361 S Upper Street, Lexington, KY 40508

New Listing
$479,500
Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 1,141 Lot Size (sq. ft.): 6,582 Status: Active
Current Price: $479,500 List Date: 5/12/2026 Last Modified: 5/12/2026

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 Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. Design review district.

Supplements: ********

More Information MLS# 26010609

Listing Information

Comp Sale YN: No Property Sub Type: Single Family Residence

Address

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 County: Fayette Street Number: 361 Street Direction Prefix: S Street Name: Upper Street Suffix: Street State: KY Zip Code: 40508

Contract

Start Showing Date: 2026-05-12 Listing Agreement: Exclusive Right To Sell Occupant Type: Occupied Office Exclusive YN: No List Price/SqFt: 420.25 Current Price: $479,500 Original List Price: 479500 Status: Active Listing Contract Date: 2026-05-12 List Price: $479,500

Currently Not Used

List Price/Acre: 3173395.1

Tax & Legal

Elementary School: Harrison Middle Or Junior School: Lexington Trad High School: Lafayette Tax Rate: 1.2583 Design Review District YN: Yes Inside New Circle Road YN: Yes

Association/Community

Association YN: No

Interior

Living Area: 1141 Living Area Source: Appraiser Bathrooms Half: 0 Above Grade Finished Area: 1141 Below Grade Finished Area: 0 Above Grade Unfinished Area: 0 Below Grade Unfinished Area: 230 Basement YN: Yes Fireplace YN: Yes Fireplaces Total: 2 Bedrooms Total: 1 Bathrooms Total: 1 Bathrooms Full: 1

Parking Information

Garage YN: No Carport YN: No

Building

Accessibility Features YN: No Year Built: 1805

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. Design review district.

Amenity Fee Details

Amenity Fee YN: No

Appliances

Dishwasher: 1 Gas Range: 1 Refrigerator: 1 Vented Exhaust Fan: 1 Washer: 1

Basement

Concrete: 1 Crawl Space: 1 Interior Entry: 1 Sump Pump: 1

Community Features

Park: 1 Pool: 1 Tennis Court(s): 1

Construction Materials

Log: 1 Wood Siding: 1

Cooling

Electric: 1

Fireplace Features

Living Room: 1 Masonry: 1 Primary Bedroom: 1 Wood Burning: 1

Flooring

Hardwood: 1

Foundation Details

Stone: 1

Heating

Electric: 1 Forced Air: 1

Interior Features

Eat-in Kitchen: 1

Laundry Features

Electric Dryer Hookup: 1 Main Level: 1 Washer Hookup: 1

Levels

Two: 1

Parking Features

Driveway: 1 Off Street: 1

Possession

Close Of Escrow: 1

Roof

Dimensional Style: 1 Shingle: 1 Other: 1

Sewer

Public Sewer: 1

Structure Type

Cabin: 1

View

Neighborhood: 1 Trees/Woods: 1

Water Heater

Electric: 1

Water Source

Public: 1

Showing Requirements

Call Listing Agent: 1 Showing Service: 1

Showing Information

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

Room Types

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

Status Change Information

Status Change Timestamp: 2026-05-12

Tax Legal

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

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

Bathroom 1 Level: First Remarks: Full Bath Bedroom 1 Level: Second Kitchen Level: First Living Room Level: First Living Room Level: First Primary Bedroom Level: Second
Listing Office: Bluegrass Sotheby's International Realty
Last Updated: May - 12 - 2026
Information deemed reliable but not guaranteed.