For Sale
HotHot
3D Tour3D Tour
Condo for sale at 415 S Upper St, Lexington, KY 40508 | MLS# 26014172 | Listing updated on 2026-10-13
Photo 1 of Condo for sale at 415 S Upper St, Lexington, KY 40508 | MLS# 26014172 | Listing updated on 2026-10-13
Photo 2 of Condo for sale at 415 S Upper St, Lexington, KY 40508 | MLS# 26014172 | Listing updated on 2026-10-13
Photo 3 of Condo for sale at 415 S Upper St, Lexington, KY 40508 | MLS# 26014172 | Listing updated on 2026-10-13
Photo 4 of Condo for sale at 415 S Upper St, Lexington, KY 40508 | MLS# 26014172 | Listing updated on 2026-10-13
17+
Beds Icon

Virtual Tour

Beds Icon

Street View

$1,400,000

Monthly Est:$6,968

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,846sqft

415 S Upper St, Lexington, KY 40508

$6,968/moEst:

Get Pre-Approved

  • Condominium

  • Built in 2009

  • $300/mo HOA

  • -- sqft lot

  • $492/sq.ft

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.

  • Houzeo last checked: 7 minutes ago
  • Listing updated: October 13, 2026 at 9:01 am
  • Listing Provided by: Ken J Donworth (859) 983-9933 | Bluegrass Sotheby's International Realty (859) 268-0099
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26014172 Lexington Bluegrass AOR (Imagine) MLS-KY

This condo is in:

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Fayette County

  • City

    Lexington

  • Neighborhood

    --

  • Year Built

    2009

  • HOA Fees

    $300/mo

  • Finished Area

    2,846 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    26014172

  • MLS Status

    Active

  • Days on Market

    29

  • Cumulative Days on Market

    74

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

N/A

HOA Fees

$3,600/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Other Other

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Interior Features

    Breakfast Bar, Ceiling Fan(s), Eat In Kitchen, Primary Downstairs, Walk In Closet(s), Wet Bar, Other

  • Sewer

    Public Sewer

  • Window Features

    Blinds, Skylight(s)

  • Heating

    Forced Air

  • Appliances

    Dishwasher, Gas Range, Microwave, Range, Refrigerator, Washer, Other

  • Cooling

    Electric

  • Flooring

    Ceramic Tile, Hardwood, Other

Construction

  • Year Built

    Year Built: 2009

  • Home type

    Condominium

  • Construction Materials

    Brick Veneer

  • Roof

    Membrane, Other

  • Foundation Details

    Other

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable Available, Electricity Connected, Sewer Connected, Water Connected

  • Laundry Features

    Electric Dryer Hookup, Gas Dryer Hookup

  • Fireplace Features

    Living Room

  • Parking Features

    Off Street

Other Features

  • Subdivision Name

    Downtown

Price History

DateEventPrice

10/03/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26014172

Listed for Sale

$1,400,000

$0/sqft

08/31/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26014172

Pending

$1,400,000 +27.27%

$0/sqft

05/17/2022

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #22008211

Sold

$1,100,000

$0/sqft

Nearby Homes

Based on information from the IMAGINE MLS® through Nov 01, 2026, 05:45PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.

Advertising Broker: Donna Mink | Mink Realty

Skip to Main Content