About 111 Windy Point Circle & Lot 78
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.
Features of 111 Windy Point Circle & Lot 78
| MLS® # | 619002 |
|---|---|
| Price | $4,650,000 |
| Bedrooms | 3 |
| Bathrooms | 4.00 |
| Full Baths | 2 |
| Half Baths | 2 |
| Square Footage | 2,446 |
| Acres | 1.75 |
| Year Built | 1988 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 111 Windy Point Circle & Lot 78 |
|---|---|
| Area | 15 - Sombrero Bch Rd to Vaca Cut Gulfside |
| Subdivision | Stirrup Key Sub (52.5) |
| City | Marathon |
| County | Monroe |
| State | FL |
| Zip Code | 33050 |
Amenities
| Amenities | Community Boat Ramp |
|---|---|
| Utilities | FKAA, Cistern, Municipal Sewer, Water Separate Meter, Elect Separate Meter, Cable Available |
| Parking Spaces | 4 |
| Parking | Garage, Auto Door Opener, Open Parking, Guest Parking, Off Street Parking, RV Parking Covered, RV Parking Open, Trailer Storage, Covered Parking |
| View | Bay/Gulf View, Open Water View |
| Is Waterfront | Yes |
| Waterfront | Bay Front, Gulf Front, Open Water |
| Has Pool | Yes |
| Pool | Above Ground, Concrete, Decked, Screened In |
Interior
| Interior Features | Drapes/Blinds Incl, Split Bedroom, Fireplace(s), Entrance Foyer, Built-in Cabinets, Elevator, Sky Light(s), Smoke Alarms, Storage, Walk-in Closet(s), Whirlpool Bath Tub, Window Treatments |
|---|---|
| Appliances | Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave |
| Heating | Central, Electric |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
| Stories | 2 Stories |
| Has Basement | No |
Exterior
| Exterior Features | Chickee Hut, Fruit Tree(s), Rain Gutters, Lighting, Storage |
|---|---|
| Lot Description | 1 Less Than 2 Acres |
| Windows | Sliding Glass Doors, Casement |
| Roof | Tile Roof |
| Construction | CBS, Concrete |
Additional Information
| Date Listed | March 10th, 2026 |
|---|---|
| Days on Market | 91 |
| Zoning | RM - Residential Medium |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 4650 |
| HOA Fees Freq. | Yearly |
Listing Details
| Agent | Ally Kelley |
|---|---|
| Office | Ocean Sotheby's International |