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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.