$799,000

344 Madison Place, Lexington, KY 40508

5 beds |
3 baths |
2,942 sqft

Single-Family Home
Built in 1890
7,841sqft lot
—— car garage
$272/sqft
Listed 3 days ago

Property Description

Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley Houseâ€”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!

Listing Status:: Active
Date Added:: November 6, 2025 at 06:00AM
Listing Office:: Diamond Real Estate Group, Inc : 859-559-2534
MLS ID:: 25505519

General: Entrance FoyerWalk-In Closet(s)
Appliances: DishwasherGas RangeRefrigerator
Laundry: Washer Hookup
Basement: Sump PumpUnfinished
Flooring: HardwoodSlateTileParquet
A/C: ElectricHeat PumpZoned
Heating: Forced AirNatural GasZoned
Fireplace: Dining RoomGas LogMasonryPrimary BedroomFireplaceFireplaces: 9

General: OtherShed(s)
Style: CraftsmanContemporary
Other Structures: Shed(s)PorchDeckPatio
Parking: Off Street

Roofing: Shingle
Windows: Skylight(s)Window Treatments
General: Wood SidingThree Or MoreStone

Golf: Park
Originating MLS: Imagine MLS (Bluegrass REALTORS®)
School District: Fayette County - 1
County: Fayette

Zoning: 12780100
View: NeighborhoodView
Fencing: Privacy

Water: Public
Sewer: Public Sewer

Source: Imagine MLS (Bluegrass REALTORS®)

This listing courtesy of Diamond Real Estate Group, Inc

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Harrison Elementary School

161 Bruce St, Lexington, KY, 40507

Grades PK-5

0.42 miles away

Lexington Traditional Magnet School

350 N Limestone, Lexington, KY, 40508

Grades 6-8

0.88 miles away

Family Care Center

1135 Harry Sykes Way, Lexington, KY, 40504

Grades 9-12

1.02 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.