About This Home

This 3-bedroom, 2-bathroom condo at 415 S Upper Street in Lexington, KY is listed for $1,400,000 ($492 per sqft). Built in 2009, the home offers 2,846 sqft of living space on a N/A lot.

Key Features

  • Built in 2009
  • Fireplace

Property Details

2 full
2009

Amenities

FireplaceHardwoodA/C
Listing 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.

Monthly Cost Estimate

$11,087/mo

20% down · 6.5% · 30 years

Principal$1,012
Interest$6,067
Insurance$408
HOA$3,600

Estimates only. Actual payments may vary.

Location

415 S Upper Street

Lexington, KY 40508

Downtown

Features & Amenities

Interior Features

Breakfast BarEat-in KitchenPrimary First FloorWet BarWalk-In Closet(s)Ceiling Fan(s)

Property Details

Flooring

HardwoodTile - Ceramic

Construction

Brick Veneer

Parking

Off Street

Heating

Forced Air

Cooling

Electric

Appliances

DishwasherGas RangeMicrowaveRefrigeratorWasherRangeVented Exhaust FanDishwasherGas RangeMicrowaveRefrigeratorWasherRangeVented Exhaust Fan

Questions & Answers

This 3-bedroom, 2-bathroom condo at 415 S Upper Street is listed at $1,400,000 ($492/sqft). The estimated monthly payment is $11,087 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $3600/month.

Key features include: Built in 2009, Fireplace. Interior Features: Breakfast Bar, Eat-in Kitchen, Primary First Floor.

This property is listed by Ken J Donworth.

KD

Ken J Donworth

Agent at Bluegrass Sotheby's International Realty

Listed by Bluegrass Sotheby's International Realty · Broker phone: 2680099 · View on Broker Site · Broker website

MLS# 26014172· Source: ImagineMLS· 133 days on PropertySimple

Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

415 S Upper Street, Lexington, KY 40508

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