OFF MARKET

Off market jul 2025 for $574K

$608,627

Est. refi paymentEst. refi $3,841/mo

•

3,238

sq ft

23075 Hollywood Rd, Leonardtown, MD 20650

About this home

Seller offering up to 3% in Closing assistance - Close in July, just in time for summer in Leonardtown! Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space Original hardwood floors, arched openings, detailed trim work, and vintage glass door knobs are just a few of the timeless details that give this home its warmth and soul—while updates like a newer heating system, domestic hot water, roof, and refreshed bathrooms bring you everyday comfort. With natural light in all the right places highlighting the home’s spacious layout and warm, welcoming feel. A deep front porch sets the tone for quiet mornings, while the fenced backyard and two-car garage—with workshop space—add function to match the charm. And with coffee shops, restaurants, and Leonardtown Wharf just blocks away, it offers a walkable lifestyle. Lovingly cared for by just two families since it was built, this home is ready for its third chapter.

Single-familyProperty Type

1942Year Built

0.5 acresLot Size

$188Est. Price/Sq.Ft.

2 car garageParking

Listed by Katy Simpson • CENTURY 21 New Millennium

•301-862-2169 (broker)

•tommy.higgins@c21nm.com (broker)

Bought with Natalya Ford • EXP Realty, LLC

•833-335-7433 (broker)

•dc.broker@exprealty.net (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDSM2023778

Redfin Estimate

$608,627

$35K since sold in July 2025$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.3% lower than the average sale price ($643K) of 6 comparable homes.

SOLD JUN 23, 2026
$620,000
A
5 beds3 baths3,030 sq ft
41585 Austin Ct, Leonardtown, MD 20650
SOLD APR 24, 2026
$560,000
B
5 beds3 baths3,482 sq ft
23299 Jenifer Ct, Leonardtown, MD 20650
SOLD AUG 31, 2026
$976,000
C
4 beds2.5 baths2,550 sq ft
41402 Philip Ln, Leonardtown, MD 20650
SOLD JUN 4, 2026
$540,000
D
5 beds3 baths3,464 sq ft
40855 Spring House Ln, Leonardtown, MD 20650
SOLD JUL 20, 2026
$546,004
E
5 beds3.5 baths3,260 sq ft
41992 Loker Ct, Leonardtown, MD 20650
SOLD JUL 13, 2026
$615,000
F
5 beds3.5 baths3,384 sq ft
21822 Riviera Ct, Leonardtown, MD 20650

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

Earn from this home

Sell

$122,607

Est. take-home

List your home with Redfin and save $6,086

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,723/mo

Redfin rental estimate

List your home for rent

Market trends in 20650, MD

Last updated September 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

$549,000
4 beds3.5 baths3,006 sq ft
23208 Clarks Rest Rd, Leonardtown, MD 20650
(443) 771-8009
COMING SOON
$585,000
5 beds3 baths2,666 sq ft
23591 Gunnell Dr, Leonardtown, MD 20650
(410) 286-9632
REDFIN OPEN NOV 7, 12PM TO 2PM
$489,900
3 beds2.5 baths1,976 sq ft
22301 White Oak Rd, Leonardtown, MD 20650
$79,900
— beds— baths1,542 sq ft
21944 Point Lookout Rd, Leonardtown, MD 20650
(443) 968-9595
COMING SOON
$467,000
3 beds2.5 baths1,568 sq ft
22630 Quiet Ln, Leonardtown, MD 20650
(301) 884-9493
COMING SOON
$2,200,000
4 beds3 baths4,395 sq ft
22395 Newtowne Neck Rd, Leonardtown, MD 20650
(443) 975-7555
$290,000
3 beds2 baths1,568 sq ft
43905 Lanedon Dr, Leonardtown, MD 20650
(301) 702-4200
$650,000
4 beds3.5 baths3,264 sq ft
41427 Osborne Ln, Leonardtown, MD 20650
(443) 771-8009
$440,000
3 beds3.5 baths2,379 sq ft
41608 Briarwood Cir, Leonardtown, MD 20650
(301) 298-2892
COMING SOON
$685,000
5 beds3.5 baths4,271 sq ft
23603 Margrave Dr, Leonardtown, MD 20650
(888) 860-7369
See all

