45776 Boothe Rd, Drayden, MD 20630
Local realty services provided by:CENTURY 21 Mertz & Associates
Listed by:
Sharon Cox(301) 481 - 6660CENTURY 21 Redwood Realty
Office: century 21 redwood realty
MLS#:MDSM2032920
Source:BRIGHTMLS
Price summary
- Price:$3,500,000
- Price per sq. ft.:$770.76
About this home
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....
Contact an agent
Home facts
- Year built:1900
- Subdivision & Development:NONE AVAILABLE
- Listing ID #:MDSM2032920
- Added:46 day(s) ago
- Updated:September 20, 2026 at 02:02 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Living area:4,541 sq. ft.
Heating and cooling
- Heating:Electric, Oil
Structure and exterior
- Year built:1900
- Building area:4,541 sq. ft.
- Lot area:189 Acres
- Lot Features:Creek/Stream
- Construction Materials:Frame
- Foundation Description:Crawl Space
- Levels:1 1/2 Story
Utilities
- Water:Well
- Sewer:On Site Septic
Finances and disclosures
- Price:$3,500,000
- Price per sq. ft.:$770.76
- Tax amount:$12,868 (2025)
Features and amenities
- Amenities:Electric Available
New listings near 45776 Boothe Rd
- New
$776,220Active4 beds 4 baths2,253 sq. ft.19166 N Porto Bello Dr, DRAYDEN, MD 20630
MLS# MDSM2033752Listed by: RE/MAX ONE - Open Sat, 1 to 3pm
$680,000Active5 beds 3 baths3,430 sq. ft.46461 Porto Bello Ct, DRAYDEN, MD 20630
MLS# MDSM2032804Listed by: CENTURY 21 NEW MILLENNIUM 
$3,500,000Active3 beds 2 baths4,541 sq. ft.45776 Boothe Rd, DRAYDEN, MD 20630
MLS# MDSM2032920Listed by: CENTURY 21 REDWOOD REALTY
$175,000Pending2.45 Acres18645 Hebb Way, DRAYDEN, MD 20630
MLS# MDSM2007616Listed by: EXP REALTY, LLC
$160,000Pending2.37 Acres18711 Hebb Way, DRAYDEN, MD 20630
MLS# MDSM2007718Listed by: EXP REALTY, LLC
$599,900Active4 beds 3 baths2,343 sq. ft.19163 Porto Bello, DRAYDEN, MD 20630
MLS# MDSM2028060Listed by: RE/MAX ONE
$679,900Active4 beds 3 baths2,643 sq. ft.46234 Stasha, DRAYDEN, MD 20630
MLS# MDSM2026548Listed by: RE/MAX ONE
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.