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$440,000

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,732 Sq. Ft.
  • 2 Car Garage
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Welcome to this charming single-family rambler nestled in the peaceful Chestnut Ridge subdivision, and only a short drive to downtown Leonardtown. This home blends convenience, comfort, accessibility, and serene country living. Step inside to a spacious, open floor plan with a kitchen perfect for gathering and everyday living. Next to the kitchen is a formal dining room with beautiful wood floors that flow throughout, adding warmth and character to the home. Thoughtfully designed for accessibility , the property features exterior ramps leading to the garage, patio, and deck, as well as an accessible primary suite complete with level flooring, properly placed handrails, and a generously sized walk-in closet. The primary bedroom also includes a sliding glass door that opens onto a partial wrap-around deck, offering peaceful views of the backyard. Outside, enjoy the freedom and space of your 2.43-acre lot, featuring a large two-car garage, storage shed, generator, and a propane tank. Warm, inviting, and thoughtfully updated for comfort-this property is ready to welcome you home. Offer deadline by Saturday 12/13/2025

Full Property Details for 43543 Bayberry Ct

General

  • Price: $440,000
  • HOA FEE: $8/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,747 (2025)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2028348
  • Updated: 12/17/2025
  • Added to Site: 39 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Primary Bathroom, Screened Porch
  • Interior Features: Attic
  • Appliances: Dishwasher, Dryer - Electric, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Water Heater, Range Hood, Oven/Range - Electric, Oven - Wall
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Main Floor

Exterior

  • Exterior Features: Sidewalks
  • Porch/Patio/Deck: Patio(s), Breezeway, Deck(s), Screened, Wrap Around

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Asphalt Driveway
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Garage - Rear Entry, Garage - Side Entry, Covered Parking, Garage Door Opener, Other

Location

  • County: SAINT MARYS
  • Subdivision: CHESTNUT RIDGE
  • Driving Directions: Route 5 South of Leonardtown, Right on Chestnut Drive, Left on Bayberry Ct.
  • Location Details: Rural

School Information

  • School District: St. Mary's County Public Schools
  • Elementary School: Piney Point
  • Middle School: Leonardtown
  • High School: Leonardtown

Community

  • Association: Yes
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

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

Utilities

  • Sewer: Septic Exists
  • Water: Private, Well

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Asphalt, Shingle
  • Stories Description: Main
  • Square Feet: 1,732
  • Sq. Ft. Source: Assessor
  • Living Area: 1,732 Sq. Ft.
  • Finished Above Grnd: 1,732 Sq. Ft.
  • Year Built: 1991
  • Year Built Source: Assessor
  • Property Condition: Very Good

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 2.43
  • Lot Size (Sq. Ft.): 105,851
  • Lot Size Source: Assessor
  • Street/Road Desc.: Paved
  • Zoning: RNC
  • Lot Description: Cul-de-sac, Private

Financial Considerations

  • Price Per Sq. Ft.: $254.04
  • Association Fee: $100
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • County Tax: $3,747
  • County Tax Freq: Annually
  • Tax w/Assessment: $390,400
  • Tax Amount: $3,747
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1732

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 1
  • Lot Number: 9

Listed by O'Brien Realty ERA Powered, Colin Brian McHugh

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Listing agent

— 43543 Bayberry Ct —

  • Colin Brian McHugh

    O'Brien Realty ERA Powered

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 43543 Bayberry Ct

School District:St. Marys County Public Schools
NameGradesDistance
Piney Point Elementary School
44550 Tall Timbers Road, Tall Timbers, MD 20690
PK-55.4 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
9-122.9 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 43543 Bayberry Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/09/2025
Listed
$440,000
125.06%
MLS
3/24/2000
Sold
$195,500
—
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 43543 Bayberry Ct

Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,503
—
$390,400
7%
2023
$3,503
—
$366,133
7%
2023
$3,503
15%
$341,867
8%
2022
$3,048
2%
$317,600
1%
2019
$2,989
6%
$313,000
1%
2021
$2,823
—
$308,400
2%
2020
$2,814
—
$303,800
—
2019
$2,810
1%
$302,933
—
2018
$2,790
—
$302,067
—
2017
$2,789
1%
$301,200
—
2016
$2,752
-10%
$301,200
—
2015
$3,066
11%
$301,200
-3%
2014
$2,762
—
$309,100
—
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.

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NMLS#: 1598647

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Listed by O'Brien Realty ERA Powered, Colin Brian McHugh

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43543 Bayberry Court, Leonardtown, MD 20650 (MLS# MDSM2028348) is a Single Family property with 3 bedrooms and 2 full bathrooms. 43543 Bayberry Court is currently listed for $440,000 and was received on December 09, 2025. Want to learn more about 43543 Bayberry 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.

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