 02539

  • 6 Beds
  • 4.5 Baths
  • 3,902 Sq Ft
  • Built 2009

  94 Marthas Rd, Edgartown, MA 02539

  Last Sold Summary

  • 13% Above List Price
  • $859/SF
  • 458 Days On Market

  Last Sold Price $3,350,000

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty
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  /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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  $18,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,027 Sq Ft
  • House for Rent

  12 Cottle Lane Ed341, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house.

  Karen Overtoom Karen M. Overtoom R.E.

  12 Cottle Lane Ed341, Edgartown, MA 02539
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  $37,500,000 Sold Oct 30, 2025

  48 Witchwood Ln, Edgartown, MA 02539

  • 9 Beds
  • 9.5 Baths
  • 16,209 Sq Ft
  • Built 2000

  Last Sold Summary

  • $2,314/SF
  • 0 Days On Market

  Last Listing Agent Gerrett Conover Landvest MV

  48 Witchwood Ln, Edgartown, MA 02539
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  /5

  Est $2,376,001 Not Listed For Sale

  21 Old Oklahoma Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Built 1948

  21 Old Oklahoma Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Below List Price
  • $1,447/SF
  • 0 Days On Market

  Last Sold Price $2,398,500

  Last Listing Agent LINK Email Cache LINK
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  /23

  $2,260,000

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

  4 High Meadow Ln, Oak Bluffs, MA 02557

  Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

  Kate Burnside Portfolio Properties

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  $16,400 total monthly price

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

  20 Katama Bay Rd Ed350, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

  Karen Overtoom Karen M. Overtoom R.E.

  20 Katama Bay Rd Ed350, Edgartown, MA 02539
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  $1,000,000 Sold Jan 13, 2026

  48 Edgartown - West Tisbury Rd, Edgartown, MA 02539

  • 3 Beds
  • 3 Baths
  • 1,959 Sq Ft
  • Built 1950

  Last Sold Summary

  • 29% Below List Price
  • $510/SF
  • 86 Days On Market

  Last Listing Agent Mavis Francis eXp Realty

  48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
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  /20

  Est $1,589,137 Not Listed For Sale

  39 Prices Way, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1986

  39 Prices Way, Edgartown, MA 02539

  Last Sold Summary

  • 20% Above List Price
  • $865/SF
  • 119 Days On Market

  Last Sold Price $1,325,000

  Last Listing Agent Stephanie Roache Donnelly + Co.
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  /40

  $3,995,000

  • 8 Beds
  • 6 Baths
  • 4,651 Sq Ft

  23 Beetle Swamp Rd, Edgartown, MA 02539

  Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses.

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  23 Beetle Swamp Rd, Edgartown, MA 02539
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  /31

  $50,000 total monthly price

  • 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
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  $1,600,000 Sold Nov 07, 2025

  96 Pondview Dr, Oak Bluffs, MA 02536

  • 4 Beds
  • 2.5 Baths
  • 2,115 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $757/SF
  • 35 Days On Market

  Last Listing Agent Doug Burke Cronigs Real Estate

  96 Pondview Dr, Oak Bluffs, MA 02536
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  /23

  Est $2,073,604 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

  • 4% Above List Price
  • $1,174/SF
  • 169 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Courtney Marek Sandpiper Realty
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  $2,700,000

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

  6 Lauras Way, Edgartown, MA 02539

  Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

  Michele Casavant Vineyard Village Realty

  6 Lauras Way, Edgartown, MA 02539
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  /30

  $20,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft
  • House for Rent

  54 Schoolhouse Road Ed330, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

  Karen Overtoom Karen M. Overtoom R.E.

  54 Schoolhouse Road Ed330, Edgartown, MA 02539
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  $3,695,000 Sold Nov 20, 2025

  37 Road To the Plains, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1986

  Last Sold Summary

  • $1,478/SF
  • 40 Days On Market

  Current Estimated Value $2,932,869

  Last Listing Agent Wendy Harman Compass

  37 Road To the Plains, Edgartown, MA 02539
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  /21

  Est $1,970,656 Not Listed For Sale

  8 Old Purchase Way, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 1985

  8 Old Purchase Way, Edgartown, MA 02539

  Last Sold Summary

  • 79% Above List Price
  • $695/SF
  • 75 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Amy Kurth Vineyard Real Estate
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  $3,895,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  44 Plantingfield Way, Edgartown, MA 02539

  Post-and-beam style Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA accessory apartment over a one-car, detached garage on a

  David Dickinson Compass

  44 Plantingfield Way, Edgartown, MA 02539
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  /17

  $48,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,675 Sq Ft
  • House for Rent

  9 Thaxter Lane Ed310, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

  Karen Overtoom Karen M. Overtoom R.E.

  9 Thaxter Lane Ed310, Edgartown, MA 02539
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  $700,500 Sold May 07, 2025

  72 Windsor Dr Unit 99.71, Edgartown, MA 02539

  • Land
  • 0.55 Acre
  • $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 $1,866,311 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

  • 18% Above List Price
  • $366/SF
  • 3 Days On Market

  Last Sold Price $1,575,000

  Last Listing Agent Robin Perschel Feiner Real Estate
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  /9

  $2,250,000

  • 3 Beds
  • 3.5 Baths
  • 2,475 Sq Ft

  35 Double Ox Rd, Oak Bluffs, MA 02557

  Would you love to live or vacation in a brand-new home on Martha’s Vineyard?We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD!Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood.Easy to show – Call now! To be built with lot purchase$700,000 and building contract $1,550,000.This 3-bedroom dream home is set in an elevated

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd, Oak Bluffs, MA 02557
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  /23

  $36,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft
  • House for Rent

  74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

  Karen Overtoom Karen M. Overtoom R.E.

  74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
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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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  /23

  Est $2,724,233 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

  • 12% Above List Price
  • $750/SF
  • 45 Days On Market

  Last Sold Price $2,438,500

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate
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  /27

  $2,400,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,884 Sq Ft

  27 7th St N, Edgartown, MA 02539

  27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

  Michele Casavant Vineyard Village Realty

  27 7th St N, Edgartown, MA 02539
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  $29,300 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,871 Sq Ft
  • House for Rent

  76 Mattakesett Way Ed313, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

  Karen Overtoom Karen M. Overtoom R.E.

  76 Mattakesett Way Ed313, Edgartown, MA 02539
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  $1,662,000 Sold Apr 16, 2025

  395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $926/SF
  • 0 Days On Market

  Current Estimated Value $1,743,900

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  395 Edgartown - West Tisbury Rd, Edgartown, MA 02539
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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

  Last Listing Agent Wendy Harman Compass
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  $560,000

  • 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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  $11,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  15 Price's Way Ed322, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The

  Karen Overtoom Karen M. Overtoom R.E.

  15 Price's Way Ed322, Edgartown, MA 02539
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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 $2,241,048

  Last Listing Agent Stephanie Burke Portfolio Properties

  24 Dark Woods Rd, Edgartown, MA 02539
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  Est $4,951,325 Not Listed For Sale

  3 Duarte Cir, Edgartown, MA 02539

  • 6 Beds
  • 7 Baths
  • 6,783 Sq Ft
  • Built 2023

  3 Duarte Cir, Edgartown, MA 02539

  Last Sold Summary

  • 13% Below List Price
  • $840/SF
  • 329 Days On Market

  Last Sold Price $5,700,000

  Last Listing Agent Michele Casavant Vineyard Village Realty

Showing Results 41 - 80, Page 2 of 18