344 Madison Place Lexington, KY 40508
Woodward Heights NeighborhoodEstimated payment $4,878/month
Highlights
- Spa
- Craftsman Architecture
- Deck
- Lafayette High School Rated A
- Fireplace in Primary Bedroom
- Wood Flooring
About This Home
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!
Home Details
Home Type
- Single Family
Year Built
- Built in 1890
Lot Details
- 7,841 Sq Ft Lot
- Privacy Fence
Home Design
- Craftsman Architecture
- Contemporary Architecture
- Stone Foundation
- Shingle Roof
- Wood Siding
Interior Spaces
- 2,942 Sq Ft Home
- 3-Story Property
- Skylights
- Gas Log Fireplace
- Fireplace Features Masonry
- Window Treatments
- Entrance Foyer
- Dining Room with Fireplace
- 9 Fireplaces
- Neighborhood Views
- Unfinished Basement
- Sump Pump
- Washer Hookup
Kitchen
- Gas Range
- Dishwasher
Flooring
- Wood
- Parquet
- Tile
- Slate Flooring
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Fireplace in Primary Bedroom
- Walk-In Closet
- Bathroom on Main Level
- 3 Full Bathrooms
- Soaking Tub
Parking
- Electric Vehicle Home Charger
- Off-Street Parking
Outdoor Features
- Spa
- Deck
- Patio
- Shed
- Porch
Schools
- Booker T Washington Elementary School
- Morton Middle School
- Lafayette High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Air Source Heat Pump
- Heating System Uses Natural Gas
- Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number 12780100
Community Details
Overview
- No Home Owners Association
- Downtown Subdivision
Recreation
- Park
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,451 | $683,400 | $0 | $0 |
| 2024 | $8,451 | $683,400 | $0 | $0 |
| 2023 | $6,801 | $550,000 | $0 | $0 |
| 2022 | $4,191 | $328,100 | $0 | $0 |
| 2021 | $4,191 | $328,100 | $0 | $0 |
| 2020 | $4,191 | $328,100 | $0 | $0 |
| 2019 | $4,191 | $328,100 | $0 | $0 |
| 2018 | $4,191 | $328,100 | $0 | $0 |
| 2017 | $3,994 | $328,100 | $0 | $0 |
| 2015 | $2,070 | $243,000 | $0 | $0 |
| 2014 | $2,070 | $243,000 | $0 | $0 |
| 2012 | $2,070 | $185,000 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/06/2025 11/06/25 | For Sale | $799,000 | +45.3% | $272 / Sq Ft | |
| 09/01/2022 09/01/22 | Sold | $550,000 | -5.1% | $212 / Sq Ft | View Prior Sale |
| 08/18/2022 08/18/22 | Pending | -- | -- | -- | |
| 08/18/2022 08/18/22 | Price Changed | $579,500 | +0.8% | $224 / Sq Ft | |
| 08/17/2022 08/17/22 | For Sale | $575,000 | 0.0% | $222 / Sq Ft | |
| 10/01/2020 10/01/20 | Rented | $2,275 | +4.6% | -- | |
| 09/28/2020 09/28/20 | Under Contract | -- | -- | -- | |
| 09/21/2020 09/21/20 | Price Changed | $2,175 | -7.4% | $1 / Sq Ft | |
| 08/20/2020 08/20/20 | For Rent | $2,350 | -- | -- |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $550,000 | -- | |
| Deed | $550,000 | None Listed On Document |
Source: ImagineMLS (Bluegrass REALTORS®)
MLS Number: 25505519
APN: 12780100
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The information is being provided by LBAR Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 LBAR Multiple Listing Service. All Rights Reserved.
- 311 Madison Place
- 955 Tarr Trace Unit 4111
- 331 S Mill St
- 317 S Mill St
- 515 W Main St Unit 202
- 505 W Main St Unit 501
- 650 S Mill St Unit 421
- 514 W Short St Unit 101
- 345 W Vine St Unit 2202
- 222 Bolivar St Unit 202
- 222 Bolivar St Unit 221
- 222 Bolivar St Unit 210
- 585 S Upper St Unit 113
- 106 W Vine St Unit 705
- 103 S Limestone Unit 1150
- 799 Bennett Ave
- 212 Old Georgetown St
- 516 Maryland Ave Unit 126
- 568 Maryland Ave
- 250 S Martin Luther King Blvd Unit 317
- 706 W Maxwell St
- 628 W High St
- 728 W Short St
- 375 S Upper St Unit 3
- 159 Old Georgetown St
- 497 Angliana Ave
- 535 S Upper St Unit 215
- 275 S Limestone Unit 110
- 524-525 Angliana Ave
- 840 Angliana Ave
- 176 Market St Unit 201
- 120 E Main St
- 317 Ross Ave
- 260 Lexington Ave
- 173 Montmullin St
- 123 Montmullin St
- 184 Montmullin St
- 345 Blackburn Ave
- 545 S Limestone
- 545 S Limestone