$1,400,000
 $7,516 est/mo Sourced by Back At You

415 S Upper Street,Lexington, KY 40508

Lexington, KY 40508

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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.

Details

MLS #26014172
Listing TypeFor Sale
StyleCondominium
HOA Dues$3,600
Sub-TypeResale
StatusPending
Year2009
Days On Site82
Listing Provided ByBluegrass Sotheby's International Realty | Ken J Donworth

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet2,846

Interior

Rooms Total2
CoolingElectric
HeatingForced Air
Heating Yes / NoYes
Cooling Yes / NoYes
Interior FeaturesBreakfast Bar, Ceiling Fan(s), Eat-in Kitchen, Primary Downstairs, Walk-In Closet(s), Wet Bar, Other
Window FeaturesBlinds, Skylight(s)
AppliancesDishwasher, Gas Range, Microwave, Range, Refrigerator, Washer, Other

Exterior

RoofMembrane, Other
Construction MaterialsBrick Veneer
Foundation DetailsOther

Parking

Garage Yes / NoNo
Attached Garage Yes / NoNo
Parking FeaturesOff Street

Utilities

UtilitiesCable Available, Electricity Connected, Sewer Connected, Water Connected
SewerPublic Sewer

Area Information

StateKY
CountyFayette
CityLexington
Zip Code40508
Area004 Fayette County SW
SubareaFayette County SW
Community NameDowntown
School DistrictFayette County
Elementary SchoolHarrison
High SchoolLafayette
Listing VS Median (in Downtown)
Price:
$1,400,000
low | high
Med:
$225,000
100% of Average
sqft:
2,846
low | high
Med:
1,880
83.942375263528% of Average
$ / sqft:
$492
low | high
Med:
$120
100% of Average
On site:
82
low | high
Med:
44
100% of Average
Sourced by Back At You

Market Activity 40508

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Learn More About This Property

StateKY
CountyFayette
CityLexington
Zip Code40508
Area004 Fayette County SW
SubareaFayette County SW
Community NameDowntown
School DistrictFayette County
Elementary SchoolHarrison
High SchoolLafayette
Listing VS Median (in Downtown)
Price:
$1,400,000
low | high
Med:
$225,000
100% of Average
sqft:
2,846
low | high
Med:
1,880
83.942375263528% of Average
$ / sqft:
$492
low | high
Med:
$120
100% of Average
On site:
82
low | high
Med:
44
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $1.5M - $1.75M
sqft: 2,000 - 3,500
Nearby Listings Property ImageNearby Listings Details
275 S Limestone 150 Property Photo 1
$3,950
275 S Limestone 150
Lexington, KY 40508
Listing Updated: August 31, 2026 at 9:15:22 AM PDT