44114 Woodmont Drive
LEONARDTOWN, MD 20650
- 5 beds
- 4 baths
- 3,635 sqft
- ~2 acre lot
- $169 per sqft
- 1999 build
NO SHOWINGS UNTILL THE OPEN HOUSE MAY 24, SAT 11-2. PHOTOS WILL BE IN THE WEEK BEFORE Gorgeous 5-bedroom home with 3.5 baths on 2 acres . All five bedrooms are conveniently located on the upper level. The main floor features a versatile flex den/office, a formal dining room, a parlor, and an open-concept kitchen and family room. The stunning kitchen features a center island with an eat-at counter, double ovens, a cooktop, ample workspace, a giant walk-in pantry, and sliding doors that lead to a lovely deck with stairs to the yard. Upstairs, you'll find five spacious bedrooms, including a primary suite with a sitting area, a full bath featuring a soaker tub, shower, two sinks, French doors, and excellent closet space. A shared hall bath, linen closet, and open stairs complete the upper level. The basement is essentially fully finished, offering a wonderful storage area near the utilities, a family room, a full bath, and a walkout to the backyard. The property also includes a large 2-car garage, plus parking for 6 cars on the driveway. The home is beautifully landscaped and impeccably maintained. The roof was replaced in 2019, the HVAC system is from 2014 or newer, and there's a brand-new hot water tank.
Last checked:
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Last updated May 18, 2025
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MLS# MDSM2023726 —
Upcoming Open Houses
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Saturday, 5/24
11am-2pm
The Building
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Year Built:1999
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Year Built Source:Assessor
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Roof:Architectural Shingle
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New Construction:No
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Construction Materials:Vinyl Siding
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Builder Name:Errington
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Structure Type:Detached
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Architectural Style:Colonial
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Levels:2
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Window Features:Screens
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Accessibility Features:None
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Foundation Details:Concrete Perimeter
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Basement:Yes
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Basement Type:Connecting Stairway, Improved
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Building Winterized:No
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Total SqFt Source:Assessor
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Total Below Grade SqFt:863
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Total Below Grade SqFt Source:Assessor
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Above Grade Finished Area Units:Square Feet
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Above Grade Finished SqFt:2902
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Above Grade Finished SqFt Source:Assessor
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Below Grade Finished Area Units:Square Feet
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Below Grade Unfinished Area Units:Square Feet
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Below Grade Finished SqFt Source:Assessor
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Below Grade Finished SqFt:733
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Below Grade Unfinished SqFt:130
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Below Grade Unfinished SqFt Source:Assessor
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Tax Total Finished SqFt:3635
Interior
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Interior Features:Breakfast Area, Kitchen - Island, Dining Area, Window Treatments, Primary Bath(s), Wood Floors, Floor Plan - Traditional
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Room List:Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Study, Laundry, Office
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Fireplace:Yes
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Fireplaces:1
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Fireplace Features:Screen
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Living Area SqFt Source:Assessor
Room Dimensions
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Total SqFt:3765
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Living Area SqFt:3,635 Sqft
Financial & Terms
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Sale Type:Standard
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Acceptable Financing:Cash, Conventional, FHA, VA, USDA
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Possession:Settlement
Location
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Directions:From Md rt 5, turn onto Point Lookout Rd, turn right onto Deer Wood Park Dr. then onto Woodmont, home on the left
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Latitude:38.22815000
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Longitude:-76.55854000
The Property
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Property Type:Residential
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Lot Size Units:Square Feet
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Lot Size Acres:2.00
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Lot Size Source:Estimated
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Lot Features:Backs to Trees, Stream/Creek
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Lot SqFt:87,120 Sqft
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Zoning:RNC
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In City Limits:No
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Outdoor Living Structures:Deck(s), Porch(es)
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Other Structures:Above Grade, Below Grade
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Waterview:No
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Waterfront:No
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Water Oriented:No
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Water Access:No
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Navigable Water:No
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Tidal Water:No
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Land Use Code:R
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Ground Rent Exists:No
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Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (240) 441-2934
- Office phone:
- (301) 855-8600
Taxes
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Tax ID Number:1902037327
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Tax Year:2024
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Tax Lot:103
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Tax Annual Amount:$4,271
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Tax Assessed Value:$469,900
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Year Assessed:2025
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County Tax:4271.00
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Total Taxes Payment Frequency:Annually
Beds
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Bedrooms:5
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Upper Level Bedrooms:5
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Upper Level 1 Bedrooms:5
Baths
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Total Baths:4
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Full Baths:3
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Half Baths:1
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Main Level Baths:1.00
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Main Level Half Baths:1
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Upper Level Full Baths:2
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Lower Level Full Baths:1
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Upper Level Total Baths:2
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Upper Level Total Baths:2.00
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All Lower Levels Total Baths:1
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Lower Level Total Baths:1.00
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Upper Level Full Baths:2
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Lower Level Full Baths:1
Heating & Cooling
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Cooling Type:Central A/C
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Central Air:Yes
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Cooling Fuel:Electric
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Heating:Yes
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Heating Type:Heat Pump(s)
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Heating Fuel:Electric
Utilities
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Utilities:Electric Available, Propane
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Sewer/Septic:Septic Exists
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Hot Water:Electric
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Water Source:Well
Appliances
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Appliances:Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer, Oven - Wall, Stove, Washer, Water Heater
Schools
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School District Name:St. Mary's County Public Schools
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School District Source:Listing Agent
The Community
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Subdivision Name:Chestnut Hills
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Senior Community:No
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Pool:No Pool
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HOA:No
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Condo/Coop Association:No
Parking
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Total Garage and Parking Spaces:2
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Garage:Yes
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Garage Features:Garage Door Opener
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Garage Spaces:2.00
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Type of Parking:Attached Garage
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# of Attached Garage Spaces:2
Extra Units
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Vacation Rental:No
Monthly cost estimate

Asking price
$615,000
Expense | Monthly cost |
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Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$3,293
|
Taxes | $355 |
Insurance | $169 |
Utilities | $238 See report |
Total | $4,055/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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5/17/25
May 17, 2025
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Listed / Active | BRIGHT | $615,000 |