Sign up to get new listings emailed daily! JOIN SIGN IN
Debbie Williams
Residential Real Estate Specialist
REALTOR®, CRS GRI ABR CNHS e-PRO
Facebook Icon Pinterest Icon 

344 Madison Place, Lexington, KY 40508

$799,000
  • 344 Madison Place, Lexington, KY 40508 Main Photo

76 Total Photos [Click to View All]

New to the Market Active
BEDS5 BATHS3 full SQUARE FEET2,942 MLS#26008570
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONDowntown SCHOOLFayette County - 1

Property Description

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!

344 Madison Place | MLS# 26008570

This single family home located at 344 Madison Place, Lexington, KY 40508 is currently listed for sale with an asking price of $799,000. This property was built in 1890 and has 5 bedrooms and 3 full baths with 2942 sq. ft. Madison Place is located in the Downtown subdivision within the Fayette County - 1 school district. Search Downtown real estate on dwilliams.salliedavidson.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Electric, Heat Pump, Zoned
Fireplaces: 9
Fuel Type: Gas
Heating: Forced Air, Natural Gas, Zoned
Home Style: Craftsman, Contemporary
Lot Size: 0.18 Acres
Roof Type: Shingle
Stories: 3.0
Year Built: 1890

Amenities

Entrance Foyer
Walk-In Closet(s)
Other

Feature Descriptions

Appliance Features: Dishwasher, Gas Range, Refrigerator
Basement Features: Sump Pump, Unfinished
Community Features: Park
Exterior: Wood Siding
Fireplace Features: Dining Room, Gas Log, Masonry, Primary Bedroom
Flooring: Hardwood, Slate, Tile, Parquet
Laundry: Washer Hookup
Laundry Features: Washer Hookup
Lot Dimensions: 0.180 acre(s)
Parcel #: 12780100
Parking Notes: Off Street
Rooms Total: 9
Structures: Shed(s)
Structure Type: House
Window Features: Skylight(s), Window Treatments

Local Schools

High School: Lafayette
Middle School: Morton
Elementary School: Booker T Washington
School District: Fayette County - 1

Listed By / Shown By

Listed By

Agency Name: Diamond Real Estate Group, Inc

Shown By

Agent Name: Debbie Williams
Agent Phone: (606) 682-3367
Agency Title: SALLIE DAVIDSON, REALTORS

IDX logo

Estimate Your Payment

Estimated Payment

$ 3,103.34 per month $2,870.29 Principal & Interest $0.00 Property Tax (data not provided by mls) $233.04 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/21/2026. The listing information on this page last changed on 04/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 04/21/2026 4:51:35 AM EST) or Imagine MLS (last updated Mon 04/20/2026 11:15:06 PM EST). Real estate listings held by brokerage firms other than SALLIE DAVIDSON, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: SALLIE DAVIDSON REALTORS, KENTUCKY


Login to My Homefinder

Pixel