$574,000
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23075 Hollywood Road, Leonardtown, MD 20650

5 Beds
3 Baths
3,238 Sq Ft

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.

  • 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 -

Financial Considerations

  • Tax Amount $4,612
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MD / 20650

Source: Walkscore

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

Property description updated with new details

Points of Interest near 23075 HOLLYWOOD ROAD, LEONARDTOWN, MD 20650

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