OFF MARKET

Off market jun 2019 for $415K

$638,696

Est. refi paymentEst. refi $2,731/mo

•

2,908

sq ft

20483 Chestnut Ridge Dr, Leonardtown, MD 20650

About this home

This well-maintained colonial located at the end of a cul de sac on 3 acres in the community of Chestnut Ridge is a must see! Many improvements to this home by current owners, including a renovated master bath, stainless-steel appliances, vinyl decking, 28 x 30 detached garage (with additional attic storage), roof, gutters (with guards), garage doors (on attached garage), zoned heat pump, renovated full and half baths, total window replacement, roof ridge and attic insulation. There is nothing left to do but play a game of hoops on the basketball court, enjoy the serenity of the outdoors on the deck or come in and relax by the fire! Five bedrooms, hardwood floors, fenced back yard Welcome Home!

Single-familyProperty Type

1993Year Built

3.04 acresLot Size

$220Est. Price/Sq.Ft.

4 car garageParking

Listed by Patricia Lea • CENTURY 21 New Millennium

•301-862-2169 (broker)

•tommy.higgins@c21nm.com (broker)

Bought with Charlotte Long • CENTURY 21 New Millennium

•301-862-2169 (broker)

•tommy.higgins@c21nm.com (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDSM158164

Redfin Estimate

$638,696

$224K since sold in June 2019$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.5% higher than the average sale price ($629K) of 5 comparable homes.

SOLD MAY 14, 2026
$727,360
A
4 beds2.5 baths2,972 sq ft
43500 Deer Run Ct, Leonardtown, MD 20650
SOLD MAY 11, 2026
$579,900
B
4 beds2.5 baths3,428 sq ft
43552 Bayberry Ct, Leonardtown, MD 20650
SOLD MAR 5, 2026
$560,000
C
4 beds2.5 baths2,594 sq ft
20753 Chestnut Ridge Dr, Leonardtown, MD 20650
SOLD SEP 8, 2026
$674,000
D
4 beds3.5 baths3,381 sq ft
20750 Deer Wood Park Dr, Leonardtown, MD 20650
SOLD SEP 18, 2026
$605,000
E
3 beds2.5 baths2,052 sq ft
20980 Aster Dr, Callaway, MD 20620

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Earn from this home

Sell

$317,950

Est. take-home

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Refinance

Est. cash available

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Rent

$2,643/mo

Redfin rental estimate

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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 20483 Chestnut Ridge Dr

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2025

$5,971 (+11.6%)

2024

$5,352 (+13.8%)

$130,200 + $412,600

$542,800

2023

$4,704 (+11.6%)

2022

$4,214 (+2.5%)

2021

$4,110 (+2.6%)

$130,200 + $268,700

$398,900

2020

$4,005 (+105.4%)

2019

$1,950 (−49.7%)

2018

$3,879 (+1.0%)

2017

$3,839 (+5.6%)

2015

$3,636 (−2.5%)

2014

$3,728

$125,200 + $229,300

$354,500

2013

$3,729 (+0.8%)

2012

$3,699 (−6.3%)

2011

$3,947

2010

$3,947 (+19.0%)

2009

$3,318

Tax history for 20483 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$5,971 (+11.6%)

2024

$5,352 (+13.8%)

$130,200 + $412,600

$542,800

2023

$4,704 (+11.6%)

2022

$4,214 (+2.5%)

2021

$4,110 (+2.6%)

$130,200 + $268,700

$398,900

2020

$4,005 (+105.4%)

2019

$1,950 (−49.7%)

2018

$3,879 (+1.0%)

2017

$3,839 (+5.6%)

2015

$3,636 (−2.5%)

2014

$3,728

$125,200 + $229,300

$354,500

2013

$3,729 (+0.8%)

2012

$3,699 (−6.3%)

2011

$3,947

2010

$3,947 (+19.0%)

2009

$3,318

*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
Permits

Beds

—

Baths

2.5

Stories

2.5

Lot width

—

Lot depth

—

Lot size

3.04 Acres

Year renovated

—

Sq. Ft.

