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For sale
  • $3,500,000

    45776 Boothe Rd, Drayden, MD 20630

    3beds
    4,541sqft
    : 
    $22,582/mo
    Get pre-qualified
    Single Family Residence
    Built in 1900
    189 Acres Lot
    $1,824,100 Zestimate®
    $771/sqft
    $-- HOA

    What's special

    Waterfront estateRare historic pent chimneysHistoric manor houseHardwood flooringPeriod painted moldings
    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:
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    Zillow last checked:

    Listing updated:

    Listed by:

    Sharon Cox 301-481-6660,

    Century 21 Redwood Realty 5405331279

    Source: Bright MLS,MLS#: MDSM2032920MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 1
      • Main level bedrooms: 1
      Basement
      • Area: 0
      Heating
      • Other, Oil, Electric
      Cooling
      • None
      Appliances
      • Included: Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Has basement: No
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 4,541
      • Total interior livable area: 4,541 sqft
      • Finished area above ground: 4,541
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: One and One Half
      • Stories: 1.5
      • Pool features: None
      • On waterfront: Yes
      • Waterfront features: Private Dock Site, Creek/Stream, Private Access
      • Body of water: St. George's Creek
      • Frontage length: Water Frontage Ft: 5000
      Lot
      • Size: 189 Acres
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 1902013207
      • Zoning: RPD
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Other, Crawl Space
      Condition
      • New construction: No
      • Year built: 1900

      Utilities & green energy

      • Sewer: On Site Septic
      • Water: Well
      • Utilities for property: Electricity Available, Other

      Community & HOA

      Community
      • Subdivision: None Available
      HOA
      • Has HOA: No
      Location
      • Region: Drayden

      Financial & listing details

      • Price per square foot: $771/sqft
      • Tax assessed value: $1,355,633
      • Annual tax amount: $12,868
      • Date on market: 8/4/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $1,824,100

        $1.22M - $2.57M

        $2,285/mo

        Price history

        DateEventPrice
        8/4/2026Listed for sale$3,500,000$771/sqft
        Source: Bright MLS #MDSM2032920 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,930 +20.6%$1,340,700 +4%
        2024$12,375 +4.1%$1,289,333 +4.1%
        2023$11,882 +4.3%$1,237,967 +4.3%
        2022$11,389 +8.8%$1,186,600 +8.8%
        2021$10,464 +9.7%$1,090,267 +9.7%
        2020$9,540 +10.7%$993,933 +10.7%
        2019$8,615 +2.3%$897,600 +2.3%
        2018$8,422 +1.4%$877,467 +2.3%
        2017$8,308 -5.8%$857,333 +2.4%
        2016$8,819 $837,200 +0.8%
        2015$8,819 $830,167 +0.9%
        2014$8,819 $822,933 +0.9%
        2012-- $815,700
        2011-- $815,700 -17.1%
        2010-- $984,030 +6.3%
        2009-- $925,586 +6.7%
        2008-- $867,143 +7.2%
        2007-- $808,700 +12.8%
        2006-- $716,936 +14.7%
        2005-- $625,173 +17.2%
        2004-- $533,410 +2.4%
        2003-- $520,716 +2.5%
        2002-- $508,023 +2.6%
        2001-- $495,330
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 20630

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: St. Mary's County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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