21039 Woodmere Dr, LEONARDTOWN, MD

$580,000

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5

Beds

Baths

4,112

Square feet

1.17

Acres

About 21039 Woodmere Dr

Situated on a beautiful lot in the lovely Leonardtown neighborhood of Wilderness Run. Roof replaced December 2022, Septic last pumped in 2023, New air conditioning and Heat Pump replaced September 2023, 73 Gallon Hot water heater replaced in 2017. This spacious and well-maintained Colonial style home offers privacy and convenience, set on a secluded lot surrounded by trees with an open yard and a fully fenced 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 or home office with gas fireplace and mantle. There is a guest powder room and also the main-level guest bedroom located off the center hall with pocket door entry. Finally, the large 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 yard—perfect for entertaining. 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. 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. Mary’s County has to offer. NO HOA!

Features of 21039 Woodmere Dr

MLS® # MDSM2027164
Price $580,000
Bedrooms 5
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 4,112
Acres 1.17
Year Built 1999
Type Residential
Sub-Type Detached
Style Colonial
Status Active

Community Information

Address 21039 Woodmere Dr
Subdivision WILDERNESS CLUST
City LEONARDTOWN
County SAINT MARYS-MD
State MD
Zip Code 20650

Amenities

Amenities Attic, Soaking Tub, Tub Shower, Bathroom - Walk-In Shower, Carpet, CeilngFan(s), Chair Railing, Crown Molding, Entry Lvl BR, Formal/Separate Dining Room, Pantry, Master Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Shades/Blinds, Wood Floors
Parking Asphalt Driveway, Lighted Parking, Private, Paved Driveway
# of Garages 2
Garages Garage - Front Entry, Garage Door Opener, Inside Access
Is Waterfront No

Interior

Interior Features Floor Plan-Traditional
Appliances Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Microwave, Oven/Range-Electric, Range hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Heating Heat Pump(s)
Cooling Central A/C, Ceiling Fan(s)
Has Basement Yes
Basement Connecting Stairway, Heated, Improved, Interior Access, Outside Entrance, Partially Finished, Side Entrance, Walkout Stairs
Fireplace Yes
# of Fireplaces 1
Fireplaces Gas/Propane, Mantel(s), Heatilator
# of Stories 3
Stories 3

Exterior

Exterior Vinyl Siding
Exterior Features Exterior Lighting, Flood Lights, Secure Storage, Sidewalks, Other, Fenced-Partially, Fenced-Rear, Gutter System
Lot Description Backs to Trees, Private, Rear Yard, Secluded, SideYard(s), Trees/Wooded
Windows Casement, Double Pane, Insulated, Screens, Sliding
Roof Shingle
Foundation Slab

School Information

District ST. MARYS COUNTY PUBLIC SCHOOLS
Middle LEONARDTOWN
High LEONARDTOWN

Additional Information

Date Listed September 22nd, 2025
Days on Market 21
Zoning RNC
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeRE/MAX Realty Group

Listing Map

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