OFF MARKET

Off market sep 2022 for $580K

$685,017

Est. refi paymentEst. refi $4,384/mo

•

3,021

sq ft

20610 Chestnut Ridge Dr, Leonardtown, MD 20650

About this home

Nestled among the trees on 4 private acres, this elegant brick Colonial is sure to impress. Walk into the two-story foyer and you'll notice the rich detail that surrounds you. Gleaming hardwood and luxury vinyl flooring, 9' ceilings, built-in shelving, Andersen windows, multiple bump outs and a floor-to-ceiling stone hearth are just a few of the the things you'll love about this 4 bdrm, 2.5 ba home. The updated kitchen will delight with gorgeous Quartz counters, custom white cabinets, stainless appliances, large island, double wall ovens and dual-zone wine fridge. Formal living, dining room and dedicated office/study. Great set up for entertaining with open kitchen, dining area and family room with wood burning fireplace. French doors lead out to back deck with pergola and fenced, level yard. Hardwood floors throughout upstairs. Primary ensuite with tray ceiling and nice-size walk-in closet. Unfinished walk-in attic w/ HVAC has tons of potential for finishing into a huge game room or spectacular Primary. Main floor bonus room, storage pantry and laundry/mudroom. 2-car, side-load garage w/ separate storage closet. New roof and gutter systems in 2018. Energy-efficient Geothermal heating and cooling. Plenty of room to play in generous side yard and wooded acres behind. Large, unfinished basement for storage, workshop or future expansion. Located in desirable Chestnut Ridge, this home is an easy commute to PAX or points north. Don't miss a home with so much to love! Schedule a showing today.

Single-familyProperty Type

1994Year Built

4.01 acresLot Size

$227Est. Price/Sq.Ft.

2 car garageParking

Listed by Andy Shemeta • CENTURY 21 New Millennium

•301-862-2169 (broker)

•tommy.higgins@c21nm.com (broker)

Listed by Susan Stachelczyk • CENTURY 21 New Millennium

•301-862-2169 (broker)

•tommy.higgins@c21nm.com (broker)

Bought with Judy Atkins • Home Towne Real Estate

•301-862-4000 (broker)

•leads@hometowneteam.com (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDSM2008302

Redfin Estimate

$685,017

$105K since sold in September 2022$9,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.9% 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

$216,612

Est. take-home

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Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,667/mo

Redfin rental estimate

List your home for rent

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 20610 Chestnut Ridge Dr

Date

Event

Price

BRIGHT MLS #MDSM2008302

Sep 7, 2022

Sold

$580,000

$192/sq ft

Aug 16, 2022

Pending

—

Aug 4, 2022

Contingent

—

Jul 23, 2022

Relisted

—

Jul 18, 2022

Pending

—

Jul 15, 2022

Listed

$580,000

$192/sq ft

MRIS #SM8226584

Jun 30, 2015

Sold

$380,000

$126/sq ft

May 18, 2015

Pending

—

Apr 21, 2015

Price Changed

$132/sq ft

Oct 22, 2014

Price Changed

$142/sq ft

Apr 22, 2014

Price Changed

$149/sq ft

Nov 18, 2013

Listed

$157/sq ft

+25

BRIGHT MLS #1003770394

Jun 30, 2015

Sold

$380,000

$126/sq ft

May 15, 2015

Listing Removed

—

Nov 18, 2013

Listed

$399,900

$132/sq ft

+25

SPACIOUS ALL BRICK COLONIAL PERFECTLY SITUATED ON 4.01 ACRES W/ MATURE TREES. GRAND FOYER W/ COLUMNS, WOOD FLOORS THRU-OUT, BUILT IN CABINETS, ANDERSEN WINDOWS, GEOTHERMAL HEAT PUMP. FAM RM HAS STONE WALL WOOD-BURNING FIREPLACE. FORMAL LIVING & DINING RMS. THEATER RM W/ SEATING, PROJECTOR, SCREEN & SPEAKERS. OWNERS SUITE HAS TRAY CEILING, WALK-IN CLOSET & DELUXE BA W/ JET TUB. POTENTIAL TO FIN ATTIC.

Public Records

Oct 9, 1992

Sold

$90,500

$30/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$6,320 (+11.8%)

2024

$5,651 (+14.1%)

$135,000 + $440,400

$575,400

2023

$4,952 (+12.0%)

2022

$4,420 (+3.0%)

2021

$4,290 (+3.1%)

$135,000 + $284,100

$419,100

2020

$4,160 (+3.2%)

2019

$4,030

2018

$4,028 (+0.5%)

$125,000 + $256,300

$381,300

2017

$4,009 (−3.4%)

$125,000 + $256,300

$381,300

2015

$4,149 (−9.6%)

$130,000 + $277,600

$407,600

2014

$4,592 (+2.1%)

$130,000 + $309,300

$439,300

2013

$4,499 (+5.0%)

2012

$4,284 (+3.1%)

2011

$4,155

2010

$4,155 (+18.7%)

2009

$3,501

Tax history for 20610 Chestnut Ridge Dr

Year

Property tax

Land + Additions

Assessment*

2025

$6,320 (+11.8%)

2024

$5,651 (+14.1%)

$135,000 + $440,400

$575,400

2023

$4,952 (+12.0%)

2022

$4,420 (+3.0%)

2021

$4,290 (+3.1%)

$135,000 + $284,100

$419,100

2020

$4,160 (+3.2%)

2019

$4,030

2018

$4,028 (+0.5%)

$125,000 + $256,300

$381,300

2017

$4,009 (−3.4%)

$125,000 + $256,300

$381,300

2015

$4,149 (−9.6%)

$130,000 + $277,600

$407,600

2014

$4,592 (+2.1%)

$130,000 + $309,300

$439,300

2013

$4,499 (+5.0%)

2012

$4,284 (+3.1%)

2011

$4,155

2010

$4,155 (+18.7%)

2009

$3,501

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

4.01 Acres

Year renovated

—

Sq. Ft.

