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MLS: #MDSM2032920, Listed By: Sharon Cox, Century 21 Redwood Realty, Source:Bright MLS

45776 Boothe Road

DRAYDEN, MD 20630
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Bed 3

Bed

Bath 2

Bath

SqFt4,541

Sqft

Acres189

Acres(Lot)

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. George’s Hundred landscape of St. Mary’s 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 Maryland’s 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 Maryland’s 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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Detail Ic Property Details

Property Type : Residential

Price : $3,500,000

AD Id : 89103975

MLS Id : MDSM2032920

Beds : 3

Lot Size : 189 Acres

Living Area Size : 4,541

Tax Amount : 12868.00

Year Built : 1900

County : SAINT MARYS

Subdivision: None Available

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Basement: Crawl Space
  • Interior Features

    Appliances: Electric Water Heater Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Oil, Other Cooling: None Water front: 1

  • Building Information

    Year Built: 1900 Building Area Total: 4541 Construction Materials: Frame Frontage Length: 5000 Pool Features: None Private Pool: No Water front Features: Creek

  • Lot Information

    Lot Size Acres: 189 Lot Size Source: Assessor Lot Size Square Feet: 8232840 Lot Description: Waterfront

    Property Information

    Subdivision: NONE AVAILABLE Source Property Type: Residential Postal Code Plus 4: 3017 Property SubType: Single Family Residence Levels: One and One Half Property Age: 126

  • Listing Price Information

    Listing Price: $3500000

  • Tax Information

    Parcel Number: 1902013207 Tax Year: 2025 Annual Tax: $12868

  • Parking Information

    Driveway

  • Utility Information

    Other, Electricity Available
  • Location Information

    Direction: 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 a right at the T to go to the Manor House. There are 3 rental homes on the property Cottage 1 is gray. Pass it on your right leaving the Manor house. Cottage 2 , Continue on the road. Take the left hand turn. Follow the road to the end. Cottage 3. Leave Cottage 2 and take a left onto dirt road to Cottage 3. WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
46461 Porto Bello Court, Drayden, MD, 20630 $680,000 5 3 3,430 1.47 Acres
46234 Stasha Ct, Drayden, MD, 20630 $679,900 4 3 2,643 1.03 Acres
19166 N Porto Bello Drive, Drayden, MD, 20630 $776,220 3 4 2,253 1.26 Acres
19103 Windsor Ct, Drayden, MD, 20630 $635,900 3 3 2,240 1.09 Acres
19163 Porto Bello Dr, Drayden, MD, 20630 $599,900 4 3 2,343 1.24 Acres

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ByOwner last updated this listing 09/07/2026 @ 13:40

MLS: MDSM2032920 LISTED BY: Sharon Cox, Century 21 Redwood Realty 301-208-2288 SOURCE: Bright MLS

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