Homes in ZIP Code 02539

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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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  /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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  $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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  /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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  /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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  /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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  /12

  $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
• 

  

  /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

  $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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  $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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  $1,000,000 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
• 

  

  /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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  /32

  $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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  $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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  $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
• 

  

  /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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  /39

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,836 Sq Ft

  38 Pinehurst Rd, Edgartown, MA 02539

  NEWLY BUILT 4-BEDROOM HOME WITH POOL,10 Minute walk TO TOWN, beautifully furnished home featuring a heated saltwater pool and a 20' x 30' entertainment barn.The home offers two floors of living space with 3.5 bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas. The sleeping arrangements include an upstairs primary suite with private bath. Also

  Michele Casavant Vineyard Village Realty

  38 Pinehurst Rd, Edgartown, MA 02539
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  $80,000 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 3,800 Sq Ft
  • House for Rent

  7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

  Karen Overtoom Karen M. Overtoom R.E.

  7 Mill Hill Farms Rd Ed315, 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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  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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  $1,600,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,975 Sq Ft

  68 20th St S, Edgartown, MA 02539

  This well-maintained custom Cape Cod–style home is ideally suited for year-round living, vacation getaway, or employee housing. Located at the end of a quiet street next to Pennywise Preserve conservation land, it enjoys extra privacy. The main level features an open layout with vaulted ceilings. There is a spacious den above an oversized two-car garage and an expansive deck for entertaining

  Carol Shore Donnelly + Co

  68 20th St S, Edgartown, MA 02539
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  /36

  $56,800 total monthly price

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • House for Rent

  2 Nonamessett Rd, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

  Karen Overtoom Karen M. Overtoom R.E.

  2 Nonamessett Rd, 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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  /7

  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
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  /7

  $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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  /21

  $14,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • House for Rent

  175 Meetinghouse Way Ed321, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

  Karen Overtoom Karen M. Overtoom R.E.

  175 Meetinghouse Way Ed321, Edgartown, MA 02539
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  /29

  $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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  /20

  Est $1,727,162 Not Listed For Sale

  21 Bold Meadow Ln, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft
  • Built 1991

  21 Bold Meadow Ln, Edgartown, MA 02539

  Last Sold Summary

  • 26% Above List Price
  • $698/SF
  • 34 Days On Market

  Last Sold Price $1,375,000

  Last Listing Agent Martha Smith C McManus Realty Group
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  /9

  $2,450,000

  • Land
  • 5.37 Acres
  • $456,238 per Acre

  9 Maqua Way, Edgartown, MA 02539

  Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

  Katherine Donahue Sandpiper Realty Inc

  9 Maqua Way, Edgartown, MA 02539
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  /32

  $100,000 total monthly price

  • 5 Beds
  • 4 Baths
  • 4,500 Sq Ft
  • House for Rent

  60 Witchwood Lane Ed317, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

  Karen Overtoom Karen M. Overtoom R.E.

  60 Witchwood Lane Ed317, Edgartown, MA 02539
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  /28

  $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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  /32

  Est $2,657,218 Not Listed For Sale

  10 Codman Spring Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,101 Sq Ft
  • Built 1980

  10 Codman Spring Rd, Edgartown, MA 02539

  Last Sold Summary

  • 19% Above List Price
  • $1,059/SF
  • 9 Days On Market

  Last Sold Price $2,225,000

  Last Listing Agent Josseph Barkett Compass
• 

  

  /15

  $2,490,000

  • Land
  • 7.2 Acres
  • $345,833 per Acre

  3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539

  Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the beautiful 4.5 acre meadow in the grand Boldwater Association(BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

  Robert Kenney Tea Lane Associates

  3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
• 

  /2

  $5,375,000 Sold Nov 14, 2025

  37 Morse St, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 2,911 Sq Ft
  • Built 1820

  Last Sold Summary

  • $1,846/SF
  • 0 Days On Market

  Current Estimated Value $5,488,982

  Last Listing Agent LINK Email Cache LINK

  37 Morse St, Edgartown, MA 02539
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  /19

  Est $1,350,742 Not Listed For Sale

  46 Windsor Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1987

  46 Windsor Dr, Edgartown, MA 02539

  Last Sold Summary

  • 13% Above List Price
  • $786/SF
  • 22 Days On Market

  Last Sold Price $1,195,000

  Last Listing Agent Francine Agnoli The Agency Martha's Vineyard
• 

  

  /27

  $8,500,000

  • 4 Beds
  • 6 Baths
  • 3,497 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

  Tom Wallace Wallace & Co. Sotheby's International Realty

  24 Katama Bay View Rd, Edgartown, MA 02539
• 

  

  /18

  $995,000 Sold Nov 06, 2025

  2 Flamingo Dr, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Below List Price
  • $1,005/SF
  • 5 Days On Market

  Current Estimated Value $1,069,326

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  2 Flamingo Dr, Edgartown, MA 02539
• 

  /2

  Est $1,757,812 Not Listed For Sale

  11 Deacon Vincent Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1986

  11 Deacon Vincent Way, Edgartown, MA 02539

  Last Sold Summary

  • 5% Above List Price
  • $1,340/SF
  • 34 Days On Market

  Last Sold Price $1,675,000

  Last Listing Agent Courtney Marek Sandpiper Realty Inc
• 

  

  /42

  $9,499,000

  • 4 Beds
  • 7 Baths
  • 5,902 Sq Ft

  43 Peases Point Way S, Edgartown, MA 02539

  Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  43 Peases Point Way S, Edgartown, MA 02539
• 

  

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  $1,890,000 Sold Aug 29, 2025

  1 Thames Ct, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 3,270 Sq Ft
  • Built 1981

  Last Sold Summary

  • $578/SF
  • 38 Days On Market

  Current Estimated Value $2,178,740

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

  1 Thames Ct, Edgartown, MA 02539

Showing Results 41 - 80, Page 2 of 18