Provided by Redfin

Sale history for 23075 Hollywood Rd

Date

Event

Price

BRIGHT MLS #MDSM2023778

Jul 24, 2025

Sold

$574,000

$177/sq ft

Jun 21, 2025

Contingent

—

May 30, 2025

Relisted

—

May 27, 2025

Listing Removed

—

Apr 29, 2025

Contingent

—

Apr 25, 2025

Listed

$574,000

$177/sq ft

Apr 23, 2025

Coming Soon

$574,000

$177/sq ft

BRIGHT MLS #1005275903

Apr 18, 2018

Sold

$385,000

$119/sq ft

Mar 1, 2018

Listed

—

Jan 26, 2018

Listed

$394,900

$122/sq ft

+25

This lovely maintained Colonial home retains many original features including plaster walls, french doors, sunroom, fireplace, hardwood floors, home office or study, detached 2 car garage with workshop or storage. Updates includes windows, doors, central air, gutter guard, paved drive, Spend time playing in the backyard, swinging on the porch swing, or take a walk downtown for dining, shopping. ..

MRIS #SM10142828

Apr 18, 2018

Sold

$385,000

$119/sq ft

Feb 19, 2018

Pending

—

Jan 26, 2018

Listed

$122/sq ft

+25

BRIGHT MLS #1008144100

Jun 1, 2016

Listing Removed

—

Mar 10, 2016

Listed

$379,900

$117/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$4,805 (+5.3%)

2024

$4,562 (+6.4%)

$107,500 + $344,000

$451,500

2023

$4,287 (+3.1%)

2022

$4,157 (+16.7%)

2021

$3,563 (+3.3%)

$107,500 + $270,500

$378,000

2020

$3,450 (+3.3%)

2019

$3,339 (+0.7%)

2018

$3,317 (+1.2%)

2017

$3,277 (+2.8%)

2015

$3,187 (−6.7%)

$117,500 + $195,600

$313,100

2014

$3,416 (+4.3%)

$117,500 + $220,000

$337,500

2013

$3,274 (+4.3%)

2012

$3,139 (+2.8%)

2011

$3,053

2010

$3,053 (+1.1%)

2009

$3,020

Tax history for 23075 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,805 (+5.3%)

2024

$4,562 (+6.4%)

$107,500 + $344,000

$451,500

2023

$4,287 (+3.1%)

2022

$4,157 (+16.7%)

2021

$3,563 (+3.3%)

$107,500 + $270,500

$378,000

2020

$3,450 (+3.3%)

2019

$3,339 (+0.7%)

2018

$3,317 (+1.2%)

2017

$3,277 (+2.8%)

2015

$3,187 (−6.7%)

$117,500 + $195,600

$313,100

2014

$3,416 (+4.3%)

$117,500 + $220,000

$337,500

2013

$3,274 (+4.3%)

2012

$3,139 (+2.8%)

2011

$3,053

2010

$3,053 (+1.1%)

2009

$3,020

*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

2.5

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Sq. Ft.

3,238

Year built

1942

Style

Single Family Residential

County

St. Mary's County

APN

03 015939

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
Garage Features: Additional Storage Area, Garage - Front Entry, Garage Door Opener
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Detached Garage, Driveway, Off Street

Interior

Bedroom Information
# of Bedrooms On Main Level: 5

Bathroom Information
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Living Area Sq.Ft. Source: Assessor

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: Yes
Drain, Sump Pump

Exterior

Property Information
Total Below Grade Sq. Ft.: 900
Improvement Assessed Value: $344,000
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Brick
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $107,500

Above Grade Information
Finished Sq.Ft.: 3,238
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 900
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
City/Town Tax: $513
County Tax: $4,098
Tax Assessed Value: $451,500
Tax Year: 2024
Tax Annual Amount: $4,612

Assessments Information
Year Assessed: 2025

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Baseboard - Hot Water, Radiator
Heating Fuel: Propane - Leased
Hot Water: Propane
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 the intersection of Hollywood road and Point Lookout Rd. - Turn onto Hollywood Rd. Drive for about 1.5–2 miles until you see 23075 Hollywood Rd.
Municipality: Leonardtown

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 3,238
Stories: 2.5
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 1942
Year Renovated: —
County: St. Mary's County
APN: 03 015939

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Captain Walter Francis Duke Elementary

Public PreK-5 • Assigned • 0.8mi

9/10

Leonardtown Middle School

Public 6-8 • Assigned • 2.3mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 2.6mi

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

43% 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

$579,000 – $700,000

Reach more buyers when you sell with Redfin. Save up to $6,086 in fees. 3 minutes to get started.

