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Property Details: William Smith House
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Historic real estate listing for sale in Hillsboro, MD
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Click for a larger image! Historic real estate listing for sale in Hillsboro, MD Click for a larger image! Historic real estate listing for sale in Hillsboro, MD
Click for a larger image! Historic real estate listing for sale in Hillsboro, MD Click for a larger image! Historic real estate listing for sale in Hillsboro, MD
Click for a larger image! Historic real estate listing for sale in Hillsboro, MD Click for a larger image! Historic real estate listing for sale in Hillsboro, MD
Click for a larger image! Historic real estate listing for sale in Hillsboro, MD Click for a larger image! Historic real estate listing for sale in Hillsboro, MD
Click for a larger image! Historic real estate listing for sale in Hillsboro, MD Click for a larger image! Historic real estate listing for sale in Hillsboro, MD
   
Property Information
William Smith House
22005 Main Street
Hillsboro, MD
Find it with Google™ Maps!
Price: $545,000
Bedrooms: 3
Bathrooms: 3
Square Feet: 3,088
Lot Description/Acreage:
.66
Year Built:
ca. 1794
Architectural Style:
Colonial
(c.1600-1820)
 
Contact Information
Name: Nancy McGuire
Phone: 443-480-7342 or 410-778-9319
Email: Send an email...
Website: Visit the website...
 
Property History

William Smith was a very successful grain merchant. Eventually, there were several grain merchants in the immediate probably because of the access to surrounding farms for grain and the Tuckahoe River for transporting grain and tobacco.

 

 
Property Description

This fine, brick 18th c. dwelling is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, which is nestled along the Tuckahoe River, is a charming early village. It is 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. William Smith House is listed (CAR 31) on the Maryland Historical Trust Inventory of early houses.

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 or garden building. 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 in Caroline County. Easton in Talbot County is 15 minutes away. 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's Public Landing on the Tuckahoe is just a block from property. This property and its lifestyle is an enriching experience” It awaits its next steward(s).


 
Additional Notes

TOWN OF HILLSBORO was founded in 1784 and is one of Caroline County's oldest towns. Most of its character has remained intact and is cohesive, a circumstance that is proving to be a valuable economic commodity for modern towns on the Eastern Shore. A charming Episcopal Church founded around 1768 and remains. The original land grant was given to Thomas Hardcastle. In the years preceding the Revolutionary War. Hillsboro as named in honor of Lord Hillsboro of the Calvert Family. original founders of Maryland.

 

Last Updated: September 22, 2025
All information deemed reliable but not guaranteed and should be independently verified.


 
 

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