361 S Upper Street, Lexington, KY 40508

$459,000
Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 1,141 Lot Size (sq. ft.): 6,582 Status: Active
Current Price: $459,000 List Date: 9/22/2026 Last Modified: 11/06/2026

Overview

Description

Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's A ...

Listing Details MLS# 26010609

Listing Information

Comp Sale YN
No
Property Sub Type
Single Family Residence

Status Change Information

Price Change Timestamp
2026-11-06T19:54:19Z
Status Change Timestamp
2026-09-22
Back on Market Date
2026-09-22

Address

County
Fayette
Street Number
361
Street Direction Prefix
S
Street Name
Upper
Street Suffix
Street
State
KY
Zip Code
40508
Directions
S Upper St between Hight St and Maxwell St. Parking Access: Broadway inbound, Right on Maxwell, Left on Mack's Alley (right after Dudley Square), parking pad will be on your right.
Parcel Number
16605600
Tax District
01

Contract

Original List Price
479500
Start Showing Date
2026-05-12
Listing Contract Date
2026-05-12
Listing Agreement
Exclusive Right To Sell
Occupant Type
Occupied
Office Exclusive YN
No
List Price/SqFt
402.28

Tax Legal

MLS Area Major
004 - Fayette County SW
Subdivision Name
South Hill
High School District
Fayette County - 1

Interior

Bedrooms Total
Yes
Bathrooms Total
Yes
Bathrooms Full
Yes
Above Grade Finished Area
1141
Below Grade Unfinished Area
230
Living Area
1141
Living Area Source
Appraiser
Basement YN
Yes
Fireplace YN
Yes
Fireplaces Total
2

More Information

Parking Information

Garage YN
No
Carport YN
No

Building

Year Built
1805
Accessibility Features YN
No

Lot

Lot Size Source
Public Records
Lot Size Acres
0.1511
Lot Size Square Feet
6582
Pool Private YN
No
View YN
Yes
Waterfront YN
No
Water Body Access YN
No
Horse YN
No

Utilities

Cooling YN
Yes
Heating YN
Yes

Remarks

Public Remarks
Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. The property's R-2 zoning adds further appeal and possibilities. Design review district.

Amenity Fee Details

Amenity Fee YN
No

Showing Information

Showing Instructions
Please use ShowingTime or call listing agents with questions.

Room Types

Bathroom 1 Level
First
Bedroom 1 Level
Second
Kitchen Level
First
Living Room Level
First
Primary Bedroom Level
Second

Property Features

Appliances: Dishwasher; Gas Range; Refrigerator; Vented Exhaust Fan; Washer Basement: Concrete; Crawl Space; Interior Entry; Sump Pump Community Features: Park; Pool; Tennis Court(s) Construction Materials: Log; Wood Siding Cooling: Electric Fireplace Features: Living Room; Masonry; Primary Bedroom; Wood Burning Flooring: Hardwood Foundation Details: Stone Heating: Electric; Forced Air Interior Features: Eat-in Kitchen Laundry Features: Electric Dryer Hookup; Main Level; Washer Hookup Levels: Two Parking Features: Driveway; Off Street Possession: Close Of Escrow Roof: Dimensional Style; Shingle; Other Sewer: Public Sewer Structure Type: Cabin View: Neighborhood; Trees/Woods Water Heater: Electric Water Source: Public Showing Requirements: Call Listing Agent; Showing Service Room Types: Bathroom 1; Bedroom 1; Kitchen; Living Room; Primary Bedroom

Room Information

Room Name Level Remarks
Bathroom 1 First Full Bath
Bedroom 1 Second
Kitchen First
Living Room First
Living Room First
Primary Bedroom Second
Listing Office: Bluegrass Sotheby's International Realty
Last Updated: November - 06 - 2026
Information deemed reliable but not guaranteed.