Google street view image for 23159 Old Fairlee Rd, Chestertown, MD 21620

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Sold

$308,376

Est. refi paymentEst. refi $1,215/mo

—

•

2 ba

•

2,352

sq ft

23159 Old Fairlee Rd, Chestertown, MD 21620

About this home

Very nice home w/ original wd trim, decorative freplc w/ mantel, built in bkshlf, corner cabinet & LG shadow box in Dng Rm. 1990 addition- new kitchen, utility rm & BdRm that blend well w/ house. Salt treated deck (16x14) on the back to enjoy the lovely landscpd yard w/ fish ponds & brick frnt prch. Fenced back yard w/ cedar gates. Garage has plenty of strage & cncrte flr.

Single-familyProperty Type

1920Year Built

0.33 acresLot Size

$131Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$308,376

$158K since sold in April 2004$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.9% higher than the average sale price ($271K) of 6 comparable homes.

SOLD SEP 8, 2026
$222,000
A
3 beds1 bath1,341 sq ft
202 Pine St, Chestertown, MD 21620
SOLD JUN 12, 2026
$249,000
B
3 beds1 bath1,356 sq ft
112 Elm St, Chestertown, MD 21620
SOLD APR 3, 2026
$330,000
C
3 beds1 bath1,805 sq ft
23110 Old Fairlee Rd, Chestertown, MD 21620
SOLD JUL 21, 2026
$215,000
D
3 beds1 bath1,373 sq ft
100 Prospect St, Chestertown, MD 21620
SOLD JAN 16, 2026
$290,000
E
3 beds1 bath1,200 sq ft
107 Malone Ave, Chestertown, MD 21620
SOLD AUG 14, 2026
$318,000
F
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620

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Refinance

Est. cash available

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Rent

$2,900/mo

Redfin rental estimate

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Market trends in 21620, MD

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.9%

+1.5% MoM

Median sale price

$349K

$6K MoM

Avg. days on market

52d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

$519,900
3 beds2.5 baths2,475 sq ft
7655 James Ln, Chestertown, MD 21620
(302) 378-8700
OPEN SAT, 10AM TO 12PM
$365,000
3 beds2.5 baths2,294 sq ft
24607 Chestertown Rd, Chestertown, MD 21620
(410) 778-0330
3D WALKTHROUGH
$679,900
3 beds3.5 baths3,228 sq ft
8986 Orchard Dr, Chestertown, MD 21620
(410) 822-6665
$525,000
3 beds2.5 baths1,833 sq ft
8901 S Bayview Dr, Chestertown, MD 21620
(410) 810-0010
FOR SALE BY OWNER
$9,900
— beds— baths— sq ft
Schooner Rd, Chestertown, MD 21620
FOR SALE BY OWNER
$24,900
— beds— baths— sq ft
Buck Neck Rd, Chestertown, MD 21620
FOR SALE BY OWNER
$9,900
— beds— baths— sq ft
Clarissa Rd, Chestertown, MD 21620
OPEN SAT, 11AM TO 1PM
$495,000
3 beds2.5 baths1,656 sq ft
10 Cedar Chase Ct, Chestertown, MD 21620
(410) 778-3779
$425,000
4 beds2.5 baths3,165 sq ft
106 Harlan Loop, Chestertown, MD 21620
(866) 987-3937
See all

Provided by Redfin

Sale history for 23159 Old Fairlee Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,721 (+5.0%)

2025

$2,591 (+5.1%)

2024

$2,466 (+5.0%)

2023

$2,349 (+5.9%)

$62,300 + $155,700

$218,000

2022

$2,217 (+5.0%)

2021

$2,111 (+2.5%)

2020

$2,059 (+3.6%)

$62,300 + $125,500

$187,800

2019

$1,988 (+3.7%)

2018

$1,918 (+2.0%)

$62,300 + $106,800

$169,100

2017

$1,880 (+13.9%)

$62,300 + $106,800

$169,100

2015

$1,651 (+108.7%)

$62,300 + $108,600

$170,900

2014

$791 (−48.4%)

2013

$1,534 (+5.7%)

2012

$1,452 (−33.0%)

2011

$2,168 (+248.2%)

2010

$623 (−47.2%)

2009

$1,179

Tax history for 23159 Old Fairlee Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,721 (+5.0%)

2025

$2,591 (+5.1%)

2024

$2,466 (+5.0%)

2023

$2,349 (+5.9%)

$62,300 + $155,700

$218,000

2022

$2,217 (+5.0%)

2021

$2,111 (+2.5%)

