Google satellite image for 20482 Chestnut Ridge Dr, Leonardtown, MD 20650

Off market sep 1996 for $58K

$606,354

Est. refi paymentEst. refi $399/mo

—

•

3 ba

•

2,911

sq ft

20482 Chestnut Ridge Dr, Leonardtown, MD 20650

About this home

20482 Chestnut Ridge Dr is a 2,911 square foot house on a 2.87 acre lot with 3 bathrooms. - it last sold on September 06, 1996 for $58,000. Based on Redfin's Leonardtown data, we estimate the home's value is $606,354.

Single-familyProperty Type

1997Year Built

2.87 acresLot Size

$208Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$606,354

$548K since sold in September 1996$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.3% lower than the average sale price ($633K) of 5 comparable homes.

SOLD SEP 8, 2026
$674,000
A
4 beds3.5 baths3,381 sq ft
20750 Deer Wood Park Dr, Leonardtown, MD 20650
SOLD MAY 14, 2026
$727,360
B
4 beds2.5 baths2,972 sq ft
43500 Deer Run Ct, Leonardtown, MD 20650
SOLD SEP 18, 2026
$605,000
C
3 beds2.5 baths2,052 sq ft
20980 Aster Dr, Callaway, MD 20620
SOLD JUN 24, 2026
$600,000
D
5 beds3.5 baths3,090 sq ft
22055 Long Bow Dr, California, MD 20619
SOLD MAR 5, 2026
$560,000
E
4 beds2.5 baths2,594 sq ft
20753 Chestnut Ridge Dr, Leonardtown, MD 20650

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$569,465

Est. take-home

List your home with Redfin and save $6,064

Refinance

Est. cash available

Get cash now or lower your monthly rate

Market trends in 20650, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.7%

+0.6% MoM

Median sale price

$535K

$30K MoM

Avg. days on market

49d

5 days MoM

Recently sold homes

13 MoM

New listings for sale

NEW 7 HRS AGO
$299,500
3 beds1.5 baths1,218 sq ft
42163 Blacksmith Shop Rd, Leonardtown, MD 20650
(301) 862-2169
$620,000
5 beds2.5 baths4,836 sq ft
23636 Hansel Ct, Leonardtown, MD 20650
(301) 970-2447
$929,900
4 beds3.5 baths4,248 sq ft
20945 Greenwell Way, Leonardtown, MD 20650
(301) 863-2400
COMING SOON
$475,000
3 beds2 baths1,462 sq ft
43705 Redmond Rd, Leonardtown, MD 20650
(301) 609-9000
$474,900
3 beds2 baths1,710 sq ft
41495 Garrett Ct, Leonardtown, MD 20650
(301) 884-9493
$650,000
4 beds3.5 baths3,344 sq ft
23513 Sly Fox Way, Leonardtown, MD 20650
(443) 771-8009
COMING SOON
$475,000
4 beds2.5 baths2,200 sq ft
43261 Cedarwood Ct, Leonardtown, MD 20650
(888) 860-7369
COMING SOON
$549,000
4 beds3.5 baths3,006 sq ft
23208 Clarks Rest Rd, Leonardtown, MD 20650
(443) 771-8009
See all

Provided by Redfin

Sale history for 20482 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$4,800 (+5.2%)

2024

$4,563 (+6.4%)

$129,300 + $337,000

$466,300

2023

$4,291 (+3.3%)

2022

$4,154 (+2.6%)

2021

$4,049 (+2.7%)

$129,300 + $263,700

$393,000

2020

$3,944 (+2.7%)

2019

$3,839

2018

$3,837 (+0.5%)

$119,300 + $243,200

$362,500

2017

$3,818 (+1.0%)

$119,300 + $243,200

$362,500

2015

$3,781 (−0.3%)

$124,300 + $247,200

$371,500

2014

$3,793 (+4.2%)

$124,300 + $255,500

$379,800

2013

$3,639 (+5.1%)

2012

$3,462 (+3.2%)

2011

$3,354

2010

$3,354 (+20.4%)

2009

$2,786

Tax history for 20482 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$4,800 (+5.2%)

2024

$4,563 (+6.4%)

$129,300 + $337,000

$466,300

2023

$4,291 (+3.3%)

2022

$4,154 (+2.6%)

2021

$4,049 (+2.7%)

$129,300 + $263,700

$393,000

2020

$3,944 (+2.7%)

2019

$3,839

2018

$3,837 (+0.5%)

$119,300 + $243,200

$362,500

2017

$3,818 (+1.0%)

$119,300 + $243,200

$362,500

2015

$3,781 (−0.3%)

$124,300 + $247,200

$371,500

2014

$3,793 (+4.2%)

$124,300 + $255,500

$379,800

2013

$3,639 (+5.1%)

2012

$3,462 (+3.2%)

2011

$3,354

2010

$3,354 (+20.4%)

2009

$2,786

*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: 550
Basement Finish: Finished
Basement Type: Finished

