#25010877, Listing office: HomeSelect Realty
Property details
About 344 Madison Pl
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!
Highlights
Home typeSingle Family Residence
HeatingNatural Gas, Zoned, Forced Air
StatusActive
CoolingHeat Pump, Electric, Zoned
BasementYes
Lot size0.18 Acres
Year built1890
ParkingOff Street
MLS #25008856
FireplaceDining Room, Primary Bedroom, Masonry, Gas Log
Summary
- Full Bathrooms: 3
- Appliances: Dishwasher, Electric Water Heater, Gas Range, Gas Water Heater, Refrigerator
- Basement: Yes
- Flooring Type: Hardwood, Tile, Slate, Parquet
- Interior: Walk-In Closet(s), Entrance Foyer
- Fireplace: Dining Room, Primary Bedroom, Masonry, Gas Log
- Total Bedroom Count: 5
- Attached Garage: No
- Parking: Off Street
- Exterior: Deck, Porch, Other, Patio, Hot Tub
- Architectural Style: Contemporary, Craftsman
- Heating: Natural Gas, Zoned, Forced Air
- Cooling: Heat Pump, Electric, Zoned
- List Price: $814,900
- Annual Tax Amount: $6,801
- Tax Year: 2023
- Directions: High Street past Rupp Arena, left on Madison Place, house on the left.
- Year Built: 1890
- Stories: 3
- Lot Size: 0.18 Acres
- MLS Number: 25008856
- Office Name: Diamond Real Estate Group, Inc
- Office Phone: (859) 559-2534
- Office Email: cynthiatrgo@gmail.com
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than this broker, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively 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. © 2025 LBAR Multiple Listing Service. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/30/2025, 4:45:32 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Sep 12, 2022 | Home Sold | $550,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $550,000 | $6,801 |
| 2022 | $328,100 | $4,191 |
| 2021 | $328,100 | $4,191 |
| 2019 | $328,100 | $4,191 |
| 2018 | $328,100 | $4,191 |
History based on county public records data.
Nearby schools
3
Harrison Elementary School
Public District PK-5
0.4 mi
•161 Bruce St
7
Maxwell Spanish Immersion Elementary School
Public Magnet KG-5
1.2 mi
•301 Woodland Ave
3
Booker T. Washington Elementary School
Public District PK-5
1.4 mi
•707 Howard St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $22,692. The most common annual income of people living in Lexington, KY is less than $<35k. Typical family type is single, no kids. The most common level of education of people living in this area is post secondary degree.
How much money do the neighbors make?
63%
<35k
26%
35k-100k
8%
100k-200k
3%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
86%
Single, No Kids
2%
Single, with Kids
10%
Married, No Kids
2%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
4%
<11 yrs old
1%
12-17 yrs old
26%
18-34 yrs old
45%
35-64 yrs old
24%
65+ yrs old
What do the neighbors do for fun?
Soccer
Continuing Education Courses
Yoga/pilates
Where do the neighbors shop?
Forever 21
Express/Express For Men
H&M
Where do the neighbors go to eat?
Dominos Pizza
Qdoba
Starbucks
What do the neighbors drive?
Mazda
Volkswagen
Audi
What do the neighbors listen to?
Rhythmic Contemporary Hits
Urban Contemporary- Alternative
All data provided by Home Junction and Claritas
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Frequently asked questions
About 344 Madison Pl
The listing price of 344 Madison Pl property is $814,900.
The property 344 Madison Pl is a house located in Lexington, Kentucky, 40508.
Active Listing: 344 Madison Pl is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 344 Madison Pl are: Harrison Elementary School (GreatSchools Rating 3/10), Maxwell Spanish Immersion Elementary School (GreatSchools Rating 7/10), Booker T. Washington Elementary School (GreatSchools Rating 3/10), Lexington Traditional Magnet School (GreatSchools Rating 2/10), Scapa at Bluegrass (GreatSchools Rating 8/10), Morton Middle School (GreatSchools Rating 6/10), Steam Academy (GreatSchools Rating 8/10), Fayette County Learning Center (GreatSchools Rating 2/10), Opportunity Middle College (GreatSchools Rating 9/10).
According to the records, the last property tax for 2023 is $6,801 (source: MLS/based on county public records data).
The last sale was on September 12, 2022 for $550,000 (source: MLS/tax record).
The property at 344 Madison Pl has 5 bedrooms and 3 bathrooms.
The year of construction for 344 Madison Pl is 1890.
This home is located at 344 Madison Pl in Lexington, KY and zip code 40508 in the District 3 neighborhood. Features: 5 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since April 30, 2025 and is currently priced at $814,900.
While more than 78 listings in Lexington, KY in June 2025 were sold above asking price, there were more than 79 listings sold at asking price, and more than 173 were sold below. The number of homes for sale in Lexington, KY increased by 0.7% between May and June 2025. Listings spent 20 days on the market in June 2025, and had a median list price of $332,357 during the same period.
From Rocket Homes Real Estate and based on county public records data.