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For sale
  • $525,000

    22005 Main St, Hillsboro, MD 21641

    3beds
    3,088sqft
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    Single Family Residence
    Built in 1794
    0.66 Acres Lot
    $-- Zestimate®
    $170/sqft
    $-- HOA

    What's special

    Brick dwellingFine woodworkGraceful stairOpen deckTall mature treesFully equipped kitchenExposed rafters
    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).
    471 days
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    316
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    8
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    Zillow last checked:

    Listing updated:

    Listed by:

    Nancy McD McGuire 443-480-7342,

    Maryland Heritage Properties (443) 480-7342

    Source: Bright MLS,MLS#: MDCM2005446MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Basement, Foyer, Bathroom 2, Attic, Primary Bathroom
      Primary bedroom
      • Features: Fireplace - Other, Flooring - Wood
      • Level: Upper
      • Area: 320 Square Feet
      • Dimensions: 16 X 20
      Bedroom 2
      • Features: Flooring - Wood
      • Level: Upper
      • Area: 135 Square Feet
      • Dimensions: 15 X 9
      Bedroom 3
      • Features: Fireplace - Other, Flooring - Wood
      • Level: Upper
      • Area: 190 Square Feet
      • Dimensions: 19 X 10
      Primary bathroom
      • Features: Flooring - Wood
      • Level: Upper
      • Area: 81 Square Feet
      • Dimensions: 9 X 9
      Bathroom 2
      • Level: Upper
      Other
      • Level: Upper
      Basement
      • Level: Lower
      Dining room
      • Features: Flooring - Wood, Fireplace - Gas, Built-in Features
      • Level: Main
      • Area: 304 Square Feet
      • Dimensions: 16 X 19
      Family room
      • Features: Flooring - Wood
      • Level: Main
      • Area: 320 Square Feet
      • Dimensions: 16 X 20
      Foyer
      • Features: Flooring - Wood
      • Level: Main
      • Area: 200 Square Feet
      • Dimensions: 10 X 20
      Kitchen
      • Features: Flooring - Wood
      • Level: Main
      • Area: 255 Square Feet
      • Dimensions: 15 X 17
      Living room
      • Features: Flooring - Wood, Fireplace - Gas, Built-in Features, Recessed Lighting
      • Level: Main
      • Area: 380 Square Feet
      • Dimensions: 19 X 20
      Heating
      • Radiator, Oil
      Cooling
      • Central Air, Window Unit(s), Electric
      Appliances
      • Included: Dishwasher, Water Heater, Electric Water Heater
      • Laundry: Has Laundry, Main Level, Washer In Unit, Dryer In Unit
      Features
      • 9'+ Ceilings
      • Flooring: Wood
      • Doors: Six Panel, French Doors
      • Windows: Double Hung, Transom, Wood Frames
      • Basement: Unfinished,Exterior Entry,Interior Entry,Partial,Connecting Stairway
      • Number of fireplaces: 4
      • Fireplace features: Brick, Gas/Propane, Mantel(s)
      Interior area
      • Total structure area: 4,240
      • Total interior livable area: 3,088 sqft
      • Finished area above ground: 3,088
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel, Driveway, Off Street, On Street
      • Uncovered spaces: 1
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Four
      • Stories: 4
      • Exterior features: Sidewalks
      • Pool features: None
      • Has view: Yes
      • View description: Garden, Street, Trees/Woods
      Lot
      • Size: 0.66 Acres
      • Features: Corner Lot, Level, Rear Yard, SideYard(s), Wooded
      Details
      • Additional structures: Above Grade, Below Grade, Outbuilding
      • Parcel number: 0606005098
      • Zoning: RESIDENTIAL
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Brick/Mortar
      • Roof: Asphalt
      Condition
      • Very Good
      • New construction: No
      • Year built: 1794
      Details
      • Builder name: William Smith in c. 1794

      Utilities & green energy

      • Sewer: On Site Septic
      • Water: Well
      • Utilities for property: Cable Connected, Propane

      Community & HOA

      Community
      • Subdivision: None Available
      HOA
      • Has HOA: No
      Location
      • Region: Hillsboro
      • Municipality: Hillsboro

      Financial & listing details

      • Price per square foot: $170/sqft
      • Tax assessed value: $360,233
      • Annual tax amount: $4,786
      • Date on market: 3/19/2025
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: Attic Fan, Dehumidifier
      • Ownership: Fee Simple
      Nancy McGuire

      (443) 480-7342

      By pressing Contact Agent, you agree that the real estate professional identified above may call/text you about your search, which may involve use of automated means and pre-recorded/artificial voices. You don't need to consent as a condition of buying any property, goods, or services. Message/data rates may apply. You also agree to our Terms of Use. Zillow does not endorse any real estate professionals. We may share information about your recent and future site activity with your agent to help them understand what you're looking for in a home.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        2/25/2026Price change$525,000-3.7%$170/sqft
        Source: Bright MLS #MDCM2005446 Report a problem
        3/19/2025Listed for sale$545,000+65.2%$176/sqft
        Source: Bright MLS #MDCM2005446 Report a problem
        4/20/2009Sold$330,000-17.3%$107/sqft
        Source: Public Record Report a problem
        10/19/2008Price change$399,000-7%$129/sqft
        Source: Long and Foster Real Estate #CM6550142 Report a problem
        7/6/2008Price change$429,000-3.6%$139/sqft
        Source: Long and Foster Real Estate #CM6550142 Report a problem
        5/27/2008Listed for sale$445,000+169.7%$144/sqft
        Source: Long and Foster Real Estate #CM6550142 Report a problem
        11/12/2003Sold$165,000$53/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,882 +3.3%$382,200 +6.1%
        2024$4,726 +6.5%$360,233 +6.5%
        2023$4,438 +6.9%$338,267 +6.9%
        2022$4,150 +6.2%$316,300 +1.4%
        2021$3,907 +1.5%$311,900 +1.4%
        2020$3,850 +1.5%$307,500 +1.5%
        2019$3,795 +14.7%$303,100
        2018$3,310 -12.8%$303,100
        2017$3,795 $303,100 -2.8%
        2016-- $311,900 +3.3%
        2015-- $302,067 +3.4%
        2014-- $292,233 +3.5%
        2013-- $282,400
        2012-- $282,400
        2011-- $282,400 -14.8%
        2010-- $331,340 +17.7%
        2009-- $281,502 +18.6%
        2008-- $237,450 +30.6%
        2007-- $181,830 +22.1%
        2006-- $148,932 +28.3%
        2005-- $116,036 +39.6%
        2004-- $83,140 -1.2%
        2003-- $84,150
        2002-- $84,150 -9.5%
        2001-- $92,990

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 21641

        Getting around

        15 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Caroline County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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