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415 S Upper Street

Lexington, KY 40508
  • $1,400,000
  • STATUS: Active
  • ON SITE: 27 Days
  • ID#: 26014172
UPDATED: 53 min ago
$1,400,000
  • 3
    BEDS
  • N/A
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 2,846
    SQFT
  • $492
    $/SQFT
Neighborhood:
Type:
Condo
Built:
2009
County:

School Information

Elementary School:
Middle School:
High School:
School District:

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.

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Bluegrass REALTORS® Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than Keller Williams Realty Louisville East are marked with the IDX logo and detailed information about them includes the name of the listing IDX Brokers. Information is deemed reliable but is not guaranteed accurate by the MLS or listing broker.

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415 S Upper Street Lexington, KY 40508

  • Price: $1,400,000
  • Status: Active
  • On Site: 27 Days
  • Updated: 53 min ago
  • ID#: 26014172
3
Beds
2
Baths
0
½ Baths
N/A
Acres
2,846
SQFT
$492
$/SQFT
2009
Built
Neighborhood:
Downtown
County:
Fayette
Area:
Fayette County Sw 4
Elementary School:
Harrison
Middle School:
Lexington Trad
High School:
Lafayette
School District:
Fayette County
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.
Exterior Features

Architectural Style [] Attached Garage YN No Carport YN No Construction Materials Brick Veneer Door Features [] Entry Level 1 Exterior Features [] Foundation Details Other Parking Features Off Street Patio And Porch Features [] Pool Features [] Pool Private YN No Roof MembraneOther Window Features Skylight(s)Blinds

Interior Features

Above Grade Finished Area 2846 Appliances DishwasherGas RangeMicrowaveOtherRefrigeratorWasherRangeVented Exhaust Fan Basement [] Basement YN No Below Grade Finished Area 0 Building Area Total 2846 Cooling Electric Cooling YN Yes Fireplace Features Living Room Fireplace YN Yes Flooring Ceramic TileHardwoodOther Heating Forced Air Heating YN Yes Interior Features Breakfast BarEat-in KitchenOtherPrimary First FloorWet BarWalk-In Closet(s)Ceiling Fan(s) Laundry Features Electric Dryer HookupGas Dryer Hookup Levels [] Room Types KitchenPrimary Bedroom Rooms Total 2

Property Features

Accessibility Features [] Accessibility Features YN No Amenity Fee YN No Association Amenities None Association Fee 3600 Association Fee Frequency Annually Association Fee Includes Other Association Mandatory YN Yes Association YN Yes Community Features [] Fencing [] Garage YN No Horse YN No Listing Terms [] Lot Features [] Other Equipment [] Other Structures [] Owner Pays [] Property Condition [] Property Sub Type Condominium Security Features [] Sewer Public Sewer Special Listing Conditions [] Structure Type [] Utilities Cable AvailableElectricity ConnectedSewer ConnectedWater Connected View [] Water Body Access YN No Water Source Public Waterfront YN No

Bluegrass REALTORS® logo Listing provided courtesy of Ken Donworth of Bluegrass Sotheby's International Realty: 859-268-0099 . Listing information © 2026 Bluegrass REALTORS® Multiple Listing Service. All rights reserved.


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Bluegrass REALTORS® Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than Keller Williams Realty Louisville East are marked with the IDX logo and detailed information about them includes the name of the listing IDX Brokers. Information is deemed reliable but is not guaranteed accurate by the MLS or listing broker.

 
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Keller Williams Realty Louisville East
240 Whittington Pkwy
Louisville KY, 40222