23075 Hollywood Road, Leonardtown, MD 20650 - Photo 1

1/1

$574,000

Sold
Closed
Single Family
5 Beds
2 Full Baths
1 Partial Bath
4,138 Sq. Ft.
2 Car Garage

1/1

Property Description

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.

Full Property Details

Full Property Details for 23075 Hollywood Rd

General

Sold For: $574,000
Taxes: $4,612 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDSM2023778
Added to Site: 266 day(s) ago

Interior

Fireplace: Yes
Number of Fireplaces: 1

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Main Floor Baths: 3
Main - Full Baths: 2
Main - 1/2 Baths: 1

Bedrooms

Total Bedrooms: 5
Bedrooms Main & Up: 5

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 2
Parking Type: Detached Garage, Driveway, Off Street
Garage Description: Additional Storage Area, Garage - Front Entry, Garage Door Opener

Location

Municipality: Leonardtown
County: Saint Marys
Development Name: None Available
Subdivision: None Available
Driving 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.
City Limits: Yes

School Information

School District: St. Mary's County Public Schools

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric
Heating Type: Baseboard - Hot Water, Radiator
Heating Fuel: Propane - Leased
Water Heater: Propane

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Info: Colonial
Architectural Style: Colonial
Structure Type: Detached
Construction: Brick
Basement: Yes
Basement Desc.: Drain, Sump Pump
Foundation: Block
Stories/Levels: 0
Stories Description: Main
Square Feet: 4,138
Sq. Ft. Source: Assessor
Living Area: 3,238 Sq. Ft.
Year Built: 1942
Year Built Source: Assessor

Lot Features

Lot Size (Acres): 0.5
Lot Size (Sq. Ft.): 21,780
Lot Size Source: Assessor
Zoning: R-SF

Financial Considerations

Price Per Sq. Ft.: $177.27
Assessment Year: 2025
City/TownTax: $513
City/TownTax Freq: Annually
County Tax: $4,098
County Tax Freq: Annually
Tax w/Assessment: $451,500
Tax Amount: $4,612
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 3238

Disclosures and Reports

Ownership: Fee Simple

Listed by CENTURY 21 New Millennium, Katy Lawrence Simpson
Sold by EXP Realty, LLC, Natalya P. Ford

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Listing agent

— 23075 Hollywood Rd —

Katy Lawrence Simpson

CENTURY 21 New Millennium

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Schools

Schools serving 23075 Hollywood Rd

School District:St. Marys County Public Schools

Name	Grades	Distance
Captain Walter Francis Duke Elementary 23595 Hayden Farm Lane, Leonardtown, MD 20650	PK-5	0.8 mi
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650	6-8	2.3 mi
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650	9-12	2.6 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 23075 Hollywood Rd

Date

Details

Price

Change

Source

7/24/2025

Sold

$574,000

—

MLS

4/25/2025

Listed

$574,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Active
Updated 6 days ago

7
Beds
4
Total Baths
4,080
Sq. Ft.

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Just Listed

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Condo
Active
Updated 1 day ago

1
Bed
1
Total Bath
759
Sq. Ft.

Listed by CENTURY 21 New Millennium, Jan N Barnes

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Just Listed

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Open House

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Updated 2 days ago

3
Beds
2
Total Baths
1,290
Sq. Ft.

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Just Listed

$199,900

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Single Family
Active
Updated 9 hours ago

3
Beds
2
Total Baths
1,780
Sq. Ft.

Listed by Epique Realty, Nathaniel Xavier Arnold

24984 Forrest Cove Way, Hollywood, MD 20636 - Photo 1

Price Reduced

-$25,500 (-10%)

$229,500

24984 Forrest Cove Way Hollywood, MD 20636

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
3,344
Sq. Ft.

Listed by Classic Select Inc, Christopher A White Jr.

43447 Drum Cliff Rd, Hollywood, MD 20636 - Photo 1

Price Reduced

-$5,000 (-0.75%)

$660,000

43447 Drum Cliff Rd Hollywood, MD 20636

Single Family
Active
Updated 5 hours ago

3
Beds
2
Total Baths
3,684
Sq. Ft.

Listed by Douglas Realty LLC, Mackenzie Ryan Davis

43979 Drum Cliff Rd, Hollywood, MD 20636 - Photo 1

Price Reduced

-$100,000 (-16.67%)

$499,900

43979 Drum Cliff Rd Hollywood, MD 20636

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
3,140
Sq. Ft.

Listed by CENTURY 21 New Millennium, Kenneth W Phipps

41886 Stephen Young Ct, Hollywood, MD 20636 - Photo 1

Price Reduced

-$3,000 (-0.96%)

$310,000

41886 Stephen Young Ct Hollywood, MD 20636

Single Family
Active
Updated 4 days ago

3
Beds
1
Total Bath
1,008
Sq. Ft.

Listed by O'Brien Realty ERA Powered, Terri Lynn Hamrick

23261 Jenifer Ct, Leonardtown, MD 20650 - Photo 1

Sold

$565,000

23261 Jenifer Ct Leonardtown, MD 20650

Single Family
Closed

5
Beds
4
Total Baths
4,360
Sq. Ft.

Listed by RE/MAX Realty Group, Gabriela Montgomery
Sold by RE/MAX United Real Estate, Delaney I Burgess

23275 Jenifer Ct, Leonardtown, MD 20650 - Photo 1

Sold

$638,000

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Single Family
Closed

5
Beds
5
Total Baths
6,611
Sq. Ft.

Listed by CENTURY 21 New Millennium, Jennifer L Goddard
Sold by RE/MAX One, Melissa R Rodriguez

23220 Brandon Ct, Leonardtown, MD 20650 - Photo 1

Sold

$545,000

23220 Brandon Ct Leonardtown, MD 20650

Single Family
Closed

3
Beds
2
Total Baths
2,102
Sq. Ft.

Listed by CENTURY 21 New Millennium, Jennifer L Goddard
Sold by Pearson Smith Realty, LLC, Shanell Bradley

41535 Singletree Dr, Leonardtown, MD 20650 - Photo 1

Sold

$510,000

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Single Family
Closed
Updated 12 days ago

4
Beds
3
Total Baths
2,262
Sq. Ft.

Listed by JPAR Real Estate Professionals, Karen E Taylor and JPAR Real Estate Professionals, Melanie A Humphrey
Sold by Real Broker, LLC, Alice M Flerlage

23075 Hollywood Road, Leonardtown, MD 20650 (MLS# MDSM2023778) is a Single Family property that was sold at $574,000 on July 24, 2025. Want to learn more about 23075 Hollywood Road? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

23075 Hollywood Rd Leonardtown, MD 20650