This Colonial in the sought-after Estates at Singletree offers 5 bedrooms, 3.5 baths, and three finished levels in one of Leonardtown’s most convenient locations are just behind St. Mary’s Hospital. The fully finished basement is a highlight, featuring a home theater room, a rec room, a large bedroom with a walk-in closet, and a full bath. Upstairs, you will find four additional bedrooms, including a spacious primary suite with a soaking tub, a separate shower, and double sinks. New carpet has been installed throughout this level. The main floor includes a formal living and dining room with built-ins, an office, and a large family room with a stone front fireplace and hardwood floors. The family room opens to the eat-in kitchen, with an island and a breakfast area. Brand-new microwave oven and new refrigerator. The dishwasher is around one year old. Outside, enjoy a fenced yard, an additional fenced garden space, and a backyard firepit. With a two-car garage, plenty of space inside and out, and a new upstairs HVAC installed last year, this elegant three-level colonial is a must-see!
Sold for $565,000
$565,000
23261 Jenifer Ct, Leonardtown, MD 20650
5beds
3,575sqft
Single Family Residence
Built in 2005
0.32 Acres Lot
$609,900 Zestimate®
$158/sqft
$3,329 Estimated rent
Home value
$609,900
$579,000 - $640,000
$3,329/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Gabriela Montgomery 305-797-1171,
RE/MAX Realty Group
Bought with:
Delaney Burgess, 668108
RE/MAX United Real Estate
Source: Bright MLS,MLS#: MDSM2027828
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 1570
Heating
- Heat Pump, Propane, Electric
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Microwave, Dishwasher, Refrigerator, Cooktop, Electric Water Heater
- Laundry: Main Level, Hookup
Features
- Flooring: Wood, Carpet
- Basement: Finished,Exterior Entry,Interior Entry,Sump Pump,Walk-Out Access,Windows
- Number of fireplaces: 1
Interior area
- Total structure area: 4,360
- Total interior livable area: 3,575 sqft
- Finished area above ground: 2,790
- Finished area below ground: 785
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Attached
- Attached garage spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Fencing: Back Yard
Lot
- Size: 0.32 Acres
- Features: Backs to Trees, Level
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1903071626
- Zoning: R-MF
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Stone
- Foundation: Other
Condition
- New construction: No
- Year built: 2005
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Singletree
HOA
- Has HOA: Yes
- HOA fee: $175 annually
Location
- Region: Leonardtown
- Municipality: Leonardtown
Financial & listing details
- Price per square foot: $158/sqft
- Tax assessed value: $474,500
- Annual tax amount: $4,739
- Date on market: 10/22/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $565,000-2.6%$158/sqft |
Source:  Bright MLS #MDSM2027828 Report a problem | ||
| 11/19/2025 | Pending sale | $580,000$162/sqft |
Source: Bright MLS #MDSM2027828 Report a problem | ||
| 11/6/2025 | Contingent | $580,000$162/sqft |
Source: Bright MLS #MDSM2027828 Report a problem | ||
| 10/22/2025 | Price change | $580,000-1.7%$162/sqft |
Source: Bright MLS #MDSM2027828 Report a problem | ||
| 10/10/2025 | Listed for sale | $590,000+61.7%$165/sqft |
Source: Bright MLS #MDSM2027176 Report a problem | ||
| 8/31/2018 | Sold | $364,900$102/sqft |
Source: Public Record Report a problem | ||
| 7/22/2018 | Pending sale | $364,900$102/sqft |
Source: CENTURY 21 New Millennium #1001894310 Report a problem | ||
| 6/21/2018 | Listed for sale | $364,900+264.9%$102/sqft |
Source: Century 21 New Millennium #1001894310 Report a problem | ||
| 10/20/2014 | Listing removed | $2,200$1/sqft |
Source: Century 21 New Millennium #SM8460883 Report a problem | ||
| 10/14/2014 | Price change | $2,200-4.3%$1/sqft |
Source: Century 21 New Millennium #SM8460883 Report a problem | ||
| 8/22/2014 | Listed for rent | $2,300$1/sqft |
Source: Owner Report a problem | ||
| 5/20/2013 | Listing removed | $2,300$1/sqft |
Source: Long & Foster Real Estate #SM8071394 Report a problem | ||
| 5/4/2013 | Listed for rent | $2,300$1/sqft |
Source: Long & Foster Real Estate #SM8071394 Report a problem | ||
| 12/6/2004 | Sold | $100,000$28/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $105 -97.8% | $474,500 +8.1% |
| 2024 | $4,739 +8.9% | $438,767 +8.9% |
| 2023 | $4,353 +9.1% | $403,033 +9.7% |
| 2022 | $3,990 +3.9% | $367,300 +3.9% |
| 2021 | $3,841 +4.1% | $353,533 +4.1% |
| 2020 | $3,691 +4.2% | $339,767 +4.2% |
| 2019 | $3,542 +0.2% | $326,000 +0.2% |
| 2018 | $3,535 +12.3% | $325,400 +0.2% |
| 2017 | $3,147 -9.3% | $324,800 +0.2% |
| 2016 | $3,471 | $324,200 |
| 2015 | $3,471 | $324,200 |
| 2014 | $3,471 | $324,200 -3.3% |
| 2013 | -- | $335,100 |
| 2012 | -- | $335,100 |
| 2011 | -- | $335,100 -18.4% |
| 2010 | -- | $410,440 +6.1% |
| 2009 | -- | $386,820 +6.5% |
| 2008 | -- | $363,200 +7% |
| 2007 | -- | $339,580 +4.6% |
| 2006 | -- | $324,736 +4.8% |
| 2005 | -- | $309,893 +551.4% |
| 2004 | -- | $47,570 |
Find assessor info on the county website
Neighborhood: 20650
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Nearby schools
GreatSchools rating
- 7/10Leonardtown Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 2.6 mi
- 5/10Leonardtown High SchoolGrades: 9-12Distance: 3 mi
Schools provided by the listing agent
- District: St. Mary's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$609,900
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$609,900
- Maryland
- Saint Marys County
- Leonardtown
- 20650
- 23261 Jenifer Ct
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