Edgartown, MA 02539 49 High Street

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Presented By: Alyssa Halisky with Wallace & Co. Sotheby's -
  • MLS# 44561
  • 06/25/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 3
  • SQFT • 2,733

Home Details

A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.
Presented By: Alyssa Halisky with Wallace & Co. Sotheby's -

Interior Features for 49 High Street

Bedrooms

Main Level Bedrooms1
Total Bedrooms5

Bathrooms

Half Baths

Other Interior Features

Fireplace Features1
Fireplace Y/NNo
Flooring2
Furnished Y/NUnfurnished
Interior AmenitiesIns, OSh, Floor 1: See floor plans, Floor 2: See floor plans

General for 49 High Street

AppliancesStove: Yes, Washer: 2 (Main house and apartment)
Building Area UnitsSquare Feet
CityEdgartown
Full Baths3
HeatingOFHA
Lot Size Square Feet16460
MLS Area2
Other StructuresGarage with attached 556 sq. ft. barn
Property SubtypeSingle Family Residence
Property Type1 Family
SewerTwn
Standard StatusActive Under Contract
StatusC
Tax Annual Amount6822.48
Tax Assessed Value1189700
Tax Lot132.1
Tax Year2026
TaxOtherAnnualAssessmentAmount1561300
Total Rooms15
UtilitiesCbl
ViewNone, Twn
Year Built1920
ZoningR5

Exterior for 49 High Street

Building Area Total2733
Exterior AmenitiesPorch, PubBch, Deck
Foundation DetailsPartial full foundation
Frontage TypeNone
Lot FeaturesSpacious yard
Lot Size Acres0.3778
Lot Size Area0.3778
Parking FeaturesPrivate driveway with garage
Water SourceTown

Additional Details

Price History

Brian Skidmore

Price $3,995,000
MLS#44561
List Date 06/25/2026
Property Type Single Family
Phone 617.834.3227
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