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20945 Greenwell Way, Leonardtown, MD 20650

$929,900
  • 20945 Greenwell Way, Leonardtown, MD 20650 Main Photo

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New to the Market
BEDS4 BATHS3 full 1 partial SQUARE FEET4,248 MLS#MDSM2033970
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLST MARYS COUNTY PUBLIC SCHOOLS

Property Description

Rare opportunity in Leonardtown! Very private farmstead property with 18.03 acres and a horse barn. The owners have tastefully planted several fruit trees, with irrigation throughout the property, and protected them with fencing from wildlife so they can mature. The grounds are beautiful and level, with a raised garden with irrigation, also protected with fencing. A composting area is already established on the grounds. The well-built barn has room for 1 horse, a tack room, and 2 storage areas on the main level. The upper level could be used for hay or storage. The property has some fencing, but the new owner would need to complete it if they want to keep a horse. Also, included is a storage shed, great for garden tools. This lovely brick-and-vinyl Colonial offers 2,959 sq. ft. of above-grade living space, including 9 ft. ceilings on the main level, 2 story foyer, hardwood on the main level, an upgraded kitchen with a 6-burner propane cooktop, double ovens (one is a convection oven), backsplash, quartz countertops, a center butcher-block island, a breakfast island, and a pantry. Side entry to a mud room in between the oversized 2-car garage. A spacious breakfast area off the kitchen has a French door leading to the massive screened-in porch. The family room is open to the kitchen and has built-in bookcases on each side of the gas fireplace. There's a formal dining room with decorative trim, a tray ceiling, and built-in display corner shelving. Also on the main level is a room that could be used as a library, office, music room, or sitting room. All the rooms have lots of windows that let in natural light. The upper level bedrooms are all spacious with either a walk in closet or double closets. Primary bedroom is massive in size with a cathedral ceiling, 3 walk in closets, large sitting area, primary bathroom with tile, soaking tub, shower, dual sinks, and water closet with a window. The walk-out lower level offers a full bathroom, a partially finished recreation room (exposed but painted ceilings), and a wonderful workshop with benches and a ventilation system. HVAC with propane heat backup on the main level, and a propane water heater. The property really is a hidden gem.

20945 Greenwell Way | MLS# MDSM2033970

This single family home located at 20945 Greenwell Way, Leonardtown, MD 20650 is currently listed for sale with an asking price of $929,900. This property was built in 2008 and has 4 bedrooms and 3 full and 1 partial baths with 4248 sq. ft. Greenwell Way is located within the ST MARYS COUNTY PUBLIC SCHOOLS school district. Search Leonardtown real estate on simonebazos.homesale.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Daylight, Partial, Interior Access, Outside Entrance, Sump Pump, Walkout Level, Workshop
Cooling: Ceiling Fan(s), Central A/C, Heat Pump(s)
Fireplaces: 1
Fuel Type: Electric, Propane - Owned
Garage: 2
Heating: Heat Pump - Gas BackUp, Heat Pump(s)
Home Style: Colonial
Lot Size: 18.03 Acres
Roof Type: Architectural Shingle
Stories: 3.0
Taxes: $6,100
Year Built: 2008

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Cooktop - Down Draft, Dishwasher, Dryer - Front Loading, Exhaust Fan, Icemaker, Oven - Double, Oven - Wall, Refrigerator, Stainless Steel Appliances, Washer - Front Loading, Water Heater, Six Burner Stove
Exterior: Brick, Vinyl Siding
Exterior: Outbuilding(s), Sidewalks
Fencing: Partially
Fireplace: Gas/Propane
Flooring: Hardwood, Partially Carpeted, Concrete, Ceramic Tile
Horse Amenities: Stable(s)
Interior: Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Central Vacuum, Chair Railings, Crown Moldings, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Wainscotting, Walk-in Closet(s), Upgraded Countertops, Wood Floors
Lot: Backs to Trees, Irregular, Private, Rear Yard, Rural, Secluded
Lot Dimensions: 18.03 Acre(S)
Number of Rooms: 10
Parking Features: Gravel Driveway, Private
Parking Notes: 12 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Rooms: Dining Room, Primary Bedroom, Bedroom 2,Bedroom 3,Bedroom 4,Kitchen, Family Room, Library, Laundry, Mud Room, Recreation Room, Workshop, Bathroom 2,Bathroom 3,Primary Bathroom
Sewer: On Site Septic
Special View Info: Panoramic, Trees/Woods
SQFT Above Finished: 2959
SQFT Below Finished: 1289
SQFT Total Finished: 4248
Structure Type: Detached
Total Garage/Parking Spaces: 12
Utilities: Propane, Under Ground
Water: Private, Well
Windows: Double Hung

Local Schools

High School: LEONARDTOWN
Middle School: LEONARDTOWN
Elementary School: PINEY POINT
School District: ST MARYS COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: O'Brien Realty ERA Powered
Agency Phone: 3018632400

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Estimated Payment

$ 2,849.11 per month $2,069.55 Principal & Interest $508.33 Property Tax $271.22 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/02/2026. The listing information on this page last changed on 10/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 10/02/2026 12:07:31 AM EST) or Bright MLS (last updated Thu 10/01/2026 11:57:37 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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