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Street View
$580,000
Monthly Est:$2,887
5 Beds
- 3 Baths
2 full baths + 1 half bath
4,112sqft
21039 Woodmere Dr, Leonardtown, MD 20650
$580,000
$2,887/moEst:
Get Pre-Approved
Single Family Residence
Built in 1999
$-- HOA
1.17 acres lot
$141/sq.ft
Description
****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 yard—perfect 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. Mary’s County has to offer. NO HOA!
- Houzeo last checked: 1 minute ago
- Listing updated: January 1, 2026 at 8:07 pm
- Listing Provided by: Wayne A Floyd (410) 610-8089 | RE/MAX Realty Group (301) 884-9493
- Source: Bright MLS-NJ | MLS#: MDSM2027164

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1999
HOA Fees
-
Finished Area
4,112 sqft
Lot Size
1.17 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDSM2027164
MLS Status
PENDING-BRIGHT
Days on Market
50

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 3
Interior
Exterior Features
Exterior Lighting, Flood Lights, Gutter System, Secure Storage, Sidewalks, Other
Window Features
Casement, Double Pane Windows, Insulated, Screens, Sliding
Appliances
Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Microwave, Oven/range Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Cooling
Central A/c, Ceiling Fan(s)
Interior Features
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 Traditional, Formal/separate Dining Room, Kitchen Eat In, Kitchen Country, Kitchen Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk In Closet(s), Window Treatments, Wood Floors, Other
Sewer
Private Septic Tank
Heating
Heat Pump(s)
Flooring
Carpet, Hardwood, Vinyl
Construction
Year Built
Year Built: 1999
Home type
Single Family Residence
Foundation Details
Slab
Architectural Style
Colonial
Property Condition
Very Good
Construction Materials
Vinyl Siding
Roof
Shingle
Utilities & Energy
Basement
Connecting Stairway, Heated, Improved, Interior Access, Outside Entrance, Partially Finished, Side Entrance, Walkout Stairs
Water Source
Public
Security Features
Non Monitored, Security System, Smoke Detector
Parking Features
Asphalt Driveway, Lighted Parking, Paved Driveway, Private
Fireplace Features
Gas/propane, Heatilator, Mantel(s)
Other Features
Lot Features
Backs To Trees, Private, Rear Yard, Secluded, Side Yard(s), Trees/wooded
Subdivision Name
Wilderness Clust
Price History
| Date | Event | Price |
|---|---|---|
12/18/2025 Source: | Pending | $580,000 $141/sqft |
11/10/2025 Source: | Contingent (Active Under Contract) | $580,000 $141/sqft |
09/29/2025 Source: | Price Decreased | $580,000 -2.52% $141/sqft |
09/22/2025 Source: | Price Increased | $595,000 +2.59% $145/sqft |
09/22/2025 Source: | Listed for Sale | $580,000 $141/sqft |
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