$550,000

23299 JENIFER CT, Leonardtown, MD 20650

5 beds |
3 baths |
3,482 sqft

Single-Family Home
Built in 2005
0.45acre lot
2 car garage
$158/sqft
Listed 8 days ago

Property Description

Beautiful 5BR, 3BA home with over 3,100 sq ft above grade tucked away on a peaceful ½-acre flag lot backing to trees in the heart of Leonardtown. Inside you’ll find hardwood flooring, spacious living areas, and a warm, inviting family room perfect for everyday living or entertaining. The kitchen features granite countertops, stainless steel appliances, and plenty of workspace. The main level includes a private guest suite with full bath and second laundry, ideal for visitors, multigenerational living, or a home office. Upstairs offers a large primary suite with its own fireplace, generously sized bedrooms with large closets, and a 15x11 bonus room perfect for a playroom, rec room, or second family space. Enjoy the outdoors with a 10x10 screened porch, two patios, fenced garden/play area, and shaded backyard. Walk to Leonardtown Square, hospital, shopping, and restaurants. Short commute to NAS Pax River. Located in the highly sought-after Leonardtown school district.

Listing Status:: Active
Date Added:: April 2, 2026
Data Last Updated:: March 23, 2026 at 10:18PM
Listing Office:: CENTURY 21 New Millennium : 3018622169
Listing Agent:: Conor M Loughran : 3019041760
MLS ID:: MDSM2029912

General: Breakfast AreaBarBuilt-InsCarpetCeiling Fan(s)Chair RailingsCrown MoldingsCurved StaircaseDining AreaEntry Level BedroomFamily Room Off KitchenFloor Plan - OpenFormal/Separate Dining RoomKitchen - GourmetKitchen - Table SpacePantryRecessed LightingBathroom - Stall ShowerStore/OfficeUpgraded CountertopsWalk-in Closet(s)Wood FloorsOther
Rooms: Living RoomDining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFamily RoomFoyer2nd Stry Fam RmIn-Law/auPair/SuiteLaundryBathroom 1Bathroom 3Primary Bathroom
Appliances: Built-In MicrowaveBuilt-In RangeDishwasherDisposalDryerDryer - ElectricIcemakerMicrowaveOven/Range - GasRefrigeratorStainless Steel AppliancesWasherWasher/Dryer StackedWaterHeater
Laundry: Upper FloorMain Floor
A/C: Heat Pump(s)Central A/C
Heating: Heat Pump(s)Propane - Owned
Fireplace: Fireplace - Glass DoorsGas/PropaneMantel(s)FireplaceFireplaces: 2
Disability Feature: None

General: Above GradeBelow Grade
Style: Colonial

General: BrickCombinationVinyl SidingOther2Crawl Space

HOA Amenities: 250.0Annually
Originating MLS: BRIGHT_MAIN
School District: ST. MARY'S COUNTY PUBLIC SCHOOLS
County: SAINT MARYS-MD

Zoning: R-MF1903071677
View: Garden/LawnStreetTrees/Woods

Water: Public
Sewer: Public Sewer

Source: BRIGHT_MAIN

This listing courtesy of Conor M Loughran , CENTURY 21 New Millennium

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Captain Walter Francis Duke Elementary School

23595 Hayden Farm Ln, Leonardtown, MD, 20650

Grades PK-5

0.41 miles away

Leonardtown Middle School

24015 Point Lookout Rd, Leonardtown, MD, 20650

Grades 6-8

2.74 miles away

Leonardtown High School

23995 Point Lookout Rd, Leonardtown, MD, 20650

Grades 9-12

3.00 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.