Google street view image for 20913 Chestnut Ridge Dr, Leonardtown, MD 20650

Off market jan 1992 for $35K

$474,171

Est. refi paymentEst. refi $236/mo

—

•

2.5 ba

•

2,348

sq ft

20913 Chestnut Ridge Dr, Leonardtown, MD 20650

About this home

20913 Chestnut Ridge Dr is a 2,348 square foot house on a 2.44 acre lot with 2.5 bathrooms. - it last sold on January 29, 1992 for $35,000. Based on Redfin's Leonardtown data, we estimate the home's value is $474,171.

Single-familyProperty Type

1992Year Built

2.44 acresLot Size

$202Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$474,171

$439K since sold in January 1992$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.4% lower than the average sale price ($595K) of 5 comparable homes.

SOLD SEP 18, 2026
$605,000
A
3 beds2.5 baths2,052 sq ft
20980 Aster Dr, Callaway, MD 20620
SOLD MAR 5, 2026
$560,000
B
4 beds2.5 baths2,594 sq ft
20753 Chestnut Ridge Dr, Leonardtown, MD 20650
SOLD MAY 14, 2026
$727,360
C
4 beds2.5 baths2,972 sq ft
43500 Deer Run Ct, Leonardtown, MD 20650
SOLD MAY 11, 2026
$579,900
D
4 beds2.5 baths3,428 sq ft
43552 Bayberry Ct, Leonardtown, MD 20650
SOLD MAY 15, 2026
$505,000
E
4 beds2.5 baths2,368 sq ft
21027 Hunting Quarter Dr, Callaway, MD 20620

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Earn from this home

Sell

$444,869

Est. take-home

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Refinance

Est. cash available

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Market trends in 20650, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.2%

+0.5% MoM

Median sale price

$480K

$55K MoM

Avg. days on market

39d

10 days MoM

Recently sold homes

16 MoM

New listings for sale

REDFIN COMING SOON
$489,900
3 beds2.5 baths1,976 sq ft
22301 White Oak Rd, Leonardtown, MD 20650
$650,000
4 beds3.5 baths3,264 sq ft
41427 Osborne Ln, Leonardtown, MD 20650
(443) 771-8009
OPEN SAT, 1PM TO 3PM
$440,000
3 beds3.5 baths2,379 sq ft
41608 Briarwood Cir, Leonardtown, MD 20650
(301) 298-2892
COMING SOON
$685,000
5 beds3.5 baths4,271 sq ft
23603 Margrave Dr, Leonardtown, MD 20650
(888) 860-7369
$590,000
4 beds4 baths3,750 sq ft
22220 Bull Rd, Leonardtown, MD 20650
(301) 855-8600
$299,500
3 beds1.5 baths1,218 sq ft
42163 Blacksmith Shop Rd, Leonardtown, MD 20650
(301) 862-2169
VIDEO TOUR
$450,000
3 beds3.5 baths2,306 sq ft
23405 Marview Ct, Leonardtown, MD 20650
(410) 394-0990
$450,000
3 beds2 baths1,462 sq ft
43705 Redmond Rd, Leonardtown, MD 20650
(301) 609-9000
$515,000
4 beds3.5 baths2,764 sq ft
22538 Landing Way, Leonardtown, MD 20650
(443) 771-8009
See all

Provided by Redfin

Sale history for 20913 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$4,025 (+5.1%)

2024

$3,829 (+6.3%)

$127,200 + $256,000

$383,200

2023

$3,603 (+3.2%)

2022

$3,492 (+1.4%)

2021

$3,443 (+1.4%)

$127,200 + $200,600

$327,800

2020

$3,395 (+1.4%)

2019

$3,347 (+0.5%)

2018

$3,331 (+1.0%)

2017

$3,299 (+7.0%)

2015

$3,083 (+7.8%)

2014

$2,859 (+4.2%)

$122,200 + $177,100

$299,300

2013

$2,745 (+5.3%)

2012

$2,606 (+4.0%)

2011

$2,506

2010

$2,506 (+21.5%)

2009

$2,062

Tax history for 20913 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$4,025 (+5.1%)

2024

$3,829 (+6.3%)

$127,200 + $256,000

$383,200

2023

$3,603 (+3.2%)

2022

$3,492 (+1.4%)

2021

$3,443 (+1.4%)