2020

$2,059 (+3.6%)

$62,300 + $125,500

$187,800

2019

$1,988 (+3.7%)

2018

$1,918 (+2.0%)

$62,300 + $106,800

$169,100

2017

$1,880 (+13.9%)

$62,300 + $106,800

$169,100

2015

$1,651 (+108.7%)

$62,300 + $108,600

$170,900

2014

$791 (−48.4%)

2013

$1,534 (+5.7%)

2012

$1,452 (−33.0%)

2011

$2,168 (+248.2%)

2010

$623 (−47.2%)

2009

$1,179

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

Public record

Beds

—

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

0.33 Acres

Year renovated

—

Sq. Ft.

2,352

Year built

1920

Style

Single Family Residential

County

Kent County

APN

06 016855

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 19, 2026.

Property details

Around this home

Schools

Rock Hall Elementary School

Public PreK-5 • Assigned • 7.0mi

8/10

Kent County Middle School

Public 6-8 • Assigned • 5.7mi

3/10

Kent County High School

Public 9-12 • Assigned • 6.0mi

5/10

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 104° expected this year, 15 days in 30 years

7/10 Wind Factor

79% chance of strong winds in next 30 years

6/10 Air Factor

9 unhealthy days expected this year, 13 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 9.3 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$293,000 – $355,000

Sell confidently with a local market expert in Chestertown. 3 minutes to get started.

Nearby similar homes

$519,900

3 beds2.5 baths2,475 sq ft

7655 James Ln, Chestertown, MD 21620

(302) 378-8700

NEW CONSTRUCTION

$799,900

3 beds3.5 baths2,092 sq ft

106 Landing Ln, Chestertown, MD 21620

(410) 275-2118

NEW CONSTRUCTION

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

$750,000

— beds1 bath2,045 sq ft

201 N Lynchburg St, Chestertown, MD 21620

(302) 234-3800

$635,000

Land— sq ft

108 Little Harbor Way, Chestertown, MD 21620

(410) 275-2118

$509,000

5 beds3.5 baths3,816 sq ft

103 Sutton Way, Chestertown, MD 21620

(410) 673-3344

New listings for sale in 21620

$519,900

3 beds2.5 baths2,475 sq ft

7655 James Ln, Chestertown, MD 21620

(302) 378-8700

OPEN SAT, 10AM TO 12PM

$365,000

3 beds2.5 baths2,294 sq ft

24607 Chestertown Rd, Chestertown, MD 21620

(410) 778-0330

3D WALKTHROUGH

$679,900

3 beds3.5 baths3,228 sq ft

8986 Orchard Dr, Chestertown, MD 21620

(410) 822-6665

$525,000

3 beds2.5 baths1,833 sq ft

8901 S Bayview Dr, Chestertown, MD 21620

(410) 810-0010

FOR SALE BY OWNER

$9,900

— beds— baths— sq ft

Schooner Rd, Chestertown, MD 21620

FOR SALE BY OWNER

$24,900

— beds— baths— sq ft

Buck Neck Rd, Chestertown, MD 21620

FOR SALE BY OWNER

$9,900

— beds— baths— sq ft

Clarissa Rd, Chestertown, MD 21620

OPEN SAT, 11AM TO 1PM

$495,000

3 beds2.5 baths1,656 sq ft

10 Cedar Chase Ct, Chestertown, MD 21620

(410) 778-3779

$425,000

4 beds2.5 baths3,165 sq ft

106 Harlan Loop, Chestertown, MD 21620

(866) 987-3937

Home values near 23159 Old Fairlee Rd

Data from public records.

Address	Redfin Estimate
23192 Old Fairlee Rd, Chestertown, MD - Beds \| 1.5 Baths \| 1680 Sq. Ft.	$262,387
23160 Old Fairlee Rd, Chestertown, MD - Beds \| 1 Baths \| 840 Sq. Ft.	$246,352

Address	Redfin Estimate
23131 Old Fairlee Rd, Chestertown, MD - Beds \| 1 Baths \| 1652 Sq. Ft.	$228,534
23110 Old Fairlee Rd, Chestertown, MD 3 Beds \| 1 Baths \| 1805 Sq. Ft.	$332,880

Address	Redfin Estimate
23187 Old Fairlee Rd, Chestertown, MD 3 Beds \| 1.5 Baths \| 1876 Sq. Ft.	$334,965
23170 Old Fairlee Rd, Chestertown, MD - Beds \| 1 Baths \| 900 Sq. Ft.	$185,621

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