23299 Jenifer Court Leonardtown, MD $ 550,000
23299 Jenifer Court
$ 550,000
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23299 Jenifer Court

Leonardtown, MD, 20650
$ 550,000
Bedrooms5 Baths3.0 Sq 3,482

Monthly Estimate*

$ 3,386

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Single Family Home for sale in Leonardtown, MD

for $550,000 with 5 bedrooms and 3 full baths. This 3,482 square foot home was built in 2005 on a lot size of 0.45.

Beautiful 5BR, 3BA home with over 3,100 sq ft above grade tucked away on a peaceful -acre flag lot backing to trees in the heart of Leonardtown. Inside youll 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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Single Family Coming Soon

Price

$ 550,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 5,420

Style

Colonial

Lot Size

0.45

Year Built

2005

Town/City

Leonardtown

County/Region

Saint Marys

MLS | Web ID

MDSM2029912

Features
General
Living Area 3482
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Heat Pump(s) Central A/C
Possession Seller Rent Back Settlement
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
Zoning R-MF
HOA Fee 250.00
Garage Spaces 2.00
Architectural Style Colonial
Security Features Carbon Monoxide Detector(s) Security System
Construction Materials Brick Combination Vinyl Siding Other
School District ST. MARY'S COUNTY PUBLIC SCHOOLS
Year Built 2005
View Garden/Lawn Street Trees/Woods
Levels 2
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Municipality Leonardtown
Accessibility None
Assoc Fee Paid Per Annually
County SAINT MARYS
New Construction N
Property Type Residential
HOA Y
Subdivision Name ESTATES AT SINGLETREE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Total Rooms 12
Full Baths 3
Status COMING SOON
Directions Miss Bessie to Jenifer. Driveway at the end of the Cul-de-sac
City LEONARDTOWN
Association Name ESTATES AT SINGLETREE HOME OWNERS ASSOCIATION
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 19814.00
Tax Annual Amount 5420.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 157.96
Vacation Rental Y/N N
Standard Status Coming Soon
Year Built Source Assessor
Legal Subdivision ESTATES AT SINGLETREE
Tax Lot 20
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Interior
Interior Amenities 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
Heating Fuel Propane - Owned
Total Fireplaces 2
Fireplace Features Fireplace - Glass Doors Gas/Propane Mantel(s)
Hot Water Bottled Gas
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3482
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 0
Room Type 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
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Upper Floor Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Lot Features Backs to Trees Cul-de-sac Landscaping Level No Thru Street Partly Wooded Pipe Stem Rear Yard SideYard(s) Trees/Wooded
Water Source Public
Garage Features Garage - Front Entry Garage Door Opener
Type of Parking Attached Garage Driveway Off Street
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 0.45
Road Surface Type Paved Black Top
Lot Size Source Assessor
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 23299
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* Excluded Features
List By
Century 21 New Millennium

Broker

conor@conorl.com

Email

Affordability Calculator

$3,838
Per Month
88%
12%
0%
Monthly Principal & Interest
$3,386
Monthly Property Taxes
$452
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533971 Elementary School
3535470 Middle School
Leonardtown High School High School
Pricing History
DatePricePrice ChangeDescription
3/11/2026$550,000 Listed Price

Map


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23299 Jenifer Court, Leonardtown, MD, 20650 is a Single Family Home for sale at $550,000 with 3,482 sqft and a lot size of 0.45. 23299 Jenifer Court has 5 bedrooms, 3.0 baths, and was built in 2005. The property's zip code is 20650 which is in Leonardtown, MD