$4,400,000
 $23,620 est/mo Sourced by Back At You

115 Windy Point Circle,MARATHON, FL 33050

MARATHON, FL 33050

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Description

Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

Details

MLS #617542
Listing TypeFor Sale
StyleHouse
HOA Dues$2,400
Sub-TypeResale
StatusContingent
Year1978
Days On Site266
Listing Provided ByOcean Sotheby's International | Ally Kelley

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet2,623
PoolYes
ZoningRM - Residential Medium
Acreage0.91
Water FrontYes
Property ViewOpen Water View, Bay

Taxes

Property33857

Area Information

StateFL
CountyMonroe
CityMARATHON
Zip Code33050
Area15 Sombrero Bch Rd to Vaca Cut Gulfside
Community NameStirrup Key Sub (52.5)
Listing VS Median (in Stirrup Key Sub (52.5))
Price:
$4,400,000
low | high
Med:
$3,349,500
73.875% of Average
sqft:
2,623
low | high
Med:
3,050
33.739992375143% of Average
$ / sqft:
$1,677
low | high
Med:
$1,169
80.285996835443% of Average
On site:
266
low | high
Med:
411.5
64.641555285541% of Average
Sourced by Back At You

Market Activity 33050

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Learn More About This Property

StateFL
CountyMonroe
CityMARATHON
Zip Code33050
Area15 Sombrero Bch Rd to Vaca Cut Gulfside
Community NameStirrup Key Sub (52.5)
Listing VS Median (in Stirrup Key Sub (52.5))
Price:
$4,400,000
low | high
Med:
$3,349,500
73.875% of Average
sqft:
2,623
low | high
Med:
3,050
33.739992375143% of Average
$ / sqft:
$1,677
low | high
Med:
$1,169
80.285996835443% of Average
On site:
266
low | high
Med:
411.5
64.641555285541% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $3.3M - $5.5M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
111 Windy Point Circle & Lot 78 Property Photo 1
$4,400,000
111 Windy Point Circle & Lot 78
Marathon, FL 33050
Listing Updated: June 2, 2026 at 11:39:14 AM PDT