21039 Woodmere Drive, LEONARDTOWN, MD 20650 (MLS # MDSM2027164)

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PRICE $580,000 dsIDX morgage calculator
BEDS 5
BATHS 3
HOME SIZE 4,112 sqft
LOT SIZE 1.17 ac

Situated on a beautiful private lot in this lovely Leonardtown Community 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. Located just minutes from downtown Leonardtown, this home 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.

DAYS ON MARKET 0 LAST UPDATED 9/29/2025
TRACT WILDERNESS CLUST YEAR BUILT 1999
GARAGE SPACES 2.0 COUNTY SAINT MARYS
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District ST. MARYS COUNTY PUBLIC SCHOOLS
Jr. High School LEONARDTOWN
High School LEONARDTOWN

PRICE HISTORY
Prior to Sep 29, '25 $595,000
Sep 29, '25 - Today $580,000


ADDITIONAL DETAILS
AIR Ceiling Fan(s), Central Air, Electric
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Electric Oven, Electric Range, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater
BASEMENT Exterior Entry, Interior Entry, Partially Finished, Walk-Out Access, Yes
CONSTRUCTION Vinyl Siding
EXTERIOR Lighting, Other, Rain Gutters, Storage
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric, Exhaust Fan, Heat Pump
INTERIOR Ceiling Fan(s), Crown Molding, Eat-in Kitchen, High Ceilings, Other, Pantry, Recessed Lighting, Soaking Tub, Walk-in Closet(s)
LOT 1.17 acre(s)
LOT DESCRIPTION Back Yard, Private, Secluded, Wooded
PARKING Garage Door Opener, Asphalt, Private, Lighted, Garage, Driveway, Inside Entrance, Attached
POOL DESCRIPTION None
SEWER Septic Tank
STORIES 3+
STYLE Colonial
SUBDIVISION WILDERNESS CLUST
TAXES 4054
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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This IDX solution is (c) Diverse Solutions 2025.