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$629,900
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Property Description
Simply Stunning! This custom-built retreat set on an extraordinary 18.58-acre wooded homestead in the heart of Mechanicsville is ready to welcome you home. Offering approximately 2,200 square feet of living space, this beautifully designed residence features 3 bedrooms, 2 full bathrooms, and two fireplaces-creating a warm and inviting atmosphere throughout. Step inside to a breathtaking two-story great room highlighted by soaring vaulted ceilings, dramatic architectural windows, and abundant natural light with peaceful wooded views from nearly every angle. Wide plank flooring flows throughout the home, adding timeless warmth and cohesion. The open-concept layout seamlessly connects the living, dining, and kitchen areas-perfect for everyday living and entertaining alike. A cozy fireplace anchors the great room, while oversized windows and glass doors invite the outdoors in and provide easy access to the surrounding nature. A loft-style upper level adds character and flexibility, overlooking the main living space and showcasing striking exposed beams and modern ceiling fans. The primary suite is a true private oasis, occupying the entire second floor and featuring a walk-in closet, private deck and attached full bath-your own serene retreat at the end of the day. Thoughtful upgrades include a reverse osmosis water system for clean drinking water, an HVAC air purifier for enhanced indoor air quality, and a 10KW generator with separate hookup for added peace of mind. The expansive property also includes a storage shed ideal for tools, equipment, or hobbies. Whether you're seeking privacy, space to roam, or a peaceful escape surrounded by nature, this exceptional property delivers the perfect blend of comfort, craftsmanship, and country living. A rare opportunity to own nearly 19 acres in Mechanicsville-don't miss your chance to make this private oasis your own. No HOA!
Full Property Details
Full Property Details for 40808 Leeland Rd
General
- Price: $629,900
- Taxes: $3,918 (2025)
- Status: Under Contract
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2029092
- Updated: 1/30/2026
- Added to Site: 11 day(s) ago
Interior
- Interior Features: Ceiling Fan(s), Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Table Space, Pantry, Water Treat System, Bathroom - Jetted Tub, Dining Area, Walk-in Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 2
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 1
- Bedrooms Main & Up: 2
Other Rooms
- Laundry: Main Floor
Parking
- Parking Type: Off Street
Location
- County: SAINT MARYS
- Subdivision: LEELAND
- Driving Directions: From Leonardtown Rd to Three Notch Rd, Turn onto Leeland Rd.
School Information
- School District: St. Mary's County Public Schools
Heating & Cooling
- Cooling Type: Other
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Propane - Owned
- Water Heater: Electric
Utilities
- Sewer: Private Septic Tank
- Water: Well
Structural Information
- Architectural Style: Traditional
- Structure Type: Detached
- Construction: Vinyl Siding
- Foundation: Crawl Space
- Stories Description: Main, Upper 1
- Square Feet: 2,072
- Sq. Ft. Source: Assessor
- Living Area: 2,072 Sq. Ft.
- Finished Above Grnd: 2,072 Sq. Ft.
- Year Built: 2009
- Year Built Source: Assessor
- Property Condition: Very Good
Lot Features
- Lot Size (Acres): 18.58
- Lot Size (Sq. Ft.): 809,345
- Lot Size Source: Assessor
- Zoning: RPD
Financial Considerations
- Price Per Sq. Ft.: $304.01
- Assessment Year: 2025
- County Tax: $3,918
- County Tax Freq: Annually
- Tax w/Assessment: $408,200
- Tax Amount: $3,918
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 2072
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: F1
Listed by RE/MAX One, Nicki Palermo
Get Pre-Approved Today
Schools
Schools serving 40808 Leeland Rd
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Oakville Elementary School 26410 Three Notch Road, Mechanicsville, MD 20659 | PK-5 | 1.4 mi |
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650 | 6-8 | 9.8 mi |
Chopticon High School 25390 Colton Point Rd, Morganza, MD 20660 | 9-12 | 4.1 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 40808 Leeland Rd
Date
Details
Price
Change
Source
1/27/2026
Listed
$629,900
7.68%
MLS
8/31/2023
Sold
$585,000
—
Public Record
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
Tax History for 40808 Leeland Rd
Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,751
—
$408,200
6%
2023
$3,751
—
$383,567
7%
2023
$3,751
17%
$358,933
7%
2022
$3,209
-13%
$334,300
-14%
2019
$3,676
-11%
$387,567
2%
2021
$4,120
2%
$380,633
2%
2020
$4,046
2%
$373,700
2%
2019
$3,978
2%
$367,367
2%
2018
$3,893
1%
$361,033
2%
2017
$3,843
1%
$354,700
—
2016
$3,803
3%
$354,700
—
2015
$3,700
-7%
$354,700
-4%
2014
$3,962
—
$368,400
—
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
Estimate the Cost for 40808 Leeland Rd
40808 Leeland Road, Mechanicsville, MD 20659 (MLS# MDSM2029092) is a Single Family property with 3 bedrooms and 2 full bathrooms. 40808 Leeland Road is currently listed for $629,900 and was received on January 27, 2026. Want to learn more about 40808 Leeland Road? Do you have questions about finding other Single Family real estate for sale in Mechanicsville? You can browse all Mechanicsville real estate or contact a Coldwell Banker agent to request more information.

