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115 Windy Point Circle
Marathon FL 33050 US

$4,900,000

Active Listing ID 617542
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3 bed
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3.00 Bath (3 Full)
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Lot: 0.91 Acres
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Single Family Residence

$4,900,000

Active Listing ID 617542
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115 Windy Point Circle 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.

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Property Features

  • Facts
  • Lot Size: 0.91 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Ceiling Fan(s)
  • Floor Covering: Tile, Wood
  • Roof Type: Metal
  • Additional Features
  • Fireplace
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4900000
  • unparsedaddress: 115 Windy Point Circle
  • postalcity: Marathon
  • stateorprovince: FL
  • country: US
  • postalcode: 33050
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.91
  • lotsizeunits: Acres
  • lotsizearea: 0.91
  • livingarea: 2623
  • livingareaunits: Square Feet
  • latitude: 24.742328
  • longitude: -81.042467
  • listagentfullname: Ally Kelley
  • listagentemail: akelley@oceansir.com
  • listagentkey: 3yd-MLKARFL-20160419145548612263000000
  • listagentmlsid: 20160419145548612263000000
  • listagentpreferredphone: 7274590493
  • listagentofficephone: 3057354447
  • listofficekey: 3yd-MLKARFL-20110510131323450804000000
  • listagentstatelicense: SL3352184
  • listofficemlsid: 20110510131323450804000000
  • disclaimer: Copyright © 2026 Marathon and Lower Keys Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLKARFL
  • yearbuilt: 1978
  • listagentfax: 3057354447
  • listagenturl: http://www.oceansir.com
  • countyorparish: Monroe
  • parcelnumber: 00333641-007500
  • appliances: Dishwasher, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete, Frame
  • flooring: Tile, Wood
  • numberofunitstotal: 0
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Covered, Garage, Guest, Open, RV
  • roof: Metal
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Drapes/Blinds Incl, Built-in Cabinets, Bar, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Fireplace(s), Cathedral Ceilings
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.042465, 24.742329
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Listing Changed: 1/1/2026 12:47:29 AM GMT
Source Updated Date: 1/12/2026 6:52:21 AM GMT

Courtesy of: Ally Kelley, Ocean Sotheby's International, akelley@oceansir.com

Copyright © 2026 Marathon and Lower Keys Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.