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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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 a rare opportunity to acquire one of Southern Maryland's truly exceptional waterfront estates. Steeped in history that dates back to the mid-19th century, this remarkable property, historically known as Timerity Farm (also referred to as Westbury Farm), encompasses approximately 189 acres of farmland, mature woodland, and protected waterfront along School House Branch, with direct access to St. George Creek and the Potomac River. With approximately 5,000 linear feet of protected shoreline (GIS-derived estimate), the property offers an extraordinary combination of privacy, agricultural productivity, abundant wildlife, recreational boating, and timeless Chesapeake Bay character. The historic manor house is a charming one-and-one-half-story frame residence believed to date from the mid-1800s. The home retains much of its historic character, retaining rare historic pent chimneys, an increasingly uncommon architactural feature in Maryland. Designed on a traditional side-passage/double-parlor floor plan, the home features separate living and dining rooms, each with its own fireplace, hardwood flooring, and period painted moldings. The residence offers 3 bedrooms, including one on the main level and 2 upstairs along with two full bathrooms. The country kitchen adjoins a generous gathering area ideal for entertaining family and friends. A covered side porch overlooks the waterfront and provides the perfect setting for crab feasts, relaxing evenings, or simply enjoying the peaceful views across School House Branch. The private pier serving the residence extends into protected waters with an estimated water depth of approximately five feet at Mean Low Water (MLW) based upon available GIS mapping and aerial analysis, providing convenient access for a variety of recreational boats. The productive farmland is currently leased to a local farmer, providing agricultural income while preserving the property's rural heritage. In addition to the main residence, the property includes three cottages and four barns/outbuildings, offering numerous possibilities for agricultural operations, guest accommodations, storage, workshops, or future restoration. According to St. Mary's County Planning and Zoning, all Transferable Development Rights (TDRs) remain available and have not been exercised, presenting an important opportunity for future planning. Whether envisioned as a private family estate, working farm, sporting property, equestrian retreat, or waterfront sanctuary, this extraordinary offering combines historic significance, productive farmland, protected boating waters, and exceptional natural beauty into one remarkable Chesapeake Bay property. The protected waters of School House Branch provide easy access to St. George Creek and the Potomac River while offering a sheltered location for boating, fishing, kayaking, and paddleboarding. Disclaimer: Acreage is approximate. Shoreline footage (approximately 5,000 linear feet) and water depth at the pier (approximately 5 feet MLW) are estimates derived from publicly available GIS mapping, aerial imagery, and related public information and are not based on a boundary or hydrographic survey. Buyers should independently verify all measurements, water depths, development rights, zoning, and other material information to their satisfaction.

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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
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 Westbury Farm. Take
City DRAYDEN
Body of Water St. George'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 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 770.76
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://vimeo.com/1214474267?share=copy&fl=sv&fe=ci
Location Type Creek/Stream
Standard Status Active
Year Built Source Assessor
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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
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@c21nm.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