Country Living at it's best!!! NO HOA in a minor subdivision of only 7 houses within a couples of miles of downtown Leonardtown. Two primary suites or one in-law ADA approved apartment on main level, includes gas fireplace in living area, pocket doors, walk in shower, coffee bar with small refrigerator, three season porch and direct access to laundry facilities/garage w/ADA approved ramp. Year round heated sunroom. Oh by the way, insulated inside walls with six inch exterior walls. Main house upgraded kitchen, built in refrigerator, eat at counter with bar stools. Granite counter tops. Butler's pantry w/wine refrigerator. Recessed lights through out, Cali Bamboo flooring. Dining room and a study with built in desk and ample storage. Upstairs second primary suite, walk-in closet, tub with shower. Additional two bedrooms feature a Jack and Jill bath. Take a walk on the deck walkway to the Pavilion and enjoy the view of the 20 plus raised bed garden of vegetables or walk over to the chicken coup and have fresh eggs for breakfast. Summer and fall will treat you to the many eatible fruit, fig and berry bushes and trees that enhance the landscaping of this private 2.29 acre lot. Many additional features like a small fenced area for pets, garden shed, second refrigerator, upright freezer, utility sink, extra cabinets, custom drapes, French doors, extra large TV, propane free standing stove, 9 foot ceilings, to mention a few. Detailed list and manuals will be provided. Chickens convey if wanted.
Sold for $753,000
$753,000
21390 Little Saint Annes Ln, Leonardtown, MD 20650
4beds
3,500sqft
Single Family Residence
Built in 2003
2.29 Acres Lot
$757,000 Zestimate®
$215/sqft
$3,437 Estimated rent
Home value
$757,000
$689,000 - $833,000
$3,437/mo
Zestimate® history
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List your homeWhat's special
Walk-in closetPocket doorsCustom drapesFrench doorsWalk in showerRecessed lights throughoutCali bamboo flooring
Zillow last checked:
Listing updated:
Listed by:
Jan Barnes 240-298-1232,
CENTURY 21 New Millennium
Bought with:
Heather Foster, 5002785
RE/MAX One
Source: Bright MLS,MLS#: MDSM2031120
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Other, Geothermal, Natural Gas, Propane
Cooling
- Ceiling Fan(s), Central Air, Geothermal, Heat Pump, Multi Units, Electric
Appliances
- Included: Microwave, Built-In Range, Dishwasher, Dryer, Extra Refrigerator/Freezer, Freezer, Oven/Range - Gas, Refrigerator, Cooktop, Washer, Tankless Water Heater, Water Heater, Electric Water Heater
- Laundry: Main Level
Features
- Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Butlers Pantry, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Table Space, Pantry, Recessed Lighting, Store/Office, Upgraded Countertops, Walk-In Closet(s), Wine Storage, 2 Story Ceilings, High Ceilings
- Flooring: Bamboo, Carpet, Ceramic Tile
- Doors: French Doors
- Windows: Casement, Double Hung, Double Pane Windows, Screens, Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Free Standing, Gas/Propane, Mantel(s)
Interior area
- Total structure area: 3,500
- Total interior livable area: 3,500 sqft
- Finished area above ground: 3,500
- Finished area below ground: 0
Property
Parking
- Total spaces: 5
- Parking features: Storage, Built In, Garage Faces Front, Garage Door Opener, Inside Entrance, Asphalt, Driveway, Private, Attached
- Attached garage spaces: 2
- Uncovered spaces: 3
- Details: Garage Sqft: 816
Accessibility
- Accessibility features: Accessible Hallway(s), Accessible Doors, Entry Slope <1', Grip-Accessible Features, Accessible Entrance, Accessible Approach with Ramp, Roll-in Shower
