Triple Crown Trio

Kentucky Derby, Preakness, & Belmont-worthy homes

In honor of Saturday’s Kentucky Derby, today we’re featuring houses just a short horseback ride away from the Triple Crown venues. Did I have to Google the cities? Maybe. As a quick reminder, the Triple Crown consists of:

  • Kentucky Derby - Louisville, Kentucky

  • The Preakness - Baltimore, Maryland

  • Belmont Stakes - Elmont, New York

Hole-In-One ($5M+)

Belmont Beauty

💵: $19,850,000 | 📍: Glen Cove, NY | ⛳️: Glen Cove Municipal Golf Course

Pretty unsurprisingly, being just 20 miles outside of NYC, there are not a ton of golf courses, nor houses built on golf courses in the Elmont, NY area.

We did find this $1.3M home that boasts “Clean and functional bathrooms” in Bayside…

But for today’s newsletter, we’re going with this insane estate in Glen Cove, 20 miles north of Belmont Park and perched smack dab in the middle of the Glen Cove Municipal Golf course.

The photos are sparse, but the listing claims that the property includes:

  • 27 Bedrooms

  • 15 Baths

  • A Library

  • Ballroom

  • 2 Lane Bowling Alley

  • 2 Indoor Tennis Courts

Approach Shot ($500K-$5M)

Pimlico Palace

💵: $3,997,727 | 📍: Owings Mills, MD | ⛳️: Caves Valley Golf Course

Nestled in Caves Valley’s prestigious community, this 10,007-sq-ft stone estate features a patio and gourmet kitchen, perfect for course-side entertaining. The expansive great room welcomes golf VIPs in style. Its timeless design shines near Fazio’s fairways. This pristine course has welcomed golf legends like Tiger Woods for elite tournaments.

Approach Shot ($500K-$5M)

Kentucky Townhouse

💵: $624,000 | 📍: Prospect, KY | ⛳️: Hunting Creek Golf Course

Overlooking Hunting Creek’s ninth fairway, this 3,200-sq-ft gem boasts a deck and updated kitchen, ideal for savoring fairway sunsets. The open family room flows seamlessly for hosting golf buddies. Its modern charm in Prospect elevates every golf lifestyle. This championship layout has challenged Louisville’s golf elite since 1964.

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