23299 Jenifer Court Leonardtown, MD 20650
Listing Courtesy of: BRIGHT IDX / Century 21 New Millennium / Conor Loughran

  23299 Jenifer Court Leonardtown, MD 20650

Active (4 Days)
$550,000 (USD)
5
BED
3
BATH
3,482
SQFT

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.

MLS #:
MDSM2029912
Taxes
$5,420(2026)
Lot Size
0.45 acres
Type
Single-Family Home
Year Built
2005
Style
Colonial
School District
St. Mary's County Public Schools
County
St. Mary's County

Listed By

Conor Loughran, Century 21 New Millennium
Source
BRIGHT IDX
Last checked Mar 26 2026 at 2:00 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Dining Area
  • Built-Ins
  • Crown Moldings
  • Curved Staircase
  • Wood Floors
  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Washer
  • Refrigerator
  • Water Heater
  • Icemaker
  • Chair Railings
  • Entry Level Bedroom
  • Oven/Range - Gas
  • Breakfast Area
  • Family Room Off Kitchen
  • Kitchen - Gourmet
  • Upgraded Countertops
  • Floor Plan - Open
  • Recessed Lighting
  • Kitchen - Table Space
  • Other
  • Washer/Dryer Stacked
  • Built-In Range
  • Built-In Microwave
  • Formal/Separate Dining Room
  • Store/Office
  • Stainless Steel Appliances
  • Bar
  • Carpet
  • Dryer - Electric
  • Pantry
  • Walk-In Closet(s)
  • Ceiling Fan(s)
  • Bathroom - Stall Shower
Subdivision
  • Estates At Singletree
Lot Information
  • Trees/Wooded
  • No Thru Street
  • Partly Wooded
  • Backs to Trees
  • Cul-De-Sac
  • Landscaping
  • Level
  • Rear Yard
  • Sideyard(s)
  • Pipe Stem
Property Features
  • Above Grade
  • Below Grade
  • Fireplace: Mantel(s)
  • Fireplace: Gas/Propane
  • Fireplace: Fireplace - Glass Doors
  • Foundation: Crawl Space
Heating and Cooling
  • Heat Pump(s)
  • Central A/C
Homeowners Association Information
  • Dues: $250
Exterior Features
  • Brick
  • Combination
  • Vinyl Siding
  • Other
Utility Information
  • Sewer: Public Sewer
  • Fuel: Propane - Owned
School Information
  • High School: Leonardtown
Stories
  • 2
Living Area
  • 3,482 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

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Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 3/26/26 07:00