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Property Description
ENTERTAINERS DREAM! Expansive Living, 4-CAR GARAGE(S), & Heated Pool - Now PRICED TO SELL! Seize this incredible opportunity to own a meticulously maintained, stunning home with an exquisite outdoor entertaining space. This significant adjustment reflects the seller's response to market feedback and motivation to find the perfect buyer quickly, ensuring you can enjoy an unparalleled lifestyle and all its luxurious amenities without compromise, making this the opportune moment for your discerning offer. Lot as a Whole: LEVEL, cleared, .83 acres of seeded grass, perfectly situated in the middle, which allows for a large front and large back yard, that showcases elegant landscaping and ornamental trees such the favorite Crape Myrtle! House as a Whole: SPACIOUS 3 level, Colonial style, 4 Bedrooms, 4 Full Bathrooms, with almost 4,000 sq ft of livable space, with stone front & vinyl siding, covered porch, deck, patio, vinyl clad windows, NEW window screens, custom window treatments, all NEWER outdoor light fixtures, dual zoned HVAC systems (regularly maintained) operated by a programable thermostat, & ceiling fans for optional cooling, stylish 6-panel doors with lever handles, wainscoting, crown molding, & more architectural details abound. Interior Main Level: Gleaming hardwood floors. The entryway showcases two stately decorative columns on both the left & right sides, leading into the den and separating the formal dining room. Lovely Kitchen has recessed lighting, an island, granite counters, a self-cleaning 5-burner gas stove, NEWER stainless steel appliances, a French door refrigerator with ice & water dispenser and water filtration system, dishwasher, garbage disposal, and a Sunroom with views of the backyard Oasis. The family room is off the kitchen with an open floor concept, featuring a beautiful wood fireplace with a heatilator, wood mantle, and marble, for those cozy winter nights. A large Mud Room off the kitchen with access to the garage and back yard, with a small built-in pet door to accommodate your furry family, & a full bathroom. Upstairs: Carpeted, 4 bedrooms, 2 full bathrooms, Laundry Room w/ NEWER washer, dryer & laundry sink, primary bedroom features a tray ceiling, walk-in closet, ensuite bathroom w/ double sinks, large walk-in tiled shower w/2 shower heads for that "SPA" experience. Downstairs: finished carpeted (NEWER carpet) basement w/ unfinished storage rooms with NEWER shelving, 1 full bathroom, walkout & upstairs to back yard, large pull-down screen and projector & surround speakers (both convey!) in the main entertainment room that included NEWER shelving, NEWER Radon Mitigation System, and Sump Pump. Garage Space: Two attached garages, one side entry and one front entry (see floorplan for measurements), holding a total of 4 vehicles, with interior access to the mud room as well as the back yard. These garages offer a NEWER Tesla Charging Station, a utility sink, NEWER built-in shelves, & an extra NEWER fridge - that conveys! And bonus - attic space! Back Yard: Fully fenced-in with a wooden privacy fence, large pool-side Pavilion provides ample shade and comfort for entertaining and staying cool, sits over stamped concrete, with electrical outlets & TV cables, NEW pool pump & Polaris cleaner, heated inground pool with both a diving board & slide, gorgeous landscaping & hardscape all around! Neighborhood: highly desired and sought after Leonardtown Farm in Leonardtown, MD, with ornamental trees & grass throughout. Well-maintained neighborhood w/ beautiful homes, landscaped yards, and paved driveways. This private community has no through street, & homes are spaced apart to allow for privacy. Area: located within a short drive to downtown Leonardtown, & California shops/restaurants, NAVAIR Pax River, Solomons Island, & approx. 65 miles south of Washington, D.C. & Annapolis. CHECK OUT THE AERIAL VIDEO TOUR!
