45776 Boothe Road

Road to the main house. See the pent chimneys.

Traditional side-passage/double-parlor plan

Active

$3,500,000

3 beds2 baths4,541 sqft$771/sqft

45776 Boothe Rd, Drayden, MD 20630

Est: $18,862/moGet pre-approved

Single FamilyProperty Type

189 acresLot Size

1900Year Built

$771/sq ftPrice per sq ft

Description

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...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.

21 days on Market

Listed by: Sharon L Cox 301.481.6660 sharon.cox@c21nm.com • Century 21 Redwood Realty

Last updated: 09/09/2026 01:40 PM • Source: BRIGHT, MLS#: MDSM2032920

Location

Listing Courtesy of Century 21 Redwood Realty

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$18,862 per month

30 year fixed, 6.55% Interest

Principal and Interest

$17,790

Property Taxes

$1,072

HOA Dues

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Property Information for 45776 Boothe Road

Property Details

Taxes: $12,868 / year
MLS Type: Residential / Fee Simple
County: St. Mary's County
Tax ID Number: 1902013207
Ownership: Fee Simple
Condo Coop Association: No
HOA: No
Structure Type: Detached
Style: Other
Levels/Stories: 1.5
Waterfront: Yes
Waterfront Features: Private Dock Site
Garage: No
Subdivision: NONE AVAILABLE
Subdivision: NONE AVAILABLE (SAINT MARYS MD)
Central Air: No
Basement: No
Above Grade Finished SQFT: 4,541.00
Above Grade Fin SQFT Source: Assessor
Below Grade Finished SQFT: .00
Below Grade Fin SQFT Source: Assessor
Below Grade Unfinished SQFT: .00
Below Grade Unfin SQFT Source: Assessor
Total Below Grade SQFT: .00
Total Below Grade SQFT Source: Assessor
New Construction: No

Building Information

Year Built: 1900
Lot Size: 189.00 AC / 8,232,840 SF

Location

In City Limits: No
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS

School District County ID: 121138839208
SchoolDistrictSource: Listing Agent
County: SAINT MARYS

Waterfront / Water Access

Water View: No
Water Access: Yes

Water Access Features: Private Access
Water Oriented: Yes
Navigable Water: Yes
Tidal Water: Yes
Water Body Name: School House Ck to St. George's Ck
Water Body Type: Creek
Water Frontage In Feet: 5000.0
Riparian Rights Y/N: Yes
Mean Low Water Feet: 5.00

Association / Community Info

Senior Community: No
Association Recreation Fee Y/N: No

Taxes and Assessment

Tax Year: 2025
Tax Assessed Value: $1,355,633

Year Assessed: 2026
County Tax: $12,868
Improvement Assessed Value: $431,700
Land Assessed Value: $953,800
Clean Green Assessed: No
Land Use Code: A
Agricultural Tax Due: No
Zoning: RPD
School Tax: $0
Automatically Update Tax Values Y/N: Yes

Rooms

Main

# Bedrooms Count Main Level: 1
# Bathrooms Count Main Level: 1

# Bathrooms Full Main Level: 1
# Bathrooms Half Main Level: 0

All Upper Levels

# Bedrooms Count All Upper Levels: 2
# Bathrooms Count All Upper Levels: 1

# Bathrooms Full All Upper Levels: 1

Upper Level 1

# Bedrooms Count Upper Level: 2
# Bathrooms Count Upper Level: 1

# Bathrooms Full Upper Level: 1

Rooms

Stories: Main, Upper 1

Building Info

Total Finished SQFT: 4,541.00
Total Finished SQFT Source: Assessor

Tax Total Finished SQFT: 4,541.00
Total SQFT: 4,541.00
Total SQFT Source: Assessor
Construction Materials: Frame
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8053/5333/2742/805353332742_512_384_WM_Jf81tF-Yw5BsyqDp.jpg
Foundation Details: Other, Crawl Space
Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
# Bathrooms Full: 2
# Bathrooms Half: 0
Other Structure: Barn/Farm Building, Garage(s), Shed, Tenant House

