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Lynsey Bennett
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Cell: (410) 935-2009
Office: (410) 561-0044
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41497 Affirmed Way, Leonardtown, MD 20650

$655,000
  • 41497 Affirmed Way, Leonardtown, MD 20650 Main Photo

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Pending
BEDS5 BATHS3 full 1 partial SQUARE FEET3,934 MLS#MDSM2029650
STATUSPENDING PROPERTY TYPEResidential - Single Family SUBDIVISIONLEONARDS GRANT SCHOOLST MARYS COUNTY PUBLIC SCHOOLS

Property Description

Beautiful inside and out, this impeccably maintained home offers exceptional curb appeal with professionally landscaped grounds, a fenced backyard, and a partially covered paver patio—an ideal space for outdoor dining, relaxing, and entertaining. Inside, the thoughtfully designed floor plan includes a private home office and a dedicated dining room, perfect for both everyday living and special gatherings. The upgraded kitchen features quality finishes, an eat-in dining area, and opens seamlessly to a spacious great room, creating a warm and inviting hub of the home. Upstairs you’ll find four well-appointed bedrooms, including a spacious and beautifully designed primary suite highlighted by a stylish barn door detail and plenty of room to unwind. Convenient upper-level laundry adds to the home’s functional layout. The finished lower level offers incredible flexibility with a large playroom, theater area, full bathroom, and an additional bedroom currently used as a workout room, along with unfinished storage space for organization and convenience. This home has been meticulously cared for and shows beautifully, offering stylish finishes, comfortable living spaces, and move-in-ready condition throughout.

41497 Affirmed Way | MLS# MDSM2029650

This single family home located at 41497 Affirmed Way, Leonardtown, MD 20650 is currently listed for sale with an asking price of $655,000. This property was built in 2008 and has 5 bedrooms and 3 full and 1 partial baths with 3934 sq. ft. Affirmed Way is located in the LEONARDS GRANT subdivision within the ST MARYS COUNTY PUBLIC SCHOOLS school district. Search LEONARDS GRANT real estate on www.lynseybennettrealtor.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Fully Finished
Fireplaces: 1
Fuel Type: Electric, Propane - Leased
Garage: 2
Heating: Heat Pump(s)
Home Style: Colonial
Lot Size: 0.16 Acres
Stories: 3.0
Taxes: $5,800
Year Built: 2008

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Exterior: Vinyl Siding
HOA Fee: $1300.00/Annually
Lot Dimensions: 0.16 Acre(S)
Municipality: Leonardtown
Parking Notes: 2 Total Parking Spaces
Sewer: No Septic System
SQFT Above Finished: 2734
SQFT Below Finished: 1200
SQFT Total Finished: 3934
Structure Type: Detached
Total Garage/Parking Spaces: 2
Water: Public

Local Schools

High School: LEONARDTOWN
Middle School: LEONARDTOWN
Elementary School: CAPTAIN WALTER FRANCIS DUKE
School District: ST MARYS COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: RE/MAX One
Agency Phone: 4437718009

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Estimated Payment

$ 2,132.12 per month $1,457.75 Principal & Interest $483.33 Property Tax $191.04 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 03/18/2026. The listing information on this page last changed on 03/18/2026. 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 Wed 03/18/2026 12:01:02 AM EST) or Bright MLS (last updated Tue 03/17/2026 11:50:02 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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Agent License Information: 
Licensed in Maryland & Delaware
Lynsey Bennett 

16 Greenmeadow Drive, Suite 300, Timonium, MD 21093
410-561-0044

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