Experience refined downtown living in this elegant, two-story penthouse perched atop the 500s on Main, offering stunning views of Lexington's skyline. Ideally located with downtown attractions, dining, and shopping right outside your door. This three-bedroom, three-bath condo features upscale, thoughtfully curated finishes & stylish décor throughout. Floor-to-ceiling windows flood the open living space with natural light, highlighting coffered ceilings & detailed wainscoting. The kitchen includes high-end paneled appliances, custom cabinetry with bar seating & a walk-in pantry. The primary suite showcases sweeping city views, a luxurious ensuite bath with tiled walk-in shower & custom walk-in closet. Upstairs, an inviting entertaining space features built-in bookshelves, dual wine coolers, a wet bar & automated blinds on upper windows for ease & elegance. Step out onto the spacious rooftop deck with a pergola, adjustable louvers, ceiling fan, planters with irrigation & room for dining or lounging. Enjoy the convenience of the secure, enclosed parking garage with interior access to the lobby & elevator. This one-of-a-kind penthouse offers the best of downtown living.
For sale
$2,299,000
505 W Main St #501, Lexington, KY 40507
3beds
2,876sqft
Est.:
Condominium
Built in 2014
-- sqft lot
$2,167,900 Zestimate®
$799/sqft
$800/mo HOA
What's special
Ceiling fanDual wine coolersSweeping city viewsBuilt-in bookshelvesFloor-to-ceiling windowsHigh-end paneled appliancesPlanters with irrigation
- 19 days
- on Zillow |
- 1,175 |
- 92 |
Zillow last checked: 7 hours ago
Listing updated: July 22, 2025 at 04:23am
Listed by:
Rusty Underwood 859-312-8747,
Christies International Real Estate Bluegrass,
Rachel M Underwood 859-552-1384,
Christies International Real Estate Bluegrass
Source: Imagine MLS,MLS#: 25015926

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Electric
Cooling
- Electric
Appliances
- Included: Dishwasher, Disposal, Microwave, Range, Refrigerator
- Laundry: Washer Hookup, Electric Dryer Hookup
Features
- Primary First Floor, Walk-In Closet(s), Elevator, Breakfast Bar, Bedroom First Floor, Entrance Foyer, Wet Bar
- Flooring: Tile, Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 2,876
- Total interior livable area: 2,876 sqft
- Finished area above ground: 2,876
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Patio & porch: Patio
- Has view: Yes
- View description: Suburban
Details
- Parcel number: 38238150
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Brick Veneer
- Foundation: Concrete Perimeter
Condition
- Year built: 2014
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Downtown
HOA
- Has HOA: Yes
- HOA fee: $800 monthly
Location
- Region: Lexington
Financial & listing details
- Price per square foot: $799/sqft
- Tax assessed value: $1,150,000
- Annual tax amount: $14,690
- Date on market: 7/22/2025
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