45776 Boothe Road Drayden, MD $ 3,500,000
45776 Boothe Road
$ 3,500,000
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45776 Boothe Road

Drayden, MD, 20630
$ 3,500,000
Bedrooms3 Baths2.0 Sq 4,541

Monthly Estimate*

$ 22,099

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View a Virtual Tour

Single Family Home for sale in Drayden, MD

for $3,500,000 with 3 bedrooms and 2 full baths. This 4,541 square foot home was built in 1900 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 and a grandfathered previous pier depicted by the remaining pilings serves the residence 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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Single Family Active

Price

$ 3,500,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 12,868

Style

Lot Size

189

Year Built

1900

Town/City

Drayden

County/Region

Saint Marys

MLS | Web ID

MDSM2032920

Features
General
Living Area 4541
Sewer On Site Septic
Heating Other
Cooling None
Utilities Electric Available Other
Possession Immediate
Zoning RPD
Architectural Style Other
Construction Materials Frame
School District ST. MARY'S COUNTY PUBLIC SCHOOLS
Year Built 1900
Levels 1.5
Tax Year 2025
Ownership Fee Simple
Cool Fuel None
Waterfront Features Private Dock Site
Accessibility None
Additional Parcels Description 15 acre lot on the left as you turn onto Boothe Road. Perc test has been ordered from the Health Dept.
County SAINT MARYS
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade Below 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 take a right onto Cherry field Road 1.3 miles take a right on Boothe Road. Follow the dirt road to Timerity. Take a rig
City DRAYDEN
Body of Water School House Ck to St. George's Ck
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 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 770.76
Additional Parcels Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://photos.app.goo.gl/NBHbtLwxnin2Znh7A
Location Type Creek/Stream
Standard Status Active
Year Built Source Assessor
Association Recreation Fee N
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Interior
Heating Fuel Oil Electric
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
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Pool No Pool
Water Source Well
Type of Parking Driveway
Foundation Details Other Crawl Space
Water View Y/N N
Lot Size Acres 189.00
Water Body Type Creek
Lot Size Source Assessor
Waterfront Y/N Y
Water Access Features Private Access
Land Assessed Value 953800.00
Navigable Water Y/N Y
Water Oriented Y/N Y
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Internal Only
Street Number 1 45776
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* Excluded Features
List By
Century 21 Redwood Realty

Broker

sharon.cox@c21redwood.com

Email

Affordability Calculator

$23,172
Per Month
95%
5%
0%
Monthly Principal & Interest
$22,099
Monthly Property Taxes
$1,072
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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.
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Nearby
3533971 Elementary School
3535470 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/4/2026$3,500,000 Listed Price

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45776 Boothe Road, Drayden, MD, 20630 is a Single Family Home for sale at $3,500,000 with 4,541 sqft and a lot size of 189. 45776 Boothe Road has 3 bedrooms, 2.0 baths, and was built in 1900. The property's zip code is 20630 which is in Drayden, MD