$127,200 + $200,600

$327,800

2020

$3,395 (+1.4%)

2019

$3,347 (+0.5%)

2018

$3,331 (+1.0%)

2017

$3,299 (+7.0%)

2015

$3,083 (+7.8%)

2014

$2,859 (+4.2%)

$122,200 + $177,100

$299,300

2013

$2,745 (+5.3%)

2012

$2,606 (+4.0%)

2011

$2,506

2010

$2,506 (+21.5%)

2009

$2,062

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

Property details

Interior

Basement Information
Basement Sq. Ft: 500
Basement Finish: Finished
Basement Type: Finished

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Air Conditioning Type: Split System
Heating Type: Heat Pump

Fireplace Information
# of Fireplaces: 1
Fireplace Type: 2 Story Brick
Has Fireplace

Exterior

Exterior Information
Building Construction Quality: Good
Exterior Wall: Aluminum/Vinyl
Building Type: Single Family

Property Information
Subdivision Name: CHESTNUT RIDGE
Living Sq. Ft: 2,348
Building Sq. Ft: 2,348
# of Stories: 1.5
Stories Type: 1 1/2 Story With Basement
Legal Description: LOT 27 SECTION ONE PLAT 32/116 CHESTNUT RIDGE

Parking & Garage Information
Parking Type: Basement Garage
Garage/Parking Sq. Ft: 560
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 106,286
Legal Lot Number: 27
Acres: 2.44
Zoning Code: RNC
State Use Description: RESIDENTIAL

Utility Information
Sewer Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 03

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 2,348
Stories: 1.5
Lot Size: 2.44 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: —
County: St. Mary's County
APN: 03 047601

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Piney Point Elementary School

Public PreK-5 • Assigned • 5.5mi

7/10

Leonardtown Middle School

Public 6-8 • Assigned • 3.1mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 2.8mi

8/10

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

9/10 Heat Factor

7 days above 101° expected this year, 17 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Leonardtown, MD • 20650

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 9.5 hours in June and 4.9 hours in December, which is comparable to the U.S. average for solar exposure.

9.5 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$451,000 – $546,000

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New listings for sale in 20650

REDFIN COMING SOON

$489,900

3 beds2.5 baths1,976 sq ft

22301 White Oak Rd, Leonardtown, MD 20650

$650,000

4 beds3.5 baths3,264 sq ft

41427 Osborne Ln, Leonardtown, MD 20650

(443) 771-8009

OPEN SAT, 1PM TO 3PM

$440,000

3 beds3.5 baths2,379 sq ft

41608 Briarwood Cir, Leonardtown, MD 20650

(301) 298-2892

COMING SOON

$685,000

5 beds3.5 baths4,271 sq ft

23603 Margrave Dr, Leonardtown, MD 20650

(888) 860-7369

$590,000

4 beds4 baths3,750 sq ft

22220 Bull Rd, Leonardtown, MD 20650

(301) 855-8600

$299,500

3 beds1.5 baths1,218 sq ft

42163 Blacksmith Shop Rd, Leonardtown, MD 20650

(301) 862-2169

VIDEO TOUR

$450,000

3 beds3.5 baths2,306 sq ft

23405 Marview Ct, Leonardtown, MD 20650

(410) 394-0990

$450,000

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43705 Redmond Rd, Leonardtown, MD 20650

(301) 609-9000

$515,000

4 beds3.5 baths2,764 sq ft

22538 Landing Way, Leonardtown, MD 20650

(443) 771-8009

Home values near 20913 Chestnut Ridge Dr

Data from public records.

Address	Redfin Estimate
20970 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 2 Baths \| 2074 Sq. Ft.	$495,934
20892 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3.5 Baths \| 4704 Sq. Ft.	$715,109

Address	Redfin Estimate
20804 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 3582 Sq. Ft.	$644,897
20920 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 2.5 Baths \| 1628 Sq. Ft.	$512,906

Address	Redfin Estimate
20854 Chestnut Ridge Drive, Leonardtown, MD 4 Beds \| 3 Baths \| 2498 Sq. Ft.	$589,069
20995 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 3 Baths \| 2149 Sq. Ft.	$537,159

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 20650, MD

Sale history for 20913 Chestnut Ridge Dr

Tax history for 20913 Chestnut Ridge Dr

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 20650

Home values near 20913 Chestnut Ridge Dr

More real estate resources