$1,400,000

415 S Upper Street, Lexington, KY 40508

  • 3 beds |
  • 2 baths |
  • 2,846 sqft
  • Property Icon Condominium
  • Property Year Built Icon Built in 2009
  • Property Lot Size Icon —— sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $492/sqft
  • Property List Date Icon Listed 17 days ago

Property Description

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.

Listing Status:
Active
Date Added:
June 18, 2026
Data Last Updated:
July 5, 2026 at 4:39PM
Listing Office:
Bluegrass Sotheby's International Realty : 859-268-0099
MLS ID:
26014172
  • General: Breakfast BarEat-in KitchenOtherPrimary First FloorWet BarWalk-In Closet(s)Ceiling Fan(s)
  • Appliances: DishwasherGas RangeMicrowaveOtherRefrigeratorWasherRangeVented Exhaust Fan
  • Laundry: Electric Dryer HookupGas Dryer Hookup
  • Flooring: Ceramic TileHardwoodOther
  • A/C: Electric
  • Heating: Forced Air
  • Fireplace: Living RoomFireplaceFireplaces: 1
  • Parking: Off Street
  • Roofing: MembraneOther
  • Windows: Skylight(s)Blinds
  • General: Brick VeneerOther
  • HOA Amenities: Other3600.0Annually
  • Originating MLS: Imagine MLS (Bluegrass REALTORS®)
  • School District: Fayette County - 1
  • County: Fayette
  • Zoning: 38224250
  • Utilities: Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Imagine MLS (Bluegrass REALTORS®)

This listing courtesy of Bluegrass Sotheby's International Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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