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

Nearby similar homes

$240,000

Land— sq ft

42700 Moll Dyer Rd, Leonardtown, MD 20650

(301) 645-1700

NEW CONSTRUCTION

$629,900

4 beds2.5 baths3,072 sq ft

Lot 7 - 42084 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

VIDEO TOUR

$615,000

5 beds4 baths4,346 sq ft

23620 Gunnell Dr, Leonardtown, MD 20650

(301) 645-1700

NEW CONSTRUCTION

$609,900

4 beds2.5 baths2,701 sq ft

Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

$306,900

3 beds1 bath1,000 sq ft

24040 Hollywood Rd, Hollywood, MD 20636

(301) 645-1700

NEW CONSTRUCTION

$619,900

4 beds2.5 baths2,976 sq ft

Lot 5 - 42096 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

New listings for sale in 20650

$549,000

4 beds3.5 baths3,006 sq ft

23208 Clarks Rest Rd, Leonardtown, MD 20650

(443) 771-8009

COMING SOON

$585,000

5 beds3 baths2,666 sq ft

23591 Gunnell Dr, Leonardtown, MD 20650

(410) 286-9632

REDFIN OPEN NOV 7, 12PM TO 2PM3D WALKTHROUGH

$489,900

3 beds2.5 baths1,976 sq ft

22301 White Oak Rd, Leonardtown, MD 20650

$79,900

— beds— baths1,542 sq ft

21944 Point Lookout Rd, Leonardtown, MD 20650

(443) 968-9595

COMING SOON

$467,000

3 beds2.5 baths1,568 sq ft

22630 Quiet Ln, Leonardtown, MD 20650

(301) 884-9493

COMING SOON

$2,200,000

4 beds3 baths4,395 sq ft

22395 Newtowne Neck Rd, Leonardtown, MD 20650

(443) 975-7555

$290,000

3 beds2 baths1,568 sq ft

43905 Lanedon Dr, Leonardtown, MD 20650

(301) 702-4200

$650,000

4 beds3.5 baths3,264 sq ft

41427 Osborne Ln, Leonardtown, MD 20650

(443) 771-8009

$440,000

3 beds3.5 baths2,379 sq ft

41608 Briarwood Cir, Leonardtown, MD 20650

(301) 298-2892

Home values near 23075 Hollywood Rd

Data from public records.

Address	Redfin Estimate
23060 Hollywood Rd, Leonardtown, MD - Beds \| 2.5 Baths \| 3306 Sq. Ft.	$463,618
23055 Hollywood Rd, Leonardtown, MD - Beds \| 1.5 Baths \| 1766 Sq. Ft.	$345,623

Address	Redfin Estimate
23125 Hollywood Rd, Leonardtown, MD 4 Beds \| 3 Baths \| 3668 Sq. Ft.	$669,150
23005 Hollywood Rd, Leonardtown, MD - Beds \| 2 Baths \| 3400 Sq. Ft.	$803,253

Address	Redfin Estimate
23040 Hollywood Rd, Leonardtown, MD - Beds \| 2.5 Baths \| 3143 Sq. Ft.	$520,625
23090 Hollywood Rd, Leonardtown, MD - Beds \| 3 Baths \| 3274 Sq. Ft.	$501,766

Property information provided by BRIGHT MLS when last listed in 2025. This data may not match . Learn more.

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

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

Lusby homes for sale
Mechanicsville homes for sale
Colonial Beach homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 20650, MD

Sale history for 23075 Hollywood Rd

Tax history for 23075 Hollywood 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 23075 Hollywood Rd

More real estate resources