BUY WATERFRONT WORLDWIDE
  • Home
  • Featured Waterfront Homes
  • Featured Waterfront Projects
  • Featured Waterfront Agents
  • Waterfront Video Showcase
  • Gallery of solds
  • Articles
  • Contact

111 Windy Point Circle, Marathon, Florida
​For Sale - $4,650,000

A rare offering within the prestigious gated enclave of Stirrup Key, this extraordinary 1.75-acre waterfront estate commands more than 750 feet of direct open Gulf frontage, delivering panoramic water views and unforgettable sunrises and sunsets from nearly every vantage point. A charming waterfront gazebo provides the perfect setting to enjoy evening sunsets, with the iconic Seven Mile Bridge creating a breathtaking backdrop on the horizon.

​Designed in a timeless Mediterranean style, the custom residence embodies the essence of Florida Keys resort living. Expansive paver patios, a sparkling elevated pool, and multiple outdoor gathering spaces create an exceptional environment for entertaining while embracing the property's spectacular open-water setting. Protected basin docking accommodates multiple vessels, offering secure boating access from five private docks, while terraced tropical gardens cascade gracefully to the shoreline, framed by mature palms and lush landscaping that enhance the estate's tranquil coastal ambiance.

Inside, soaring cathedral ceilings, plantation shutters, and an inviting great room anchored by a striking coral stone fireplace showcase authentic Keys craftsmanship and enduring elegance. The thoughtfully designed split-bedroom floor plan offers exceptional privacy, highlighted by a luxurious primary suite featuring dual walk-in closets and a skylit spa-inspired bath, complemented by separate guest accommodations for family and visitors.

Additional features include a private elevator, a 12,000-gallon cistern, an oversized garage with ample space for vehicles and golf carts, and an expansive lower-level recreation and storage area complete with workbenches, a pool table, and additional laundry facilities.

Renowned for its distinctive architecture, limited number of homesites, restricted rental opportunities, and elevated community standards, Stirrup Key offers an unparalleled sense of exclusivity and privacy. Conveniently located just minutes from Marathon Airport, this exceptional waterfront estate seamlessly blends open-water grandeur with the relaxed sophistication of island living, creating a truly one-of-a-kind Florida Keys sanctuary.
Primary Residence
Bedrooms: 3
Bathrooms: 4
Size: 2,446 sq. ft.
Lot: 0.91 Acres 
Built: 1978
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Picture
Listing provided by Ally Kelley
Ocean Sotheby's International Realty
Phone: 727-459-0493
[email protected]
Instagram: @allykelleyrealtor

Picture
Listing provided by Jo Ann Cook
Ocean Sotheby's International Realty
Phone: 305-360-7968
[email protected]
Instagram: @joanncookrealtor

    Interested in viewing property? Fill in the form and the listing agent will get back to you shortly.

Submit
Picture

Company

About Us
​Advertise With Us

Market Information

​Waterfront Real Estate News

Where to find Waterfront

Hawaii 
Mexico

Caribbean
Mediterranean
United States
Canada
Southeast Asia
Central America
Scandinavia

Australia / New Zealand
​Middle East Waterfront
​South Pacific 
Islands

Get In Touch

Call us at 778-829-9884
Email [email protected]
​

Fill in Contact form

Buy Waterfront Brands

Buy Waterfront Canada
Buy Waterfront BC
Affiliated With
​​The Pinnacle List
© 2026 Buy Waterfront BC ALL RIGHTS RESERVED.
​site Egami Creative Agency


  • Home
  • Featured Waterfront Homes
  • Featured Waterfront Projects
  • Featured Waterfront Agents
  • Waterfront Video Showcase
  • Gallery of solds
  • Articles
  • Contact