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Linda Gilbert Shover
REALTOR®, GRI
(717) 497-6195
Carlisle House Hunter
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23299 Jenifer Court, Leonardtown, MD 20650

$550,000
  • 23299 Jenifer Court, Leonardtown, MD 20650 Main Photo

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Contingent
BEDS5 BATHS3 full SQUARE FEET3,482 MLS#MDSM2029912
STATUSACTIVE UNDER CONTRACT PROPERTY TYPEResidential - Single Family SUBDIVISIONESTATES AT SINGLETREE SCHOOLST MARYS COUNTY PUBLIC SCHOOLS

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.

23299 Jenifer Court | MLS# MDSM2029912

This single family home located at 23299 Jenifer Court, Leonardtown, MD 20650 is currently listed for sale with an asking price of $550,000. This property was built in 2005 and has 5 bedrooms and 3 full baths with 3482 sq. ft. Jenifer Court is located in the ESTATES AT SINGLETREE subdivision within the ST MARYS COUNTY PUBLIC SCHOOLS school district. Search ESTATES AT SINGLETREE real estate on www.carlislehousehunter.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Heat Pump(s), Central A/C
Fireplaces: 2
Fuel Type: Propane - Owned
Garage: 2
Heating: Heat Pump(s)
Home Style: Colonial
Lot Size: 0.45 Acres
Stories: 2.0
Taxes: $5,420
Year Built: 2005

Feature Descriptions

Additional Structures: Above Grade, Below Grade
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
Exterior: Brick, Combination, Vinyl Siding, Other
Fireplace: Fireplace - Glass Doors, Gas/Propane, Mantel(s)
HOA Fee: $250.00/Annually
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
Lot: Backs to Trees, Cul-de-sac, Landscaping, Level, No Thru Street, Partly Wooded, Pipe Stem, Rear Yard, SideYard(s), Trees/Wooded
Lot Dimensions: 0.45 Acre(S)
Municipality: Leonardtown
Number of Rooms: 12
Parking Notes: 2 Total Parking Spaces
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
Sewer: Public Sewer
Special View Info: Garden/Lawn, Street, Trees/Woods
SQFT Above Finished: 3482
SQFT Total Finished: 3482
Structure Type: Detached
Total Garage/Parking Spaces: 2
Water: Public
Wooded: Yes

Room Sizes

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

Local Schools

High School: LEONARDTOWN
School District: ST MARYS COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: CENTURY 21 New Millennium
Agency Phone: 3018622169

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Estimated Payment

$ 1,836.14 per month $1,224.06 Principal & Interest $451.67 Property Tax $160.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/20/2026. The listing information on this page last changed on 03/20/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 03/20/2026 12:00:03 AM EST) or Bright MLS (last updated Thu 03/19/2026 11:49:46 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Pennsylvania
Linda Gilbert Shover 
801 Belvedere Street, Suite 100, Carlisle, PA 17015
717-245-2100

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