415 S Upper Street, Lexington, KY 40508
New Listing
$1,400,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
2,846
Status:
Active
Current Price:
$1,400,000
List Date:
6/18/2026
Last Modified:
6/18/2026
Listing Details MLS# 26014172
Listing Information
- Comp Sale YN
- No
- Property Sub Type
- Condominium
Status Change Information
- Status Change Timestamp
- 2026-06-18
Address
- County
- Fayette
- Street Number
- 415
- Street Direction Prefix
- S
- Street Name
- Upper
- Street Suffix
- Street
- State
- KY
- Zip Code
- 40508
- Directions
- Next to pedal Power bike shop on upper Street parking outside
- Parcel Number
- 38224250
Contract
- Original List Price
- 1400000
- Start Showing Date
- 2026-06-18
- Listing Contract Date
- 2026-06-18
- Listing Agreement
- Exclusive Right To Sell
- Occupant Type
- Occupied
- Office Exclusive YN
- No
- List Price/SqFt
- 491.92
Tax Legal
- MLS Area Major
- 004 - Fayette County SW
- Subdivision Name
- Downtown
- High School District
- Fayette County - 1
Interior
- Bedrooms Total
- 3
- Bathrooms Total
- 2
- Bathrooms Full
- 2
- Above Grade Finished Area
- 2846
- Living Area
- 2846
- Living Area Source
- Appraiser
- Basement YN
- No
- Fireplace YN
- Yes
- Fireplaces Total
- Yes
- Bathrooms Half
- 0
- Below Grade Finished Area
- 0
- Above Grade Unfinished Area
- 0
- Below Grade Unfinished Area
- 0
More Information
Parking Information
- Garage YN
- No
- Carport YN
- No
Building
- Year Built
- 2009
- Floor Number
- Yes
- Accessibility Features YN
- No
Lot
- Lot Size Source
- Public Records
- Pool Private YN
- No
- Waterfront YN
- No
- Water Body Access YN
- No
- Horse YN
- No
- Lot Size Acres
- 0
- Lot Size Square Feet
- 0
Utilities
- Cooling YN
- Yes
- Heating YN
- Yes
- Cable Available
- Yes
- Electricity Connected
- Yes
- Sewer Connected
- Yes
- Water Connected
- Yes
Remarks
- Public Remarks
- 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.
Amenity Fee Details
- Amenity Fee YN
- No
Room Types
- Kitchen Level
- First
- Primary Bedroom Level
- First
- Kitchen
- Yes
- Primary Bedroom
- Yes
Tax & Legal
- Elementary School
- Harrison
- Middle Or Junior School
- Lexington Trad
- High School
- Lafayette
- Tax Rate
- 1.26
- Inside New Circle Road YN
- Yes
Association/Community
- Association YN
- Yes
- Association Mandatory YN
- Yes
- Association Fee
- 3600
- Association Fee Frequency
- Annually
Appliances
- Dishwasher
- Yes
- Gas Range
- Yes
- Microwave
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Vented Exhaust Fan
- Yes
- Washer
- Yes
- Other
- Yes
Association Amenities
- None
- Yes
Association Fee Includes
- Other
- Yes
Construction Materials
- Brick Veneer
- Yes
Cooling
- Electric
- Yes
Fireplace Features
- Living Room
- Yes
Flooring
- Ceramic Tile
- Yes
- Hardwood
- Yes
- Other
- Yes
Foundation Details
- Other
- Yes
Heating
- Forced Air
- Yes
Interior Features
- Breakfast Bar
- Yes
- Ceiling Fan(s)
- Yes
- Eat-in Kitchen
- Yes
- Primary First Floor
- Yes
- Walk-In Closet(s)
- Yes
- Wet Bar
- Yes
- Other
- Yes
Laundry Features
- Electric Dryer Hookup
- Yes
- Gas Dryer Hookup
- Yes
Parking Features
- Off Street
- Yes
Possession
- Negotiable
- Yes
Roof
- Membrane
- Yes
- Other
- Yes
Sewer
- Public Sewer
- Yes
Water Heater
- Electric
- Yes
Water Source
- Public
- Yes
Window Features
- Blinds
- Yes
- Skylight(s)
- Yes
Showing Requirements
- Call Listing Agent
- Yes
- Showing Service
- Yes
Property Features
Utilities:
Cable Available; Electricity Connected; Sewer Connected; Water Connected; Cable Available; Electricity Connected; Sewer Connected; Water Connected
Appliances:
Dishwasher; Gas Range; Microwave; Range; Refrigerator; Vented Exhaust Fan; Washer; Other
Association Amenities:
None
Association Fee Includes:
Other
Construction Materials:
Brick Veneer
Cooling:
Electric
Fireplace Features:
Living Room
Flooring:
Ceramic Tile; Hardwood; Other
Foundation Details:
Other
Heating:
Forced Air
Interior Features:
Breakfast Bar; Ceiling Fan(s); Eat-in Kitchen; Primary First Floor; Walk-In Closet(s); Wet Bar; Other
Laundry Features:
Electric Dryer Hookup; Gas Dryer Hookup
Parking Features:
Off Street
Possession:
Negotiable
Roof:
Membrane; Other
Sewer:
Public Sewer
Water Heater:
Electric
Water Source:
Public
Window Features:
Blinds; Skylight(s)
Showing Requirements:
Call Listing Agent; Showing Service
Room Types:
Kitchen; Primary Bedroom
Room Information
| Room Name | Level |
|---|---|
| Primary Bedroom | First |
| Kitchen | First |
Lead Based Paint Disclosure ›
Listing Office:
Bluegrass Sotheby's International Realty
Last Updated: June - 18 - 2026
Information deemed reliable but not guaranteed.