Edgartown, MA Homes

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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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  /41

  $8,750 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,811 Sq Ft
  • House for Rent

  11 High Meadow Ln, Vineyard Haven, MA 02568

  **SUMMER WEEKLY RATE ** INQUIRE FOR LONG TERM OFFSEASON RATE**Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 High Meadow Ln, Vineyard Haven, MA 02568
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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

  $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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  /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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  /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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  /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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  /22

  $20,000 total monthly price

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

  55 Samoset Ave, Oak Bluffs, MA 02557

  Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  55 Samoset Ave, Oak Bluffs, MA 02557
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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 $2,911,827

  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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  /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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  /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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  /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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  /36

  $5,325,000

  • 6 Beds
  • 4 Baths
  • 2,890 Sq Ft

  4 Canonicus Ave, Oak Bluffs, MA 02557

  Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  4 Canonicus Ave, Oak Bluffs, MA 02557
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  /30

  $28,500 total monthly price

  • 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 $3,678,183

  Last Listing Agent Jennifer O'hanlon Compass

  28 Crocker Dr, Edgartown, MA 02539
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  /38

  Est $1,034,721 Not Listed For Sale

  287 County Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1998

  287 County Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 22% Above List Price
  • $759/SF
  • 10 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Jill Napior Tea Lane Associates
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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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  /10

  $20,000 total monthly price

  • 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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  /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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  /17

  Est $1,541,098 Not Listed For Sale

  19 Quantapog Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,298 Sq Ft
  • Built 1988

  19 Quantapog Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 12% Above List Price
  • $601/SF
  • 22 Days On Market

  Last Sold Price $1,380,000

  Last Listing Agent Leslie Floyd Portfolio Real Estate Inc.
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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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  /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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  /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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  /14

  Est $984,867 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

  • 3% Above List Price
  • $933/SF
  • 22 Days On Market

  Last Sold Price $955,000

  Last Listing Agent Roy Cutrer LAER Realty Partners
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  /36

  $2,900,000 Pending

  • 4 Beds
  • 5 Baths
  • 5,165 Sq Ft

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

  Casandra Hyland Sandpiper Realty, Inc.

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
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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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  /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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  /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
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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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  /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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  /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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  /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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  /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

  $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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  /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 $2,759,091

  Last Listing Agent Michele Casavant Vineyard Village Realty

  43 Cottage St, 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

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