About 344 Madison Place
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!
Residential property for sale in Lexington, KY at 344 Madison Place. This 5 bedroom Residential property is priced at $272/sqft
Facts & Features of 344 Madison Place
| MLS® # | 25505519 |
|---|---|
| Price | $799,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,942 |
| Acres | 0.18 |
| Year Built | 1890 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Craftsman, Contemporary |
| Status | Active |
Community Information of 344 Madison Place
| Address | 344 Madison Place |
|---|---|
| Area | 004 - Fayette County SW |
| Subdivision | Downtown |
| City | Lexington |
| County | Fayette |
| State | KY |
| Zip Code | 40508 |
Amenities of 344 Madison Place
| Parking | Off Street |
|---|---|
| View | Neighborhood |
| Is Waterfront | No |
| Has Pool | No |
Interior of 344 Madison Place
| Interior Features | Entrance Foyer, Walk-In Closet(s) |
|---|---|
| Appliances | Dishwasher, Gas Range, Refrigerator |
| Heating | Forced Air, Natural Gas, Zoned |
| Cooling | Electric, Heat Pump, Zoned |
| Fireplace | Yes |
| # of Fireplaces | 9 |
| Fireplaces | Dining Room, Gas Log, Masonry, Primary Bedroom |
| Stories | Three Or More |
| Basement | Sump Pump, Unfinished |
| Master On Main floor | No |
Exterior of 344 Madison Place
| Exterior Features | Other |
|---|---|
| Windows | Skylight(s), Window Treatments |
| Roof | Shingle |
| Construction | Wood Siding |
| Foundation | Stone |
School Information On 344 Madison Place
| District | Fayette County - 1 |
|---|---|
| Elementary | Booker T Washington |
| Middle | Morton |
| High | Lafayette |
Additional Information On 344 Madison Place
| Date Listed | November 6th, 2025 |
|---|---|
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details On 344 Madison Place
| Office | Diamond Real Estate Group, Inc |
|---|