22005 Main Street
Hillsboro, MD 21641
- 3 beds
- 3 baths
- 3,088 sqft
- ~3/4 acre lot
- $176 per sqft
- 1794 build
This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).
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Last updated Mar 20, 2025
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MLS# MDCM2005446 —
The Building
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Year Built:1794
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Year Built Source:Assessor
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Roof:Asphalt
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New Construction:No
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Construction Materials:Brick
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Builder Name:William Smith In C. 1794
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Building Name:None Available
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Structure Type:Detached
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Historic:Yes
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Architectural Style:Colonial
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Levels:4
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Door Features:Six Panel, French
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Window Features:Double Hung, Transom, Wood Frame
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Accessibility Features:None
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Foundation Details:Brick/Mortar
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Basement:Yes
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Basement Type:Unfinished, Outside Entrance, Interior Access, Partial, Connecting Stairway
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Building Winterized:No
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Total SqFt Source:Assessor
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Total Below Grade SqFt:1152
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Total Below Grade SqFt Source:Assessor
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Above Grade Finished Area Units:Square Feet
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Above Grade Finished SqFt:3088
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Above Grade Finished SqFt Source:Assessor
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Below Grade Finished Area Units:Square Feet
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Below Grade Unfinished Area Units:Square Feet
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Below Grade Finished SqFt Source:Assessor
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Below Grade Unfinished SqFt:1152
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Below Grade Unfinished SqFt Source:Assessor
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Tax Total Finished SqFt:3088
Interior
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Room List:Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Basement, Foyer, Bathroom 2, Attic, Primary Bathroom
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Flooring Type:Wood
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Fireplace:Yes
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Fireplaces:4
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Fireplace Features:Brick, Gas/Propane, Mantel(s)
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Wall & Ceilings:9'+ Ceilings
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Living Area SqFt Source:Assessor
Room Dimensions
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Total SqFt:4240
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Living Area SqFt:3,088 Sqft
Financial & Terms
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Sale Type:Standard
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Possession:Settlement
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Lease Considered:No
Location
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Directions:From Ches. Bay Bridge travel East. Take R onto Rt 50 S toward Easton 1.5 miles L on to MD 404E miles; Take Old Queen Anne Rd exit 315 ft.; Continue onto MD 404 ALT E/Old Queen Anne Rd; Turn left onto MD 303 (MD 404 ALT aka E. Main Street; Brick 18th c. property on corner of Main and Maple.
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Cross Street:Maple
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Latitude:38.91684267
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Longitude:-75.94206513
The Property
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Property Type:Residential
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Property Condition:Very Good
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Lot Size Units:Square Feet
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Lot Size Acres:0.66
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Lot Size Source:Assessor
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Lot Features:Corner, Level, Rear Yard, SideYard(s), Trees/Wooded
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Lot SqFt:28,575 Sqft
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Inclusions:Attic fan, Dehumidifier
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Zoning:RESIDENTIAL
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View:Garden/Lawn, Street, Trees/Woods
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In City Limits:Yes
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Other Structures:Above Grade, Below Grade
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Waterview:No
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Waterfront:No
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Water Oriented:No
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Water Access:No
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Navigable Water:No
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Tidal Water:No
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Land Use Code:R
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Ground Rent Exists:No
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Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (443) 480-7342
- Office phone:
- (410) 778-9319
Taxes
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Tax ID Number:0606005098
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Tax Year:2024
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Tax Annual Amount:$4,786
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Tax Assessed Value:$360,233
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Year Assessed:2024
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County Tax:3934.00
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City/Town Tax:792.00
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Total Taxes Payment Frequency:Annually
Beds
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Bedrooms:3
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Upper Level Bedrooms:3
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Upper Level 1 Bedrooms:3
Baths
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Total Baths:3
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Full Baths:3
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Main Level Baths:1.00
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Main Level Full Baths:1
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Upper Level Full Baths:2
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Upper Level Total Baths:2
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Upper Level Total Baths:2.00
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Upper Level Full Baths:2
Heating & Cooling
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Cooling Type:Central A/C, Window Unit(s)
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Central Air:Yes
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Cooling Fuel:Electric
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Heating:Yes
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Heating Type:Radiator
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Heating Fuel:Oil
Utilities
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Utilities:Cable TV, Propane
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Sewer/Septic:On Site Septic
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Hot Water:Electric
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Water Source:Well
Appliances
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Appliances:Dishwasher, Water Heater
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Laundry Type:Has Laundry, Main Floor, Washer In Unit, Dryer In Unit
Schools
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School District Name:Caroline County Public Schools
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School District Source:3rd Party
The Community
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Subdivision Name:None Available
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Senior Community:No
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Exterior Features:Outbuilding(s), Sidewalks
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Pool:No Pool
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Association Recreation Fee:No
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HOA:No
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Condo/Coop Association:No
Parking
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Total Garage and Parking Spaces:2
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Garage:No
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Type of Parking:Driveway, Off Street, On Street
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Parking Features:Gravel Driveway
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Driveway - # of Spaces:1
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Off Street - # of Spaces:1
Extra Units
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Vacation Rental:No
Monthly cost estimate

Asking price
$545,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$2,918
|
Taxes | $398 |
Insurance | $149 |
Utilities | $290 See report |
Total | $3,755/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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3/18/25
Mar 18, 2025
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Listed / Active | BRIGHT | $545,000 |