111 Windy Point Circle, Marathon, FL 33050
$3,400,000
Property Type:
Residential
Bedrooms:
3
Baths:
4
Square Footage:
2,446
Lot Size (sq. ft.):
37,897
Status:
Active
Current Price:
$3,400,000
List Date:
12/02/2025
Last Modified:
12/05/2025
Description
Embrace the rare opportunity to own .87 acres of open-water paradise in the prestigious, gated community of Stirrup Key. Over 300 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. 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.
More Information MLS# 617541
Contract Information
Listing Board: Marathon/Lower Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $3,400,000
Listing Date: 2025-12-02
List Price: $3,400,000
Location, Tax & Legal
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
Parcel #: 00333641-007700
Add'l Parcel #2: 00333641-015400&500
Zoning: RM - Residential Medium
Deed Restrictions: Yes
Legal: LT 77 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY & Dock Lots 48, 49 & 50
Parcels: 00333641- 015300, 015400, 015500
Taxes: 28160.32
Tax Year: 2024
Pub Sewer HkUp: Yes
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
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot SqFt: 37897
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.87
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 365
Style: Single Family
Year Built: 1988
Living Apx SqFt: 2446
Total Bedrooms: 3
Full Baths: 2
Half Baths: 2
Total Baths: 4
Remarks & Misc
Remarks – Consumer: Embrace the rare opportunity to own .87 acres of open-water paradise in the prestigious, gated community of Stirrup Key. Over 300 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. 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.
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.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 2550
Assoc/Mnt Fee Per: Yearly
Fee Includes
None: 1
Dockage
Basin: 1
Boat Slip: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Bay Front: 1
Gulf Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Open Water View: 1
Floor
Tile: 1
Neighborhood Feature
Community Boat Ramp: 1
Interior Features
Built-in Cabinets: 1
Drapes/Blinds Incl: 1
Elevator: 1
Entrance Foyer: 1
Fireplace(s): 1
Smoke Alarms: 1
Storage: 1
Whirlpool Bath Tub: 1
Window Treatments: 1
Specialty Rooms
Utility Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Windows/Doors
Casement: 1
Sliding Glass Doors: 1
Vehicle Storage
Car(s): 4+
Covered Parking: 1
Garage: 1
Guest Parking: 1
Open Parking: 1
RV Parking Covered: 1
RV Parking Open: 1
Auto Door Opener: 1
Off Street Parking: 1
Trailer Storage: 1
Security
Electric Gate: 1
Patrolled Area: 1
Construction
CBS: 1
Concrete: 1
Land Size
1/2 - Less Than 1 AC: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
Cable Available: 1
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Water Separate Meter: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Screened P/B: 1
Screened Patio: 1
Exterior Features
Chickee Hut: 1
Fruit Tree(s): 1
Lighting: 1
Storage: 1
Pool Info
In Ground: 1
Heated: Yes
Concrete: 1
Decked: 1
Screened In: 1
Pre-Wired
Cable: 1
Roof
Tile Roof: 1
Shutters
Accordion: 1
Bahama: 1
Status Change Info
Status: Active
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; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fireplace(s); Smoke Alarms; Storage; 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; Storage
Pool Info: In Ground; Concrete; Decked; Screened In
Construction: CBS; Concrete
Shutters: Accordion; Bahama
Floor: Tile
Roof: Tile Roof
Pets: Pets Allowed
Neighborhood Feature: Community Boat Ramp
Security: Electric Gate; Patrolled Area
Land Size: 1/2 - Less Than 1 AC
Terms: Cash; Conventional
Listing Office:
Ocean Sotheby's International
Last Updated: December - 05 - 2025
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.

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