3,021

Year built

1994

Style

Single Family Residential

County

St. Mary's County

APN

03 053024

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage Door Opener, Garage - Side Entry
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Off Street, Attached Garage

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 4

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: Cooktop, Dishwasher, Disposal, Icemaker, Refrigerator, Oven - Wall, Oven - Double, Central Vacuum, Freezer, Washer, Dryer, Microwave
Door Features: Insulated, Six Panel, Sliding Glass
Interior Features: Kitchen - Island, Breakfast Area, Dining Area, Master Bath(s), Built-Ins, Upgraded Countertops, Floor Plan - Open
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: 9'+ Ceilings, Dry Wall

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Basement, Laundry, Office, Storage Room, Bathroom 2, Bonus Room, Master Bathroom
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Screen

Basement Information
Basement: Yes
Connecting Stairway, Unfinished

Exterior

Property Information
Total Below Grade Sq. Ft.: 1212
Improvement Assessed Value: $284,100
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Brick, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Asphalt
Structure Type: Detached
Window Features: Double Pane, Insulated, Screens

Exterior Information
Fencing: Vinyl, Privacy

Lot Information
Lot Features: Backs to Trees
Tidal Water: No

Land Information
Land Assessed Value: $135,000

Above Grade Information
Finished Sq.Ft.: 3,021
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 1,212
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $3,902
Tax Assessed Value: $419,100
Tax Year: 2021
Tax Annual Amount: $4,133

Assessments Information
Special Assessment Payment: Annually
Year Assessed: 2022

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Heat Pump(s), Geothermal
Cooling Fuel: Electric, Geothermal
Heat Pump(s)
Heating Fuel: Electric, Geo-thermal
Hot Water: Electric
Sewer Septic: On Site Septic
Water Source: Well

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Common Area Maintenance
HOA/Condo/Coop Amenities: Jog/Walk Path
HOA Fee: $100
HOA Fee Frequency: Annually

School Information
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: From Rt 5/Point lookout Rd, turn onto Chestnut Ridge Drive, home is down on left
Municipality: LEONARDTOWN

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 3,021
Stories: 2.0
Lot Size: 4.01 acres
Style: Single Family Residential
Year Built: 1994
Year Renovated: —
County: St. Mary's County
APN: 03 053024

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 • 5.1mi

7/10

Leonardtown Middle School

Public 6-8 • Assigned • 3.3mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 3.0mi

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

41% 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

$651,000 – $788,000

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New listings for sale in 20650

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Home values near 20610 Chestnut Ridge Dr

Data from public records.

Address	Redfin Estimate
20525 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3194 Sq. Ft.	$598,704
20550 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 2742 Sq. Ft.	$611,547
20576 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2785 Sq. Ft.	$678,294
20591 Chestnut Ridge Dr, Leonardtown, MD 5 Beds \| 3.5 Baths \| 3061 Sq. Ft.	$632,515
20644 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 5104 Sq. Ft.	$610,618
43207 Oakway Ct, Leonardtown, MD 4 Beds \| 3 Baths \| 2706 Sq. Ft.	$578,973
43261 Oakway Ct, Leonardtown, MD - Beds \| 3 Baths \| 3288 Sq. Ft.	$645,486

Address	Redfin Estimate
20520 Chestnut Ridge Dr, Leonardtown, MD 3 Beds \| 2.5 Baths \| 2329 Sq. Ft.	$625,118
20535 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3165 Sq. Ft.	$584,988
20572 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3.5 Baths \| 3840 Sq. Ft.	$683,535
20676 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 1792 Sq. Ft.	$513,757
20704 Chestnut Ridge Dr, Leonardtown, MD 4 Beds \| 3.5 Baths \| 3642 Sq. Ft.	$445,311
43189 Oakway Ct, Leonardtown, MD - Beds \| 3 Baths \| 2819 Sq. Ft.	$612,658
43250 Oakway Ct, Leonardtown, MD 4 Beds \| 3 Baths \| 2098 Sq. Ft.	$558,125

Address	Redfin Estimate
20500 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2694 Sq. Ft.	$581,955
20590 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 2846 Sq. Ft.	$601,688
20565 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 3 Baths \| 3406 Sq. Ft.	$609,354
20708 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 2580 Sq. Ft.	$613,344
20714 Chestnut Ridge Dr, Leonardtown, MD - Beds \| 2.5 Baths \| 2768 Sq. Ft.	$531,432
43298 Oakway Ct, Leonardtown, MD - Beds \| 2.5 Baths \| 1950 Sq. Ft.	$512,094
43268 Oakway Ct, Leonardtown, MD 4 Beds \| 2.5 Baths \| 2886 Sq. Ft.	$586,890

Property information provided by BRIGHT MLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 20650, MD

Sale history for 20610 Chestnut Ridge Dr

Tax history for 20610 Chestnut Ridge Dr

Public record

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 20610 Chestnut Ridge Dr

More real estate resources