

415 S Upper StreetLexington, KY 40508
Condo/Townhouse · 3 Beds · 2 Full Baths · 2,846 Sq. ft.415 S Upper Street Overview
- Time on Site:
- 11 days
- Visits:
- 0
Tucked into one of Lexington's most walkable blocks, this extraordinary loft-style residence began life as the historic Bluegrass Cigar Flats and was thoughtfully converted to residential use in mid 2000's. The result is a rare blend of urban character and refined design — a soaring open floor plan, original brickwork, reclaimed wood floors throughout, clever hidden doors, and custom built-ins, bookshelves, and storage at every turn. At its heart is a showstopping kitchen: polished concrete countertops, a Wolf gas range, dual dishwashers, Sub-Zero refrigeration, wine cooler, beverage refrigerator, and freezer drawers, anchored by an enormous butler's pantry. Spa-inspired marble baths feature Waterworks fixtures, and a generous family room invites you to gather and unwind. Currently styled as a private speakeasy for the seller's personal use, the home is ready to return to full-time residential living with purely cosmetic updates — a blank canvas with serious soul. Walk to the University of Kentucky, downtown restaurants, and shops, and enjoy a location that's convenient to absolutely everything. Loft living with this much history, craftsmanship, and location simply doesn't come along often. This one's a must-see.
415 S Upper Street Facts & Features
- Type Condo/Townhouse
- Sq. ft. 2,846
- Price/Sq.ft. $492
Details
General
Association/HOA
- Association Amenities: None
- Association Fee: 3600.0
- Association Fee Frequency: Annually
- Association Fee Includes: Other
- Association: true
School Information
- Elementary School: Harrison
- Middle Or Junior School: Lexington Trad
- High School: Lafayette
Building Information
- Year Built: 2009
Location/Region
- County Or Parish: Fayette
- MLS Area Major: 004 - Fayette County SW
- MLS Area Minor: 004 - Fayette County SW
- Subdivision Name: Downtown
General Information
- Parcel Number: 38224250
- Property Sub Type: Condominium
- Property Type: Residential
Interior
Parking Information
- Garage: false
Beds/Baths
- Bathrooms Full: 2
- Bathrooms Half: 0
- Bathrooms Total: 2
- Bedrooms Total: 3
Building Interior
- Above Grade Finished Area: 2846.0
- Building Area Total: 2846.0
General Information
- Appliances: Dishwasher,Gas Range,Microwave,Other,Refrigerator,Washer,Range,Vented Exhaust Fan
- Basement: false
- Entry Level: 1
- Fireplace Features: Living Room
- Fireplace: true
- Fireplaces Total: 1
- Flooring: Ceramic Tile,Hardwood,Other
- Foundation Details: Other
- Interior Features: Breakfast Bar,Eat-in Kitchen,Other,Primary First Floor,Wet Bar,Walk-In Closet(s),Ceiling Fan(s)
- Laundry Features: Electric Dryer Hookup,Gas Dryer Hookup
- Living Area: 2846.0
- Living Area Source: Appraiser
- Rooms Total: 2
- Window Features: Skylight(s),Blinds
Exterior
Parking Information
- Parking Features: Off Street
Lot Information
- Lot Size Source: Public Records
- Water Source: Public
Waterfront/View
- Waterfront: false
Building Exterior/Construction
- Attached Garage: false
- Construction Materials: Brick Veneer
- Roof: Membrane,Other
General Information
- Carport: false
- Horse: false
- Pool Private: false
- Sewer: Public Sewer
- Utilities: Cable Available,Electricity Connected,Sewer Connected,Water Connected
415 S Upper Street Neighborhood
Community
40508 (Lexington) Demographics
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.415 S Upper Street Monthly Cost
415 S Upper Street Market Data
Based on the last 30 days in this zip code
415 S Upper Street History
| Date | Value | Agent |
|---|---|---|
| 6/18/2026Source: Imagine MLS/Bluegrass | June 18, 2026 |
|
| 8/12/2025Source: Imagine MLS/Bluegrass | August 12, 2025 |