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111 Windy Point Circle & Lot 78, Marathon, FL 33050

$4,700,000
Property Type: Residential Bedrooms: 3 Baths: 4 Square Footage: 2,446 Lot Size (sq. ft.): 76,230 Status: Active
Current Price: $4,700,000 List Date: 3/10/2026 Last Modified: 3/10/2026

Overview

Description

Now offered as 1 package, 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.

Listing Details MLS# 619002

Location, Tax & Legal

Street #
111
Street Name
Windy Point
Street Suffix
Circle
Key/Island
Marathon
State/Province
FL
Zip Code
33050
County
Monroe
Subdivision
Stirrup Key Sub (52.5)
Area
15 - Sombrero Bch Rd to Vaca Cut Gulfside
Unit #
& Lot 78
City
MARATHON
Off Shore Island
No
Mile Marker
52.5
Marathon Neighborhood
Behind the Airport
Side
Bay/Gulf
Alternate Key #
1410471
Handicap Access
No
Add'l Parcel #1
00333641-015300&400&
Parcel #
00333641-007700
Add'l Parcel #2
00333641-016500&600
Zoning
RM - Residential Medium
Deed Restrictions
Yes
Legal
LT 77 & 78 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY & DOCK LOTS 48, 49, 50, 60 AND 61
Taxes
33533.56
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Marathon/Lower Keys
As is Rght to Inspct
Yes
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
4
Pool
Yes
Year Built
1988
Lot SqFt
76230
Lot Sqft Source
Property Data Card
Acres
1.75
Living Apx SqFt
2446
SqFt Source
Property Data Card
Total Bedrooms
3
Full Baths
2
Half Baths
2
Total Baths
4
Rentals Allowed
With Restrictions
Min Rental Days
365
Total Units
0

Association Info

Mandatory Home Owners Asc
Yes
1st Right of Refusal
No
Association Fee $
4650
Assoc/Mnt Fee Per
Yearly

Building Style

Above Flood
Yes
Stories
2 Stories

More Information

Vehicle Storage

Car(s)
4+
Covered Parking
Yes
Garage
Yes
Guest Parking
Yes
Open Parking
Yes
RV Parking Covered
Yes
RV Parking Open
Yes
Auto Door Opener
Yes
Off Street Parking
Yes
Trailer Storage
Yes

Pool Info

Heated
Yes
Other Surroundings
Raised above flood
Above Ground
Yes
Concrete
Yes
Decked
Yes
Screened In
Yes

Remarks & Misc

Remarks – Consumer
Now offered as 1 package, 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.
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.

Fee Includes

None
Yes

Dockage

Basin
Yes
Boat Slip
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes
Electric
Yes

Waterfront

Bay Front
Yes
Gulf Front
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Open Water View
Yes

Floor

Tile
Yes

Neighborhood Feature

Community Boat Ramp
Yes

Interior Features

Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Elevator
Yes
Entrance Foyer
Yes
Fireplace(s)
Yes
Sky Light(s)
Yes
Smoke Alarms
Yes
Split Bedroom
Yes
Storage
Yes
Walk-in Closet(s)
Yes
Whirlpool Bath Tub
Yes
Window Treatments
Yes

Specialty Rooms

Utility Room
Yes
Workshop
Yes

Windows/Doors

Casement
Yes
Sliding Glass Doors
Yes

Security

Electric Gate
Yes
Patrolled Area
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

1 Less Than 2 Acres
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
No Seller Finance
Yes

Utilities

Cable Available
Yes
Cistern
Yes
Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Water Separate Meter
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes
Screened P/B
Yes
Screened Patio
Yes

Title

Negotiable
Yes

Exterior Features

Chickee Hut
Yes
Fruit Tree(s)
Yes
Lighting
Yes
Rain Gutters
Yes
Storage
Yes

Pre-Wired

Cable
Yes

Roof

Tile Roof
Yes

Shutters

Accordion
Yes
Bahama
Yes
Panel
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Dockage: Basin; Boat Slip Vehicle Storage: Garage; Auto Door Opener; Covered Parking; Guest Parking; Off Street Parking; Open Parking; RV Parking Covered; RV Parking Open; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: Cable Available; Cistern; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fireplace(s); Sky Light(s); Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Whirlpool Bath Tub; Window Treatments Pre-Wired: Cable Specialty Rooms: Utility Room; Workshop Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Chickee Hut; Fruit Tree(s); Lighting; Rain Gutters; Storage Pool Info: Above Ground; Concrete; Decked; Screened In Construction: CBS; Concrete Shutters: Accordion; Bahama; Panel Floor: Tile Roof: Tile Roof Pets: Pets Allowed Neighborhood Feature: Community Boat Ramp Security: Electric Gate; Patrolled Area Land Size: 1 Less Than 2 Acres Terms: Cash; Conventional; No Seller Finance Title: Negotiable
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 10 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.