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Property Description
Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George's Hundred landscape of St. Mary's County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland's tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier serves the residence and a grandfathered previous pier depicted by the remaining pilings with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights "TDR" have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland's Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.
Full Property Details
Full Property Details for 45776 Boothe Rd
General
- Price: $3,500,000
- Taxes: $12,868 (2026)
- Status: Active
- Type: Farm Single-Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2033824
- Updated: 10/7/2026
- Added to Site: 2 day(s) ago
Interior
- Interior Features: Wood Floors, Floor Plan - Traditional, Entry Level Bedroom, Crown Moldings, Combination Kitchen/Dining
- Fireplace: Yes
- Number of Fireplaces: 2
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main Floor Baths: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Parking
- Parking Type: Driveway
Location
- County: SAINT MARYS
- Subdivision: WESTBURY
- Driving Directions: From Route 5 turn onto Md-249, 3.3 miles turn left onto drayden Road, 1.9 miles turn right onto Cherryfield Road, , 1.3 miles turn right onto Boothe Road ( also known as Mr Gees Way), Follow the dirt road to 45776 Boothe Road. Take a right at the T to go to the main house. There are 4 dwellings on the property. 1. main house (take a left at the T. 2. Cottage 1.Leaving the main house you will pass it on your right Gray siding) Cottage 2 follow the road past Cottage 1 and take the road to your left. Follow the road to Cottage 2. Cottage 3 Leave Cottage and take the left at the fork. Follow the road to Cottage 3.
School Information
- School District: St. Mary's County Public Schools
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard - Hot Water, Baseboard - Electric
- Heating Fuel: Electric, Oil
- Water Heater: Electric, Oil
Utilities
- Sewer: Septic Exists
- Water: Well
Structural Information
- Structure Type: Detached
- Construction: Frame, Combination, Vinyl Siding, Other
- Foundation: Crawl Space, Other
- Stories Description: Main
- Square Feet: 4,541
- Sq. Ft. Source: Estimated
- Living Area: 4,541 Sq. Ft.
- Finished Above Grnd: 4,541 Sq. Ft.
- Year Built: 1790
- Year Built Source: Estimated
Additional Structures
- Other Structures: Tenant House, Storage Barn/Shed, Shed, Garage(s), Barn/Farm Building, Barn, 2nd House
Lot Features
- Lot Size (Acres): 189
- Lot Size (Sq. Ft.): 8,232,840
- Lot Size Source: Estimated
- Zoning: AGRICULTURE
Farm Information
- Farm Description: Other Residence
Water Features
- Water Front: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Sail, Private Access, Canoe/Kayak, Boat - Powered, Waterski/Wakeboard
- Water Front Type: Creek/Stream
- Water Front Name: St. Georg's Creek
Financial Considerations
- Price Per Sq. Ft.: $770.76
- Assessment Year: 2026
- Tax w/Assessment: $1,385,500
- Tax Amount: $12,868
- Tax Year: 2026
Disclosures and Reports
- Ownership: Fee Simple
- Inclusions: 189 acre waterfront farm with approximately 5000 feet of waterfront. Property has 4 dwellings, 2 barns, a garage and shed.
Listed by Century 21 Redwood Realty, Sharon L Cox
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Schools
Schools serving 45776 Boothe Rd
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Piney Point Elementary School 44550 Tall Timbers Road, Tall Timbers, MD 20690 | PK-5 | 2.6 mi |
Spring Ridge Middle School 19856 Three Notch Road, Lexington Park, MD 20653 | 6-8 | 6.4 mi |
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650 | 9-12 | 10.2 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 45776 Boothe Rd
Date
Details
Price
Change
Source
10/07/2026
Listed
$3,500,000
—
MLS
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 45776 Boothe Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,827
—
$1,355,633
1%
2025
$14,827
8%
$1,340,700
4%
2023
$13,725
—
$1,289,333
4%
2023
$13,725
21%
$1,237,967
4%
2022
$11,389
29%
$1,186,600
9%
2019
$8,831
-21%
$1,090,267
10%
2021
$11,123
10%
$993,933
11%
2020
$10,097
2%
$897,600
2%
2019
$9,877
5%
$877,467
2%
2018
$9,408
2%
$857,333
2%
2017
$9,237
7%
$837,200
1%
2016
$8,644
1%
$830,167
1%
2015
$8,534
—
$822,933
—
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 45776 Boothe Rd
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