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Sold for $500,000
  • $500,000

    22005 Main St, Hillsboro, MD 21641

    3beds
    3,088sqft
    Single Family Residence
    Built in 1794
    0.66 Acres Lot
    $499,900 Zestimate®
    $162/sqft
    $2,344 Estimated rent

    Home value

    $499,900

    Estimated sales range

    Not available

    $2,344/mo

    Zestimate® history
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    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).

    Zillow last checked:

    Listing updated:

    Listed by:

    Nancy McD McGuire 443-480-7342,

    Maryland Heritage Properties

    Bought with:

    Unrepresented

    Unrepresented

    Source: Bright MLS,MLS#: MDCM2005446MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 1
    Basement
    • Area: 1152
    Heating
    • Radiator, Oil
    Cooling
    • Central Air, Window Unit(s), Electric
    Appliances
    • Included: Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Electric Water Heater
    • Laundry: Hookup, Upper Level
    Features
    • Attic, Bathroom - Walk-In Shower, Built-in Features, Ceiling Fan(s), Chair Railings, Crown Molding, Floor Plan - Traditional, Primary Bath(s), Walk-In Closet(s), 9'+ Ceilings
    • Flooring: Wood
    • Doors: Six Panel, Storm Door(s)
    • Windows: Double Hung, Transom, Wood Frames, Window Treatments
    • Basement: Unfinished,Exterior Entry,Interior Entry,Partial,Connecting Stairway
    • Number of fireplaces: 4
    • Fireplace features: Brick, 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: 2
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Four
    • Stories: 4
    • Patio & porch: Brick, Patio, Porch
    • Exterior features: Sidewalks
    • Pool features: None
    • Fencing: Picket,Wood
    • 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: $162/sqft
    • Tax assessed value: $360,233
    • Annual tax amount: $4,786
    • Date on market: 3/19/2025
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional
    • Inclusions: Attic Fan, Dehumidifier
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    10/27/2026Sold$500,000-4.8%$162/sqft
    Source: Bright MLS #MDCM2005446 Report a problem
    10/16/2026Pending sale$525,000$170/sqft
    Source: Bright MLS #MDCM2005446 Report a problem
    2/25/2026Listed for sale$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
    2026$5,028 +3%$385,500 +0.9%
    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

    Neighborhood: 21641

    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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    Estimated market value

    $499,900

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value

    $499,900