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111 Windy Point Circle
Marathon FL 33050 US

$3,400,000

Active Listing ID 617541
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3 bed
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4.00 Bath (2 Full , 2 Half)
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Lot: 0.87 Acres
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Single Family Residence

$3,400,000

Active Listing ID 617541
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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 real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12, 000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, 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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Property Features

  • Facts
  • Lot Size: 0.87 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 2
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Chickee Hut, Storage, Lighting, Fruit Tree(s)
  • Floor Covering: Tile
  • Roof Type: Tile
  • Additional Features
  • Fireplace
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3400000
  • unparsedaddress: 111 Windy Point Circle
  • postalcity: Marathon
  • stateorprovince: FL
  • country: US
  • postalcode: 33050
  • bathroomsfull: 2
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.87
  • lotsizeunits: Acres
  • lotsizearea: 0.87
  • livingarea: 2446
  • livingareaunits: Square Feet
  • latitude: 24.742873
  • longitude: -81.041663
  • 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 © 2025 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: 1988
  • listagentfax: 3057354447
  • listagenturl: http://www.oceansir.com
  • countyorparish: Monroe
  • parcelnumber: 00333641-007700
  • appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Concrete
  • flooring: Tile
  • numberofunitstotal: 0
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Covered, Garage, Guest, Open, RV
  • roof: Tile
  • view: Water
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Drapes/Blinds Incl, Built-in Cabinets, Window Treatments, Whirlpool Bath Tub, Storage, Smoke Alarms, Elevator, Entrance Foyer, Fireplace(s)
  • exteriorfeatures: Chickee Hut, Storage, Lighting, Fruit Tree(s)
  • waterfrontfeatures: Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3
  • otherstructures: Storage
  • accessibilityfeatures: Accessible Elevator Installed
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.041664, 24.742872
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Ocean Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":null, "ExpenseValue":2550}], "GeocodeOptions":null, "LeadRoutingEmail":"akelley@oceansir.com", "ListBrokerageCity":"Marathon", "ListBrokerageCountry":"US", "ListBrokerageEmail":"JOANNINTHEKEYS@GMAIL.COM", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MLKARFL/e61253f1f07b11e1bf991231390a4a42/20200104174425107.png", "ListBrokerageName":"Ocean Sotheby's International Realty", "ListBrokeragePhone":"(305) 735-4095", "ListBrokeragePostalCode":"33050", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"10055 Overseas Highway", "ListBrokerageWebsiteUrl":"http://oceansir.com", "ListOfficeAddress1":"12420 Overseas Highway", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20060624040424453198000000", "ListOfficeCity":"Marathon", "ListOfficeCountry":"US", "ListOfficeEmail":"lvarney@oceansir.com", "ListOfficePostalCode":"33050", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Marathon, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/111-Windy-Point-Cir_Marathon_FL_33050_M63836-90382?f=listhub&s=MLKARFL&m=617541&c=rexren", "MLSModificationTimestamp":"2025-12-02T09:06:15Z", "Neighborhoods":[{"Description":null, "Name":"15 - Sombrero Bch Rd to Vaca Cut Gulfside"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":28160.32, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 12/2/2025 4:08:15 PM GMT
Source Updated Date: 12/5/2025 6:42:08 PM GMT

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

Copyright © 2025 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.