OFF MARKET

Off market may 2021 for $355K

$452,453

Est. refi paymentEst. refi $2,636/mo

•

1,558

sq ft

22990 Hollywood Rd, Leonardtown, MD 20650

About this home

Looking for your very own dreamy farmhouse with custom finishes? Look no further than 22990 Hollywood Road. As its street name indicates, this home is a star all on its own. From architectural finishes including ship lapped walls, rustic beams, wide planked floors, and sliding farmhouse doors, this home is sure to fulfill all of your wants and needs. Set back from the street, this home has modern fencing, offering privacy and safety to those who are looking for a dog friendly space. Renovated in 2020-2021, this home is practically brand new from top to bottom including a new roof, gourmet kitchen, as well as beautifully updated bathrooms and generously sized bedrooms. An open layout allows for you to cook and entertain at the same time, while a cozy fireplace ties the homes entertaining spaces together in perfect harmony. Perhaps what is one of the properties best features is its beautiful outdoor space. This 1.2 acre lot has the potential to be subdivided upon county approval, and includes a generous sized front and back yard, a beautiful front and back porch for enjoying the sun, and a large shed in the back for ample storage. Located near historic, downtown Leonardtown, you are a three blocks away from all this beautiful town has to offer, including a host of restaurants, salons, and boutiques, as well as more historic sites and the wharf. You are also just a few blocks to the College of Southern Maryland as well. Whether you’re looking for a home with a beautiful, open layout, lush yard, or proximity to a town with so many things to offer, this home is its very own star and is the perfect addition for anyone to call home.

Single-familyProperty Type

1988Year Built

1.21 acresLot Size

$290Est. Price/Sq.Ft.

Listed by Andrea Courduvelis • TTR Sotheby's International Realty

•703-310-6800 (broker)

Listed by Donna Dorsey • TTR Sotheby's International Realty

•703-310-6800 (broker)

Bought with Marc Pina • Compass

•703-266-7277 (broker)

•stephanie.white@compass.com (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDSM175694

Redfin Estimate

$452,453

$97K since sold in May 2021$0 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.4% lower than the average sale price ($535K) of 6 comparable homes.

SOLD JUN 2, 2026
$530,000
A
3 beds2.5 baths1,926 sq ft
23207 Moakley St, Leonardtown, MD 20650
SOLD JUN 26, 2026
$434,000
B
3 beds2 baths1,910 sq ft
41600 Miss Bessie Dr, Leonardtown, MD 20650
SOLD AUG 11, 2026
$430,000
C
3 beds3 baths1,634 sq ft
23801 Mcintosh Rd, Hollywood, MD 20636
SOLD OCT 5, 2026
$750,000
D
3 beds2.5 baths2,304 sq ft
40579 Port Pl, Leonardtown, MD 20650
SOLD SEP 30, 2026
$395,000
E
4 beds2 baths2,474 sq ft
40743 Magee Dr, Leonardtown, MD 20650
SOLD JUN 18, 2026
$669,900
F
3 beds2.5 baths3,098 sq ft
41249 Brenda 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

$170,397

Est. take-home

List your home with Redfin and save $4,525

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,113/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 22990 Hollywood Rd

Date

Event

Price

BRIGHT MLS #MDSM175694

May 27, 2021

Sold

$355,000

$228/sq ft

Apr 27, 2021

Pending

—

Apr 22, 2021

Listed

$349,900

$225/sq ft

BRIGHT MLS #MDSM168478

Jun 10, 2020

Sold

$130,000

$83/sq ft

Jun 1, 2020

Pending

—

Mar 20, 2020

Listed

$185,000

$119/sq ft

Public Records

Feb 20, 2001

Sold

$82,500

$53/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$4,241 (+14.2%)

2024

$3,715 (+17.0%)

$116,000 + $231,600

$347,600

2023

$3,175 (+15.5%)

2022

$2,749 (+13.1%)

2021

$2,429 (+1.1%)

$116,000 + $115,800

$231,800

2020

$2,404 (+1.1%)

2019

$2,378

2018

$2,376 (+0.8%)

$111,000 + $113,700

$224,700

2017

$2,357 (−1.3%)

$111,000 + $113,700

$224,700

2015

$2,388 (−4.2%)

$126,000 + $108,600

$234,600

2014

$2,493

$126,000 + $113,000

$239,000

2013

$2,493

2012

$2,493 (−11.1%)

2011

$2,805

2010

$2,805 (+13.5%)

2009

$2,470

Tax history for 22990 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,241 (+14.2%)

2024

$3,715 (+17.0%)

$116,000 + $231,600

$347,600

2023

$3,175 (+15.5%)

