45776 Boothe Rd
Drayden, MD 20630
3 Beds
2 Baths
4,541 sqft (on 189 acres)
3 Beds
2 Baths
4,541 sqft
(on 189 acres)
Home Highlights
Parking
Open Parking
Climate Control
Heating only
Price/Sqft
$771
Listed
1 day ago
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
Welcome to a rare opportunity to acquire one of Southern Maryland's truly exceptional waterfront estates. Steeped in history that dates back to the mid-19th century, this remarkable property, historically known as Timerity Farm (also referred to as Westbury Farm), encompasses approximately 189 acres of farmland, mature woodland, and protected waterfront along School House Branch, with direct access to St. George Creek and the Potomac River. With approximately 5,000 linear feet of protected shoreline (GIS-derived estimate), the property offers an extraordinary combination of privacy, agricultural productivity, abundant wildlife, recreational boating, and timeless Chesapeake Bay character. The historic manor house is a charming one-and-one-half-story frame residence believed to date from the mid-1800s. The home retains much of its historic character, retaining rare historic pent chimneys, an increasingly uncommon architactural feature in Maryland. Designed on a traditional side-passage/double-parlor floor plan, the home features separate living and dining rooms, each with its own fireplace, hardwood flooring, and period painted moldings. The residence offers 3 bedrooms, including one on the main level and 2 upstairs along with two full bathrooms. The country kitchen adjoins a generous gathering area ideal for entertaining family and friends. A covered side porch overlooks the waterfront and provides the perfect setting for crab feasts, relaxing evenings, or simply enjoying the peaceful views across School House Branch. The private pier serving the residence extends into protected waters with an estimated water depth of approximately five feet at Mean Low Water (MLW) based upon available GIS mapping and aerial analysis, providing convenient access for a variety of recreational boats. The productive farmland is currently leased to a local farmer, providing agricultural income while preserving the property's rural heritage. In addition to the main residence, the property includes three cottages and four barns/outbuildings, offering numerous possibilities for agricultural operations, guest accommodations, storage, workshops, or future restoration. According to St. Mary's County Planning and Zoning, all Transferable Development Rights (TDRs) remain available and have not been exercised, presenting an important opportunity for future planning. Whether envisioned as a private family estate, working farm, sporting property, equestrian retreat, or waterfront sanctuary, this extraordinary offering combines historic significance, productive farmland, protected boating waters, and exceptional natural beauty into one remarkable Chesapeake Bay property. The protected waters of School House Branch provide easy access to St. George Creek and the Potomac River while offering a sheltered location for boating, fishing, kayaking, and paddleboarding. Disclaimer: Acreage is approximate. Shoreline footage (approximately 5,000 linear feet) and water depth at the pier (approximately 5 feet MLW) are estimates derived from publicly available GIS mapping, aerial imagery, and related public information and are not based on a boundary or hydrographic survey. Buyers should independently verify all measurements, water depths, development rights, zoning, and other material information to their satisfaction. One additional suggestion I would add one sentence because I think it's one of the strongest selling points and many buyers will immediately understand its value:
Home Details for 45776 Boothe Rd
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 4541 Square Feet |
Appliances & Utilities Utilities: Electricity Available, OtherAppliances: Electric Water Heater, Water HeaterLaundry: Main Level |
Heating & Cooling Heating: Other,Oil,ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Other |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfAccessibility: None |
View No View |
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Exterior Home Features Other Structures: Above Grade, Below GradeFoundation: Other, Crawl SpaceNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway |
Pool Pool: None |
Frontage WaterfrontWaterfront: Private Dock Site, Creek/Stream, Private AccessOn Waterfront |
Water & Sewer Sewer: On Site SepticWater Body: St. George's Creek |
Farm & Range Frontage Length: Water Frontage Ft: 5000 |
Finished Area Finished Area (above surface): 4541 Square Feet |
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Days on Market: 1 |
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Year Built Year Built: 1900 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Other |
Building Construction Materials: FrameNot a New Construction |
Property Information 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: None Available |
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: MDSM2032920 |
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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 Right To Sell |
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Business Information Ownership: Fee Simple |
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Mls Number: MDSM2032920Above Grade Unfinished Area: 4541 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Last check for updates: about 1 hour ago
Listing courtesy of Sharon Cox, (301) 481-6660
Century 21 Redwood Realty, (540) 533-1279
Source: Bright MLS, MLS#MDSM2032920
Also Listed on Bright MLS.
Market trends in Drayden
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Available listings
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Price History for 45776 Boothe Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 08/04/2026 | $3,500,000 | Listed For Sale | Bright MLS #MDSM2032920 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $14,930 |
| Assessment | $1,340,700 |
Home facts updated by county records
Comparable Sales for 45776 Boothe Rd
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 | |
1.15 | Single-Family Home | $335,000 | 08/20/25 | 3 | 2 | 1,120 | |
1.23 | Single-Family Home | $324,900 | 04/28/26 | 3 | 2 | 1,330 | |
1.20 | Single-Family Home | $575,000 | 09/15/25 | 3 | 2.5 | 1,987 | |
1.25 | Single-Family Home | $275,000 | 10/01/25 | 3 | 1.5 | 1,008 | |
1.28 | Single-Family Home | $560,000 | 03/16/26 | 4 | 2.5 | 2,400 | |
1.32 | Single-Family Home | $508,000 | 11/25/25 | 4 | 3.5 | 2,802 |
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Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 45776 Boothe Rd.
- Piney Point Elementary School
- PK-5
- Public
- 435 Students
9/10GreatSchools RatingParent Rating AverageOne of the best, if not the very best Elementary school in the county. Smallest class sizes, teachers who try and care. You can't ask you more from a public school.Parent Review9mo ago - Spring Ridge Middle School
- 6-8
- Public
- 913 Students
5/10GreatSchools RatingParent Rating AverageSpring Ridge Middle School is a place where students are truly seen and supported. The teachers and staff genuinely care and work hard to meet kids where they are, helping them grow both academically and emotionally. The school social worker has a huge heart for helping and loving students, and it shows every single day.The administration puts in a tremendous amount of effort behind the scenes to support students, staff, and families. Like any school, it’s not perfect—but the commitment to doing what’s best for kids is clear.It’s important to remember that schools can’t do it alone. Parent partnership and accountability matter. When families and the school work together, students have the best chance to succeed.Spring Ridge offers great programs and opportunities for students, and if you’re willing to collaborate, this is a school that will absolutely work with you and support your child.Parent Review3mo ago - Leonardtown High School
- 9-12
- Public
- 2118 Students
5/10GreatSchools RatingParent Rating AverageBoth of my kids attended and had very positive experiences. They were involved in multiple clubs, the marching band, and the Tech Center. Five stars from me!Parent Review3mo ago 
Check out schools near 45776 Boothe Rd.
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.
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.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Copyright 2026 Bright MLS, Inc. Click here for more information
45776 Boothe Rd, Drayden, MD 20630 is a 3 bedroom, 2 bathroom, 4,541 sqft single-family home built in 1900. This property is currently available for sale and was listed by Bright MLS on Aug 4, 2026. The MLS # for this home is MLS# MDSM2032920.