$3,500,000
3 Beds
2 Baths
4,541 sqft (on 189 acres)
45776 Boothe Rd, Drayden, MD 20630
Est. Mortgage $21,206/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 93% nearby.
Home Highlights
Single-Family Home
Built in 1790
189 acre lot
$771/sqft
Open Parking
Local Information
- Map ViewExplore the area around 45776 Boothe Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
What's unique:Separate fireplacesHardwood floorsOne-and-one-half-story frame residencePainted moldingsGenerous gathering spaceWorking country kitchen
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 serves the residence and a grandfathered previous pier depicted by the remaining pilings 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.
Last check for updates: about 13 hours ago
Listing courtesy of Sharon Cox, (301) 481-6660
Century 21 Redwood Realty, (540) 533-1279
Source: Bright MLS, MLS#MDSM2033824
We estimate this home will sell faster than 93% nearby.
Home Details for 45776 Boothe Rd
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Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2 |
Dimensions and Layout Living Area: 4541 Square Feet |
Appliances & Utilities Appliances: Electric Water Heater, Water Heater |
Heating & Cooling Heating: Baseboard,Electric,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Gas & Electric Crops Are Not Included |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfAccessibility: NoneFloors: Wood |
View No View |
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Exterior Home Features Other Structures: Above Grade, ResidenceFoundation: Crawl Space, OtherNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway |
Pool Pool: None |
Frontage WaterfrontWaterfront: Sail, Private Access, Canoe/Kayak, Boat - Powered, Waterski/WakeboardOn Waterfront |
Water & Sewer Sewer: Septic ExistsWater Body: St. Georg's Creek |
Farm & Range Frontage Length: Water Frontage Ft: 5000Not Allowed to Raise Horses |
Finished Area Finished Area (above surface): 4541 Square Feet |
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Days on Market: 28 |
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Year Built Year Built: 1790 |
Property Type / Style Property Type: FarmProperty Subtype: FarmStructure Type: DetachedArchitecture: Detached |
Building Construction Materials: Frame, Combination, Vinyl Siding, OtherNot a New ConstructionIs Habitable Residence |
Property Information Included in Sale: 189 Acre Waterfront Farm With Approximately 5000 Feet Of Waterfront. Property Has 4 Dwellings, 2 Barns, A Garage And Shed.Parcel Number: 1902013207 |
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Price List Price: $3,500,000Price Per Sqft: $771 |
Status Change & Dates Possession Timing: Immediate |
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MLS Status: ACTIVE |
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Direction & Address City: DRAYDENCommunity: Westbury |
School Information Elementary School District: St. Mary's County Public SchoolsJr High / Middle School District: St. Mary's County Public SchoolsHigh School District: St. Mary's County Public Schools |
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Listing Agent Listing ID: MDSM2033824 |
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Building Area Building Area: 4541 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 189 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Agency |
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Business Information Ownership: Fee Simple |
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Mls Number: MDSM2033824Above Grade Unfinished Area: 4541 |
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Internet Listing Display Prices: YSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YInternet Listing Display: Full Distribution - YesInternet Listing Display Days On Site: YInternet Listing Display Historical Prices: YSource Internet Address Display: Y |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 6, 2026 Source: Bright MLS #MDSM2032920 | Listed For Sale | $3,500,000 |
Aug 20, 2026 Source: Bright MLS #MDSM2032920 | ListingRemoved | $3,500,000 |
Aug 4, 2026 Source: Bright MLS #MDSM2032920 | Listed For Sale | $3,500,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $14,930 | $1,340,700 |
Home facts updated by county records
Around this home
What Locals Say about Drayden
At least 1 Trulia users voted on each feature.
100 % Say neighbors are friendly
100 % Say there are community events
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say it's dog friendly
50 % Say kids play outside
33 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
Market trends in Drayden
Last updated September 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
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Sourced by Trulia Market Trends
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.09 | Single-Family Home | $600,000 | 03/02/26 | 4 | 2.5 | 3,130 | |
0.95 | Single-Family Home | $315,000 | 03/31/26 | 2 | 2 | 1,040 | |
1.22 | Single-Family Home | $348,000 | 11/25/25 | 3 | 2 | 1,483 | |
1.23 | Single-Family Home | $324,900 | 04/28/26 | 3 | 2 | 1,330 | |
1.28 | Single-Family Home | $560,000 | 03/16/26 | 4 | 2.5 | 2,400 | |
1.32 | Single-Family Home | $490,000 | 09/10/26 | 3 | 2.5 | 1,650 | |
1.32 | Single-Family Home | $508,000 | 11/25/25 | 4 | 3.5 | 2,802 | |
1.30 | Single-Family Home | $485,000 | 01/02/26 | 4 | 3.5 | 2,495 | |
1.50 | Single-Family Home | $470,000 | 09/11/26 | 4 | 2 | 2,001 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.18 | - | - | - | - | Off Market | |
0.18 | - | - | - | - | Off Market | |
0.20 | $1,059,100 | Studio | 3 | 4,068 | Off Market | |
0.21 | $663,300 | 3 | 3 | 1,832 | Off Market | |
0.29 | $829,000 | Studio | 3 | 2,264 | Off Market | |
0.33 | $261,500 | 2 | 1 | 1,200 | Off Market | |
0.60 | $215,700 | 2 | 1 | - | Off Market | |
0.61 | $101,700 | 1 | 1 | 552 | Off Market | |
0.65 | $390,100 | Studio | 3 | 2,528 | Off Market | |
0.65 | $187,700 | Studio | 1 | 929 | Off Market | |
0.70 | $1,215,900 | Studio | 4 | 5,212 | Off Market | |
0.71 | $244,900 | Studio | 1 | 832 | Off Market | |
0.72 | $237,900 | Studio | 2 | 910 | Off Market | |
0.73 | $669,900 | Studio | 2 | 3,346 | Off Market | |
0.78 | $234,500 | 2 | 1 | 744 | Off Market | |
0.82 | $395,700 | Studio | 1 | 624 | Off Market | |
0.83 | $642,900 | Studio | 2 | 2,016 | Off Market | |
0.84 | $587,100 | 2 | 2 | 1,226 | Off Market | |
0.84 | $695,700 | Studio | 3 | 1,742 | Off Market | |
0.84 | $364,700 | Studio | 1 | 1,036 | Off Market |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Sharon Cox, Century 21 Redwood Realty, (540) 533-1279
Agent Phone: (301) 481-6660
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
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Frequently asked questions about 45776 Boothe Rd
- What is the estimated monthly payment for 45776 Boothe Rd?Based on a $3,500,000 list price with 20% down at today's rates, the estimated monthly payment for 45776 Boothe Rd in Drayden, MD is approximately $21,444 (about $19,036 principal & interest, $2,333 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 45776 Boothe Rd?The closest schools to 45776 Boothe Rd in Drayden, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).
- How big is the lot at 45776 Boothe Rd?The lot at 45776 Boothe Rd in Drayden, MD is about 189 acres.
- Does 45776 Boothe Rd have a garage?Yes, 45776 Boothe Rd in Drayden, MD has a garage.
- Is there a virtual tour of 45776 Boothe Rd?Yes, a virtual tour of 45776 Boothe Rd in Drayden, MD is available.
45776 Boothe Rd, Drayden, MD 20630 is a 3 bedroom, 2 bathroom, 4,541 sqft single-family home built in 1790. This property is currently available for sale and was listed by Bright MLS on Oct 7, 2026. The MLS # for this home is MLS# MDSM2033824.