Google street view image for 20484 Chestnut Ridge Dr, Leonardtown, MD 20650

Off market jul 1998 for $203K

$480,676

Est. refi paymentEst. refi $1,615/mo

—

•

3 ba

•

1,744

sq ft

20484 Chestnut Ridge Dr, Leonardtown, MD 20650

About this home

20484 Chestnut Ridge Dr is a 1,744 square foot house on a 2.27 acre lot with 3 bathrooms. - it last sold on July 10, 1998 for $203,000. Based on Redfin's Leonardtown data, we estimate the home's value is $480,676.

Single-familyProperty Type

1993Year Built

2.27 acresLot Size

$276Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$480,676

$278K since sold in July 1998$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.6% lower than the average sale price ($569K) of 6 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 OCT 27, 2026
$388,000
B
3 beds2.5 baths1,588 sq ft
20999 Black Duck Ct, Callaway, MD 20620
SOLD MAR 5, 2026
$560,000
C
4 beds2.5 baths2,594 sq ft
20753 Chestnut Ridge Dr, Leonardtown, MD 20650
SOLD SEP 18, 2026
$605,000
D
3 beds2.5 baths2,052 sq ft
20980 Aster Dr, Callaway, MD 20620
SOLD MAY 11, 2026
$579,900
E
4 beds2.5 baths3,428 sq ft
43552 Bayberry Ct, Leonardtown, MD 20650
SOLD AUG 10, 2026
$610,000
F
4 beds3 baths2,381 sq ft
19068 Mallard Creek Ct, Valley Lee, MD 20692

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Earn from this home

Sell

$436,000

Est. take-home

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Est. cash available

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Market trends in 20650, MD

Last updated October 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

$369,000
3 beds2.5 baths1,092 sq ft
22231 Bayside Rd, Leonardtown, MD 20650
(855) 885-4663
$467,000
3 beds2.5 baths1,568 sq ft
22630 Quiet Ln, Leonardtown, MD 20650
(301) 884-9493
$399,999
2 beds1.5 baths1,056 sq ft
21784 Potomac View Dr, Leonardtown, MD 20650
(301) 862-2169
COMING SOON
$589,900
5 beds2.5 baths2,652 sq ft
21747 Potomac View Dr, Leonardtown, MD 20650
(301) 208-2288
$495,000
5 beds2.5 baths2,601 sq ft
40751 Merlin Way, Leonardtown, MD 20650
(240) 993-9888
$585,000
5 beds3 baths2,666 sq ft
23591 Gunnell Dr, Leonardtown, MD 20650
(410) 286-9632
$575,000
3 beds3.5 baths3,422 sq ft
22503 Sparrow Ct, Leonardtown, MD 20650
(888) 860-7369
$2,200,000
4 beds3 baths4,395 sq ft
22395 Newtowne Neck Rd, Leonardtown, MD 20650
(443) 975-7555
$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 20484 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$3,796 (+5.1%)

2024

$3,613 (+6.2%)

$126,300 + $232,600

$358,900

2023

$3,401 (+3.2%)

2022

$3,296 (+1.5%)

2021

$3,249 (+1.5%)

$126,300 + $182,300

$308,600

2020

$3,202 (+1.5%)

2019

$3,154 (+0.4%)

2018

$3,142 (+1.0%)

2017

$3,112 (+4.7%)

2015

$2,972 (−7.4%)

$121,300 + $170,700

$292,000

2014

$3,209 (+4.3%)

$121,300 + $183,300

$304,600

2013

$3,078 (+5.3%)

2012

$2,924 (+2.5%)

2011

$2,852

2010

$2,852 (+21.0%)

2009

$2,357

Tax history for 20484 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$3,796 (+5.1%)

2024

$3,613 (+6.2%)

$126,300 + $232,600

$358,900

2023

$3,401 (+3.2%)

2022

$3,296 (+1.5%)

2021

$3,249 (+1.5%)

$126,300 + $182,300

$308,600

2020

$3,202 (+1.5%)

2019

$3,154 (+0.4%)

2018

$3,142 (+1.0%)

2017

$3,112 (+4.7%)

2015

$2,972 (−7.4%)

$121,300 + $170,700

$292,000

2014

$3,209 (+4.3%)

$121,300 + $183,300

$304,600

2013

$3,078 (+5.3%)

2012

$2,924 (+2.5%)

2011

$2,852

2010

$2,852 (+21.0%)

2009

$2,357

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

Property details

Interior

Bathroom Information
# of Full Baths: 3

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

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

Exterior

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

Property Information
Subdivision Name: CHESTNUT RDG SEC 05
Living Sq. Ft: 1,744
Building Sq. Ft: 2,228
# of Stories: 1
Stories Type: 1
Legal Description: LOT 105 SEC 5 PLAT 36/122 CHESTNUT RIDGE

Parking & Garage Information
Parking Type: Attached Frame Garage
Garage/Parking Sq. Ft: 484
Garage / Carport Type: Attached Frame

Lot Information
# of Buildings: 1
Land Sq. Ft: 98,881
Legal Lot Number: 105
Acres: 2.27
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.: 1,744
Stories: 1.0
Lot Size: 2.27 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: St. Mary's County
APN: 03 053539

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

K - 12
Preschool & daycare

Piney Point Elementary School

Public PreK-5 • Assigned • 4.9mi

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

$457,000 – $553,000

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Home values near 20484 Chestnut Ridge Dr

Data from public records.

Address	Redfin Estimate
20482 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 2911 Sq. Ft.	$616,902
20525 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 3194 Sq. Ft.	$598,704
20496 Chestnut Ridge Drive, Leonardtown, MD 5 Beds \| 4.5 Baths \| 2945 Sq. Ft.	$643,011
20480 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 4.5 Baths \| 4452 Sq. Ft.	$747,275
20483 Chestnut Ridge Drive, Leonardtown, MD 5 Beds \| 2.5 Baths \| 2908 Sq. Ft.	$638,696
20503 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 2.5 Baths \| 1848 Sq. Ft.	$505,850
20572 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3.5 Baths \| 3840 Sq. Ft.	$683,535

Address	Redfin Estimate
20479 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$577,825
20520 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2329 Sq. Ft.	$625,118
20490 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3.5 Baths \| 2536 Sq. Ft.	$594,288
20511 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3.5 Baths \| 4448 Sq. Ft.	$682,336
20485 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 2574 Sq. Ft.	$582,146
20590 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 2846 Sq. Ft.	$601,688
20565 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 3406 Sq. Ft.	$609,354

Address	Redfin Estimate
20507 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 3 Baths \| 1705 Sq. Ft.	$559,540
20500 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 2694 Sq. Ft.	$581,955
20550 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 2.5 Baths \| 2742 Sq. Ft.	$611,547
20535 Chestnut Ridge Drive, Leonardtown, MD - Beds \| 3 Baths \| 3165 Sq. Ft.	$584,988
20499 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 3 Baths \| 2700 Sq. Ft.	$566,682
20576 Chestnut Ridge Drive, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2785 Sq. Ft.	$678,294
20345 Beauvue Court, Leonardtown, MD - Beds \| 2.5 Baths \| 2388 Sq. Ft.	$579,704

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