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

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

Pool Information
Pool Type: Concrete
Has Pool

Property Information
Subdivision Name: CHESTNUT RIDGE
Living Sq. Ft: 2,911
Building Sq. Ft: 3,311
# of Stories: 2
Stories Type: 2 Story With Basement
Legal Description: LOT 104 SEC 5 PLAT 36/122 CHESTNUT RIDGE

Parking & Garage Information
Parking Type: Attached Frame Garage
Garage/Parking Sq. Ft: 400
Garage / Carport Type: Attached Frame

Lot Information
# of Buildings: 1
Land Sq. Ft: 125,017
Legal Lot Number: 104
Acres: 2.87
Zoning Code: RNC
State Use Description: RESIDENTIAL

Location Information
Parcel Location Influence: Back Lot

Utility Information
Sewer Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 03

Public facts

Beds: —
Baths: 3.0
Sq. Ft.: 2,911
Stories: 2.0
Lot Size: 2.87 acres
Style: Single Family Residential
Year Built: 1997
Year Renovated: —
County: St. Mary's County
APN: 03 053520

Home facts updated by county records on Jul 18, 2026

Around this home

Schools

Piney Point Elementary School

Public PreK-5 • Assigned • 4.8mi

7/10

Leonardtown Middle School

Public 6-8 • Assigned • 3.6mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 3.3mi

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 102° expected this year, 17 days in 30 years

6/10 Wind Factor

51% 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

$577,000 – $698,000

Reach more buyers when you sell with Redfin. Save up to $6,064 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$319,000

3 beds1 bath2,068 sq ft

43146 N Megan Ln, Leonardtown, MD 20650

(410) 394-0990

$929,900

4 beds3.5 baths4,248 sq ft

20945 Greenwell Way, Leonardtown, MD 20650

(301) 863-2400

$680,000

4 beds3.5 baths4,066 sq ft

21395 Fairwood Ct, Leonardtown, MD 20650

(888) 860-7369

$1,100,000

3 beds2.5 baths5,939 sq ft

20098 Piney Point Rd, Callaway, MD 20620

(240) 724-6550

$525,000

4 beds3.5 baths3,019 sq ft

22999 Ringtail Dr, California, MD 20619

(301) 862-2169

$469,900

3 beds3 baths1,691 sq ft

43954 Main Way Rd, Leonardtown, MD 20650

(410) 729-7700

New listings for sale in 20650

NEW 7 HRS AGO

$299,500

3 beds1.5 baths1,218 sq ft

42163 Blacksmith Shop Rd, Leonardtown, MD 20650

(301) 862-2169

$620,000

5 beds2.5 baths4,836 sq ft

23636 Hansel Ct, Leonardtown, MD 20650

(301) 970-2447

$929,900

4 beds3.5 baths4,248 sq ft

20945 Greenwell Way, Leonardtown, MD 20650

(301) 863-2400

COMING SOON

$475,000

3 beds2 baths1,462 sq ft

43705 Redmond Rd, Leonardtown, MD 20650

(301) 609-9000

$474,900

3 beds2 baths1,710 sq ft

41495 Garrett Ct, Leonardtown, MD 20650

(301) 884-9493

$650,000

4 beds3.5 baths3,344 sq ft

23513 Sly Fox Way, Leonardtown, MD 20650

(443) 771-8009

COMING SOON

$475,000

4 beds2.5 baths2,200 sq ft

43261 Cedarwood Ct, Leonardtown, MD 20650

(888) 860-7369

COMING SOON

$549,000

4 beds3.5 baths3,006 sq ft

23208 Clarks Rest Rd, Leonardtown, MD 20650

(443) 771-8009

Home values near 20482 Chestnut Ridge Dr

Data from public records.

Address	Redfin Estimate
20479 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$568,721
20520 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2329 Sq. Ft.	$618,705

Address	Redfin Estimate
20507 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 3 Baths \| 1705 Sq. Ft.	$546,949
20500 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2694 Sq. Ft.	$583,890

Address	Redfin Estimate
20525 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3194 Sq. Ft.	$582,926
20496 Chestnut Ridge Dr, Leonardtown, MD 5 Beds \| 4.5 Baths \| 2945 Sq. Ft.	$622,451

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Leonardtown	Agents near me	Rockville, MD homes for sale	Leonardtown Housing Market
Houses for sale near me	Baltimore, MD homes for sale	Frederick, MD homes for sale
Land for sale near me	Bethesda, MD homes for sale	Columbia, MD homes for sale
Open Houses near me	Silver Spring, MD homes for sale	Leonardtown Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings

20650 homes for sale
20627 homes for sale
20636 homes for sale

Lusby homes for sale
Colonial Beach homes for sale
Huntingtown homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 20650, MD

Sale history for 20482 Chestnut Ridge Dr

Tax history for 20482 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 20482 Chestnut Ridge Dr

More real estate resources