SOLD SEP 1, 2026

Sold on Sep 2026

$3,650,000

•

2,733

sq ft

49 High St, Edgartown, MA 02539

Track this home’s value and nearby sales activity

About this home

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.

Single-familyProperty Type

1920Year Built

0.38 acresLot Size

$1,336Price/Sq.Ft.

2 garage spacesParking

Listed by Alyssa Halisky • Wallace & Co. Sotheby's International Realty

Bought with Stacy Ickes • Donnelly + Co.

Redfin checked: a few seconds ago

•Source:MLS PIN #73542542

Redfin Estimate

$3,778,086

$128K since sold in September 2026$631K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 60.9% higher than the average sale price ($2.35M) of 6 comparable homes.

SOLD AUG 24, 2026
$3,600,000
A
4 beds3 baths2,108 sq ft
13 Plantingfield Way, Edgartown, MA 02539
SOLD AUG 11, 2026
$1,695,000
B
3 beds3 baths2,296 sq ft
177 West Tisbury Rd, Edgartown, MA 02539
SOLD FEB 25, 2026
$1,510,000
C
4 beds3 baths1,738 sq ft
10 Dory Cir, Edgartown, MA 02539
SOLD JUL 23, 2026
$2,210,000
D
3 beds3 baths2,126 sq ft
17 Oakdale Dr, Edgartown, MA 02539
SOLD FEB 20, 2026
$2,475,000
E
4 beds3.5 baths2,566 sq ft
28 Martha's Rd, Edgartown, MA 02539
SOLD JUL 24, 2026
$2,595,000
F
4 beds3.5 baths2,317 sq ft
471 West Tisbury Rd, Edgartown, MA 02539

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Market trends in 02539, MA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.0%

+1.3% MoM

Median sale price

$2.6M

$134K MoM

Avg. days on market

24d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

$4,100,000
5 beds3 baths3,654 sq ft
148 Katama Rd, Edgartown, MA 02539
$2,650,000
3 beds2.5 baths2,876 sq ft
10 Woodhaven Dr, Edgartown, MA 02539
$1,175,000
3 beds1 bath770 sq ft
23 Hamblen Way, Edgartown, MA 02539
$5,795,000
5 beds5 baths3,606 sq ft
37 Plain Field Way, Edgartown, MA 02539
See all

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Rental estimate

Est. $3,715 per month, based on comparable rentals

Sale and tax history for 49 High St

Sale History
Tax History

Date

Event

Price

CCIMLS #22603145

Sep 1, 2026

Sold

$3,650,000

$1,336/sq ft

Jul 31, 2026

Pending

—

Jul 2, 2026

Listed

$3,995,000

$1,462/sq ft

+11

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.

MLS PIN #73542542

Sep 1, 2026

Sold

$3,650,000

$1,336/sq ft

Aug 14, 2026

Pending

—

Jul 31, 2026

Contingent

—

Jun 26, 2026

Listed

$3,995,000

$1,462/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,621 (+1.3%)

$1,162,800 + $1,067,700

$2,230,500

2022

$5,550 (−13.1%)

$1,147,800 + $684,000

$1,831,800

2020

$6,388 (−2.8%)

$1,152,000 + $755,000

$1,907,000

2019

$6,572 (+1.3%)

$1,016,400 + $681,900

$1,698,300

2018

$6,489 (+29.3%)

$1,016,400 + $660,300

$1,676,700

2017

$5,017 (−1.9%)

$840,200 + $572,900

$1,413,100

2016

$5,115 (+7.2%)

$840,200 + $572,900

$1,413,100

2015

$4,772

$834,800 + $540,300

$1,375,100

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.38 Acres

Year renovated

—

Sq. Ft.

2,641

Year built

1920

Style

Single Family Residential

County

Dukes County

APN

3773634

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 4
Parking Spaces: 6
Parking Features: Detached, Storage, Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 3

Basement Information
Basement: Partial

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Appliances
Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer

Interior Features
# of Rooms (Total): 15
Flooring: Wood

Exterior

Building Information
Building Area (Total): 2,733
Foundation Details: Block
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch, Storage, Outdoor Shower

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Above Grade Finished Area: 2733
ADU: Y

Lot Information
Lot Size (Acres): 0.38
Lot Features: Level
Waterfront Features: Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $6,822.48
Tax Year: 2026

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Heating: Oil

Location

School Information
High School: Martha's Vineyard Regional Hs

Location Information
Directions: High Street.
UnparsedAddress: 49 High Street, Edgartown MA 02539

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Public School

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,641
Stories: 2.0
Lot Size: 0.38 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Dukes County
APN: 3773634

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 0.2mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 4.5mi

6/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Edgartown, MA • 02539

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

84/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.59M – $4.35M

Sell confidently with a local market expert in Edgartown.

Nearby similar homes

$4,100,000

5 beds3 baths3,654 sq ft

148 Katama Rd, Edgartown, MA 02539

$2,650,000

3 beds2.5 baths2,876 sq ft

10 Woodhaven Dr, Edgartown, MA 02539

$3,075,000

3 beds2 baths1,962 sq ft

21 Vickers St, Edgartown, MA 02539

$785,000

2 beds1 bath624 sq ft

60R Carol Ln, Oak Bluffs, MA 02557

$4,725,000

3 beds4 baths2,969 sq ft

149 Litchfield Rd, Edgartown, MA 02539

OPEN SUN, 1PM TO 2PM

$1,225,000

1 bed2 baths1,428 sq ft

323 County Rd, Oak Bluffs, MA 02557

New listings for sale in 02539

$4,100,000

5 beds3 baths3,654 sq ft

148 Katama Rd, Edgartown, MA 02539

$2,650,000

3 beds2.5 baths2,876 sq ft

10 Woodhaven Dr, Edgartown, MA 02539

$1,175,000

3 beds1 bath770 sq ft

23 Hamblen Way, Edgartown, MA 02539

$5,795,000

5 beds5 baths3,606 sq ft

37 Plain Field Way, Edgartown, MA 02539

Home values near 49 High St

Data from public records.

Address	Redfin Estimate
46 High St, Edgartown, MA 4 Beds \| 4.5 Baths \| 2955 Sq. Ft.	$4,229,427
48 High St, Edgartown, MA 4 Beds \| 4 Baths \| 2940 Sq. Ft.	$3,701,150

Address	Redfin Estimate
42 High St, Edgartown, MA 4 Beds \| 3 Baths \| 1771 Sq. Ft.	$2,764,312
9 Norton St, Edgartown, MA 5 Beds \| 3.5 Baths \| 2750 Sq. Ft.	$2,934,830

Address	Redfin Estimate
50 High St, Edgartown, MA 2 Beds \| 1.5 Baths \| 2000 Sq. Ft.	$399,609
86 School St, Edgartown, MA - Beds \| - Baths \| - Sq. Ft.	—

Property information provided by MLS PIN when last listed in 2026. This data may not match . Learn more.

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49 High St, Edgartown, MA 02539

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About this home

Redfin Estimate

Market trends in 02539, MA

Homeowner tools

Sale and tax history for 49 High St

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02539

Home values near 49 High St

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