2,908

Year built

1993

Style

Single Family Residential

County

St. Mary's County

APN

03 053490

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

Property details

Parking

Parking Information
# of Detached Garage Spaces: 2
# of Attached Garage Spaces: 2
Garage Features: Additional Storage Area, Garage - Front Entry, Garage - Side Entry, Garage Door Opener, Oversized
# of Total Garage and Parking Spaces: 4
Has Garage
# of Garage Spaces: 4
Driveway, Attached Garage, Detached Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 5

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Dishwasher, Dryer - Electric, Exhaust Fan, Icemaker, Microwave, Range Hood, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Heater
Door Features: Sliding Glass
Interior Features: Carpet, CeilngFan(s), Dining Area, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Master Bath(s), Skylight(s), Walk-in Closet(s), Window Treatments, Wood Floors
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Laundry, Master Bathroom, Full Bath, Half Bath
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Gas/Propane

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $248,400
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Window Features: Skylights, Screens, Bay/Bow

Exterior Information
Sport Court, Sidewalks

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $120,200

Above Grade Information
Finished Sq.Ft.: 2,908
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $3,518
Tax Assessed Value: $366,600
Tax Year: 2018
Tax Annual Amount: $3,878

Assessments Information
Year Assessed: 2018

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Heat Pump(s), Ceiling Fan(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Sewer Septic: Septic Exists
Water Source: Well

Location

Homeowners Association Information
HOA Fee: $155
HOA Fee Frequency: Annually

School Information
Elementary School: PINEY POINT
Middle Or Junior School: LEONARDTOWN
High School: LEONARDTOWN
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
Elementary School Source: 3rd Party
Middle School Source: 3rd Party
High School Source: 3rd Party
School District Source: 3rd Party

Location Information
Outside City Limits
Directions: Rt. 5 North. Take left onto Chestnut Ridge Dr. - proceed to the end - house on right. Sign in yard.

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 2,908
Stories: 2.5
Lot Size: 3.04 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: St. Mary's County
APN: 03 053490

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 • 4.8mi

7/10

Leonardtown Middle School

Public 6-8 • Assigned • 3.7mi

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

$607,000 – $735,000

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Home values near 20483 Chestnut Ridge Dr

Data from public records.

Address	Redfin Estimate
20482 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2911 Sq. Ft.	$616,902
20525 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3194 Sq. Ft.	$598,704
20496 Chestnut Ridge Dr, Leonardtown, MD 5 Beds \| 4.5 Baths \| 2945 Sq. Ft.	$643,011
20484 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 1744 Sq. Ft.	$480,676
20535 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3165 Sq. Ft.	$584,988
20503 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 1848 Sq. Ft.	$505,850
20330 Beauvue Ct, Leonardtown, MD - Beds \| 2.5 Baths \| 2424 Sq. Ft.	$703,529

Address	Redfin Estimate
20479 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$577,825
20520 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2329 Sq. Ft.	$625,118
20490 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3.5 Baths \| 2536 Sq. Ft.	$594,288
20480 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 4.5 Baths \| 4452 Sq. Ft.	$747,275
20485 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2574 Sq. Ft.	$582,146
20572 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3.5 Baths \| 3840 Sq. Ft.	$683,535
20340 Beauvue Ct, Leonardtown, MD - Beds \| 2 Baths \| 1596 Sq. Ft.	$437,337

Address	Redfin Estimate
20507 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 3 Baths \| 1705 Sq. Ft.	$559,540
20500 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2694 Sq. Ft.	$581,955
20550 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 2742 Sq. Ft.	$611,547
20511 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3.5 Baths \| 4448 Sq. Ft.	$682,336
20499 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 3 Baths \| 2700 Sq. Ft.	$566,682
20565 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3406 Sq. Ft.	$609,354
20345 Beauvue Ct, Leonardtown, MD - Beds \| 2.5 Baths \| 2388 Sq. Ft.	$579,704

Property information provided by BRIGHT MLS when last listed in 2019. This data may not match . Learn more.

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