$1,400,000
415 S Upper Street, Lexington, KY 40508
- 3
- beds
- 2
- baths
- 2,846
- sqft
- Condominium
- Property type
- 2009
- Year built
- $492
- Price / sq ft
- $300/mo
- HOA
Listing Description
- Breakfast Bar
- Eat-in Kitchen
- Other
- Primary First Floor
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.
Listed by Bluegrass Sotheby's International Realty · frontdesk@bgsir.com
MLS #26014172 · Listing provided by![]()
Shelby & Drake JohnsonFive Pillars Team · eXp Realty
Home Details
- Property type
- Condominium
- Year built
- Built in 2009
- Price / sq ft
- $492 / sq ft
- HOA
- $300/mo HOA
Interior
- 3 bedrooms
- 2 bathrooms
- Fireplaces: 1
- Ceramic Tile, Hardwood, Other
Property
- Condominium
- 2,846 sq ft
Construction
- Built in 2009
- Membrane, Other
- Heating: Forced Air
- Cooling: Electric
Show all home details
Interior
- Interior features
- Breakfast Bar, Eat-in Kitchen, Other, Primary First Floor, Wet Bar, Walk-In Closet(s), Ceiling Fan(s)
- Appliances
- Dishwasher, Gas Range, Microwave, Other, Refrigerator, Washer, Range, Vented Exhaust Fan
- Flooring
- Ceramic Tile, Hardwood, Other
Exterior & parking
- Roof
- Membrane, Other
- Parking features
- Off Street
Utilities & comfort
- Heating
- Forced Air
- Cooling
- Electric
Association & ownership
- Association amenities
- None
Services Availability
- Internet
- Not reported
- Utilities
- Not reported
- Parking
- Off Street
Property & Price History
| Date | Event | Price |
|---|---|---|
| Oct 3, 2026 | Listed for sale | $1,400,000 |
| May 17, 2022 | Sold |
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Property Documents
See what the sellers have done to the property and what known issues they disclose.
Estimate Your Monthly PaymentMonthly payment
Estimated monthlyEst. payment
$9,220/mo
30-year fixed · 6.75% assumed rate
- Principal & interest
- $7,264
- Taxes
- $1,248
- Other costs
- $708
- $1,400,000
- Home price
- 20% · $280,000
- Down payment
- 6.75%
- Interest rate
- 30 years
- Loan term
Payment Breakdown
- Principal & interest
- $7,264
- Estimated property taxes
- $1,248
- Home insurance
- $408
- HOA
- $300
- Utilities
- Not included
Estimate only. Utilities not included.Illustrative estimate, not a loan offer. Taxes (1.07%/year) and insurance (0.35%/year) use assumptions; actual costs and available rates vary.
Adjust Payment Details
Payment Breakdown
- Principal & interest
- $7,264
- Estimated property taxes
- $1,248
- Home insurance
- $408
- HOA
- $300
- Utilities
- Not included
Illustrative estimate, not a loan offer. Taxes (1.07%/year) and insurance (0.35%/year) use assumptions; actual costs and available rates vary.
Travel Times and Accessibility
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- Walk Score
- —
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- Bike Score
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Map and estimated drive times: Mapbox. Each route starts at this home. Times vary with conditions. Walk Score and Bike Score are unavailable.
Assigned Schools
Harrison
Elementary School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
Lexington Trad
Middle School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
Lafayette
High School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
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Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
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Shelby & Drake JohnsonFive Pillars Team · eXp Realty