21039 Woodmere Drive Leonardtown, MD $ 580,000
21039 Woodmere Drive
$ 580,000
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21039 Woodmere Drive

Leonardtown, MD, 20650
$ 580,000
Bedrooms5 Baths2.1 Sq 4,112

Monthly Estimate*

$ 3,618

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Single Family Home for sale in Leonardtown, MD

for $580,000 with 5 bedrooms and 2 full baths, 1 half bath. This 4,112 square foot home was built in 1999 on a lot size of 1.17.

****Under Contract with a HOME SALE contingency**** Nestled on a beautiful 1.17 acre lot in the Leonardtown neighborhood of Wilderness Run. This spacious and well-maintained Colonial style home offers privacy and convenience, surrounded by trees with an open yard and a fully fenced side and backyard. Enjoy outdoor living on the rear deck and the ease of a two-car front-load garage with automatic openers, plus a gutter guard system for low-maintenance living. Inside, the main level features a welcoming foyer, formal dining room, and a formal living room with gas fireplace and mantle. The expansive family room opens to a country-style kitchen with table space, a pantry, granite countertops, breakfast bar, stainless steel appliances, and access to the rear deck and fenced rear yardperfect for entertaining. There is also a main-level flex room perfect for home office or guest bedroom and it is located off the center hall with pocket door entry along with the guest powder room. Upstairs, the spacious primary suite includes multiple closets, including a walk-in, and a beautifully renovated ensuite bathroom with a frameless glass walk-in tile shower with beautiful picture window, a dual-sink vanity, and natural light. Additionally, the primary boasts a separate sitting room for relaxation. Three additional generously-sized bedrooms share the full central hallway bath with spacious dual-sink vanity along with a private bath room with shower/soaking tub combo. For added convenience, the laundry room is also located in this upper level near the bedrooms. The finished lower level includes an oversized rec room with built-ins, a large storage room, and a versatile flex space. A covered walk-up provides access to the side and rear yards with a separate dog play yard. Recent upgrades include.... New Roof shingles installed Dec. 2022, New A/C and Heat Pump installed September 2023, New 73 Gallon HWH installed in 2017, and Septic pumped in 2023. Additionally, this home comes with the GENERAC whole home auto- generator system. This neighborhood is conveniently located just minutes from downtown Leonardtown, and offers easy access to shopping, dining, nightlife, and the waterfront at Leonardtown Wharf. Nearby attractions include parks, beaches, trails, boardwalks, wineries, theaters, museums, and all that beautiful historic St. Marys County has to offer. NO HOA!

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Single Family Contingent

Price

$ 580,000

Bedrooms

5

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,054

Style

Colonial

Lot Size

1.17

Year Built

1999

Town/City

Leonardtown

County/Region

Saint Marys

MLS | Web ID

MDSM2027164

Features
General
Living Area 4112
Sewer Private Septic Tank
Heating Heat Pump(s)
Cooling Central A/C Ceiling Fan(s)
Possession Settlement
Roof Shingle
Appliances Dishwasher Disposal Dryer Exhaust Fan Icemaker Microwave Oven/Range - Electric Range Hood Refrigerator Stainless Steel Appliances Washer Water Heater
Zoning RNC
Garage Spaces 2.00
Architectural Style Colonial
Security Features Non-Monitored Security System Smoke Detector
Construction Materials Vinyl Siding
School District ST. MARYS COUNTY PUBLIC SCHOOLS
Year Built 1999
Levels 3
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Section 3
Accessibility 2+ Access Exits
County SAINT MARYS
New Construction N
Property Type Residential
HOA N
Subdivision Name WILDERNESS CLUST
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE UNDER CONTRACT
Directions From MD Rt 5 South Turn onto Wilderness Road to a left onto Woodmere Dr. to driveway on right at 21039 Woodmere Dr.
City LEONARDTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 50965.00
Tax Annual Amount 4054.0
Property Condition Very Good
Structure Type Detached
Condo/Coop Association Y/N N
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 208.03
Acceptable Financing Assumption Cash Conventional FHA Negotiable VA Other
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision REDGATE
Tax Lot 64
Association Recreation Fee N
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Interior
Interior Amenities Attic Bathroom - Soaking Tub Bathroom - Tub Shower Bathroom - Walk-In Shower Breakfast Area Carpet Ceiling Fan(s) Chair Railings Crown Moldings Entry Level Bedroom Family Room Off Kitchen Floor Plan
Heating Fuel Central Electric
Basement Connecting Stairway Heated Improved Interior Access Outside Entrance Partially Finished Side Entrance Walkout Stairs
Flooring Carpet Hardwood Vinyl
Total Fireplaces 1
Fireplace Features Gas/Propane Heatilator Mantel(s)
Hot Water Electric 60+ Gallon Tank
Basement (Y/N) Y
Heating Y/N Y
Window Features Casement Double Pane Insulated Screens Sliding
Fireplace Y/N Y
Above Grade Finished Area 2788
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 1324
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Has Laundry
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Exterior Amenities Exterior Lighting Flood Lights Gutter System Secure Storage Sidewalks Other
Pool No Pool
Fencing Partially Rear
Parking Features Asphalt Driveway Lighted Parking Paved Driveway Private
Lot Features Backs to Trees Private Rear Yard Secluded SideYard(s) Trees/Wooded
Water Source Public
Garage Features Garage - Front Entry Garage Door Opener Inside Access
Type of Parking Attached Garage Driveway
Foundation Details Slab
Water View Y/N N
Lot Size Acres 1.17
Lot Size Source Assessor
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 120800.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 21039
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* Excluded Features
List By
Re/Max Realty Group

Broker

realestate@waynefloyd.com

Email

Affordability Calculator

$3,956
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,618
Monthly Property Taxes
$338
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4740394 Elementary School
5081899 Middle School
Leonardtown High School High School
Pricing History
DatePricePrice ChangeDescription
9/29/2025$580,000 -2.52% Price Down
9/9/2025$595,000 Listed Price

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21039 Woodmere Drive, Leonardtown, MD, 20650 is a Single Family Home for sale at $580,000 with 4,112 sqft and a lot size of 1.17. 21039 Woodmere Drive has 5 bedrooms, 2.1 baths, and was built in 1999. The property's zip code is 20650 which is in Leonardtown, MD