Last Sold Price
5 beds3,238 sqft$177/sqft
23075 Hollywood Rd, Leonardtown, MD 20650

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.
...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.
LISTING CLOSED: 07/24/2025 12:00 AM

  1. Listed by Katy Lawrence Simpson • CENTURY 21 New Millennium
    P: (301) 247-0549 katy.simpson@c21nm.com

Property Details for 23075 Hollywood Road

Status
MLS #
MDSM2023778
Days on Market
28
Taxes
$4,612 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1942
Lot Size
0.50 AC / 21,780 SF
Tax ID Number
1903015939
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Waterfront
No
Garage
Yes
Expected On Market Date
04-25-2025
Subdivision
NONE AVAILABLE
Subdivision
NONE AVAILABLE (SAINT MARYS MD)
Municipality
Leonardtown
Total Parking Spaces
2
Central Air
Yes
Basement
Yes
Above Grade Finished SQFT
3,238.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
900.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
900.00
Total Below Grade SQFT Source
Assessor
New Construction
No

Recent comparable sales

Median sold price

$565,000

Avg days on market

39

Sale-to-list ratio

98.4%

Leonardtown, MD

9 comparable properties found

$620,000 | 41585 Austin Court, Leonardtown, MD 20650
1/2
1

$620,000

Sold 06/23/26

5
Bedrooms
3,030
Square Feet
0.34
Acres
a front view of a house with a yard
1/58
2

$560,000

Sold 04/24/26

5
Bedrooms
3,482
Square Feet
0.45
Acres
$552,000 | 23244 Jenifer Court, Leonardtown, MD 20650
1/49
3

$552,000

Sold 10/11/24

4
Bedrooms
3,357
Square Feet
0.33
Acres
a view of a patio with couches table and chairs and potted plants
1/2
4

$565,000

Sold 12/05/25

5
Bedrooms
3,575
Square Feet
0.32
Acres
$546,004 | 41992 Loker Court, Leonardtown, MD 20650
1/65
5

$546,004

Sold 07/20/26

5
Bedrooms
3,260
Square Feet
0.25
Acres
a front view of a house with a garden and plants
1/61
6

$529,900

Sold 01/29/26

5
Bedrooms
3,482
Square Feet
0.21
Acres
a front view of a house with a yard and garage
1/62
7

$635,000

Sold 04/15/26

4
Bedrooms
2,888
Square Feet
0.25
Acres
front view of a house with a yard
1/71
8

$625,000

Sold 07/02/25

5
Bedrooms
3,664
Square Feet
0.98
Acres
$589,000 | 23242 Clarks Rest Road, Leonardtown, MD 20650
1/53
9

$589,000

Sold 11/03/25

5
Bedrooms
3,296
Square Feet
0.15
Acres

Location

Listing Courtesy of CENTURY 21 New Millennium

Sold By EXP Realty, LLC

Add your commute

Building Information for 23075 Hollywood Road

Stories2Year Built1942Building Size-Lot Size0.50 AC / 21,780 SF

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$3,302 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,918

Property Taxes

$384

HOA Dues

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Property Information for 23075 Hollywood Road

Location
Location
  • In City Limits: Yes
  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138839208
  • SchoolDistrictSource: Listing Agent
  • County: SAINT MARYS
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $451,500
  • Year Assessed: 2025
  • County Tax: $4,098
  • Improvement Assessed Value: $344,000
  • City Town Tax: $513
  • Land Assessed Value: $107,500
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R-SF
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 5
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 3,238.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 3,238.00
  • Total SQFT: 4,138.00
  • Total SQFT Source: Assessor
  • Construction Materials: Brick
  • Basement Type: Drain, Sump Pump
  • Foundation Details: Block
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bedrooms-Main Level-5, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 14988136
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway, Off Street
  • Num of Detached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Garage Features: Additional Storage Area, Garage - Front Entry, Garage Door Opener
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Hot Water, Radiator
  • Heating Fuel: Propane - Leased
  • Hot Water: Propane
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS

Property History for 23075 Hollywood Road

DateEvent & SourcePriceAppreciation
Jul 24, 2025

Closed (Public Record)

Public Record #1909188308

$574,000

+5.6% / yr

Jul 24, 2025

Closed

BRIGHT #MDSM2023778

$574,000
Jun 20, 2025

Pending

BRIGHT #MDSM2023778

DateEvent & SourcePrice
07/24/2025

Closed (Public Record)

Public Record #1909188308

$574,000

+5.6% / yr

07/24/2025

Closed

BRIGHT #MDSM2023778

$574,000
06/20/2025

Pending

BRIGHT #MDSM2023778

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 23075 Hollywood Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,805 ($400 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt3,238 SqFtAbove Grade Finished SqFt3,238 SqFtStories2Lot Size21,780 SqFtStyleSingle Family ResidenceYear Built1942Year Renovated1942ZoningR-SFCountyST. MARY'SAPN03-015939

Schools near 23075 Hollywood Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Captain Walter Francis Duke Elementary
PublicPK to 5

Leonardtown Middle School
Public6 to 8

Leonardtown High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 23075 Hollywood Road, Leonardtown, MD 20650
$574,000
5
3,238
21,780
$400,000
4
22,563
2.5
2,036
19,166
1.5
1,766
35,719
$400,000
4.5
4,068
23,637
$374,766
2,041
2,041

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of CENTURY 21 New Millennium

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 07/29/2025 02:12 PM