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 soulwhile 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 homes spacious layout and warm, welcoming feel. A deep front porch sets the tone for quiet mornings, while the fenced backyard and two-car garagewith workshop spaceadd 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.
- MD
- Leonardtown
- 20650
- 23075 HOLLYWOOD ROAD
- MLS# MDSM2023778
- Date Listed05/30/2025
- Bedrooms 5
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size 0.5 acres (21,780 sq. ft)
- Sewer Public Sewer
- Subdivision NONE AVAILABLE
- Property Type Single Family
- County SAINT MARYS
- Year Built 1942
- Water Public
- Square Feet 3,238 sq. ft
- Price Per Sq. Ft $177.27
Interior Features
- Appliances Gas Water Heater
- Cooling Central Air, Electric
- Heating Propane, Baseboard, Radiant
Exterior / Lot Features
- Roof -
- Lot Size Acres 0.50
- Lot Size SQFT 21,780.00
- Lot Features -
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.
Financial Considerations
- Tax Amount $4,612
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Benjamin Banneker Elementary School
Public • PK - 5 • Serves this home
4.55 mi
Distance
Public • 6 - 8 • Serves this home
9.81 mi
Distance
Public • 9 - 12 • Serves this home
9.36 mi
Distance
Benjamin Banneker Elementary School
Public • PK - 5 • Serves this home
4.55 mi
Distance
Public • PK - 5
8.88 mi
Distance
Public • PK - 5
15.25 mi
Distance
Lettie Marshall Dent Elementary School
Public • PK - 5
18.91 mi
Distance
Public • PK - 5
26.92 mi
Distance
Public • 6 - 8 • Serves this home
9.81 mi
Distance
Public • 9 - 12 • Serves this home
9.36 mi
Distance
Public • 9 - 12
12.49 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 23730 HICKS DRIVE | Listing | 3 | 2 | Nov 03, 2025 | $60,000 | Mar 21, 2024 | $415,708 |
| 24230 VICTORY LANE | Listing | 4 | 2 | Nov 04, 2025 | $280,000 | Dec 16, 2025 | - |
| 23324 SUGAR PINE LN | 3 | 3 | Oct 22, 2025 | $378,380 | Dec 16, 2025 | - |
| 26005 JONES WHARF ROAD | Listing | 3 | 2 | Dec 01, 2025 | $499,900 | Jan 24, 2024 | $226,103 |
| 45867 BROUN TERRACE | Listing | 6 | 3 | Nov 04, 2025 | $330,000 | Mar 21, 2024 | $409,126 |
| 23499 MYRTLE POINT RD | 4 | 3 | Dec 16, 2025 | $601,305 | Dec 16, 2025 | - |
| 41998 PLEASANT VALLEY COURT | 3 | 2 | Nov 19, 2025 | $1,100,000 | Dec 16, 2025 | - |
| 44140 OUTRIGGER WAY | 1 | 2 | Nov 13, 2025 | $249,900 | Dec 16, 2025 | - |
| 23242 CLARKS REST ROAD | 5 | 4 | Nov 04, 2025 | $589,000 | Dec 16, 2025 | - |
| 23040 TOWN CREEK DRIVE | 3 | 3 | Oct 21, 2025 | $389,900 | Dec 16, 2025 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 16,602 | 4,342 | 117,169 | 335,858,263 |
| Population Density | 270 | 1,054 | 328 | 95 |
| People per Household | 2.7 | 2.5 | 2.7 | 2.6 |
| Median Age | 41.5 | 38.6 | 38.5 | 39.1 |
| Median Income | $105,327 | $91,807 | $94,048 | $66,222 |
| Average Income | $47,970 | $43,731 | $40,662 | $35,475 |
| Cost of Living Index | 115 | 104 | 114 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 26.3°F | 27.31°F | 27.31°F | 22.6°F |
| July Avg. High Temp | 86.1°F | 86.1°F | 86.1°F | 86.2°F |
| Annual Precipitation | 47.52" | 45.58" | 45.58" | 38" |
23/100
Car-Dependent
Walk Score ®
15/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 5/100, Transit Score: 0/100, Bike Score: 19/100.
Property Change History
Points of Interest near 23075 HOLLYWOOD ROAD, LEONARDTOWN, MD 20650
792 ft
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845 ft
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1003 ft
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0.34 mi
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0.35 mi
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0.25 mi
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0.35 mi
Distance
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Frequently Asked Questions for 23075 HOLLYWOOD ROAD
Source: Realty.com
23075 HOLLYWOOD ROAD, LEONARDTOWN, MD 20650 is a Single Family 3,238 sq. ft. home listed for sale. Realty.com has 82 photos available of this 5 bed, 3 bath house, listed at $574,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 82 photos of 23075 HOLLYWOOD ROAD.
Our records indicate that 23075 HOLLYWOOD ROAD was built in 1942.
The full address for this home is 23075 HOLLYWOOD ROAD, LEONARDTOWN, MD 20650.
23075 HOLLYWOOD ROAD has been listed on Realty.com since Fri May 30, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 5/100, Transit Score: 0/100, Bike Score: 19/100.
There are 3 schools assigned to this home. Check out the schools near 23075 HOLLYWOOD ROAD. Benjamin Banneker Elementary School (Grades: PK - 5), Margaret Brent Middle School (Grades: 6 - 8), Chopticon High School (Grades: 9 - 12)
Listing provided courtesy of:
Century 21 New Millennium
(tel: 301-862-2169)
Listing agent:
Katy Simpson
(tel: 301-247-0549)
(#3279359)
This content last refreshed on 2025-12-16 03:11:59. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 23075 HOLLYWOOD ROAD, LEONARDTOWN, MD 20650 : MLS# MDSM2023778