OFF MARKET

Off market sep 2021 for $360K

$464,085

Est. refi paymentEst. refi $1,497/mo

•

2,472

sq ft

23250 Greenbrier Rd, Leonardtown, MD 20650

About this home

Located in historic Leonardtown. This is a house with charm and a good blend of original structure with a newer addition. Updated kitchen features lots of granite including breakfast bar, stainless steel appliances, and oak cabinets that blend nicely with the original house. The cook in the house will love the 6 burner stove. The addition to the house added a large family room on the main floor with recessed lighting & atrium doors to a back porch. A spacious master bedroom & bath were added on the 2nd floor. Master bath features double vanity, jetted tub and separate shower. The master bedroom has a cathedral ceiling , lots of natural light and a balcony overlooking the back yard. There are ceiling fans in all bedrooms and wood floors throughout. There are 2 woodstoves with hearths both on the main floor. A partial cellar gives room for storage inside and a shed and run-in-shed give outside storage. All of this is located near the heart of Leonardtown and all that Leonardtown offers. Library, shopping, dining, and activities on the square are all there for you.

Single-familyProperty Type

1945Year Built

0.4 acresLot Size

$188Est. Price/Sq.Ft.

8 spacesParking

Listed by Ron Leonard • Leonard Realty, Inc.

•301-862-2300 (broker)

Bought with Becky King • Home Towne Real Estate

•410-286-9632 (broker)

•leads@hometowneteam.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDSM2001034

Redfin Estimate

$464,085

$104K since sold in September 2021$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.7% lower than the average sale price ($571K) of 6 comparable homes.

SOLD AUG 31, 2026
$976,000
A
4 beds2.5 baths2,550 sq ft
41402 Philip Ln, Leonardtown, MD 20650
SOLD JUN 30, 2026
$485,000
B
4 beds3 baths2,507 sq ft
22394 White Oak Rd, Leonardtown, MD 20650
SOLD MAR 20, 2026
$535,000
C
4 beds2.5 baths2,222 sq ft
41635 Ferber Ct, Leonardtown, MD 20650
SOLD JUL 2, 2026
$485,000
D
4 beds3 baths2,019 sq ft
21807 Potomac View Dr, Leonardtown, MD 20650
SOLD DEC 22, 2025
$510,000
E
4 beds2.5 baths2,262 sq ft
41535 Singletree Dr, Leonardtown, MD 20650
SOLD JUN 26, 2026
$434,000
F
3 beds2 baths1,910 sq ft
41600 Miss Bessie Dr, Leonardtown, MD 20650

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Earn from this home

Sell

$175,362

Est. take-home

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Refinance

Est. cash available

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Rent

$2,686/mo

Redfin rental estimate

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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

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 25 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 23250 Greenbrier Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,412 (+12.7%)

2024

$3,915 (+15.1%)

$105,400 + $256,500

$361,900

2023

$3,401 (+13.1%)

2022

$3,007 (+13.1%)

2021

$2,659 (+1.0%)

$105,400 + $149,000

$254,400

2020

$2,632 (+1.7%)

2019

$2,587 (+2.6%)

2018

$2,520 (+5.1%)

$100,400 + $146,700

$247,100

2017

$2,399 (−1.8%)

$100,400 + $146,700

$247,100

2015

$2,442 (+21.9%)

2014

$2,003 (+4.2%)

$115,400 + $111,800

$227,200

2013

$1,923 (+4.1%)

2012

$1,846 (+5.1%)

2011

$1,757

2010

$1,757 (+2.6%)

2009

$1,713

Tax history for 23250 Greenbrier Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,412 (+12.7%)

2024

$3,915 (+15.1%)

$105,400 + $256,500

$361,900

2023

$3,401 (+13.1%)

2022

$3,007 (+13.1%)

2021

$2,659 (+1.0%)

$105,400 + $149,000

$254,400

2020

$2,632 (+1.7%)

2019

$2,587 (+2.6%)

2018

$2,520 (+5.1%)

$100,400 + $146,700

$247,100

2017

$2,399 (−1.8%)

$100,400 + $146,700

$247,100

2015

$2,442 (+21.9%)

2014

$2,003 (+4.2%)

$115,400 + $111,800

$227,200

2013

$1,923 (+4.1%)

2012

$1,846 (+5.1%)

2011

$1,757

2010

$1,757 (+2.6%)

2009

$1,713

*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

17,424

Year renovated

—

Sq. Ft.

