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111 Windy Point Cir, Marathon, FL - photo 1
Pending
111 Windy Point Cir, Marathon, FL - photo 2
111 Windy Point Cir, Marathon, FL - photo 3
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+62

$4,400,000

3 beds4 baths2,446 sqft|619002 MLS#

111 Windy Point Cir, Marathon, FL 33050

Est.$26,400/moGet pre-qualified

Single Family Residence

Residential

Built in

1988

Lot size

76,230 sqft

Price/sqft

$1799

HOA

None

Listed by: Ally Kelley 727-459-0493, Ocean Sotheby's International 305-735-4447

Source:Florida Keys MLS (FLKMLS)|MLS #619002

Get price drop alert on this property the moment it happen

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' 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 expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five 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.

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:3
  • Bathrooms:4
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:2,446 sqft
  • Total interior livable area:2,446 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:76,230 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:1988

Contact agent

Price history

DateEventPrice
9/14/2026Listed for sale$4,400,000$1799/sqft

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