45776 Boothe Road
Drayden, MD, 20630 $ 3,500,000
Bedrooms3 Baths2.0 Sq 4,541 Monthly Estimate*
$ 24,174
for $3,500,000 with 3 bedrooms and 2 full baths. This 4,541 square foot property was built in 1790 on a lot size of 189.
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. Georges Hundred landscape of St. Marys 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 Marylands 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 Marylands 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.
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FeaturesGeneralLiving Area 4541
Sewer Septic Exists
Heating Baseboard - Hot Water Baseboard - Electric
Cooling None
Possession Immediate
Zoning AGRICULTURE
Construction Materials Frame Combination Vinyl Siding Other
School District ST. MARY'S COUNTY PUBLIC SCHOOLS
Year Built 1790
Levels 1.5
Tax Year 2026
Ownership Fee Simple
Cool Fuel None
Accessibility None
County SAINT MARYS
New Construction N
Property Type Farm
HOA N
Subdivision Name WESTBURY
Farm Features Other Residence
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade
Full Baths 2
Status ACTIVE
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
City DRAYDEN
Body of Water St. Georg's Creek
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 8232840.00
Tax Annual Amount 12868.0
Home Warranty Y/N N
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 770.76
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://photos.google.com/share/AF1QipOmm-SlyuAeF7yH7ANdRrIiCNtRQE4agVIdsu8d5x5ML3I3DJeDltY7_dfk5hl4wA?key=bGE3LWtpQWRKTTB2QUJ3NmY3dDNMYy1aYkJFS0NR
Standard Status Active
Year Built Source Estimated
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InteriorInterior Amenities Wood Floors Floor Plan - Traditional Entry Level Bedroom Crown Moldings Combination Kitchen/Dining
Heating Fuel Electric Oil
Total Fireplaces 2
Hot Water Electric Oil
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 4541
Half Baths 0
Central Air Y/N N
Total Bedrooms 3
Main Level Bedrooms 3
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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ExteriorPool No Pool
Water Source Well
Inclusions 189 acre waterfront farm with approximately 5000 feet of waterfront. Property has 4 dwellings 2 barns a garage and shed.
Type of Parking Driveway
Foundation Details Crawl Space Other
Water View Y/N N
Lot Size Acres 189.00
Water Body Type Creek
Lot Size Source Estimated
Waterfront Y/N Y
Crops Included Y/N N
Water Access Features Sail Private Access Canoe/Kayak Boat - Powered Waterski/Wakeboard
Horse Y/N N
Farm Operation Row Crop General
Navigable Water Y/N Y
Water Oriented Y/N Y
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* Excluded FeaturesList ByCentury 21 Redwood RealtyBroker
sharon.cox@c21redwood.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $24,174
- Monthly Property Taxes
- $1,072
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyFarm listings in Drayden, MD
Average List Price $3,500,000
Percent of Sale Price 0%
About Drayden, MD 417 Population
9% Since 2002
$ 95,058 Median Income
45.98 Median Age
19% Households with Children
Trends Information provided by ATTOM Data Solutions.
3533971 Elementary School
3535470 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/7/2026 | $3,500,000 | | Listed Price |