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Berkshire Hathaway HomeServices Homesale Realty

+18003833535

22005 Main Street, Hillsboro, MD 21641Asking Price of: $525,000

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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).
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Photos for 22005 Main Street, Hillsboro, MD 21641

+18003833535

Scannable QR Code Link for 22005 Main Street property details

Details for 22005 Main Street, Hillsboro, MD 21641

+18003833535

Property Details

  • Address: 22005 Main Street, Hillsboro, MD 21641
  • Bedrooms: 3
  • Bathrooms: 3 full
  • Size: 3,088 square feet
  • Type: Colonial
  • Area: Hillsboro
  • School District: CAROLINE COUNTY PUBLIC SCHOOLS
  • MLS ID: MDCM2005446
  • Status: ACTIVE

Property School Information

  • School District: CAROLINE COUNTY PUBLIC SCHOOLS

Property Room Information

  • Primary Bedroom: 20 x 16 Level: Upper 1
  • Primary Bathroom: 9 x 9 Level: Upper 1
  • Bedroom 2: 9 x 15 Level: Upper 1
  • Bedroom 3: 10 x 19 Level: Upper 1
  • Living Room: 20 x 19 Level: Main
  • Dining Room: 19 x 16 Level: Main
  • Kitchen: 17 x 15 Level: Main
  • Family Room: 20 x 16 Level: Main
  • Foyer: 20 x 10 Level: Main

Property Features

  • Taxes: $4,786
  • Basement: Yes
  • Wooded: Yes
  • Roof Type: Asphalt
  • Exterior: Brick
  • Parking Notes: 2 Total Parking Spaces
  • Special View Info: Garden/Lawn,Street,Trees/Woods
  • Lot Size: 0.66 Acres
  • Lot Dimensions: 0.66 Acre(S)
  • Heating: Radiator
  • Fuel Type: Oil
  • Cooling: Central A/C,Window Unit(s)
  • Year Built: 1794
  • Fireplaces: 4
  • Water: Well
  • Sewer: On Site Septic
  • Stories: 4.0
  • Municipality: Hillsboro
  • Building Name: NONE AVAILABLE
  • Additional Structures: Above Grade,Below Grade
  • Lot Description: Corner, Level, Rear Yard, SideYard(s), Trees/Wooded
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Parking Features: Gravel Driveway
  • Appliances: Dishwasher,Water Heater
  • Rooms: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Kitchen,Family Room,Basement,Foyer,Bathroom 2,Attic,Primary Bathroom
  • Basement: Unfinished,Outside Entrance,Interior Access,Partial,Connecting Stairway
  • SQFT Total Finished: 3088
  • SQFT Above Finished: 3088
  • Exterior: Outbuilding(s),Sidewalks
  • Fireplace: Brick,Gas/Propane,Mantel(s)
  • Flooring: Wood
  • Windows: Double Hung,Transom,Wood Frame
  • Utilities: Cable TV,Propane




Property information as of Saturday, April 18, 2026 at 3:28 AM America/New_York
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Contact information for 22005 Main Street, Hillsboro, MD 21641

+18003833535

Listed By

Agency Name: Maryland Heritage Properties
Agency Phone: 4107789319

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535