2,472

Year built

1945

Style

Single Family Residential

County

St. Mary's County

APN

03 001970

Parking Spaces

Basement

Yes

Accessible

Yes

HOA Dues

—

Garage

Features

—

Last updated by owner on Feb 4, 2023.

Property details

Parking

Parking Information
# of Total Garage and Parking Spaces: 3
Driveway - # of Spaces: 3
Gravel Driveway
Driveway

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: Dishwasher, Dryer - Electric, Oven/Range - Gas, Range Hood, Refrigerator, Washer, Icemaker, Six Burner Stove, Stainless Steel Appliances
Flooring Type: Wood
Interior Features: Bar, CeilngFan(s), Dining Area, Floor Plan - Traditional, Kitchen - Island, Laundry Chute, Stall Shower, Wood Floors, Wood Stove, Soaking Tub, Upgraded Countertops
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall

Room Information
Laundry Type: Main Floor

Basement Information
Basement: Yes
Connecting Stairway, Partial

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Accessibility Features: Doors - Swing In
Improvement Assessed Value: $149,000
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Frame
Other Structures: Above Grade, Below Grade
Roof: Architectural Shingle, Fiberglass
Structure Type: Detached
Window Features: Double Pane, Replacement
Other Structures: Shed, Run-in Shed

Exterior Information
Outbuilding(s), Gutter System
Fencing: Chain Link, Rear

Lot Information
Lot Features: Irregular, Front Yard, Landscaping, Level, No Thru Street, Rear Yard, Road Frontage
Tidal Water: No

Land Information
Land Assessed Value: $105,400

Above Grade Information
Finished Sq.Ft.: 2,472
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
City/Town Tax: $315
County Tax: $2,395
Tax Assessed Value: $251,967
Tax Year: 2021
Tax Annual Amount: $2,861

Assessments Information
Year Assessed: 2021

Lease Information
Lease Considered: No

Utilities

Utilities Information
Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
200+ Amp Service
Heat Pump(s), Wood Burn Stove
Heating Fuel: Electric, Wood
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public

Location

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

Location Information
In City Limits
Directions: From Leonardtown head out of town on Hollywood Leonardtown RD to a Left on Greenbrier Rd. just across from the MD State Police Barracks. House will be on the right.
Municipality: Leonardtown

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,472
Stories: 2.0
Parking Spaces: 8
Basement: Yes
Accessible: Yes
Lot Size: 0.4 acres
Style: Single Family Residential
Year Built: 1945
Year Renovated: —
County: St. Mary's County
APN: 03 001970
HOA Dues: —
Garage: No
Features: —

Home facts updated by owner on Feb 4, 2023

Around this home

Schools

Captain Walter Francis Duke Elementary

Public PreK-5 • Assigned • 0.5mi

9/10

Leonardtown Middle School

Public 6-8 • Assigned • 2.6mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 2.9mi

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

9/10 Heat Factor

7 days above 102° expected this year, 18 days in 30 years

6/10 Wind Factor

49% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 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

$441,000 – $534,000

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NEW CONSTRUCTION

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New listings for sale in 20650

NEW 25 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 23250 Greenbrier Rd

Data from public records.

Address	Redfin Estimate
23245 Greenbrier Road, Leonardtown, MD - Beds \| 2 Baths \| 1092 Sq. Ft.	$397,071
23280 Greenbrier Road, Leonardtown, MD 2 Beds \| 1 Baths \| 1479 Sq. Ft.	$278,590

Address	Redfin Estimate
23298 Greenbrier Road, Leonardtown, MD - Beds \| 1.5 Baths \| 1336 Sq. Ft.	$349,454
23270 Greenbrier Road, Leonardtown, MD - Beds \| 2 Baths \| 1644 Sq. Ft.	$377,204

Address	Redfin Estimate
23290 Greenbrier Road, Leonardtown, MD - Beds \| 1 Baths \| 744 Sq. Ft.	$250,283
23275 Greenbrier Road, Leonardtown, MD 3 Beds \| 2 Baths \| 1527 Sq. Ft.	$419,311

Property information provided by BRIGHT MLS when last listed in 2021. This data may not show owner updates. Learn more.

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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 23250 Greenbrier Rd

Tax history for 23250 Greenbrier Rd

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 23250 Greenbrier Rd

More real estate resources