Listing provided courtesy of Bluegrass Sotheby's International Realty- MLS# 26010609MLS Provider

361 S Upper StreetLexington, KY 40508

Single Family · 1 Bed · 1 Full Bath · 1,141 Sq. ft. | 0.15 Acres
$479,500 Active

361 S Upper Street Overview

Time on Site:
48 days
Visits:
5

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.

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361 S Upper Street Facts & Features

  • Type Single Family
  • Sq. ft. 1,141
  • Price/Sq.ft. $420
  • Lot 0.15 Acres

Details

General

Association/HOA

  • Association: false

School Information

  • Elementary School: Harrison
  • Middle Or Junior School: Lexington Trad
  • High School: Lafayette

Building Information

  • Year Built: 1805

Location/Region

  • County Or Parish: Fayette
  • MLS Area Major: 004 - Fayette County SW
  • MLS Area Minor: 004 - Fayette County SW
  • Subdivision Name: South Hill

Community/Development

  • Community Features: Park,Tennis Court(s),Pool

General Information

  • Parcel Number: 16605600
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage: false

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms Total: 1
  • Bedrooms Total: 1

Building Interior

  • Above Grade Finished Area: 1141.0
  • Building Area Total: 1141.0

General Information

  • Appliances: Dishwasher,Gas Range,Refrigerator,Washer,Vented Exhaust Fan
  • Fireplace Features: Living Room,Masonry,Primary Bedroom,Wood Burning
  • Fireplace: true
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Foundation Details: Stone
  • Interior Features: Eat-in Kitchen
  • Laundry Features: Electric Dryer Hookup,Main Level,Washer Hookup
  • Levels: Two
  • Living Area: 1141.0
  • Living Area Source: Appraiser
  • Rooms Total: 6

Exterior

Parking Information

  • Parking Features: Driveway,Off Street

Lot Information

  • Lot Size Acres: 0.1511
  • Lot Size Area: 0.15
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 6582.0
  • Lot Size Units: Acres
  • Water Source: Public

Waterfront/View

  • Waterfront: false

Building Exterior/Construction

  • Attached Garage: false
  • Construction Materials: Log,Wood Siding
  • Roof: Other,Dimensional Style,Shingle
  • Structure Type: Cabin

General Information

  • Carport: false
  • Horse: false
  • Pool Private: false
  • Sewer: Public Sewer

361 S Upper Street Neighborhood

Community

40508 (Lexington) Demographics

23
Median Age
6,152
Population Density (per sq. mile)
41%
College Educated
$28,850
Estimated Median Income
2,697
Estimated Total Home Owners
6,918
Estimated Total Renters
28% / 72%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

361 S Upper Street Monthly Cost

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$ %
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

361 S Upper Street Market Data

Based on the last 30 days in this zip code

$374,690
Average List Price
$246
Average Price per Square Foot
13
Properties Sold
65
Average Days on Market
72
Properties for Sale
Calculations provided by Reliance Network

361 S Upper Street History

Date Event Value Agent
5/12/2026Source: Imagine MLS/Bluegrass Added to Database
May 12, 2026
8/12/2025Source: Imagine MLS/Bluegrass Added to Database
August 12, 2025
8/12/2025Source: Imagine MLS/Bluegrass Added to Database
August 12, 2025