Listed by Rusty Underwood of Christies International Real Estate Bluegrass
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 dcor 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.

Listing Tools

Property Details of 505 W Main Street, Unit 501

Property Details

Interior Features

Community

Map Location

"Based on information submitted to ImagineMLS as of June 5, 2026 3:48 PM EDT . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing."

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Alex Smallwood. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.