Google street view image for 140 Pintail Rd N, Chestertown, MD 21620

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SOLD

$563,297

Est. refi paymentEst. refi $1,200/mo

—

•

1.5 ba

•

2,024

sq ft

140 Pintail Rd N, Chestertown, MD 21620

About this home

Single-familyProperty Type

1979Year Built

7.18 acresLot Size

$278Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$563,297

$378K since sold in October 1999$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.4% lower than the average sale price ($608K) of 6 comparable homes.

SOLD JUN 30, 2026
$1,650,000
A
3 beds2 baths2,064 sq ft
114 Chester Vw, Chestertown, MD 21620
SOLD AUG 10, 2026
$247,500
B
3 beds1 bath1,967 sq ft
1904 Pondtown Rd, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
C
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
SOLD JUN 16, 2026
$580,000
D
3 beds2 baths1,717 sq ft
104 Jim Jungle Rd, Millington, MD 21651
SOLD MAY 19, 2026
$376,000
E
3 beds2 baths1,432 sq ft
136 Hilltop Dr, Chestertown, MD 21620
SOLD MAY 29, 2026
$430,000
F
3 beds2 baths1,588 sq ft
201 Birch Run Rd, Chestertown, MD 21620

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Earn from this home

Sell

$528,879

Est. take-home

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Refinance

Est. cash available

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Rent

$2,291/mo

Redfin rental estimate

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Market trends in 21620, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.0%

+0.0% MoM

Median sale price

$347K

$15K MoM

Avg. days on market

48d

2 days MoM

Recently sold homes

1 MoM

New listings for sale

$263,000
3 beds2 baths1,140 sq ft
115 Chester Arms Dr, Chestertown, MD 21620
(703) 378-8810
$229,000
3 beds1 bath936 sq ft
7415 Wilkins Ln, Chestertown, MD 21620
(410) 810-0010
COMING SOON
$275,000
3 beds1 bath975 sq ft
7482 Poplar Ave, Chestertown, MD 21620
(301) 970-2447
COMING SOON
$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
COMING SOON
$300,000
3 beds1 bath960 sq ft
104 Lincoln Dr, Chestertown, MD 21620
(443) 274-1900
$315,000
3 beds2 baths1,288 sq ft
109 Parma Rd, Chestertown, MD 21620
(410) 778-0330
$225,000
4 beds1.5 baths1,800 sq ft
533 Round Top Rd, Chestertown, MD 21620
(833) 335-7433
$304,000
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
(410) 476-2201
COMING SOON
$675,000
5 beds3 baths2,838 sq ft
212 Washington Ave, Chestertown, MD 21620
(410) 778-0330
$38,200,000
4 beds2 baths2,330 sq ft
8184 Rock Hall Rd, Chestertown, MD 21620
(410) 778-3779
See all

Provided by Redfin

Sale history for 140 Pintail Rd N

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$3,590 (+1.1%)

2024

$3,549 (+1.2%)

$184,300 + $190,400

$374,700

2023

$3,509 (+0.8%)

2022

$3,480 (−1.1%)

2021

$3,520 (+0.3%)

$200,600 + $161,200

$361,800

2020

$3,510 (+0.3%)

2019

$3,500 (+0.2%)

2018

$3,493 (+0.2%)

$193,100 + $165,600

$358,700

2017

$3,485 (+0.2%)

2016

$3,477

$193,100 + $163,200

$356,300

2015

$3,477 (−6.3%)

$193,100 + $163,200

$356,300

2014

$3,712

$192,500 + $188,300

$380,800

2013

$3,712 (+0.8%)

2012

$3,682 (−11.6%)

2011

$4,164 (+10.4%)

2010

$3,773 (+13.0%)

2009

$3,338

Tax history for 140 Pintail Rd N

Year

Property tax

Land + Additions

Assessment*

2025

$3,590 (+1.1%)

2024

$3,549 (+1.2%)

$184,300 + $190,400

$374,700

2023

$3,509 (+0.8%)

2022

$3,480 (−1.1%)

2021

$3,520 (+0.3%)

$200,600 + $161,200

$361,800

2020

$3,510 (+0.3%)

2019

$3,500 (+0.2%)

2018

$3,493 (+0.2%)

$193,100 + $165,600

$358,700

2017

$3,485 (+0.2%)

2016

$3,477

$193,100 + $163,200

$356,300

2015

$3,477 (−6.3%)

$193,100 + $163,200

$356,300

2014

$3,712

$192,500 + $188,300

$380,800

2013

$3,712 (+0.8%)

2012

$3,682 (−11.6%)

2011

$4,164 (+10.4%)

2010

$3,773 (+13.0%)

2009

$3,338

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

7.18 Acres

Year renovated

—

Sq. Ft.

