Modern Charm Meets Country! Welcome to your private retreat in the heart of Leonardtown! This completely updated 4-bedroom, 2-bath rambler sits on 1.3 acres of peace and privacy—tucked off the road and surrounded by nature. Inside, you'll fall in love with the wide-open layout, fresh neutral tones, and stunning luxury vinyl flooring that flows seamlessly throughout. The show-stopping kitchen features brand-new soft-close cabinetry, sparkling granite countertops, and sleek stainless steel appliances—all opening up to a bright living area perfect for entertaining. Step outside to your brand-new deck—ideal for hosting summer cookouts or relaxing under the stars. With tons of parking and room for recreational vehicles or toys, this property is as functional as it is beautiful. Whether you're looking to entertain, unwind, or simply spread out and enjoy the quiet, this home delivers. Schedule your showing today and see why this Leonardtown gem won’t last long!
Sold for $400,000
$400,000
23888 Hollywood Rd, Leonardtown, MD 20650
4beds
1,450sqft
Single Family Residence
Built in 1972
1.3 Acres Lot
$407,600 Zestimate®
$276/sqft
$2,400 Estimated rent
Home value
$407,600
$371,000 - $444,000
$2,400/mo
Zestimate® history
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$2,400/mo
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$2,269/mo
Est. payment
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Est. payment
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List your homeWhat's special
Zillow last checked: 8 hours ago
Listing updated: August 15, 2025 at 10:13am
Listed by:
Mark Frisco Jr. 443-532-8776,
CENTURY 21 New Millennium
Bought with:
Kara Bogusky, 5009336
Samson Properties
Source: Bright MLS,MLS#: MDSM2026082
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 4
Primary bedroom
- Level: Main
Bedroom 2
- Level: Main
Bedroom 3
- Level: Main
Bedroom 4
- Level: Main
Primary bathroom
- Level: Main
Bathroom 2
- Level: Main
Dining room
- Level: Main
Family room
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Ceiling Fan(s), Heat Pump, Central Air, Electric
Appliances
- Included: Microwave, Dryer, Exhaust Fan, Ice Maker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Washer/Dryer Stacked, Water Heater, Electric Water Heater
- Laundry: Main Level, Has Laundry, Dryer In Unit, Washer In Unit, Laundry Room
Features
- Attic, Dining Area, Combination Kitchen/Living, Ceiling Fan(s), Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Table Space, Dry Wall
- Flooring: Hardwood, Vinyl, Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,450
- Total interior livable area: 1,450 sqft
- Finished area above ground: 1,450
- Finished area below ground: 0
Property
Parking
- Total spaces: 6
- Parking features: Driveway
- Uncovered spaces: 6
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck
- Pool features: None
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 1.30 Acres
- Features: Backs to Trees, Front Yard, Rear Yard, Level
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1903023656
- Zoning: RL
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Brick
- Foundation: Crawl Space
- Roof: Asphalt
Condition
- Very Good
- New construction: No
- Year built: 1972
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & neighborhood
Location
- Region: Leonardtown
- Subdivision: None Available
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $400,000$276/sqft |
Source:  Bright MLS #MDSM2026082 Report a problem | ||
| 7/18/2025 | Pending sale | $400,000+3.9%$276/sqft |
Source: Bright MLS #MDSM2026082 Report a problem | ||
| 7/16/2025 | Listed for sale | $384,900+75%$265/sqft |
Source: Bright MLS #MDSM2026082 Report a problem | ||
| 12/23/2024 | Sold | $220,000-18.5%$152/sqft |
Source: Bright MLS #MDSM2021652 Report a problem | ||
| 11/29/2024 | Pending sale | $269,900$186/sqft |
Source: Bright MLS #MDSM2021652 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,688 +20.4% | $241,500 +3.8% |
| 2024 | $2,232 +4% | $232,567 +4% |
| 2023 | $2,146 +4.2% | $223,633 +4.2% |
Find assessor info on the county website
Neighborhood: 20650
Nearby schools
GreatSchools rating
- 9/10Captain Walter Francis Duke ElementaryGrades: PK-5Distance: 0.8 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 3.4 mi
- 5/10Leonardtown High SchoolGrades: 9-12Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: Captain Walter Francis Duke
- Middle: Leonardtown
- High: Leonardtown
- District: St. Mary's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Maryland
- Saint Marys County
- Hollywood
- 20650
- 23888 Hollywood Rd