Interior Photos Coming Soon! Expected on market date is Sept 1, 2026 Welcome to 41888 Jenkins Court in the highly desirable Academy Hills community of Leonardtown! Perfectly situated within walking distance of the Leonardtown Wharf and historic Leonardtown Square, this exceptional home places you just moments from charming shops, local dining, breweries, community events, and all that downtown Leonardtown has to offer. Built by P.F. Summers, this beautifully maintained residence offers an inviting blend of elegance, comfort, and functionality. From the moment you arrive, the professionally designed landscaping and welcoming wraparound front porch create an impressive first impression, while the peaceful cul-de-sac setting adds to the home's appeal. Inside, the main level features a traditional yet comfortable floor plan with a formal living room and dining room, perfect for entertaining or more intimate gatherings. The spacious kitchen offers upgraded cabinetry, a center island, upgraded countertops and lighting, a new refrigerator, and a new built-in microwave. Just off the kitchen, the family room provides the ideal gathering space, complete with a gas fireplace and mantel. Upstairs, the spacious primary suite is sure to impress, featuring soaring cathedral ceilings, a generous walk-in closet, and a luxurious private bath. An additional bedroom suite offers its own full bath, providing an ideal space for guests or extended family. Two additional bedrooms share a conveniently located hall bath, offering plenty of room for family and guests. The lower level presents an exciting opportunity to create a space tailored to your lifestyle. Partially started, it is ready for the new owners to finish and customize as desired. A rough-in for a future full bath is already in place, and the walk-out design provides direct access to the fenced rear yard. Step outside and enjoy the beautifully landscaped surroundings, private fenced yard, and the charm of relaxing on the wraparound front porch overlooking the quiet cul-de-sac. Located just a short drive from Patuxent Naval Air Station, this home offers an ideal combination of convenience and lifestyle, with easy access to local beaches, parks, museums, restaurants, theaters, marinas, and more. Come experience the charm, convenience, and character of 41888 Jenkins Court — and discover why there is no better time to call Leonardtown home!
For sale
$550,000
41888 Jenkins Ct, Leonardtown, MD 20650
4beds
2,562sqft
Single Family Residence
Built in 2005
8,841 Square Feet Lot
$496,500 Zestimate®
$215/sqft
$17/mo HOA
What's special
Gas fireplace and mantelGenerous walk-in closetNew refrigeratorPrivate fenced yardPeaceful cul-de-sac settingBeautifully landscaped surroundingsProfessionally designed landscaping
- 9 days
- 487
- 11
Zillow last checked:
Listing updated:
Listed by:
Wayne Floyd 410-610-8089,
RE/MAX Realty Group 301-884-9493,
Listing Team: Floyd Home Team With Re/Max 100
Source: Bright MLS,MLS#: MDSM2033062
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 1086
Heating
- Heat Pump, Electric
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Exhaust Fan, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Electric Water Heater
- Laundry: In Basement, Hookup
Features
- Attic, Soaking Tub, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Ceiling Fan(s), Chair Railings, Crown Molding, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen Island, Kitchen - Table Space, Pantry, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Other, 2 Story Ceilings, 9'+ Ceilings, Cathedral Ceiling(s), Dry Wall
- Flooring: Carpet, Wood
- Windows: Casement, Double Pane Windows, Screens, Vinyl Clad
- Basement: Combination,Connecting Stairway,Partial,Full,Heated,Improved,Interior Entry,Exterior Entry,Rear Entrance,Rough Bath Plumb,Space For Rooms,Sump Pump,Walk-Out Access
- Number of fireplaces: 1
- Fireplace features: Gas/Propane, Mantel(s)
Interior area
- Total structure area: 3,648
- Total interior livable area: 2,562 sqft
- Finished area above ground: 2,562
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Attached, Driveway, On Street
- Attached garage spaces: 2
- Uncovered spaces: 2
Accessibility
- Accessibility features: Other
Features
- Levels: Three
- Stories: 3
- Exterior features: Extensive Hardscape, Lighting, Sidewalks
- Pool features: None
- Fencing: Back Yard,Partial,Vinyl
Lot
- Size: 8,841 Square Feet
- Features: Cul-De-Sac, Front Yard, Landscaped
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1903071359
- Zoning: PUD5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Stone, Vinyl Siding
- Foundation: Slab
- Roof: Architectural Shingle
Condition
- Very Good
- New construction: No
- Year built: 2005
Details
- Builder name: P.F. Summers
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Academy Hills
HOA
- Has HOA: Yes
- HOA fee: $200 annually
- HOA name: ACADEMY HILLS HOME OWNERS ASSOCIATION
Location
- Region: Leonardtown
- Municipality: Leonardtown
Financial & listing details
- Price per square foot: $215/sqft
- Tax assessed value: $403,167
- Annual tax amount: $4,184
- Date on market: 9/1/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$496,500
$472,000 - $521,000
$3,159/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/1/2026 | Listed for sale | $550,000+343.5%$215/sqft |
Source: | ||
| 9/26/2005 | Sold | $124,000$48/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,715 +19% | $387,400 +5.6% |
| 2024 | $3,963 +5.9% | $366,933 +5.9% |
| 2023 | $3,742 +5.7% | $346,467 +6.3% |
| 2022 | $3,542 +2.7% | $326,000 +2.7% |
| 2021 | $3,449 +2.8% | $317,500 +2.8% |
| 2020 | $3,357 +2.8% | $309,000 +2.8% |
| 2019 | $3,265 | $300,500 |
| 2018 | $3,265 +12.1% | $300,500 |
| 2017 | $2,912 -15.1% | $300,500 -1.5% |
| 2016 | $3,429 | $305,000 |
| 2015 | $3,429 | $305,000 |
| 2014 | $3,429 | $305,000 -7.8% |
| 2013 | -- | $330,900 |
| 2012 | -- | $330,900 |
| 2011 | -- | $330,900 -17.4% |
| 2010 | -- | $400,770 +10% |
| 2009 | -- | $364,406 +11.1% |
| 2008 | -- | $328,043 +12.5% |
| 2007 | -- | $291,680 +6% |
| 2006 | -- | $275,252 +629.7% |
| 2005 | -- | $37,720 +29.1% |
| 2004 | -- | $29,220 +1.6% |
| 2003 | -- | $28,760 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 20650
Nearby schools
Schools provided by the listing agent
- Middle: Leonardtown
- High: Leonardtown
- District: St. Marys 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.





