
Search Properties
Buy with EXIT
Sell with EXIT
Find an Agent/Office
About
Why EXIT
The Spirit of EXIT
Careers
Offices
Contact Us
22005 MAIN STREET, HILLSBORO, MD 21641
Share Listing
Overview
Features
Commute
Transportation
Market Statistics
Neighborhood
Similar Homes
Similar Home Values
$545,000
Share Listing
Home Details for 22005 MAIN STREET
Price
$545,000
Type
Single Family
Bedrooms
3
Total Bathrooms
3
Full Bathrooms
3
Year Build
1794
Sq. Ft.
3088
Lot Size
0.66
County
CAROLINE
Basement
Exterior Entry, Unfinished, Partial, Interior Entry
Tax
$4,786
MLS®️ Listing#
MDCM2005446
On exitrealty.com
294 days
Property Description
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).
Read more
- Parking
- Gravel
- Off Street
- On Street
- Driveway
- Basement
- Exterior Entry
- Unfinished
- Partial
- Interior Entry
- Cooling Information
- Central Air
- Window Unit(s)
- Electric
- Heating Information
- Oil
- Radiant
- Utilities
- Cable Available
- Propane
- Fire Place
- Masonry
- Gas
- Water Features
- Well
- House Interior
- High Ceilings
Listing Courtesy: Maryland Heritage Properties - 410-778-9319
Last Updated: 2025-12-08 19:16:16
See average values in the proximity of this property
Median Listing Price
Median Days on EXIT Realty®
Median Square Feet
Market statistics compiled from data from Bright MLS.
See several nearby properties
See properties nearby this listing
Compare the values of homes nearby
$545,000
Share Listing