Now priced UNDER recent appraised value of $4,500,000! 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.
Under contract
Price cut: $150K (7/29)
$4,400,000
111 Windy Point Cir #&-lot 78, Marathon, FL 33050
3beds
2,446sqft
Single Family Residence
Built in 1988
1.75 Acres Lot
$3,985,300 Zestimate®
$1,799/sqft
$388/mo HOA
What's special
Separate guest quartersCustom mediterranean-style residenceTimeless keys craftsmanshipSparkling elevated poolExpansive pavered patiosSoaring cathedral ceilingsWood plantation shutters
- 193 days
- 129
- 1
Zillow last checked:
Listing updated:
Listed by:
Ally Kelley 727-459-0493,
Ocean Sotheby's International,
Jo Ann Cook 305-360-7968,
Ocean Sotheby's International
Source: FLKMLS,MLS#: 619002
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave
Features
- Built-in Features, Elevator, Storage, Walk-in Closet(s)
- Flooring: Tile
- Windows: Casement, Skylight(s)
Interior area
- Total structure area: 2,446
- Total interior livable area: 2,446 sqft
Property
Parking
- Parking features: Garage Door Opener, Open, RV Carport, RV Access/Parking, Storage
- Has garage: Yes
- Has carport: Yes
- Has uncovered spaces: Yes
Features
- Patio & porch: Open Porch/Balcony, Deck, Patio, Screened Patio
- Exterior features: Chickee Hut, Fruit Tree(s), Rain Gutters, Lighting, Storage
- Has private pool: Yes
- Pool features: Above Ground, Concrete, Decked, Screen Enclosure
- On waterfront: Yes
Lot
- Size: 1.75 Acres
Details
- Additional parcels included: See Documents Tab
- Parcel number: 00333641007700
- Zoning: RM - Residential Medium
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Concrete
Condition
- Year built: 1988
Utilities & green energy
- Utilities for property: Water Separate Meter, Elect Separate Meter, Cable Available
Community & HOA
Community
- Features: Community Boat Ramp
- Security: Security Gate, Security Guard
- Subdivision: Stirrup Key Sub (52.5)
HOA
- Has HOA: Yes
- Services included: None
- HOA fee: $4,650 annually
Location
- Region: Marathon
Financial & listing details
- Price per square foot: $1,799/sqft
- Annual tax amount: $33,533
- Date on market: 5/26/2026
- Listing terms: No Seller Finance,Cash,Conventional
Estimated market value
$3,985,300
$3.79M - $4.18M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2026 | Contingent | $4,400,000$1,799/sqft |
Source: | ||
| 7/29/2026 | Price change | $4,400,000-3.3%$1,799/sqft |
Source: | ||
| 6/24/2026 | Price change | $4,550,000-2.2%$1,860/sqft |
Source: | ||
| 5/26/2026 | Listed for sale | $4,650,000-1.1%$1,901/sqft |
Source: | ||
| 3/27/2026 | Contingent | $4,700,000$1,922/sqft |
Source: | ||
| 3/10/2026 | Listed for sale | $4,700,000$1,922/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment





