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$550,000
New Listing

23299 JENIFER COURT
LEONARDTOWN, MD 20650

For Sale|Single Family Residence|Coming Soon
5
Beds
3
Total Baths
3
Full Baths
3,482
SqFt
$158
/SqFt
2005
Built
Subdivision:
ESTATES AT SINGLETREE
County:
SAINT MARYS
Listing courtesy of CENTURY 21 New Millennium
23299 JENIFER COURT23299 JENIFER COURT23299 JENIFER COURT23299 JENIFER COURT
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Monthly Payment (Est.)

$2,509
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$550,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
3,482 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.45 Acres
Year Built 
2005
MLS® Number 
MDSM2029912
Status 
Coming Soon
Property Tax 
$5,420
HOA/Condo/Coop Fees 
$20.83 monthly
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
4 hours agoListing first seen on site
General Features
Acres 
0.45
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Garage Door OpenerOff StreetGarageDrivewayAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Security System
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
3482
SqFt Total 
6964
Style 
Colonial
Water Source 
Public
Zoning 
R-MF
Interior Features
Appliances 
RangeGas RangeGas OvenBuilt-In RangeDishwasherDisposalDryerIce MakerMicrowaveRefrigeratorStainless Steel Appliance(s)WasherWasher/Dryer StackedWater Heater
Basement 
Crawl Space
Cooling 
Central AirHeat PumpCeiling Fan(s)Electric
Fireplace 
Yes
Fireplace Features 
GasGlass Doors
Fireplaces 
2
Flooring 
CarpetWood
Heating 
PropaneHeat Pump
Interior 
BarCeiling Fan(s)PantryRecessed LightingWalk-In Closet(s)OtherBuilt-in FeaturesCrown MoldingOpen Floorplan
Laundry Features 
Laundry RoomUpper LevelMain Level
Main Level Bedrooms 
1
2nd Stry Fam Rm 
Bathroom 1 
Level - Main
Bathroom 3 
Bedroom 2 
Features - Walk-In Closet(s)
Bedroom 3 
Features - Walk-In Closet(s)
Bedroom 4 
Features - Walk-In Closet(s)
Dining Room 
Level - MainFeatures - Crown Molding
Family Room 
Level - Main
Foyer 
Level - Main
In-Law/auPair/Suite 
Level - MainFeatures - Walk-In Closet(s)
Kitchen 
Level - MainFeatures - Pantry
Laundry 
Level - Main
Living Room 
Level - Main
Primary Bathroom 
Primary Bedroom 
Features - Walk-In Closet(s)
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Exterior Features
Construction Details 
BrickVinyl SidingOther
Lot Features 
WoodedCul-De-SacLevelFew TreesBack Yard
Pool Features 
None
View 
StreetTrees/WoodsGarden
Waterview 
StreetTrees/WoodsGarden
Community Features
Association Dues 
250
HOA Fee Frequency 
Annually
Roads 
Paved
School District 
ST. MARY'S COUNTY PUBLIC SCHOOLS
Schools
School District
ST. MARY'S COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
LEONARDTOWN
Listing courtesy of CENTURY 21 New Millennium



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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