115 Windy Point Circle, MARATHON, FL

$4,900,000

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3

Beds

3

Baths

2,623

Square feet

39,640

Land Size

About 115 Windy Point Circle

Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

Features of 115 Windy Point Circle

MLS® # 617542
Price $4,900,000
Bedrooms 3
Bathrooms 3.00
Full Baths 3
Square Footage 2,623
Land Size 39,640
Year Built 1978
Type Residential
Sub-Type Single Family
Status Active

Community Information

Address 115 Windy Point Circle
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

Utilities FKAA, Water Separate Meter, Cable Available, Elect Separate Meter, Municipal Sewer
Parking Spaces 4
Parking Garage, RV Parking Covered, Covered Parking, Trailer Storage, RV Parking Open, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener
View Bay/Gulf View, Open Water View
Is Waterfront Yes
Waterfront Gulf Front, Open Water
Has Pool Yes
Pool In Ground, Decked, Concrete

Interior

Interior Features Drapes/Blinds Incl, Built-in Cabinets, Bar, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Fireplace(s), Cathedral Ceilings
Appliances Washer, Microwave, Oven, Range, Refrigerator, Dishwasher
Heating Central
Cooling Central Air, Ceiling Fans(s)
Fireplace Yes
Stories 2 Stories

Exterior

Lot Description 1/2 - Less Than 1 AC
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction CBS, Combo Construction, Frame, Concrete

Additional Information

Date Listed December 2nd, 2025
Days on Market 42
Zoning RM - Residential Medium
Short Sale No
RE / Bank Owned No
HOA Fees 2400.00
HOA Fees Freq. Yearly

Listing Details

AgentAlly Kelley
OfficeOcean Sotheby's International

Listing Map

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