- Overview
- Description
- Property Details
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- Facts & Features
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Street View
$525,000
Monthly Est:$2,613
3 Beds
- 3 Baths
3 full baths
3,088sqft
22005 Main St, Hillsboro, MD 21641
$525,000
$2,613/moEst:
Get Pre-Approved
Single Family Residence
Built in 1794
$-- HOA
28,575 sqft lot
$170/sq.ft
Description
PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced!
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. Public landing with dock and kayak lauch is just a block away.
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).
- Houzeo last checked: 9 hours ago
- Listing updated: August 4, 2026 at 8:58 pm
- Listing Provided by: Nancy McD McGuire (443) 480-7342 | Maryland Heritage Properties (410) 778-9319
- Source: Bright MLS-NJ | MLS#: MDCM2005446

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1794
HOA Fees
-
Finished Area
3,088 sqft
Lot Size
28,575 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDCM2005446
MLS Status
ACTIVE-BRIGHT
Days on Market
504

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Interior
Flooring
Wood
Sewer
On Site Septic
Appliances
Dishwasher, Water Heater
Exterior Features
Outbuilding(s), Sidewalks
Window Features
Double Hung, Transom, Wood Frame
Heating
Radiator
Cooling
Central A/c, Window Unit(s)
Construction
Year Built
Year Built: 1794
Home type
Single Family Residence
Foundation Details
Brick/mortar
Architectural Style
Colonial
Property Condition
Very Good
Roof
Asphalt
Construction Materials
Brick
Utilities & Energy
Fireplace Features
Brick, Gas/propane, Mantel(s)
Parking Features
Gravel Driveway
Water Source
Well
Utilities
Cable Tv, Propane
Basement
Unfinished, Outside Entrance, Interior Access, Partial, Connecting Stairway
Other Features
Subdivision Name
None Available
Patio And Porch Features
Deck
Lot Features
Corner, Level, Rear Yard, Side Yard(s), Trees/wooded
Price History
| Date | Event | Price |
|---|---|---|
02/25/2026 Source: | Price Decreased | $525,000 -3.67% $170/sqft |
03/19/2025 Source: | Price Increased | $545,000 +3.81% $176/sqft |
03/19/2025 Source: | Listed for Sale | $525,000 $170/sqft |
Getting Around 22005 Main St
Bike Score®
Somewhat Bikeable
25/100
Walk Score®
Car-Dependent
15/100
Data provided by Redfin
Find Homes by Property Features in Hillsboro, MD
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