For Sale
Single family home for sale at 41444 Osborne Ln, Leonardtown, MD 20650 | MLS# MDSM2032140 | Listing updated on 2026-08-25
Photo 1 of Single family home for sale at 41444 Osborne Ln, Leonardtown, MD 20650 | MLS# MDSM2032140 | Listing updated on 2026-08-25
Photo 2 of Single family home for sale at 41444 Osborne Ln, Leonardtown, MD 20650 | MLS# MDSM2032140 | Listing updated on 2026-08-25
Photo 3 of Single family home for sale at 41444 Osborne Ln, Leonardtown, MD 20650 | MLS# MDSM2032140 | Listing updated on 2026-08-25
Photo 4 of Single family home for sale at 41444 Osborne Ln, Leonardtown, MD 20650 | MLS# MDSM2032140 | Listing updated on 2026-08-25
43+
Beds Icon

Street View

$599,900

Monthly Est:$2,986

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,690sqft

41444 Osborne Ln, Leonardtown, MD 20650

$2,986/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2020

  • $69.17/mo HOA

  • 6,600 sqft lot

  • $163/sq.ft

Description

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.and low maintenance yard!
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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: August 25, 2026 at 6:06 pm
  • Listing Provided by: Tracey L Summers (240) 298-8917 | CENTURY 21 New Millennium (301) 862-2169
  • Source: Bright MLS-NJ | MLS#: MDSM2032140 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Saint Marys Md County

  • City

    Leonardtown

  • Neighborhood

    --

  • Year Built

    2020

  • HOA Fees

    $69.17/mo

  • Finished Area

    3,690 sqft

  • Lot Size

    6,600 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDSM2032140

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    47

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Location

HOA Management

CLARKS REST

HOA Fees

$830.5/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Club House Club House

Tennis Tennis

Common Area Common Area

Park Playground Park Playground

Basket Ball Basket Ball

Pool Pool

Common Area Maintenance Common Area Maintenance

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Heating

    Heat Pump(s)

  • Cooling

    Central A/c

  • Interior Features

    Family Room Off Kitchen, Dining Area, Entry Level Bedroom, Chair Railings, Upgraded Countertops, Crown Moldings, Floor Plan Open

  • Window Features

    Low E, Energy Star Qualified, Screens

  • Appliances

    Dishwasher, Disposal, Oven/range Electric, Refrigerator

Construction

  • Year Built

    Year Built: 2020

  • Home type

    Single Family Residence

  • Construction Materials

    Frame, Vinyl Siding

  • Roof

    Shingle

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete Perimeter, Permanent

Utilities & Energy

  • Electric

    200+ Amp Service

  • Water Source

    Public

  • Association Amenities

    Basketball Courts, Pool Outdoor, Tot Lots/playground, Tennis Courts, Swimming Pool, Club House, Common Grounds

  • Basement

    Outside Entrance, Sump Pump, Full, Partially Finished, Rear Entrance

  • Utilities

    Cable Tv Available

  • Parking Features

    Concrete Driveway

  • Security Features

    Smoke Detector, Carbon Monoxide Detectors

Other Features

  • Lot Features

    Corner

  • Patio And Porch Features

    Patio, Porch

  • Subdivision Name

    Clark's Rest Phase 2

Price History

DateEventPrice

08/03/2026

Source: mls_logoBright MLS-NJ #MDSM2032140

Price Decreased

$599,900 -4.00%

$163/sqft

07/21/2026

Source: mls_logoBright MLS-NJ #MDSM2032140

Price Decreased

$624,900 -2.34%

$169/sqft

07/16/2026

Source: mls_logoBright MLS-NJ #MDSM2032140

Price Decreased

$639,900 -1.54%

$173/sqft

07/10/2026

Source: mls_logoBright MLS-NJ #MDSM2032140

Listed for Sale

$649,900

$176/sqft

07/10/2026

Source: mls_logoBright MLS-NJ #MDSM2032140

Price Increased

$649,900 +38.18%

$176/sqft

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Nearby Homes

Based on information from Bright MLS through Nov 02, 2026, 02:00PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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