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$639,000

  • For Sale
  • Under Contract
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 5,510 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard's Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality. The gourmet kitchen seamlessly flows into the great room-perfect for entertaining. Step out onto the private patio just off the kitchen and savor your morning coffee in peace. The main-level primary suite features a sitting area and a large bathroom with dual vanities, offering a private retreat from the rest of the home. Upstairs, you'll find a versatile loft area and three generously sized bedrooms. The fully finished basement adds even more living space, complete with a large rec room and an additional bedroom and unfinished storage. Enjoy all the amenities Leonard's Grant has to offer, just steps away from the community pool, tennis courts, and more!

Full Property Details for 41430 Challedon Way

General

  • Price: $639,000
  • HOA FEE: $81/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,115 (2024)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2028266
  • Updated: 12/17/2025
  • Added to Site: 54 day(s) ago

Interior

  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 3
  • Bedrooms Lower: 1
  • Bedrooms Main & Up: 1

Additional Information

  • Shared Pool: Yes
  • Pool: Yes

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage
  • Garage Description: Garage - Rear Entry

Location

  • Municipality: Leonardtown
  • County: SAINT MARYS
  • Subdivision: LEONARDS GRANT
  • Driving Directions: Hollywood Road to Leonard's Grant parkway. Go to the end of the street and turn right. The house is on the right. You will see the sign.
  • City Limits: Yes

School Information

  • School District: St. Mary's County Public Schools

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric, Propane - Leased
  • Water Heater: Tankless

Utilities

  • Sewer: Public Sewer
  • Water: Community

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Partially Finished, Outside Entrance, Interior Access, Walkout Stairs
  • Foundation: Permanent
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 5,510
  • Sq. Ft. Source: Estimated
  • Living Area: 4,500 Sq. Ft.
  • Finished Above Grnd: 3,490 Sq. Ft.
  • Finished Below Grnd: 1,010 Sq. Ft.
  • Year Built: 2010
  • Year Built Source: Estimated

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,733
  • Lot Size Source: Estimated
  • Zoning: PUDM

Financial Considerations

  • Price Per Sq. Ft.: $183.09
  • Association Fee: $968
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • City/TownTax: $681
  • City/TownTax Freq: Annually
  • County Tax: $5,434
  • County Tax Freq: Annually
  • Tax w/Assessment: $602,300
  • Tax Amount: $6,115
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 50

Listed by RE/MAX One, Heather Leigh Foster

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Listing agent

— 41430 Challedon Way —

  • Heather Leigh Foster

    RE/MAX One

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 41430 Challedon Way

School District:St. Marys County Public Schools
NameGradesDistance
Captain Walter Francis Duke Elementary
23595 Hayden Farm Lane, Leonardtown, MD 20650
PK-50.3 mi
Leonardtown Middle School
24015 Point Lookout Road, Leonardtown, MD 20650
6-83.3 mi
Leonardtown High School
23995 Point Lookout Road, Leonardtown, MD 20650
9-123.6 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 41430 Challedon Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/23/2025
Listed
$639,000
2.73%
MLS
11/01/2022
Sold
$622,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 41430 Challedon Way

Year
Property Taxes
Change
Tax Assessment
Change
2023
$6,127
—
$602,300
6%
2023
$6,127
—
$566,167
7%
2023
$6,127
14%
$530,033
7%
2022
$5,366
18%
$493,900
2%
2019
$4,556
-7%
$483,633
2%
2021
$4,908
2%
$473,367
2%
2020
$4,802
2%
$463,100
2%
2019
$4,721
2%
$455,367
2%
2018
$4,624
1%
$447,633
2%
2017
$4,565
1%
$439,900
—
2016
$4,518
1%
$439,900
—
2015
$4,478
-2%
$439,900
-1%
2014
$4,589
—
$444,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 41430 Challedon Way

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by RE/MAX One, Heather Leigh Foster

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41430 Challedon Way, Leonardtown, MD 20650 (MLS# MDSM2028266) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 41430 Challedon Way is currently listed for $639,000 and was received on November 23, 2025. Want to learn more about 41430 Challedon Way? 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.

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