$799,000

344 Madison Place Lexington, KY 40508

Woodward Heights Neighborhood

Estimated payment $5,058/month

Total Views 28,451
5 Beds
3 Baths
2,942 Sq Ft
$272 Price per Sq Ft

Highlights

  • Craftsman Architecture
  • Fireplace in Primary Bedroom
  • Wood Flooring
  • Lafayette High School Rated A
  • Deck
  • Main Floor Primary Bedroom

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!

Listing Agent

Cynthia Trgo

Diamond Real Estate Group, Inc License #293567 Listed on: 04/21/2026

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

  • 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

Home Details

Home Type

Single Family

Year Built

Built in 1890

Lot Details

7,841 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Property Sub-Type: Single Family Residence
  • Architectural Style: Craftsman, Contemporary
  • Structure Type: House
  • Year Built: 1890
  • Above Grade Finished Sq Ft: 2942.0
  • Levels: Three Or More
  • Lot: View YN: Yes
  • Building: Accessibility Features YN: No
  • Lot: Water Body Access YN: No
  • Lot: Horse YN: No
  • AssociationCommunity: Association YN: No
  • Construction Materials:Construction Materials: Wood Siding
  • Cooling:Cooling: Electric, Heat Pump, Zoned
  • Fireplace Features:Fireplace Features: Dining Room, Gas Log, Masonry, Primary Bedroom
  • Foundation Details:Foundation Details: Stone
  • Levels:Levels: Three Or More
  • Other Structures:Other Structures: Shed(s)
  • Patio And Porch Features:Patio And Porch Features: Deck, Patio, Porch
  • Sewer:Sewer: Public Sewer
  • Structure Type:Structure Type: House
  • View:View: Neighborhood
  • Water Heater:Water Heater: Electric, Gas
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Gas Range, Refrigerator
  • Interior Amenities: Entrance Foyer, Walk-In Closet(s)
  • Flooring: Hardwood, Slate, Tile, Parquet
  • Full Bathrooms: 3
  • Total Bathrooms: 3
  • Basement: Sump Pump, Unfinished
  • Basement: Yes
  • Total Bedrooms: 5
  • Fireplace Features: Dining Room, Gas Log, Masonry, Primary Bedroom
  • Fireplace: Yes
  • Total Fireplaces: 9
  • LivingArea: 2942.0
  • Lot Size Area: 0.18
  • Window Features: Skylight(s), Window Treatments
  • Interior: Basement YN: Yes
  • Interior: Fireplace YN: Yes
  • Room Types: Primary Bedroom Level: First
  • Room Types: Bedroom 1 Level: Second
  • Room Types: Bathroom 1 Level: First
  • Room Types: Bathroom 2 Level: Second
  • Room Types: Bedroom 2 Level: Second
  • Room Types: Bathroom 3 Level: Third
  • Room Types: Bedroom 3 Level: Second
  • Room Types: Bedroom 4 Level: Third
  • Interior Features:Interior Features: Entrance Foyer, Walk-In Closet(s)
  • Laundry Features:Laundry Features: Washer Hookup
  • Window Features:Window Features: Skylight(s), Window Treatments

Exterior Features

  • Exterior Features: Other
  • Roof: Shingle
  • Construction Materials: Wood Siding
  • Fencing: Privacy
  • Foundation Details: Stone
  • Horse: No
  • List Price: 799000.0
  • Other Structures: Shed(s)
  • Pool Private: No
  • View: Neighborhood
  • View YN: Yes
  • Waterfront: No
  • Lot: Waterfront YN: No
  • Lot: Pool Private YN: No
  • Roof:Roof: Shingle

Garage/Parking

  • Attached Garage: No
  • Carport: No
  • Garage: No
  • Parking Features: Off Street
  • Parking Information: Garage YN: No
  • Parking Information: Carport YN: No

Utilities

  • Sewer: Public Sewer
  • Heating: Forced Air, Natural Gas, Zoned
  • Cooling: Electric, Heat Pump, Zoned
  • Cooling: Yes
  • Heating: Yes
  • Laundry Features: Washer Hookup
  • Water Source: Public
  • Utilities: Cooling YN: Yes
  • Utilities: Heating YN: Yes
  • Water Source:Water Source: Public

Condo/Co-op/Association

  • Association: No
  • Community Features: Park

Schools

  • Elementary School: Booker T Washington
  • High School: Lafayette
  • Middle or Junior School: Morton

Lot Info

  • Lot Size Acres: 0.18
  • Lot Size Sq Ft: 7841.0
  • Parcel Number: 12780100

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
04/21/2026 04/21/26 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 -- --
Source: ImagineMLS (Bluegrass REALTORS®)

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $550,000 --
Deed $550,000 None Listed On Document
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $249,100 Stand Alone Refi Refinance Of Original Loan
Source: Public Records

Source: ImagineMLS (Bluegrass REALTORS®)

MLS Number: 26008570

ImagineMLS (Bluegrass REALTORS®)

APN: 12780100

Kentucky Fayette County Lexington 40508 Woodward Heights

344 Madison Place, Lexington, KY

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.

ImagineMLS (Bluegrass REALTORS®) 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 2026 LBAR Multiple Listing Service. All Rights Reserved.

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Cynthia Trgo
Listing Agent
Cynthia Trgo
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Diamond Real Estate Group, Inc
(859) 279-4073
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