20755 Deer Wood Park Drive, Leonardtown, MD 20650 - Photo 1

1/1

$515,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,538 Sq. Ft.
2 Car Garage

1/1

Property Description

Welcome to your dream home in the desirable Chestnut Hills community of Leonardtown, Maryland! This charming 4-bedroom, 2.5-bathroom single-family home offers a perfect blend of space, comfort, and privacy, all set on an impressive 4.24 acres. With 2,538 square feet of living space, this residence features beautiful hardwood floors throughout, adding a warm and inviting touch. The heart of the home is the spacious eat-in kitchen, perfect for gatherings and culinary adventures. Cozy up on chilly evenings by the gas fireplace, creating a welcoming atmosphere for family and friends. Step outside to enjoy your own private oasis, complete with a refreshing pool, ideal for summer fun and relaxation. Conveniently located just minutes from downtown Leonardtown, Patuxent River Naval Air Station, and the scenic Solomon's Island, you'll have easy access to dining, shopping, and recreational activities. The property also includes a generous 2-car garage, providing ample storage and parking options. While this home shows well, it does require some TLC to transform it into your perfect oasis. Don't miss out on this incredible opportunity to create lasting memories in a beautiful setting! Schedule your private showing today!

Full Property Details

Full Property Details for 20755 Deer Wood Park Dr

General

Sold For: $515,000
HOA FEE: $22/month
HOA FEE FREQ.: Annually
Taxes: $4,058 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDSM2025788
Added to Site: 268 day(s) ago

Interior

Fireplace: Yes
Number of Fireplaces: 1

Rooms

Bathrooms

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

Bedrooms

Total Bedrooms: 4
Bedrooms Upper: 4

Additional Information

Pool: Yes
Private Pool: Yes

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 2
Parking Type: Attached Garage
Garage Description: Garage - Side Entry

Location

County: Saint Marys
Development Name: Chestnut Hills
Subdivision: Chestnut Hills
Driving Directions: Rt. 5 South to Deer Wood Park Dr. on Right to 20755 Deer Wood Park Dr.

School Information

School District: St. Mary's County Public Schools

Community

Association: Yes

Heating & Cooling

Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric, Propane - Leased
Water Heater: Electric

Utilities

Sewer: Private Septic Tank
Water: Well

Structural Information

Architectural Info: Colonial
Architectural Style: Colonial
Structure Type: Detached
Construction: Vinyl Siding
Foundation: Slab
Stories/Levels: 0
Stories Description: Main, Upper 1
Square Feet: 2,538
Sq. Ft. Source: Assessor
Living Area: 2,538 Sq. Ft.
Year Built: 1996
Year Built Source: Assessor

Lot Features

Lot Size (Acres): 4.24
Lot Size (Sq. Ft.): 184,694
Lot Size Source: Assessor
Zoning: RNC

Financial Considerations

Price Per Sq. Ft.: $206.86
Association Fee: $259
Assoc Fee Freq.: Annually
Assessment Year: 2025
County Tax: $4,058
County Tax Freq: Annually
Tax w/Assessment: $445,100
Tax Amount: $4,058
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 2538

Disclosures and Reports

Ownership: Fee Simple
Section: 1
Lot Number: 17

Listed by EbonAries Realty Group, LLC., Ebon A Jackson
Sold by EXP Realty, LLC, Lauren Coble Garner

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Listing agent

— 20755 Deer Wood Park Dr —

Ebon A Jackson

EbonAries Realty Group, LLC.

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Schools

Schools serving 20755 Deer Wood Park Dr

School District:St. Marys County Public Schools

Name	Grades	Distance
Piney Point Elementary School 44550 Tall Timbers Road, Tall Timbers, MD 20690	PK-5	5 mi
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650	6-8	3.7 mi
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650	9-12	3.4 mi

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

Price & Sales History for 20755 Deer Wood Park Dr

Date

Details

Price

Change

Source

8/15/2025

Sold

$515,000

-1.9%

MLS

6/27/2025

Listed

$525,000

—

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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20755 Deer Wood Park Drive, Leonardtown, MD 20650 (MLS# MDSM2025788) is a Single Family property that was sold at $515,000 on August 15, 2025. Want to learn more about 20755 Deer Wood Park Drive? 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.

20755 Deer Wood Park Dr Leonardtown, MD 20650