2022

$2,749 (+13.1%)

2021

$2,429 (+1.1%)

$116,000 + $115,800

$231,800

2020

$2,404 (+1.1%)

2019

$2,378

2018

$2,376 (+0.8%)

$111,000 + $113,700

$224,700

2017

$2,357 (−1.3%)

$111,000 + $113,700

$224,700

2015

$2,388 (−4.2%)

$126,000 + $108,600

$234,600

2014

$2,493

$126,000 + $113,000

$239,000

2013

$2,493

2012

$2,493 (−11.1%)

2011

$2,805

2010

$2,805 (+13.5%)

2009

$2,470

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.21 Acres

Year renovated

—

Sq. Ft.

1,568

Year built

1988

Style

Single Family Residential

County

St. Mary's County

APN

03 046907

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

Property details

Parking

Parking Information
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

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

Interior Information
Appliances: Dishwasher, Disposal, Dryer - Electric, Energy Efficient Appliances, ENERGY STAR Clothes Washer, ENERGY STAR Dishwasher, ENERGY STAR Refrigerator, Exhaust Fan, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Water Heater
Interior Features: Dining Area, Exposed Beams, Floor Plan - Open, Kitchen - Island, Entry Level Bedroom, Family Room Off Kitchen, Kitchen - Gourmet, Pantry, Recessed Lighting, Upgraded Countertops, Walk-in Closet(s)
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Master Bathroom, Full Bath
Laundry Type: Has Laundry, Main Floor

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $115,800
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Shingle, Asphalt
Structure Type: Detached
Other Structures: Shed

Exterior Information
Exterior Lighting, Outbuilding(s)

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $116,000

Above Grade Information
Finished Sq.Ft.: 1,558
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
Agricultural Tax Due: No
City/Town Tax: $287
County Tax: $2,179
Tax Assessed Value: $229,433
Tax Year: 2020
Tax Annual Amount: $2,617

Assessments Information
Year Assessed: 2021

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public

Location

School Information
Elementary School: LEONARDTOWN
Middle Or Junior School: LEONARDTOWN
High School: LEONARDTOWN
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
In City Limits
Directions: From route 5, turn onto Hollywood Rd. , turn right onto the second driveway after Laverne. Follow driveway to the back.
Municipality: Leonardtown

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,568
Stories: 1.0
Lot Size: 1.21 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: —
County: St. Mary's County
APN: 03 046907

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Captain Walter Francis Duke Elementary

Public PreK-5 • Assigned • 1.0mi

9/10

Leonardtown Middle School

Public 6-8 • Assigned • 2.1mi

9/10

Leonardtown High School

Public 9-12 • Assigned • 2.5mi

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

$430,000 – $521,000

Reach more buyers when you sell with Redfin. Save up to $4,525 in fees. 3 minutes to get started.

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

Nearby similar homes

NEW CONSTRUCTION

$614,900

4 beds2.5 baths3,072 sq ft

Lot 3 - 42108 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

$1,590,000

5 beds3.5 baths2,993 sq ft

40115 Combs Creek Way, Leonardtown, MD 20650

(301) 862-2169

$299,500

3 beds1.5 baths1,218 sq ft

42163 Blacksmith Shop Rd, Leonardtown, MD 20650

(301) 862-2169

NEW CONSTRUCTION

$629,900

4 beds2.5 baths3,072 sq ft

Lot 7 - 42084 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

NEW CONSTRUCTION

$609,900

4 beds2.5 baths2,701 sq ft

Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

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 22990 Hollywood Rd

Data from public records.

Address	Redfin Estimate
22970 Hollywood Road, Leonardtown, MD - Beds \| 2.5 Baths \| 2208 Sq. Ft.	$466,513
22960 Hollywood Road, Leonardtown, MD - Beds \| 2 Baths \| 2850 Sq. Ft.	$484,106

Address	Redfin Estimate
23060 Hollywood Road, Leonardtown, MD - Beds \| 2.5 Baths \| 3306 Sq. Ft.	$463,618
23040 Hollywood Road, Leonardtown, MD - Beds \| 2.5 Baths \| 3143 Sq. Ft.	$520,625

Address	Redfin Estimate
22980 Hollywood Road, Leonardtown, MD - Beds \| 1.5 Baths \| 1938 Sq. Ft.	$379,158
22975 Hollywood Road, Leonardtown, MD - Beds \| 1.5 Baths \| 2464 Sq. Ft.	$404,834

Property information provided by BRIGHT MLS when last listed in 2021. 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 22990 Hollywood Rd

Tax history for 22990 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 22990 Hollywood Rd

More real estate resources