Homes in ZIP Code 02539

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  /9

  $2,000,000 Pending

  • Land
  • 1.28 Acres
  • $1,562,500 per Acre

  5 Louis Field Rd, Edgartown, MA 02539

  CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

  

  Wendy Harman

  Compass

  (508) 694-9959

  5 Louis Field Rd, Edgartown, MA 02539
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  /27

  $21,700 total monthly price

  • 5 Beds
  • 3 Baths
  • 2,168 Sq Ft
  • House for Rent

  97 3rd St N, Edgartown, MA 02539

  YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

  Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

  97 3rd St N, Edgartown, MA 02539
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  /2

  $10,189,494 Sold Nov 03, 2025

  55 King Point Way, Edgartown, MA 02539

  • 4 Beds
  • 8 Baths
  • 9,900 Sq Ft
  • Built 2021

  Last Sold Summary

  • $1,029/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  55 King Point Way, Edgartown, MA 02539
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  /2

  Not Listed For Sale

  38 N Water St Unit R-2, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 797 Sq Ft
  • Built 1890

  38 N Water St Unit R-2, Edgartown, MA 02539

  Last Sold Summary

  • $314/SF
  • 73 Days On Market

  Last Sold Price $250,500

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /42

  $10,995,000 Pending

  • 7 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  117 N Water St, Edgartown, MA 02539

  Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

  

  Wendy Harman

  Compass

  (508) 715-6592

  117 N Water St, Edgartown, MA 02539
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  /29

  $11,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  29 Mercier Way, Edgartown, MA 02539

  **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  29 Mercier Way, Edgartown, MA 02539
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  /29

  $1,970,000 Sold Jun 26, 2025

  493 Katama Rd Unit E2, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $1,397/SF
  • 0 Days On Market

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

  493 Katama Rd Unit E2, Edgartown, MA 02539
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  /36

  Est $2,617,652 Not Listed For Sale

  28 Woodhaven Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 3,470 Sq Ft
  • Built 2013

  28 Woodhaven Dr, Edgartown, MA 02539

  Last Sold Summary

  • 14% Above List Price
  • $663/SF
  • 261 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Stephanie Roache Donnelly + Co.
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  /42

  $1,498,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,105 Sq Ft

  10 Peases Point Way N, Edgartown, MA 02539

  ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

  

  Wendy Harman

  Compass

  (508) 691-7503

  10 Peases Point Way N, Edgartown, MA 02539
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  /12

  $5,500 total monthly price

  • 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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  /2

  $3,300,000 Sold Dec 09, 2025

  1 Muskoday Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,194 Sq Ft
  • Built 1972

  Last Sold Summary

  • $1,504/SF
  • 0 Days On Market

  Current Estimated Value $2,942,656

  Last Listing Agent LINK Email Cache LINK

  1 Muskoday Way, Edgartown, MA 02539
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  /37

  Est $3,785,612 Not Listed For Sale

  149 Litchfield Rd, Edgartown, MA 02539

  • 3 Beds
  • 5 Baths
  • 4,417 Sq Ft
  • Built 2011

  149 Litchfield Rd, Edgartown, MA 02539

  Last Sold Summary

  • 21% Above List Price
  • $711/SF
  • 12 Days On Market

  Last Sold Price $3,140,000

  Last Listing Agent Peyton Wallace Compass
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  /29

  $1,395,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  42 Road To the Plains, Edgartown, MA 02539

  Classic Colonial - Located between Edgartown Village and Katama, this classically styled colonial features plenty of traditional charm as well as a world of possibilities for renovations and/or expansion. The main entrance opens up to a center staircase flanked by a formal Living Room and Dining Room and there is also a kitchen with breakfast bar PLUS a first-floor bedroom and full bath. The

  

  Wendy Harman

  Compass

  (508) 978-3864

  42 Road To the Plains, Edgartown, MA 02539
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  /8

  $13,600 total monthly price

  • 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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  /48

  $4,750,000 Sold Nov 21, 2025

  36 Crocker Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 4,131 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $1,150/SF
  • 84 Days On Market

  Current Estimated Value $4,686,585

  Last Listing Agent Stephanie Roache Donnelly + Co.

  36 Crocker Dr, Edgartown, MA 02539
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  /26

  Est $3,592,917 Not Listed For Sale

  53 Pinehurst Rd, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 3,916 Sq Ft
  • Built 2018

  53 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • $916/SF
  • 50 Days On Market

  Last Sold Price $3,589,000

  Last Listing Agent Michele Casavant Vineyard Village Realty
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  /23

  $3,988,000

  • 7 Beds
  • 3.5 Baths
  • 2,461 Sq Ft

  69 School St, Edgartown, MA 02539

  Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

  Peyton Wallace Studio Realty

  69 School St, Edgartown, MA 02539
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  /26

  $7,000 total monthly price

  • 7 Beds
  • 1.5 Baths
  • 2,900 Sq Ft
  • House for Rent

  39 N Neck Rd, Edgartown, MA 02539

  Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

  Charles Petitti Coldwell Banker Realty - Newton

  39 N Neck Rd, Edgartown, MA 02539
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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 $3,678,183

  Last Listing Agent Jennifer O'hanlon Compass

  28 Crocker Dr, Edgartown, MA 02539
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  /45

  Est $1,718,736 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

  • 1% Above List Price
  • $660/SF
  • 48 Days On Market

  Last Sold Price $1,700,000

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

  

  /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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  /8

  $19,000 total monthly price

  • 5 Beds
  • 5 Baths
  • 3,137 Sq Ft
  • House for Rent

  19 Morse St, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all

  Karen Overtoom Karen M. Overtoom R.E.

  19 Morse St, Edgartown, MA 02539
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  /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 $2,254,000

  Last Listing Agent Michele Casavant Vineyard Village Realty

  1 Wilsons Ln, Edgartown, MA 02539
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  /41

  Est $2,519,548 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% Above List Price
  • $1,467/SF
  • 0 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group
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  /69

  $4,175,000

  • 6 Beds
  • 3.5 Baths
  • 3,397 Sq Ft

  19 Kitts Field Cir, Edgartown, MA 02539

  Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

  Michele Casavant Vineyard Village Realty

  19 Kitts Field Cir, Edgartown, MA 02539
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  /29

  $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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  /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 $1,596,816

  Last Listing Agent Josseph Barkett Compass

  37 Knoll Dr, Edgartown, MA 02539
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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

  Last Listing Agent Wendy Harman Compass
• 

  

  /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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  /40

  $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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  /5

  $1,200,000 Sold Jan 22, 2026

  58 Marthas Rd, Edgartown, MA 02539

  • Land
  • 0.5 Acre
  • $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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  /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
• 

  

  /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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  /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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  $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 $2,759,091

  Last Listing Agent Michele Casavant Vineyard Village Realty

  43 Cottage St, 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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  /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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  /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
• 

  

  /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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  /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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