For Sale
Single family home for sale at 22005 Main St, Hillsboro, MD 21641 | MLS# MDCM2005446 | Listing updated on 2026-08-04
Photo 1 of Single family home for sale at 22005 Main St, Hillsboro, MD 21641 | MLS# MDCM2005446 | Listing updated on 2026-08-04
Photo 2 of Single family home for sale at 22005 Main St, Hillsboro, MD 21641 | MLS# MDCM2005446 | Listing updated on 2026-08-04
Photo 3 of Single family home for sale at 22005 Main St, Hillsboro, MD 21641 | MLS# MDCM2005446 | Listing updated on 2026-08-04
Photo 4 of Single family home for sale at 22005 Main St, Hillsboro, MD 21641 | MLS# MDCM2005446 | Listing updated on 2026-08-04
56+
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Street View

$525,000

Monthly Est:$2,613

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,088sqft

22005 Main St, Hillsboro, MD 21641

$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 succ
essful 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Caroline Md County

  • City

    Hillsboro

  • 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

DateEventPrice

02/25/2026

Source: mls_logoBright MLS-NJ #MDCM2005446

Price Decreased

$525,000 -3.67%

$170/sqft

03/19/2025

Source: mls_logoBright MLS-NJ #MDCM2005446

Price Increased

$545,000 +3.81%

$176/sqft

03/19/2025

Source: mls_logoBright MLS-NJ #MDCM2005446

Listed for Sale

$525,000

$170/sqft

Getting Around 22005 Main St

Bike Score®

Bike Score

Somewhat Bikeable

25/100

Walk Score®

Walk Score

Car-Dependent

15/100

Data provided by Redfin

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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