49 High Street, Edgartown, MA 02539
Dukes County
Key Facts
Description
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 Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Other
Year Built
1920
Living Area
2,733 sq ft
Lot Size
0.38 acres
Garage Spaces
2
Parking Spaces
4
Zoning
R5
Days on Market
1
MLS® Listing#
22603145
Property Features
Exterior
Appliances
Cooling
Heating
Flooring
Patio
Fencing
Lot Features
Construction
Foundation
Roof
Sewer
Financial Details
HOA
None
Annual Taxes
$6,822
Tax year 2026
Assessed Value
$2,751,000
Parcel Number
EDGA M:0020 B:0132 L:0001
Directions
High Street
Affordability Calculator
$799,000
Estimated monthly payment
$21,263/mo
Principal $3,196,000 · Est. interest $4,458,704 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Edgartown, MA
- $1,000,000
- Median Listing Price
- 64
- Median Days on Market
- 2,733
- Median Sq Ft
- $1,275
- Median Price / Sq Ft
- 42
- Active Listings
- This home’s price is 300% above the area median.
- Its price per sq ft is 15% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Edgartown, MA.
Location
Points of Interest in Edgartown, MA
Showing the Edgartown area map.
Nearby Schools
The Edgartown School
Elementary · 0.2 mi away
Martha's Vineyard Regional High School
Secondary · 4.5 mi away
Oak Bluffs Elementary School
Elementary · 4.8 mi away
Tisbury Elementary
Elementary · 6.5 mi away
Martha's Vineyard Regional High School
Secondary · 6.5 mi away
Vineyard Montessori School
Elementary · 6.8 mi away
West Tisbury School
Elementary · 7.5 mi away
Island Childrens School
School · 7.6 mi away
Martha's Vineyard Public Charter School
Secondary · 7.9 mi away
Chilmark Elementary
Elementary · 12.1 mi away
Penikese Island School
School · 12.1 mi away
Children's School of Science
School · 12.3 mi away
Mullen Hall School
School · 12.5 mi away
Village Science Playground
Elementary · 12.5 mi away
Falmouth Community School
School · 12.6 mi away
Lawrence School
Secondary · 12.6 mi away
Morse Pond School
Secondary · 12.6 mi away
Sandpiper Nursery School
School · 13.0 mi away
Teaticket Park
School · 13.0 mi away
Falmouth Public Schools - Massachusetts
School · 13.2 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 13 Young Street, Edgartown, MA | $2,950,000 | 4 | 3 | 2,208 |
| 2 Bold Meadow Road, Edgartown, MA | $2,950,000 | 4 | 3 | 2,927 |
| 15 Twenty First St N, Edgartown, MA | $2,950,000 | 4 | 8 | 4,530 |
| 10 North Bog Rd, Edgartown, MA | $2,999,000 | 5 | 5 | 3,881 |
| 49 High Street, Edgartown, MA | $3,995,000 | 5 | 3 | 2,733 |
| 23 Beetle Swamp Road, Edgartown, MA | $3,995,000 | 8 | 6 | 4,651 |
Moving Cost Estimate
EXIT Agents in Edgartown
Listing Courtesy: Wallace & Co. Sotheby's International Realty - 5086273313
Presented by: Alyssa M Halisky
Last Updated: 2026-06-26