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20755 Deer Wood Park Drive

LEONARDTOWN, MD 20650

4 beds
3 baths
2,538 sqft
~4 acre lot
$206 per sqft
1996 build

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!

Listing courtesy of BRIGHT / EbonAries Realty Group, LLC.

Last checked: Checking… • Last updated Jun 28, 2025 •

MLS# MDSM2025788 —

The Building

Year Built:

1996
Year Built Source:

Assessor
New Construction:

No
Construction Materials:

Vinyl Siding
Structure Type:

Detached
Architectural Style:

Colonial
Levels:

2
Accessibility Features:

None
Foundation Details:

Slab
Basement:

No
Total SqFt Source:

Assessor
Total Below Grade SqFt Source:

Assessor
Above Grade Finished Area Units:

Square Feet
Above Grade Finished SqFt:

2538
Above Grade Finished SqFt Source:

Assessor
Below Grade Finished Area Units:

Square Feet
Below Grade Unfinished Area Units:

Square Feet
Below Grade Finished SqFt Source:

Assessor
Below Grade Unfinished SqFt Source:

Assessor
Tax Total Finished SqFt:

2538

Interior

Fireplace:

Yes
Fireplaces:

1
Living Area SqFt Source:

Assessor

Room Dimensions

Total SqFt:

2538
Living Area SqFt:

2,538 Sqft

Financial & Terms

Sale Type:

Standard
Possession:

Immediate

Location

Directions:

Rt. 5 South to Deer Wood Park Dr. on Right to 20755 Deer Wood Park Dr.
Latitude:

38.23751000
Longitude:

-76.56201000

The Property

Property Type:

Residential
Lot Size Units:

Square Feet
Lot Size Acres:

4.24
Lot Size Source:

Assessor
Lot SqFt:

184,694 Sqft
Zoning:

RNC
In City Limits:

No
Other Structures:

Above Grade, Below Grade
Waterview:

No
Waterfront:

No
Water Oriented:

No
Water Access:

No
Navigable Water:

No
Tidal Water:

No
Land Use Code:

E
Riparian Rights:

No

Listing Agent

Contact info:

Taxes

Tax ID Number:

1902033577
Tax Year:

2024
Tax Lot:

17
Tax Annual Amount:

$4,058
Tax Assessed Value:

$445,100
Year Assessed:

2025
County Tax:

4058.00
Total Taxes Payment Frequency:

Annually

Beds

Bedrooms:

4
Upper Level Bedrooms:

4
Upper Level 1 Bedrooms:

4

Baths

Total Baths:

3
Full Baths:

2
Half Baths:

1
Main Level Baths:

1.00
Main Level Half Baths:

1
Upper Level Full Baths:

2
Upper Level Total Baths:

2
Upper Level Total Baths:

2.00
Upper Level Full Baths:

2

Heating & Cooling

Cooling Type:

Heat Pump(s)
Central Air:

No
Cooling Fuel:

Electric
Heating:

Yes
Heating Type:

Heat Pump(s)
Heating Fuel:

Electric, Propane - Leased

Utilities

Sewer/Septic:

Private Septic Tank
Hot Water:

Electric
Water Source:

Well

Schools

School District Name:

St. Mary's County Public Schools
School District Source:

Listing Agent

The Community

Subdivision Name:

Chestnut Hills
Senior Community:

No
Pool:

Yes - Personal
HOA:

Yes
Condo/Coop Association:

No
HOA Fee:

$259
HOA Fee Frequency:

Annually

Parking

Total Garage and Parking Spaces:

2
Garage:

Yes
Garage Features:

Garage - Side Entry
Garage Spaces:

2.00
Type of Parking:

Attached Garage
# of Attached Garage Spaces:

2

Extra Units

Vacation Rental:

No

Monthly cost estimate

Asking price

$525,000

Expense	Monthly cost
Mortgage	$2,811
Taxes	$338
Insurance	$144
Utilities	$203 See report
Total	$3,496/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
6/27/25 Jun 27, 2025	Listed / Active	BRIGHT	$525,000

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This house located in MD 20650 is currently for sale for $525,000. 20755 Deer Wood Park Drive is a 2,538 square foot house with 4 beds and 3 baths. This house is in the attendance area of Leonardtown High School, Leonardtown Middle School, and Piney Point Elementary School.

Listing Courtesy of: BRIGHT and EbonAries Realty Group, LLC..

The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.