Derby-Ready Gatsby Mansion w/ Speakeasy & Hot Tub!

Summary:

Step into The Gatsby House—a fully restored 1900s mansion where historic charm meets modern luxury. Located just off Bardstown Road in Louisville’s most coveted neighborhood, this 8-bedroom, 6-bath estate is ideal for Derby week, celebrations, or stylish group retreats. From sunlit elegance to moody speakeasy vibes, every corner offers a unique experience. Host unforgettable moments in a space designed for connection, comfort, and a touch of Gatsby-inspired glam, indoors and out.



The Space:

Note: Some photos are virtually staged. Furniture and decor may vary slightly. Thanks for your understanding!



✨ What Makes This Place Legendary:

• 14 Beds | 8 Bedrooms | 5 Full Bathrooms & 2 Half Bathrooms — Space and luxury for the whole crew

• Grand Entertaining Spaces — Massive living room, 15-person dining table, oversized TVs, and plenty of lounge space to bring everyone together

• Chef’s Dream Kitchen — Cabinet-faced refrigerator, statement island with waterfall granite, 8-burner stove, and everything you need to serve or be served in style

• The Owl’s Nest (3rd Floor Lounge) — A moody upstairs hideaway with pool table, poker table, 500+ game arcade, karaoke setup, and plush lounge seating

• Hidden Speakeasy — Enter through a bookshelf door in the basement into a Prohibition-inspired retreat unlike anything else on the market (photo’s coming soon)

• Curated Outdoor Oasis — 8-person hot tub, fire pit, bocce ball court, croquet, corn hole, and more

• The Daisy House (Carriage House) — With its own beautiful kitchen and access to a dedicated ping pong room & private game yard, it’s ideal for in-laws, VIPs, or added privacy



ACCESS TYPE:

▻ Guests have access to Main House, Basement and Carriage House.



HIGHLIGHTS:



💎 Designed for the Discerning

Every inch of this property has been professionally designed to impress. From soaring ceilings and original hardwoods to modern fixtures and luxury finishes, The Gatsby House strikes the perfect balance between historic charm and refined, contemporary living.

Even Louisville’s top celebrity host has said this home is ideal for her most exclusive clients—and once you're here, you'll see why.



📍 Prime Highlands Location

Walk to restaurants, bars, and boutiques on Bardstown Road. Take a quick ride to Churchill Downs, NuLu, or downtown. And enjoy nearby Cherokee Park for morning strolls, picnics, or group photos in Louisville’s most picturesque green space.



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🎩 Make memories. Make a statement. Make the Gatsby House yours today!

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ACCESSIBILITY:

▻ There's a step going to the main door, carriage unit and the basement



Note: Fireplaces are functional



Guest Access:

PARKING:

▻ There is street parking available and garage parking for compact cars



ENTERING THE HOME:

▻ The Home is Accessed Via Self Check-In Using a Smart Lock with a Unique Code Per Guest.



The Neighborhood:

Nearby Popular Spots

▻ Norton Hospital – ~10 min drive

▻ UofL Hospital – ~10 min drive

▻ NuLu (East Market District) – ~8 min drive

▻ Downtown Louisville – ~10 min drive

▻ Kentucky Exposition Center – ~12 min drive

▻ Muhammad Ali Center – ~12 min drive

▻ KFC Yum! Center – ~10 min drive

▻ Churchill Downs – ~15 min drive

▻ Louisville Slugger Museum & Factory – ~12 min drive

▻ Kentucky Science Center – ~12 min drive

▻ Waterfront Park – ~10 min drive

▻ Louisville Mega Cavern – ~15 min drive



Nearby Favorite Breakfast / Coffee Spots

▻ Butchertown Bakery – ~10 min drive

▻ Biscuit Belly – NuLu – ~8 min drive

▻ Big Bad Breakfast – ~5 min drive



Nearby Favorite Lunch Spots

▻ Jeff Ruby's Steakhouse – ~10 min drive

▻ Mayan Café – ~8 min drive

▻ Feast BBQ – ~8 min drive

▻ Garage Bar – ~8 min drive

▻ Toast on Market – ~8 min drive



Nearby Favorite Dinner Spots

▻ Jack Fry's – ~2 min drive / ~10 min walk

▻ Doc Crow's Southern Smokehouse & Raw Bar – ~10 min drive

▻ The Eagle – ~8 min drive

▻ Decca Restaurant – ~8 min drive

▻ Against the Grain Brewery & Smokehouse – ~10 min drive



Nearby Favorite Bourbon Distilleries

▻ Angel's Envy Distillery – ~10 min drive

▻ Evan Williams Bourbon Experience – ~12 min drive

▻ Kentucky Peerless Distilling Co. – ~12 min drive

▻ Old Forester Distillery – ~10 min drive

▻ Rabbit Hole Distillery – ~8 min drive



Nearby Favorite Bars

▻ Meta – ~12 min drive

▻ Hell or High Water – ~10 min drive

▻ Haymarket Whiskey Bar – ~10 min drive

▻ Proof on Main – ~10 min drive

▻ Taj Louisville – ~10 min drive



Getting Around:

GETTING AROUND:

▻ We recommend Uber or Lyft. We have not had any issues with either.





EVENT OR TOUR OPTIONS:

▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.



Other Things to Note:

We take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.







HOUSE RULES:

▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.

▻ Strictly NO PARTIES.

▻ Please observe quiet hours between 10 PM and 8 AM

▻ Strictly NO SMOKING

▻ Kindly keep noise and activity neighbor-friendly.

▻ NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.

▻ Visitors are welcome but only with prior notice and host approval.







By booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.







POLICIES:

▻ Hot Tub Reminder- The hot tub is here for your enjoyment, please take good care of it and follow the rules provided. This helps us keep it clean and ready for everyone. A $500 fee may apply if guidelines aren’t followed.

▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).

▻ Luggage Drop – We’re happy to allow luggage drop with prior host approval.

▻ Late Check-Out – Let us know by the day before. To guarantee a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.

▻ Package Delivery – We cannot guarantee safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.

▻ No Pets Policy - NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.

▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.

▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)

▻ Cancellation - We provide a free cancellation if you cancel more than 30 days in advanced or within 24 hours of confirmation (as long as the check in date is more than 2 weeks out). If the cancellation is not during these windows, we will provide you a refund of any amount recouped from another booking during the same reservation dates, but this can only occur if you cancel the reservation to allow us to host other guests.

▻ There are exterior cameras installed above the front door overlooking the main entrance, near the back door overlooking the backyard and second floor door entrance of the carriage house, it is on and recording 24/7 to help ensure the safety of you and the property during your stay.