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For sale
    • $479,500

    361 S Upper St, Lexington, KY 40508

    1beds
    1,141sqft
    : 
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    Cabin
    Built in 1805
    6,581 Square Feet Lot
    $457,800 Zestimate®
    $420/sqft
    $-- HOA

    What's special

    Remodeled bathHand-hewn logsTwo brick fireplacesStone pathwayExterior paintingNew bosch dishwasherLimestone slab steps
    Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. Design review district.
    59 days
    |
    616
    |
    29
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    James N Turek 859-221-2575,

    Bluegrass Sotheby's International Realty,

    Zach Davis 859-576-8195,

    Kirkpatrick & Company

    Source: Imagine MLS,MLS#: 26010609MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 1
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Level: Second
      Bedroom 1
      • Level: Second
      Bathroom 1
      • Description: Full Bath
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Living room
      • Level: First
      Heating
      • Electric, Forced Air
      Cooling
      • Electric
      Appliances
      • Included: Dishwasher, Gas Range, Refrigerator, Washer, Vented Exhaust Fan
      • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
      Features
      • Eat-in Kitchen
      • Flooring: Hardwood
      • Basement: Concrete,Crawl Space,Interior Entry,Sump Pump
      • Number of fireplaces: 2
      • Fireplace features: Living Room, Masonry, Master Bedroom, Wood Burning
      Interior area
      • Total structure area: 1,141
      • Total interior livable area: 1,141 sqft
      • Finished area above ground: 1,141
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Parking features: Driveway, Off Street
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Has view: Yes
      • View description: Trees/Woods, Neighborhood
      Lot
      • Size: 6,581 Square Feet
      Details
      • Parcel number: 16605600

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Cabin
      Materials
      • Log, Wood Siding
      • Foundation: Stone
      • Roof: Other,Dimensional Style,Shingle
      Condition
      • Year built: 1805

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Park, Tennis Court(s), Pool
      • Subdivision: South Hill
      HOA
      • Has HOA: No
      Location
      • Region: Lexington

      Financial & listing details

      • Price per square foot: $420/sqft
      • Date on market: 5/12/2026

        Estimated market value

        $457,800

        $435,000 - $481,000

        $1,022/mo

        Price history

        DateEventPrice
        5/12/2026Listed for sale$479,500$420/sqft
        Source: Imagine MLS #26010609 Report a problem
        1/1/2026Listing removed$479,500$420/sqft
        Source: Imagine MLS #25011155 Report a problem
        10/29/2025Price change$479,500-3.1%$420/sqft
        Source: Imagine MLS #25011155 Report a problem
        8/8/2025Listed for sale$495,000$434/sqft
        Source: Imagine MLS #25011155 Report a problem
        7/28/2025Contingent$495,000$434/sqft
        Source: Imagine MLS #25011155 Report a problem
        5/28/2025Listed for sale$495,000+17.9%$434/sqft
        Source: Imagine MLS #25011155 Report a problem
        3/18/2022Sold$420,000+3.7%$368/sqft
        Source: Imagine MLS #22004111 Report a problem
        3/10/2022Pending sale$405,000$355/sqft
        Source: Imagine MLS #22004111 Report a problem
        3/8/2022Listed for sale$405,000+47.3%$355/sqft
        Source: Imagine MLS #22004111 Report a problem
        7/28/2017Sold$275,000-5.1%$241/sqft
        Source: Imagine MLS #1710650 Report a problem
        5/15/2017Listed for sale$289,880$254/sqft
        Source: Bluegrass Sotheby's Int Realty #1710650 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: Central Downtown

        Getting around

        95 / 100
        Walker's Paradise
        87 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Harrison
        • Middle: Lexington Trad
        • High: Lafayette

        Source: Imagine 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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