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$649,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,690 Sq. Ft.
  • 2 Car Garage
  • Updated 4 hours ago
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Charming Home in Prime Leonardtown Location This inviting home sits in the heart of historic Leonardtown- a highly sought-after community with easy access to schools, the hospital, parks, restaurants, and shops. Inside, an open floor plan with abundant natural light creates a welcoming feel. A flexible main-level room works perfectly as a bedroom, office, or playroom. The separate dining room connects through a butler's pantry to a full walk-in pantry and flows into a modern kitchen featuring granite counters, upgraded cabinetry, stylish subway tile backsplash, large center island, gas cooktop, double wall ovens, and a premium Samsung Bespoke 4-drawer refrigerator with beverage center. The kitchen flows to an eat-in area and a cozy family room with gas fireplace flanked by beautiful custom built-ins. A powder room completes the main level. Luxury vinyl plank flooring runs throughout the main level and upstairs hallway, with hardwood stairs. Upstairs, the spacious primary suite includes a deluxe bathroom with dual sinks, soaking tub, ceramic-tiled shower, and a large walk-in closet. Three additional generous bedrooms, another full bath, and a sizable laundry room round out the upper level. The finished lower level offers a flex room, family room, full bath, and excellent storage. Outside, enjoy a composite deck, fully fenced yard, and firepit - perfect for relaxing or entertaining. Additional highlights include a 2-car garage and owned solar panels that keep utility bills impressively low. Enjoy resort-style living with neighborhood amenities including a spacious clubhouse, a 3,500 sq ft pool with separate kiddie pool, tennis and basketball courts, playground, and walking trails. Ideal location, thoughtful layout, and move-in ready condition - this home checks every box.

Full Property Details for 41444 Osborne Ln

General

  • Price: $649,900
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,061 (2019)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2032140
  • Updated: Today (7/10/2026)
  • Added to Site: Today

Interior

  • Interior Features: Family Room Off Kitchen, Dining Area, Entry Level Bedroom, Chair Railings, Upgraded Countertops, Crown Moldings, Floor Plan - Open
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Dishwasher, Disposal, Oven/Range - Electric, Refrigerator

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Additional Information

  • Shared Amenities: Basketball Courts, Pool - Outdoor, Tot Lots/Playground, Tennis Courts, Swimming Pool, Club House, Common Grounds
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Smoke Detector, Carbon Monoxide Detector(s)

Exterior

  • Porch/Patio/Deck: Patio(s), Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Concrete Driveway
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Garage - Rear Entry

Location

  • Municipality: Leonardtown
  • County: SAINT MARYS
  • Subdivision: CLARK'S REST PHASE 2
  • Driving Directions: GPS
  • Direction Faces: South
  • City Limits: Yes

School Information

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

Community

  • Association: Yes
  • Assoc. Name: CLARKS REST
  • Assoc. Fees Include: Common Area Maintenance

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Builder: MARRICK PROPERTIES, INC.
  • Model: WICOMICO
  • Construction: Frame, Vinyl Siding
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Outside Entrance, Sump Pump, Full, Partially Finished, Rear Entrance
  • Foundation: Concrete Perimeter, Permanent
  • Roof: Shingle
  • Walls/Ceilings: 9'+ Ceilings
  • Windows: Low-E, ENERGY STAR Qualified, Screens
  • Doors: Insulated, ENERGY STAR Qualified Door(s), Six Panel, Sliding Glass
  • Entry Floor Number: 1
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 3,690
  • Sq. Ft. Source: Estimated
  • Living Area: 3,690 Sq. Ft.
  • Finished Above Grnd: 3,000 Sq. Ft.
  • Finished Below Grnd: 690 Sq. Ft.
  • Year Built: 2020
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,600
  • Lot Size Source: Assessor
  • Zoning: RES
  • Lot Description: Corner

Green Features

  • Energy Efficient: Appliances, Construction, Lighting, HVAC
  • RFactor - Ceilings: 49
  • RFactor - Walls: 21
  • RFactor-Basement: 11

Financial Considerations

  • Price Per Sq. Ft.: $216.63
  • Association Fee: $500
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2019
  • City/TownTax: $116
  • City/TownTax Freq: Annually
  • County Tax: $884
  • County Tax Freq: Annually
  • Tax w/Assessment: $92,200
  • Tax Amount: $1,061
  • Tax Year: 2019
  • Tax Total Finished Sq. Ft.: 3724

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 178

Listed by CENTURY 21 New Millennium, Tracey L Summers

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Listing agent

— 41444 Osborne Ln —

  • Tracey L Summers

    CENTURY 21 New Millennium

Listing Office Email: tommy.higgins@c21nm.com

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 41444 Osborne Ln

School District:St. Marys County Public Schools
NameGradesDistance
Leonardtown Elementary School
22885 Duke Street, Leonardtown, MD 20650
PK-50.6 mi
Leonardtown Middle School
24015 Point Lookout Road, Leonardtown, MD 20650
6-82.7 mi
Leonardtown High School
23995 Point Lookout Road, Leonardtown, MD 20650
9-123.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 41444 Osborne Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/10/2026
Listed
$649,900
38.18%
MLS
8/11/2020
Sold
$470,329
—
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 41444 Osborne Ln

Year
Property Taxes
Change
Tax Assessment
Change
2023
$5,793
—
$564,400
6%
2023
$5,793
—
$532,500
6%
2023
$5,793
14%
$500,600
7%
2022
$5,092
461%
$468,700
1%
2019
$907
-3%
$462,567
402%
2020
$937
—
$92,200
—
2019
$937
—
$92,200
—
2018
$937
—
$92,200
—
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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Listed by CENTURY 21 New Millennium, Tracey L Summers

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41444 Osborne Lane, Leonardtown, MD 20650 (MLS# MDSM2032140) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 41444 Osborne Lane is currently listed for $649,900 and was received on July 10, 2026. Want to learn more about 41444 Osborne Lane? 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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