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$640,000
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Property Description
NO SHOWINGS UNTILL THE OPEN HOUSE MAY 24, SAT 11-2. Exceptional 5-Bedroom Home on 2 Acres. Welcome to this gorgeous 5-bedroom, 3.5-bath custom home, perfectly situated on a beautifully landscaped 2-acre lot. Impeccably maintained and thoughtfully designed, this property offers an ideal blend of luxury, comfort, and practicality. All five bedrooms are located on the upper level, including a stunning primary suite with a spacious sitting area and elegant French doors. The en-suite bath features a soaking tub, separate shower, and a double-sink, granite-top vanity, complemented by abundant walk-in closet. The upper level also includes a shared hall bath, linen closet, and an open staircase that enhances the airy layout. The main floor features a flexible den/office, formal dining room, charming parlor, and a bright, open-concept kitchen and family room. The kitchen is a cook's delight, equipped with a center island, eat-at counter, wall oven, additional stove/oven combo, beverage cooler, giant walk-in pantry, and sliding doors that open to a spacious deck overlooking the fenced backyard. The finished basement offers even more living space, featuring a large family room, a full bathroom, ample storage near the utilities, and convenient walkout access to the backyard. The exterior features a charming front porch, mature landscaping all around, fully fenced area in the backyard for the doggies and a separately fenced area for gardening. Besides an ample 2-car garage the driveway has parking for up to 6 vehicles. Roof replaced in 2019, HVAC system (2014 or newer), Brand-new hot water tank. Located just 15 minutes from St. Mary's River Park, a 2,000-acre nature reserve featuring a 250-acre fishing lake. Discover the charm and natural beauty of St. Mary's, a community rich in history and outdoor adventure.
Full Property Details
Full Property Details for 44114 Woodmont Dr
General
- Sold For: $640,000
- Taxes: $4,271 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2023726
- Added to Site: 277 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Study, Laundry, Office
- Interior Features: Breakfast Area, Kitchen - Island, Dining Area, Window Treatments, Primary Bath(s), Wood Floors, Floor Plan - Traditional
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Screen, Screen
- Appliances: Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer, Oven - Wall, Stove, Washer, Water Heater
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 5
- Primary Bedroom: Primary Bedroom - Flooring - Carpet, Upper 1
- Bedroom 1: Bedroom 4 - Flooring - Carpet, Upper 1
- Bedroom 2: Bedroom 3 - Flooring - Carpet, Upper 1
- Bedroom 3: Bedroom 2 - Flooring - Carpet, Upper 1
- Bedroom 4: Bedroom 5 - Flooring - Carpet, Upper 1
Other Rooms
- Foyer/Entry: Foyer - Flooring - HardWood, Main
- Living Room: Living Room - Flooring - Carpet, Main
- Family Room: Family Room - Flooring - Carpet, Main
- Kitchen: Kitchen - Flooring - HardWood, Main
- Dining Room: Dining Room - Flooring - HardWood, Main
- Office: Office, Main
- Laundry: Unspecified
Exterior
- Porch/Patio/Deck: Deck(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Type: Attached Garage
- Garage Description: Garage Door Opener
Location
- Municipality: LEONARDTOWN
- County: Saint Marys
- Development Name: Chestnut Hills
- Subdivision: Chestnut Hills
- Driving Directions: From Md rt 5, turn onto Point Lookout Rd, turn right onto Deer Wood Park Dr. then onto Woodmont, home on the left
School Information
- School District: St. Mary's County Public Schools
Community
- Pets Allowed: Yes
- Pets: No Pet Restrictions
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Septic Exists
- Water: Well
- Utility Description: Electric Available, Propane
Structural Information
- Architectural Info: Colonial
- Architectural Style: Colonial
- Structure Type: Detached
- Builder: ERRINGTON
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Connecting Stairway, Improved
- Foundation: Concrete Perimeter
- Roof: Architectural Shingle
- Windows: Screens
- Stories/Levels: 0
- Stories Description: Lower 1, Lower 2, Main, Upper 1
- Square Feet: 3,765
- Sq. Ft. Source: Assessor
- Living Area: 3,635 Sq. Ft.
- Year Built: 1999
- Year Built Source: Assessor
Unit Information
Unit 1
- Bathrooms-Lower: 1
Additional Structures
- Other Structures: Shed
Lot Features
- Lot Size (Acres): 2
- Lot Size (Sq. Ft.): 87,120
- Lot Size Source: Estimated
- Lot Features: Backs to Trees, Stream/Creek
- Zoning: RNC
- Lot Description: Backs to Trees, Stream/Creek
Financial Considerations
- Price Per Sq. Ft.: $211.92
- Assessment Year: 2025
- County Tax: $4,271
- County Tax Freq: Annually
- Tax w/Assessment: $469,900
- Tax Amount: $4,271
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 3635
Disclosures and Reports
- Ownership: Fee Simple
- Section: 6
- Lot Number: 103
Listed by RE/MAX Realty Group, Lori jean Buongiovanni
Sold by O'Brien Realty ERA Powered, Jaymie Lewis
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Schools
Schools serving 44114 Woodmont Dr
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Piney Point Elementary School 44550 Tall Timbers Road, Tall Timbers, MD 20690 | PK-5 | 4.4 mi |
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650 | 6-8 | 4.3 mi |
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650 | 9-12 | 4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44114 Woodmont Dr
Date
Details
Price
Change
Source
6/29/2025
Sold
$640,000
4.07%
MLS
5/18/2025
Listed
$615,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
44114 Woodmont Drive, Leonardtown, MD 20650 (MLS# MDSM2023726) is a Single Family property that was sold at $640,000 on June 29, 2025. Want to learn more about 44114 Woodmont Drive? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

