Map location of 344 Madison Place, Lexington, KY 40508
$799,000
Unlock Price Rating!

344 Madison Place, Lexington, KY 40508

 Contact
5 Beds
3 Baths
2,942 Sq Ft

Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley Housea 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 By: Cynthia Trgo - Diamond Real Estate Group, Inc kylbar Realty.com
  • MLS# 25505519
  • Date Listed11/06/2025
  • Days on Realty 3 Days
  • Bedrooms 5
  • Bathrooms 3 Full baths
  • Lot Size 0.18 acres (7,841 sq. ft)
  • Sewer Public Sewer
  • Subdivision Downtown
  • Property Type Single Family
  • County Fayette
  • Year Built 1890
  • Water Public
  • Square Feet 2,942 sq. ft
  • Price Per Sq. Ft $271.58

Interior Features

  • Appliances Dishwasher, Gas Range, Refrigerator
  • Flooring Hardwood, Parquet, Slate, Tile
  • Cooling Electric, Heat Pump, Zoned
  • Heating Forced Air, Natural Gas, Zoned

Exterior / Lot Features

  • Exterior Other, Shed(s)
  • Roof Shingle
  • Lot Size Acres 0.18
  • Lot Size SQFT 7,841.00
  • Lot Features -

Directions

High Street past Rupp Arena, left on Madison Place, house on the left.

Financial Considerations

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in KY / 40508

Source: Walkscore

73/100

Very Walkable

Walk Score ®

61/100

Good Transit

Transit Score ®

61/100

Bikable

Bike Score ®

Overview

Most errands can be accomplished on foot. Many nearby public transportation options. Some bike infrastructure.

Transit Summary

24 nearby routes: 24 bus, 0 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 35/100, Transit Score: 32/100, Bike Score: 46/100.

Points of Interest near 344 Madison Place, Lexington, KY 40508

Frequently Asked Questions for 344 Madison Place

Source: Realty.com

344 Madison Place, Lexington, KY 40508 is a Single Family 2,942 sq. ft. home listed for sale. Realty.com has 76 photos available of this 5 bed, 3 bath house, listed at $799,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 76 photos of 344 Madison Place.

Our records indicate that 344 Madison Place was built in 1890.

The full address for this home is 344 Madison Place, Lexington, KY 40508.

344 Madison Place has been listed on Realty.com since Thu November 06, 2025

Most errands can be accomplished on foot. Many nearby public transportation options. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 35/100, Transit Score: 32/100, Bike Score: 46/100.

There are 3 schools assigned to this home. Check out the schools near 344 Madison Place. Booker T Washington (Grades: K - 5), Morton Middle School (Grades: 6 - 8), Lafayette High School (Grades: 9 - 12)

Listing provided courtesy of: Diamond Real Estate Group, Inc (tel: 859-559-2534)
Listing agent: Cynthia Trgo (#18620)

This content last refreshed on 2025-11-09 23:07:29. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 344 Madison Place, Lexington, KY 40508 : MLS# 25505519

Message
Tour
Chat