$640,000
SOLD JUN 29, 2025

44114 Woodmont Dr Leonardtown, MD 20650

5 Beds
3.5 Baths
3,635 Sq Ft
2 Acres

Recently Sold

$176 Per Sq Ft

4% Above List Price

10 Days on Market

Highlights

  • Colonial Architecture
  • Deck
  • Traditional Floor Plan
  • Piney Point Elementary School Rated 9+
  • Stream or River on Lot
  • Backs to Trees or Woods

About This Home

As of June 2025

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.

Last Agent to Sell the Property

Lori Jean Buongiovanni (Hethmon)

RE/MAX Realty Group License #33463 Listed on: 05/18/2025

RE/MAX Realty Group

Last Buyer's Agent

Jaymie Lewis

O'Brien Realty ERA Powered

O'Brien Realty ERA Powered

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,271

Year Built

  • Built in 1999

Lot Details

  • 2 Acre Lot
  • Backs to Trees or Woods
  • Property is zoned RNC

Parking

  • 2 Car Attached Garage
  • Garage Door Opener

Home Design

  • Colonial Architecture
  • Architectural Shingle Roof
  • Vinyl Siding
  • Concrete Perimeter Foundation

Interior Spaces

  • Property has 2 Levels
  • Traditional Floor Plan
  • 1 Fireplace
  • Screen For Fireplace
  • Window Treatments
  • Window Screens
  • Entrance Foyer
  • Family Room
  • Living Room
  • Dining Room
  • Den
  • Wood Flooring
  • Improved Basement
  • Connecting Stairway

Kitchen

  • Breakfast Area or Nook
  • Built-In Oven
  • Built-In Range
  • Stove
  • Built-In Microwave
  • Dishwasher
  • Kitchen Island
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms
  • En-Suite Primary Bedroom
  • En-Suite Bathroom

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Stream or River on Lot
  • Deck
  • Shed
  • Porch

Utilities

  • Central Air
  • Heat Pump System
  • Propane
  • Well
  • Electric Water Heater
  • Septic Tank

Community Details

  • No Home Owners Association
  • Built by ERRINGTON
  • Chestnut Hills Subdivision

Listing and Financial Details

  • Tax Lot 103
  • Assessor Parcel Number 1902037327

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,271

Year Built

Built in 1999

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Colonial
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Lower 1, Lower 2, Main, Upper 1
  • Expected On Market: 5/18/2025 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1999
  • Automatically Close On Close Date: No
  • Building Winterized: No
  • Remarks Public: 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.
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer, Oven - Wall, Stove, Washer, Water Heater
  • Interior Amenities: Breakfast Area, Kitchen - Island, Dining Area, Window Treatments, Primary Bath(s), Wood Floors, Floor Plan - Traditional
  • Window Features: Screens
  • Fireplace Features: Screen
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Foundation Details: Concrete Perimeter
  • Levels Count: 2
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Study, Laundry, Office
  • Basement: Yes
  • Basement Type: Connecting Stairway, Improved
  • Total Sq Ft: 3765
  • Living Area Sq Ft: 3635
  • Price Per Sq Ft: 211.92
  • Above Grade Finished Sq Ft: 2902
  • Below Grade Finished Sq Ft: 733
  • Below Grade Sq Ft: 130
  • Total Below Grade Sq Ft: 863
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 44114

Beds/Baths

  • Bedrooms: 5
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 2
  • Lower Levels Bathrooms: 1
  • Upper Level Bathrooms: 2.00
  • Lower Levels Bathrooms: 1.00
  • Upper Level Full Bathrooms: 2
  • Lower Level Full Bathrooms: 1
  • Lower Level Full Bathrooms: 1
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Shed
  • Construction Materials: Vinyl Siding
  • Roof: Architectural Shingle
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 2.00
  • Garage: Yes
  • Garage Features: Garage Door Opener
  • Attached Garage Spaces: 2
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Attached Garage

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Septic Exists
  • Utilities: Electric Available, Propane
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District: ST. MARY'S COUNTY PUBLIC SCHOOLS
  • School District Key: 121138839208
  • School District Source: Listing Agent

Lot Info

  • Land Use Code: R
  • Lot Features: Backs To Trees, Stream/Creek
  • Lot Size Acres: 2.00
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 87120.00
  • Outdoor Living Structures: Deck(s), Porch(es)
  • Year Assessed: 2025
  • Zoning: RNC
  • In City Limits: No

Building Info

  • Builder Name: ERRINGTON

Rental Info

  • Ground Rent Exists: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 4271.00
  • Assessor Parcel Number: 1902037327
  • Tax Lot: 103
  • Tax Total Finished Sq Ft: 3635
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024
  • Close Date: 06/29/2025

MLS Schools

  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
May 18, 2025
Closed on
Jun 30, 2025
Sold by
Seifert Laura Jane and Dowell Laura Jane
Bought by
Howlett Giles F and Howlett Amy L
Seller's Agent
Lori Jean Buongiovanni (Hethmon)
RE/MAX Realty Group
Buyer's Agent
Jaymie Lewis
O'Brien Realty ERA Powered
List Price
$615,000
Sold Price
$640,000
Premium/Discount to List
$25,000
4.07%
Views
158

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-3.39%
Original Mortgage
$412,000
Outstanding Balance
$411,308
Interest Rate
6.89%
Mortgage Type
New Conventional
Estimated Equity
$224,070

Purchase Details

Closed on
Jul 3, 2003
Sold by
Mattedi Jan Colleary
Bought by
Seifert Daniel Robert and Seifert Laura Jane

Purchase Details

Closed on
Oct 12, 1999
Sold by
Errington Jeffrey L
Bought by
Mattedi Jan Colleary
Source: Public Records

Range of Values:

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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Deed $640,000 Bridgeview Title
Deed $640,000 Bridgeview Title
Deed $347,500 --
Deed $257,300 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $412,000 New Conventional
Closed $412,000 New Conventional
Previous Owner $266,668 New Conventional
Previous Owner $261,000 New Conventional
Previous Owner $100,000 Credit Line Revolving
Closed -- No Value Available
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/29/2025 06/29/25 Sold $640,000 +4.1% $176 / Sq Ft
05/18/2025 05/18/25 For Sale $615,000 -- $169 / Sq Ft
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,621 $469,900 $125,000 $344,900
2024 $4,621 $444,967 $0 $0
2023 $4,476 $420,033 $0 $0
2022 $3,792 $395,100 $125,000 $270,100
2021 $8,607 $393,367 $0 $0
2020 $4,293 $391,633 $0 $0
2019 $4,273 $389,900 $125,000 $264,900
2018 $4,249 $387,800 $0 $0
2017 $4,127 $385,700 $0 $0
2016 -- $383,600 $0 $0
2015 $4,347 $383,600 $0 $0
2014 $4,347 $383,600 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: MDSM2023726

Bright MLS

APN: 02-037327