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.
Property Details
Price:
$3,995,000
MLS #:
22603145
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
edgartown
Listed Date:
Jun 26, 2026
Finished Sq Ft:
2,733
Total Sq Ft:
2,733
Lot Size:
16,460 sqft / 0.38 acres (approx)
Year Built:
1920
See this Listing
Schools
Interior
Appliances
Water Heater
Bathrooms
3 Full Bathrooms
Cooling
None
Fireplaces Total
1
Flooring
Wood
Heating
Oil, Other
Exterior
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Fencing
Partial
Garage Spaces
2
Lot Features
Level
Parking Features
Detached, Storage, Driveway, Paved
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch
Roof
Asphalt
Stories
2
Financial
Tax Year
2026
Taxes
$6,822
Map
Community
- Address49 High Street Edgartown MA
- CityEdgartown
- CountyDukes
- Zip Code02539
Market Summary
Current real estate data for Single Family in Edgartown as of Jul 16, 2026
9
Single Family Listed
81
Avg DOM
2,191
Avg $ / SqFt
$11,360,500
Avg List Price
Property Summary
- 49 High Street Edgartown MA is a Single Family for sale in Edgartown, MA, 02539. It is listed for $3,995,000 and features 5 beds, 3 baths, and has approximately 2,733 square feet of living space, and was originally constructed in 1920. The current price per square foot is $1,462. The average price per square foot for Single Family listings in Edgartown is $2,191. The average listing price for Single Family in Edgartown is $11,360,500. To schedule a showing of MLS#22603145 at 49 High Street in Edgartown, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
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