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Patio
- Exterior features: Extensive Hardscape, Flood Lights, Play Area
- Pool features: None
- Fencing: Partial,Back Yard
- Has view: Yes
- View description: Garden, Panoramic
Lot
- Size: 2.29 Acres
- Features: Backs to Trees, Front Yard, Landscaped, Level, No Thru Street, Rear Yard, Rural
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 1903041417
- Zoning: RPD
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional,Other
- Property subtype: Single Family Residence
Materials
- Combination, HardiPlank Type, Stone, Stick Built, Vinyl Siding
- Foundation: Crawl Space, Other
Condition
- Excellent
- New construction: No
- Year built: 2003
- Major remodel year: 2025
Utilities & green energy
- Sewer: On Site Septic
- Water: Well
- Utilities for property: Cable Available, Propane, Cable
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
- Subdivision: Little St Annes
HOA
- Has HOA: No
Location
- Region: Leonardtown
Financial & listing details
- Price per square foot: $215/sqft
- Tax assessed value: $522,533
- Annual tax amount: $4,967
- Date on market: 5/12/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Sold | $753,000+1.8%$215/sqft |
Source:  Bright MLS #MDSM2031120 Report a problem | ||
| 5/15/2026 | Contingent | $739,500+10.5%$211/sqft |
Source: Bright MLS #MDSM2031120 Report a problem | ||
| 5/12/2026 | Listed for sale | $669,500+99.9%$191/sqft |
Source: Bright MLS #MDSM2031120 Report a problem | ||
| 3/18/2014 | Listing removed | $334,900$96/sqft |
Source: CENTURY 21 New Millennium #SM8239902 Report a problem | ||
| 2/5/2014 | Listed for sale | $334,900$96/sqft |
Source: CENTURY 21 New Millennium #SM8239902 Report a problem | ||
| 1/16/2014 | Pending sale | $334,900$96/sqft |
Source: CENTURY 21 New Millennium #SM8239902 Report a problem | ||
| 12/16/2013 | Listed for sale | $334,900+498%$96/sqft |
Source: Century 21 New Millennium #SM8239902 Report a problem | ||
| 4/16/2003 | Sold | $56,000$16/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,741 +22% | $517,500 +5.5% |
| 2024 | $4,706 +5.9% | $490,300 +5.9% |
| 2023 | $4,445 +6.2% | $463,100 +6.2% |
| 2022 | $4,184 +44.3% | $435,900 +44.3% |
| 2021 | $2,899 +2.1% | $302,000 +2.1% |
| 2020 | $2,838 +2.2% | $295,700 +2.2% |
| 2019 | $2,778 | $289,400 |
| 2018 | $2,778 -0.9% | $289,400 |
| 2017 | $2,804 -6.7% | $289,400 -1% |
| 2016 | $3,006 | $292,300 +0.7% |
| 2015 | $3,006 | $290,333 +0.7% |
| 2014 | $3,006 | $288,367 +0.7% |
| 2013 | -- | $286,400 |
| 2012 | -- | $286,400 |
| 2011 | -- | $286,400 -16.3% |
| 2010 | -- | $342,200 +8.7% |
| 2009 | -- | $314,692 +9.6% |
| 2008 | -- | $287,186 +10.6% |
| 2007 | -- | $259,680 +8.8% |
| 2006 | -- | $238,592 +9.7% |
| 2005 | -- | $217,506 +10.7% |
| 2004 | -- | $196,420 +402.1% |
| 2003 | -- | $39,116 +3.5% |
| 2002 | -- | $37,783 +3.7% |
| 2001 | -- | $36,450 |
Find assessor info on the county website
Neighborhood: 20650
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Nearby schools
GreatSchools rating
- 7/10Leonardtown Elementary SchoolGrades: PK-5Distance: 3 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 1.4 mi
- 5/10Leonardtown High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Leonardtown
- Middle: Leonardtown
- High: Leonardtown
- 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
$757,000
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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
$757,000
- Maryland
- Saint Marys County
- Leonardtown
- 20650
- 21390 Little Saint Annes Ln
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