$3,500,000

45776 Boothe Rd Drayden, MD 20630

Estimated payment $20,291/month

3 Beds
2 Baths
4,541 Sq Ft
$771 Price per Sq Ft

Highlights

  • 5,000 Feet of Waterfront
  • Private Dock Site
  • 189 Acre Lot
  • Piney Point Elementary School Rated 9+
  • Access to Tidal Water
  • Barn or Farm Building

About This Home

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. One additional suggestion
I would add one sentence because I think it's one of the strongest selling points and many buyers will immediately understand its value:

Listing Agent

Sharon Cox

(301) 208-2288 sharon.cox@c21nm.com Century 21 Redwood Realty Brokerage Phone: 3012082288 License #655000 Listed on: 08/04/2026

Century 21 Redwood Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $12,868

Year Built

  • Built in 1900

Lot Details

  • 189 Acre Lot
  • 5,000 Feet of Waterfront
  • Home fronts navigable water
  • Creek or Stream
  • Property is zoned RPD

Home Design

  • Frame Construction

Interior Spaces

  • 4,541 Sq Ft Home
  • Property has 1.5 Levels
  • 2 Fireplaces
  • Crawl Space
  • Laundry on main level

Bedrooms and Bathrooms

Parking

  • Garage
  • Driveway

Outdoor Features

  • Access to Tidal Water
  • Private Water Access
  • Private Dock Site
  • Shed
  • Tenant House

Utilities

  • Heating System Uses Oil
  • Well
  • Oil Water Heater
  • On Site Septic

Additional Features

  • Property is near creek
  • Barn or Farm Building

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Assessor Parcel Number 1902013207

Home Details

Home Type

Single Family

Est. Annual Taxes

$12,868

Year Built

Built in 1900

Lot Details

189 Acres

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1
  • Year Built: 1900
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Fireplaces Count: 2
  • Fireplace: Yes
  • Foundation Details: Other, Crawl Space
  • Levels Count: 1.5
  • Basement: No
  • Laundry Type: Main Floor
  • Total Sq Ft: 4541
  • Living Area Sq Ft: 4541
  • Price Per Sq Ft: 770.76
  • Above Grade Finished Sq Ft: 4541
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Main Level Bedrooms: 1
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Barn/Farm Building, Garage(s), Shed, Tenant House
  • Construction Materials: Frame
  • Water Access Features: Private Access
  • Water Access: Yes
  • Water Body Name: St. George's Creek
  • Water Body Type: Creek/Stream
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: Yes
  • Water View: No
  • Water Frontage In Feet: 5000

Garage/Parking

  • Garage: No
  • Type Of Parking: Driveway

Utilities

  • Central Air Conditioning: No
  • Heating Fuel: Oil, Electric
  • Heating: Yes
  • Hot Water: Electric, Oil
  • Sewer/Septic System: On Site Septic
  • Utilities: Electric Available, Other
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Lot Size Acres: 189.00
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 8232840.00
  • Zoning: RPD
  • In City Limits: No

Rental Info

  • Ground Rent Exists: No
  • Ground Rent Pymnt Freq: Annually
  • Lease Considered: No
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 12868.00
  • Assessor Parcel Number: 1902013207
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

Multi Family

  • Waterfront Features: Private Dock Site

MLS Schools

  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS

Map

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Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/04/2026 08/04/26 For Sale $3,500,000 -- $771 / Sq Ft
Source: Bright MLS

Source: Bright MLS

MLS Number: MDSM2032920

Bright MLS
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