Pending

$3,995,000

49 High Street, Edgartown, MA 02539

5beds

2,733sqft

$23,050/mo

Get pre-qualified

Single Family Residence

Built in 1920

0.38 Acres Lot

$3,752,900 Zestimate^®

$1,462/sqft

$-- HOA

What's special

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.

48 days

457

12

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 3
Full bathrooms: 3
Main level bathrooms: 2

Heating

Other

Cooling

None

Appliances

Included: Electric Water Heater

Features

Flooring: Wood
Basement: Bulkhead Access
Number of fireplaces: 1

Interior area

Total structure area: 2,733
Total interior livable area: 2,733 sqft

Property

Parking

Total spaces: 4
Parking features: Garage, Open
Garage spaces: 2
Has uncovered spaces: Yes

Features

Stories: 2
Patio & porch: Porch
Exterior features: Outdoor Shower
Fencing: Partial
Frontage length: 164.00

Lot

Size: 0.38 Acres
Features: In Town Location, Shopping, Marina, Level

Details

Parcel number: EDGA M:0020 B:0132 L:0001
Zoning: R5
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Architectural style: Other
Property subtype: Single Family Residence

Materials

Shingle Siding
Foundation: Block
Roof: Asphalt

Condition

Actual
New construction: No
Year built: 1920

Utilities & green energy

Sewer: Public Sewer

Community & HOA

HOA

Has HOA: No

Location

Region: Edgartown

Financial & listing details

Price per square foot: $1,462/sqft
Tax assessed value: $2,751,000
Annual tax amount: $6,822
Date on market: 6/26/2026
Cumulative days on market: 42 days

Estimated market value

$3,752,900

$3.57M - $3.94M

$6,051/mo

Price history

Date	Event	Price
7/31/2026	Contingent	$3,995,000$1,462/sqft
Source: MLS PIN #73542542 Report a problem
7/31/2026	Pending sale	$3,995,000$1,462/sqft
Source: CCIMLS #22603145 Report a problem
6/25/2026	Listed for sale	$3,995,000$1,462/sqft
Source: LINK #44561 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$6,282 +6.7%	$2,370,500 +2.6%
2024	$5,889 +4.8%	$2,309,500 +3.5%
2023	$5,621 +1.3%	$2,230,500 +21.8%
2022	$5,550 -11.3%	$1,831,800 -3.9%
2021	$6,255 -2.1%	$1,907,000
2020	$6,388 -2.8%	$1,907,000 +12.3%
2019	$6,572 +1.3%	$1,698,300 +1.3%
2018	$6,489 +29.3%	$1,676,700 +18.7%
2017	$5,017 -1.9%	$1,413,100
2016	$5,115 +7.2%	$1,413,100 +2.8%
2015	$4,772 -13.3%	$1,375,100 -7.6%
2014	$5,504 +11.1%	$1,487,700 +6.7%
2013	$4,952 -2.9%	$1,394,900 -6.1%
2012	$5,098 +0.3%	$1,486,200 -0.5%
2011	$5,081 +10%	$1,494,400
2010	$4,618 +3.4%	$1,494,400 -2.6%
2009	$4,465 +6.6%	$1,534,500
2008	$4,189 +9.2%	$1,534,500 +14%
2007	$3,835 +7.2%	$1,345,700 +14%
2006	$3,576 +11.5%	$1,180,100 +12.2%
2005	$3,207 -17%	$1,051,500 -4.5%
2004	$3,863 +12.6%	$1,100,700 +18%
2003	$3,432 -0.8%	$932,500 +38.6%
2001	$3,459 +1.3%	$672,900 +23%
2000	$3,413	$547,000