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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1900
  • 189.0 Acre Lot
  • Waterfront
  • 103 days on Market

  • Bedrooms
    3
  • Bathrooms
    2
  • Year Built
    1900
  • Architectural Style
    Other
  • Construction Materials
    Frame
  • Foundation
    Other
  • Parking Features
    Driveway
  • Living Area
    4541.0
  • Appliances
    Electric Water Heater
  • Pool Features
    None
  • Cooling
    None
  • Heating
    Electric, Other, Oil
  • Basement
    Crawl Space

  • Acres
    189.0
  • Lot Features
    Waterfront
  • Water Front Features
    Creek
  • Water Front
    Yes
  • Utilities
    Electricity Available, Other
  • Water
    Well

  • County
    Saint Marys
  • City
    Drayden
  • Neighborhood
    NONE AVAILABLE
  • Zip Code
    20630

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Frequently Asked Questions

How do I schedule a tour of 45776 Boothe Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 45776 Boothe Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 45776 Boothe Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $3,500,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Drayden, and can even get you in to see the property quickly.

How do I get a virtual tour of 45776 Boothe Rd?

Yes! A virtual tour is available for 45776 Boothe Rd. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 45776 Boothe Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 45776 Boothe Rd at around $20,990. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 45776 Boothe Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Saint Marys County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 45776 Boothe Rd?

In most cases, yes. Whether 45776 Boothe Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Drayden's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 45776 Boothe Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Drayden and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $3,500,000 with 4,541 sqft of space—that comes out to approximately $771 per square foot.

How long has this property been on the market?

45776 Boothe Rd was listed on August 04, 2026, which means it's been on the market for 103 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1900, making it approximately 126 years old.

What is the lot size of this property?

45776 Boothe Rd sits on a 189.0-acre lot, which is 8,232,840 square feet.

What are the property taxes for 45776 Boothe Rd?

The most recent public record shows annual property taxes for 45776 Boothe Rd were approximately $12,868. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 45776 Boothe Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data


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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Bright. All rights reserved.

Last Updated: November 15, 2026 at 10:07AM | Source: Bright | MLS#: MDSM2032920