Property
$3,400,0000.87 Acres3 beds • 2 baths • 2 half baths • 2,446 sq ft
For Sale
For Sale
$3,400,0000.87 Acres
For Sale
3 beds • 2 baths • 2 half baths • 2,446 sq ft

111 Windy Point Circle, Marathon, FL 33050 - Monroe County

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Property ID 25704573

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111 Windy Point Circle

Embrace the rare opportunity to own .87 acres of open-water paradise in the prestigious, gated community of Stirrup Key. Over 325 feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with an expansive 11,000 SF courtyard patio, complete with a tiki hut, sparkling pool, and spacious lounging areas, absolutely perfect for entertaining against a stunning Gulf backdrop. Three protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with a real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and a skylit bath, plus separate guest quarters. Additional highlights include an elevator, a 12,000-gallon cistern, a huge garage for cars and golf carts, and a large lower-level storage area with workbenches, a pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals, and higher quality restrictions, help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary. This can also be sold with the buildable Lot 78 next door, which is 38,333 sf and offered for $2,200,000 to create a 1.75-acre compound.

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Ocean Sotheby's International Realty

Marathon, FL

(727) 459-0493
Listing provided by
Ally Kelley
Ocean Sotheby's International Realty(727) 459-0493
Source: Sotheby's, MLS# 617541
Listing last updated: December 14, 2025 at 9:31 PM
Listing last checked: December 14, 2025 at 9:30 PM
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Ally Kelley

Ocean Sotheby's International Realty
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Is this your property? Sell it faster with premium placement and targeted ads.

Ally Kelley

Ocean Sotheby's International Realty