For sale

$1,850,000

171 Upper Main St, Edgartown, MA 02539

3beds

1,598sqft

$10,023/mo

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Single Family Residence

Built in 1920

0.78 Acres Lot

$-- Zestimate^®

$1,158/sqft

$-- HOA

What's special

Private poolExpansive groundsExisting antique homeLong private driveway

A Rare in-town Edgartown Opportunity — Create Your Own Private Compound At the end of a long private driveway close to downtown Edgartown, this property offers a unique opportunity to create a special island retreat. The beginning of the driveway is less than a third of a mile to the very heart of the village! The expansive grounds offer the opportunity to create a new main residence with swimming pool. The existing antique home provides wonderful potential to be thoughtfully restored and used as a guest house. The property can legally support 7 bedrooms between the two structures, providing ample room for family and guests while maintaining the character and charm of an Edgartown property. Imagine a beautifully designed main residence complemented by a separate guest house, with a private pool creating the perfect setting for summer entertaining and relaxed island living.

20 hours
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Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Heating

OFHW

Appliances

Included: Stove: Yes, Washer: Yes

Features

Ins, OSh, Floor 1: Kitchen, living room, dining room and bathroom, Floor 2: 3 bedroom and bathroom
Flooring: hardwood
Basement: Cape cod
Fireplace features: Yes

Interior area

Total structure area: 1,598
Total interior livable area: 1,598 sqft

Property

Parking

Parking features: Ample parking

Features

Exterior features: PubBch, Cov, Garden, Porch
Has view: Yes
View description: None, Trees/Woods
Frontage type: None

Lot

Size: 0.78 Acres
Features: Lovely private yard

Details

Parcel number: EDGAM020AB0119L1
Zoning: R5

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Condition

Year built: 1920

Utilities & green energy

Sewer: Town
Water: Town
Utilities for property: Cbl

Community & HOA

Location

Region: Edgartown

Financial & listing details

Price per square foot: $1,158/sqft
Tax assessed value: $905,300
Annual tax amount: $2,244
Date on market: 8/31/2026
Listing agreement: E

Estimated market value

Not available

Estimated sales range

Not available

$5,063/mo

Price history

Date	Event	Price
8/31/2026	Listed for sale	$1,850,000$1,158/sqft
Source: LINK #44893 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$2,236 +7.2%	$843,700 +3.2%
2024	$2,085 -3.2%	$817,500 -4.3%
2023	$2,153 -16.9%	$854,300 -0.1%
2022	$2,591 +2.3%	$855,200 +10.8%
2021	$2,532 +6.2%	$771,900 +8.5%
2020	$2,384 -9.8%	$711,600 +4.2%
2019	$2,643 +17.2%	$682,900 +17.1%
2018	$2,256 +1.6%	$583,000 -6.8%
2017	$2,221 +10%	$625,700 +12.2%
2016	$2,020 +0.2%	$557,900 -4%
2015	$2,016 -8.9%	$581,100 -2.8%
2014	$2,212 +1.6%	$597,800 -2.5%
2013	$2,177 +3.5%	$613,200
2012	$2,103 -11%	$613,200 -11.8%
2011	$2,363 +5.1%	$695,000 -4.5%
2010	$2,248 +0.3%	$727,500 -5.5%
2009	$2,241 -0.1%	$770,000 -6.3%
2008	$2,243 -12.7%	$821,600 -8.8%
2007	$2,568 -0.4%	$901,100 +5.9%
2006	$2,579 +16%	$851,100 +16.8%
2005	$2,223 -2.2%	$728,900 +12.5%
2004	$2,274 +6.2%	$647,800 +11.3%
2003	$2,142 -4.2%	$582,000 +33.7%
2001	$2,237 -2%	$435,300 +19%
2000	$2,282	$365,700