23299 Jenifer Court • Leonardtown, MD 20650

$550,000 Beds: 5 • Baths: 3 full • Sq. Feet: 3482 • MLS ID: MDSM2029912 • Subdivision: ESTATES AT SINGLETREE • School Dist: ST MARYS COUNTY PUBLIC SCHOOLS
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. View this listing at: http://dougkarn.com/mls=MDSM2029912

Property Features

  • Garage: 2
  • Taxes: $5,420
  • Wooded: Yes
  • Exterior: Brick,Combination,Vinyl Siding,Other
  • Parking Notes: 2 Total Parking Spaces
  • Special View Info: Garden/Lawn,Street,Trees/Woods
  • Lot Size: 0.45 Acres
  • Lot Dimensions: 0.45 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Propane - Owned
  • Cooling: Heat Pump(s),Central A/C
  • Year Built: 2005
  • Fireplaces: 2
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 2.0
  • Number of Rooms: 12
  • Municipality: Leonardtown
  • HOA Fee: $250.00/Annually
  • Additional Structures: Above Grade,Below Grade
  • Lot Description: Backs to Trees, Cul-de-sac, Landscaping, Level, No Thru Street, Partly Wooded, Pipe Stem, Rear Yard, SideYard(s), Trees/Wooded
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Appliances: Built-In Microwave,Built-In Range,Dishwasher,Disposal,Dryer,Dryer - Electric,Icemaker,Microwave,Oven/Range - Gas,Refrigerator,Stainless Steel Appliances,Washer,Washer/Dryer Stacked,Water Heater
  • Rooms: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Foyer,2nd Stry Fam Rm,In-Law/auPair/Suite,Laundry,Bathroom 1,Bathroom 3,Primary Bathroom
  • SQFT Total Finished: 3482
  • SQFT Above Finished: 3482
  • Interior: Breakfast Area,Bar,Built-Ins,Carpet,Ceiling Fan(s),Chair Railings,Crown Moldings,Curved Staircase,Dining Area,Entry Level Bedroom,Family Room Off Kitchen,Floor Plan - Open,Formal/Separate Dining Room,Kitchen - Gourmet,Kitchen - Table Space,Pantry,Recessed Lighting,Bathroom - Stall Shower,Store/Office,Upgraded Countertops,Walk-in Closet(s),Wood Floors,Other
  • Fireplace: Fireplace - Glass Doors,Gas/Propane,Mantel(s)

Room Sizes

  • 2nd Stry Fam Rm: 15 x 11 Level: Upper 1

School Information

  • High School: LEONARDTOWN
  • School District: ST MARYS COUNTY PUBLIC SCHOOLS
Printed March 12, 2026


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