2,024

Year built

1979

Style

Single Family Residential

County

Queen Anne's County

APN

07 011679

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

Countryside District

The Countryside CS District is intended to preserve and protect the rural and agricultural areas of the County that generally lie within the Chesapeake Bay Critical Area and contain extremely sensitive natural resources. Residential development densities and design standards shall ensure resource protection and preservation of open space. This district shall be predominately characterized by open space, farmettes, and very low-density residential uses or small single-family cluster developments with significant associated open space.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Greenhouse / nursery
Housing-Single unit
Housing-Multiple units
Bed & breakfast
Public service
Recreation
Kennel
Housing-Mobile home park

Property details

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 6.5mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 8.0mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 14.6mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

8/10 Heat Factor

7 days above 105° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Chestertown, MD • 21620

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$536,000 – $648,000

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Nearby similar homes

$135,000

Land— sq ft

109 2nd St, Chestertown, MD 21620

(410) 778-3779

$200,000

3 beds1.5 baths2,206 sq ft

107 2nd St, Crumpton, MD 21628

(410) 793-7195

FOR SALE BY OWNER

$435,000

3 beds2 baths1,956 sq ft

233 Duke of Kent St, Chestertown, MD 21620

NEW CONSTRUCTIONVIDEO TOUR

$1,459,000

3 beds2.5 baths2,231 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

$249,000

Land— sq ft

Chester River Heights Rd, 7, Crumpton, MD 21651

(410) 810-3900

$395,000

2 beds1.5 baths1,440 sq ft

224 Ewingtown Rd, Church Hill, MD 21623

(410) 810-0010

New listings for sale in 21620

$263,000

3 beds2 baths1,140 sq ft

115 Chester Arms Dr, Chestertown, MD 21620

(703) 378-8810

$229,000

3 beds1 bath936 sq ft

7415 Wilkins Ln, Chestertown, MD 21620

(410) 810-0010

COMING SOON

$275,000

3 beds1 bath975 sq ft

7482 Poplar Ave, Chestertown, MD 21620

(301) 970-2447

COMING SOON

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

COMING SOON

$300,000

3 beds1 bath960 sq ft

104 Lincoln Dr, Chestertown, MD 21620

(443) 274-1900

$315,000

3 beds2 baths1,288 sq ft

109 Parma Rd, Chestertown, MD 21620

(410) 778-0330

$225,000

4 beds1.5 baths1,800 sq ft

533 Round Top Rd, Chestertown, MD 21620

(833) 335-7433

$304,000

3 beds2 baths1,232 sq ft

7464 Shortall St, Chestertown, MD 21620

(410) 476-2201

COMING SOON

$675,000

5 beds3 baths2,838 sq ft

212 Washington Ave, Chestertown, MD 21620

(410) 778-0330

Home values near 140 Pintail Rd N

Data from public records.

Address	Redfin Estimate
116 Pintail Rd, Chestertown, MD - Beds \| 2 Baths \| 1232 Sq. Ft.	$266,734
104 Pintail Rd, Chestertown, MD - Beds \| 1 Baths \| 552 Sq. Ft.	$83,669

Address	Redfin Estimate
109 Pintail Rd, Chestertown, MD - Beds \| 1 Baths \| 672 Sq. Ft.	$121,794
115 Pintail Rd, Chestertown, MD 2 Beds \| 1.5 Baths \| 1144 Sq. Ft.	$694,803

Address	Redfin Estimate
128 Pintail Rd, Chestertown, MD - Beds \| 1.5 Baths \| 1288 Sq. Ft.	$306,114
132 Pintail Rd, Chestertown, MD - Beds \| 1 Baths \| 938 Sq. Ft.	$125,128

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GreatSchools Ratings provided by GreatSchools.org.

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140 Pintail Rd N, Chestertown, MD 21620

About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 140 Pintail Rd N

Tax history for 140 Pintail Rd N

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21620

Home values near 140 Pintail Rd N

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