Full Property Details
Full Property Details for 21385 Fairwood Ct
General
- Sold For: $709,000
- HOA FEE: $27/month
- HOA FEE FREQ.: Annually
- Taxes: $4,683 (2017)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2025804
- Added to Site: 196 day(s) ago
Interior
- Interior Features: Attic, Bathroom - Soaking Tub, Bathroom - Tub Shower, Built-Ins, Carpet, Ceiling Fan(s), Crown Moldings, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Island, Wood Floors, Window Treatments, Walk-in Closet(s), Wainscotting, Upgraded Countertops, Sprinkler System, Recessed Lighting, Primary Bath(s), Pantry, Bathroom - Walk-In Shower, Other
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Fireplace - Glass Doors, Equipment, Heatilator, Mantel(s), Marble, Screen, Fireplace - Glass Doors, Equipment, Heatilator, Mantel(s), Marble, Screen
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer - Front Loading, Washer - Front Loading, ENERGY STAR Clothes Washer, Extra Refrigerator/Freezer, Exhaust Fan, Freezer, Icemaker, Oven - Self Cleaning, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Water Heater
- Flooring: Ceramic Tile, Hardwood, Partially Carpeted, Other
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - Full Baths: 1
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 4
Other Rooms
- Laundry: Upper Floor, Has Laundry
Additional Information
- Shared Amenities: Common Grounds, Other
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, Filtered, Fenced, Gunite, In Ground, Heated, Filtered, Fenced, Gunite, In Ground
- Spa: Yes
- Spa Description: Indoor, Private
- Security/Safety: Carbon Monoxide Detector(s), Smoke Detector, Sprinkler System - Indoor
Exterior
- Exterior Features: Extensive Hardscape, Exterior Lighting, Flood Lights, Gutter System, Satellite Dish, Sidewalks
- Porch/Patio/Deck: Deck(s), Patio(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 4
- Total Spaces: 6
- Parking Features: Asphalt Driveway, Electric Vehicle Charging Station(s)
- Parking Type: Attached Garage, Driveway
- Garage Description: Garage - Front Entry, Garage - Side Entry, Built In, Garage Door Opener, Inside Access, Additional Storage Area
Location
- Municipality: Leonardtown
- County: Saint Marys
- Development Name: Leonardtown Farms
- Subdivision: Leonardtown Farms
- Driving Directions: From Rt. 5 South, turn Left on Heritage Drive (Leonardtown Farm), then Left on Fairwood Court. Property is on the Left side - For Sale Sign in Yard.
- Location Details: Suburban
School Information
- School District: St. Marys County Public Schools
- Middle School: Leonardtown
- High School: Leonardtown
Community
- Association: Yes
- Assoc. Name: LEONARDTOWN FARM HOA
- Assoc. Fees Include: Road Maintenance
Heating & Cooling
- Cooling Type: Heat Pump(s)
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Septic Exists
- Water: Public
- Utility Description: Under Ground
Structural Information
- Architectural Info: Colonial
- Architectural Style: Colonial
- Structure Type: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Connecting Stairway, Heated, Interior Access, Outside Entrance, Partially Finished, Rear Entrance, Shelving, Space For Rooms, Sump Pump, Walkout Stairs, Windows
- Foundation: Active Radon Mitigation
- Walls/Ceilings: Tray Ceilings, 9'+ Ceilings
- Windows: Screens, Vinyl Clad, Double Pane
- Doors: Six Panel, Sliding Glass, Double Entry
- Stories/Levels: 0
- Stories Description: Lower 1, Main, Upper 1
- Square Feet: 3,970
- Sq. Ft. Source: Estimated
- Living Area: 3,970 Sq. Ft.
- Year Built: 2011
- Year Built Source: Estimated
- Property Condition: Very Good
Unit Information
Unit 1
- Bathrooms-Lower: 1
Additional Structures
- Other Structures: Other
Lot Features
- Lot Size (Acres): 0.83
- Lot Size (Sq. Ft.): 36,153
- Lot Size Source: Estimated
- Lot Features: Front Yard, Interior, Landscaping, Level, No Thru Street, Poolside, PUD, Rear Yard, Cleared
- Zoning: RPD
- Lot Description: Front Yard, Interior, Landscaping, Level, No Thru Street, Poolside, PUD, Rear Yard, Cleared
- Fencing (Description): Wood, Privacy, Rear
Financial Considerations
- Price Per Sq. Ft.: $237.11
- Association Fee: $325
- Assoc Fee Freq.: Annually
- Other Fee: $909
- Other Fee Freq.: Annually
- Assessment Year: 2018
- County Tax: $4,421
- County Tax Freq: Annually
- Tax w/Assessment: $474,300
- Tax Amount: $4,683
- Tax Year: 2017
- Terms: Standard Sale
Disclosures and Reports
- Ownership: Fee Simple
- Inclusions: All outdoor backyard pool & patio furniture & accessories
- Lot Number: 17
Listed by RE/MAX One, Margaret Dawn Bell
Sold by EXP Realty, LLC, Lauren Coble Garner
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Schools
Schools serving 21385 Fairwood Ct
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Leonardtown Elementary School 22885 Duke Street, Leonardtown, MD 20650 | PK-5 | 3.9 mi |
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650 | 6-8 | 1.8 mi |
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 21385 Fairwood Ct
Date
Details
Price
Change
Source
9/24/2025
Sold
$709,000
1.43%
MLS
7/24/2025
Price Reduced
$699,000
-4.25%
MLS
7/08/2025
Price Reduced
$730,000
-6.29%
MLS
7/05/2025
Listed
$779,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
21385 Fairwood Court, Leonardtown, MD 20650 (MLS# MDSM2025804) is a Single Family property that was sold at $709,000 on September 24, 2025. Want to learn more about 21385 Fairwood Court? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