Lot / Land Information

Lot Size Source: Assessor
Location Type: Creek/Stream

Parcel ID: 14985370
Additional Parcels: Yes
Addl Parcels Descrp: 15 acre lot on the left as you turn onto Boothe Road. Perc test has been ordered from the Health Dept.
Ground Rent Exists: No

Parking

Type Of Parking: Driveway

Interior Features

Fireplace: Yes
Fireplaces Count: 2

Accessibility Features: None
Laundry Type: Main Floor
Virtual Tour URL Unbranded: https://photos.app.goo.gl/NBHbtLwxnin2Znh7A

Exterior Features

Pool: No Pool

Utilities

Utilities: Electric Available, Other
Heating: Yes

Cooling Type: None
Cooling Fuel: None
Heating Type: Other
Heating Fuel: Oil, Electric
Hot Water: Electric, Oil
Water Source: Well
Sewer Septic: On Site Septic

Confidential Data

Listing Office

List Agent AOR: Southern Maryland Association of REALTORS

Property History for 45776 Boothe Road

Date	Event & Source	Price	Appreciation
Sep 6, 2026	Listed (Active) BRIGHT #MDSM2032920		—
Aug 20, 2026	Temp Off Market BRIGHT #MDSM2032920		—
Aug 4, 2026	Listed (Active) BRIGHT #MDSM2032920	$3,500,000	—

Date	Event & Source	Price
09/06/2026	Listed (Active) BRIGHT #MDSM2032920	—
08/20/2026	Temp Off Market BRIGHT #MDSM2032920	—
08/04/2026	Listed (Active) BRIGHT #MDSM2032920	$3,500,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 45776 Boothe Road

Taxable ValueLand-Additions-Total-

Tax Record2025$14,827 ($1,236 / month)

Home Facts

Beds0Baths2Total Finished SqFt1,796 SqFtAbove Grade Finished SqFt1,796 SqFtStories1Lot Size8,232,840 SqFtStyleMiscellaneous ResidentialYear Built1900Year Renovated1900ZoningRPDCountyST. MARY'SAPN02-013207

Schools near 45776 Boothe Road

This home is within St. Mary's County Public Schools.


Rating	School	Type	Grades	Distance
7/10	Piney Point Elementary School	Public - Serves this home	PK to 5	2.5 mi
5/10	Spring Ridge Middle School	Public - Serves this home	6 to 8	6.4 mi
8/10	Leonardtown High School	Public - Serves this home	9 to 12	10.3 mi
9/10	Chesapeake Charter School	Charter - Choice school	K to 8	6.2 mi
NR	Dr. James A. Forrest Career And Technology Center	Public - Nearby school	9 to 12	10.4 mi


Rating	School	Distance
7/10	Piney Point Elementary School PublicPK to 5 Serves this home	2.5 mi
5/10	Spring Ridge Middle School Public6 to 8 Serves this home	6.4 mi
8/10	Leonardtown High School Public9 to 12 Serves this home	10.3 mi
9/10	Chesapeake Charter School CharterK to 8 Choice school	6.2 mi
NR	Dr. James A. Forrest Career And Technology Center Public9 to 12 Nearby school	10.4 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 45776 Boothe Road, Drayden, MD 20630

45776 Boothe Road is a single family home for sale in Drayden, MD 20630. This property was listed for sale on August 4, 2026 by Century 21 Redwood Realty, it's currently listed at $3,500,000. This listing's school district is St. Mary's County Public Schools. Nearby schools include Piney Point Elementary School, Spring Ridge Middle School and Leonardtown High School. 45776 Boothe Road is a 3-bed, 2-bath, 4,541 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Century 21 Redwood Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 09/09/2026 01:40 PM

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More information about 45776 Boothe Road, Drayden, MD 20630