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For sale
  • Price cut: $35.1K (6/29)
    $814,900

    344 Madison Pl, Lexington, KY 40508

    5beds
    2,942sqft
    : 
    Single Family Residence
    Built in 1890
    7,840.8 Square Feet Lot
    $782,300 Zestimate®
    $277/sqft
    $-- HOA

    What's special

    Multiple fireplacesHot tubSpacious deckBreakfast barThird-floor retreatChef-friendly kitchenGas range
    Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!
    117 days
    on Zillow
    |
    1,112
    |
    45
    |

    Zillow last checked: 7 hours ago

    Listing updated: June 29, 2025 at 10:30am

    Listed by:

    Cynthia Trgo 859-559-2534,

    Diamond Real Estate Group, Inc

    Source: Imagine MLS,MLS#: 25008856MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 344 Madison Pl.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced Air, Natural Gas, Zoned
    Cooling
    • Electric, Heat Pump, Zoned
    Appliances
    • Included: Gas Water Heater, Electric Water Heater, Gas Range, Dishwasher, Refrigerator
    • Laundry: Washer Hookup
    Features
    • Walk-In Closet(s), Entrance Foyer
    • Flooring: Hardwood, Parquet, Tile, Slate
    • Windows: Window Treatments, Skylight(s)
    • Basement: Unfinished,Sump Pump
    • Has fireplace: Yes
    • Fireplace features: Gas Log, Masonry, Dining Room, Master Bedroom
    Interior area
    • Total structure area: 2,942
    • Total interior livable area: 2,942 sqft
    • Finished area above ground: 2,942
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Off Street
    Features
    • Levels: Three Or More
    • Patio & porch: Porch, Deck, Patio
    • Exterior features: Other
    • Has spa: Yes
    • Spa features: Heated
    • Fencing: Privacy
    • Has view: Yes
    • View description: Neighborhood
    Lot
    • Size: 7,840.8 Square Feet
    • Features: Inside New Circle Road
    Details
    • Additional structures: Storage
    • Parcel number: 12780100

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Craftsman,Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Wood Siding
    • Foundation: Stone
    • Roof: Shingle
    Condition
    • Year built: 1890

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Park
    • Subdivision: Downtown
    HOA
    • Has HOA: No
    Location
    • Region: Lexington

    Financial & listing details

    • Price per square foot: $277/sqft
    • Tax assessed value: $328,100
    • Annual tax amount: $4,191
    • Date on market: 4/30/2025
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