111 Windy Point Cir, Unit LOT 78

Marathon, FL 33050

$4,650,000
Price
3
Beds
2,446 Sq. Ft.
$1,901 / Sq. Ft.
2,446
Sq. Ft.
$1,901
per Sq. Ft.
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111 Windy Point Circle
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Description

Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 750' 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...Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 750' 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.
  1. Listed by Ally Kelley • Ocean Sotheby's International
  2. Listed by Jo Ann Cook • Ocean Sotheby's International

Property Details for 111 Windy Point Circle, Unit LOT 78

Waterfront
Bay Front, Open Water, Gulf Front
Waterfront
Yes
Zoning
RM - Residential Medium
Subdivision
Stirrup Key Sub (52.5)
Directions
From US-1, turn onto Aviation Boulevard. Turn onto Stirrup Key Road, go through gate. Continue onto Stirrup Key Boulevard, right onto Windy Point Circle. Home will be on right.
Vehicle Storage
Garage, Trailer Storage, Covered Parking, RV Parking Covered, RV Parking Open, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener
Pets
Pets Allowed
LISTING UPDATED: 05/27/2026 03:52 PM

Property Details for 111 Windy Point Circle, Unit LOT 78

StatusActive
MLS #619002
Days on Market80
Taxes$33,534 / year
HOA Fees$4,650 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1988
Lot Size1.75 AC / 76,230 SF
CountyMonroe County
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Location

Listing Courtesy of Ocean Sotheby's International
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Building Information for 111 Windy Point Circle, Unit LOT 78

Stories2Year Built1988Building Size-Lot Size1.75 AC / 76,230 SF

Payment Calculator

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$26,353 per month

30 year fixed, 6.36% Interest

Principal and Interest

$23,171

Property Taxes

$2,795

HOA Dues

$388

The Payment Calculator is for illustrative purposes only.

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Property Information for 111 Windy Point Circle, Unit LOT 78

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Open Water View
  • Area: 15 - Sombrero Bch Rd to Vaca Cut Gulfside
  • Absolute Longitude: 81.041663
  • Control Depth: 4
  • Off Shore Island: No
  • Listing Board: Marathon/Lower Keys
  • Side: Bay/Gulf
  • Mile Marker: 52.5
  • Marathon Neighborhood: Behind the Airport
  • Neighborhood Feature: Community Boat Ramp
  • Key/Island: Marathon
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: Yes
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2025
  • Tax Exemptions: None
Property
Lot Information
  • Acres: 1.75
  • Parcel #: 00333641-007700
  • Add'l Parcel #1: See Documents Tab
  • Land Size: 1 Less Than 2 Acres
Property and Assessments
  • Legal: LT 77 & 78 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY & DOCK LOTS 48, 49, 50, 60 AND 61
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Yes
  • Picture Count: 67
  • Document Count: 4
  • Building Style: Above Flood: Yes
  • Security: Electric Gate, Patrolled Area
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Water Separate Meter, Cable Available, Elect Separate Meter, Municipal Sewer, Cistern
  • Pub Sewer HkUp: Yes
  • Species List: No
  • Pool: Yes
  • Handicap Access: No
  • Pool Info: Heated: Yes
  • Pool Info: Other Surroundings: Raised above flood
  • Pool Info: Above Ground, Screened In, Decked, Concrete
  • Porch/Balcony: Open Porch/Balcony, Deck, Screened Patio, Patio, Screened P/B
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Window Treatments, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Smoke Alarms, Sky Light(s), Elevator, Entrance Foyer, Fireplace(s), Split Bedroom
  • Pre-Wired: Cable
  • Appliances: Washer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Tile Roof
  • Shutters: Accordion, Panel, Bahama
  • Construction: CBS, Concrete
  • Dockage: Boat Slip, Basin
  • Exterior Features: Chickee Hut, Storage, Lighting, Rain Gutters, Fruit Tree(s)
  • Windows/Doors: Sliding Glass Doors, Casement
Room Information
  • Specialty Rooms: Utility Room, Workshop

Property History for 111 Windy Point Circle, Unit LOT 78

DateEvent & SourcePriceAppreciation
May 26, 2026

Listed (Active)

FKMLS #619002

—
Apr 13, 2026

Backup Contract

FKMLS #619002

—
Mar 10, 2026

Price Change

FKMLS #619002

$4,700,000—
DateEvent & SourcePrice
05/26/2026

Listed (Active)

FKMLS #619002

—
04/13/2026

Backup Contract

FKMLS #619002

—
03/10/2026

Price Change

FKMLS #619002

$4,700,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 111 Windy Point Circle, Unit LOT 78

This home is within Monroe.
Rating
School
Type
Grades
Distance
Stanley Switlik Elementary School
Public - PK to 5
Marathon School
Public - 6 to 12
Coral Shores High School
Public - 9 to 12
Monroe Virtual Franchise
Public - 6 to 12
Rating
School
Distance
Stanley Switlik Elementary School
PublicPK to 5

Marathon School
Public6 to 12

Coral Shores High School
Public9 to 12

Monroe Virtual Franchise
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 111 Windy Point Circle, Unit LOT 78, Marathon, FL 33050

111 Windy Point Circle, Unit LOT 78 is a single family home for sale in Marathon, FL 33050. This property was listed for sale on March 10, 2026 by Ocean Sotheby's International, it's currently listed at $4,650,000. This listing's school district is Monroe. Nearby schools include Stanley Switlik Elementary School, Marathon School and Coral Shores High School. 111 Windy Point Circle, Unit LOT 78 is a 3-bed, 4-bath, 2,446 sqft single family home built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Ocean Sotheby's International

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.