21039 Woodmere Dr, Leonardtown, MD 20650
Local realty services provided by:CENTURY 21 Harbor Realty
21039 Woodmere Dr,Leonardtown, MD 20650
$580,000
- 5 Beds
- 3 Baths
- 4,112 sq. ft.
- Single family
- Pending
Listed by: wayne a floyd
Office: re/max realty group
MLS#:MDSM2027164
Source:BRIGHTMLS
Price summary
- Price:$580,000
- Price per sq. ft.:$141.05
About this home
****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!
Contact an agent
Home facts
- Year built:1999
- Listing ID #:MDSM2027164
- Added:97 day(s) ago
- Updated:December 16, 2025 at 09:03 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:4,112 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Central, Electric, Heat Pump(s)
Structure and exterior
- Roof:Shingle
- Year built:1999
- Building area:4,112 sq. ft.
- Lot area:1.17 Acres
Schools
- High school:LEONARDTOWN
- Middle school:LEONARDTOWN
Utilities
- Water:Public
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$580,000
- Price per sq. ft.:$141.05
- Tax amount:$4,054 (2024)
New listings near 21039 Woodmere Dr
$479,900Pending4 beds 4 bathsLot 108- 23666 Weeping Willow Way, LEONARDTOWN, MD 20650
MLS# MDSM2028518Listed by: RE/MAX ONE
$487,400Pending4 beds 4 baths3,095 sq. ft.Lot 138- 23671 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2028534Listed by: RE/MAX ONE
$479,900Pending4 beds 4 baths2,966 sq. ft.Lot 137- 23667 Weeping Willow Way, LEONARDTOWN, MD 20650
MLS# MDSM2028536Listed by: RE/MAX ONE- Coming Soon
$520,000Coming Soon3 beds 4 baths22547 Landing Way, LEONARDTOWN, MD 20650
MLS# MDSM2028512Listed by: EXP REALTY, LLC - New
$565,000Active5 beds 4 baths3,075 sq. ft.21060 Woodmere Dr, LEONARDTOWN, MD 20650
MLS# MDSM2028504Listed by: CENTURY 21 NEW MILLENNIUM
$447,400Pending4 beds 4 baths2,604 sq. ft.Lot 88 - 23676 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2026204Listed by: RE/MAX ONE- Open Tue, 9 to 10:30am
$449,900Active4 beds 4 bathsLot 95 - 23718 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2027394Listed by: RE/MAX ONE
$449,900Active4 beds 4 bathsLot 106 - 23683 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2028148Listed by: RE/MAX ONE- New
$519,900Active3 beds 2 baths1,557 sq. ft.20250 Hawks Way, LEONARDTOWN, MD 20650
MLS# MDSM2028410Listed by: CENTURY 21 NEW MILLENNIUM - New
$599,900Active4 beds 3 baths2,500 sq. ft.20260 Hawks Way, LEONARDTOWN, MD 20650
MLS# MDSM2028220Listed by: CENTURY 21 NEW MILLENNIUM