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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$4,100,000
111 Windy Point Circle & Lot 78
Marathon, FL 33050
MLS# 619002
Status: Closed
3 beds  |  4 baths  |  2446 sqft


2 separate lots totalling a 1.75 acre compound
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2 separate lots totalling a 1.75 acre compound Gulf front estate with magical sunsets Mediterranean inspired home awaits Gorgeous Gulf waters and expansive property Mature vegetation and landscaped areas Water views from every angle Birds eye view of this Protected dock lots that also convey 48, 49 & 50 Protected dock lots that also convey 60 & 61 Mediterranean inspired home Expansive driveway, 2 garages Gulf front views Sunset views Aerial views of Lot 77 & Lot 78 (offered for sale separately) Estate Size Property 111 Windy Point Cir Lot 78_1oakstudiosdr Screened in pool at twilight Twilight views Gorgeous palms and pavered areas 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Cir Lot 78_1oakstudios_0 111 Windy Point Cir Lot 78_1oakstudios_1 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle 111 Windy Point Circle

Property Description
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.

Details
Maps
Documents
Contract Information
Current Price: $4,100,000
Listing Date: 2026-03-10
Listing Board: Marathon/Lower Keys
Leased Price Monthly: $4,100,000
As is Rght to Inspct: Yes
Species List: No
Location, Tax & Legal
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
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 1988
Lot SqFt: 76230
Lot Sqft Source: Property Data Card
Acres: 1.75
Living Apx SqFt: 2446
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 2
Half Baths: 2
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 365
Status Change Info
Under Contract Date: 2026-08-13
Leased Date: 2026-10-08
Leased Price Monthly: $4,100,000
Sold Comments: Furnished
Status: Closed
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 4650
Assoc/Mnt Fee Per: Yearly
Building Style
Above Flood: Yes
# Stories: 2 Stories
Vehicle Storage
Car(s): 4+
Pool Info
Heated: Yes
Other Surroundings: Raised above flood
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; Cistern; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fireplace(s); Sky Light(s); Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); 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; Rain Gutters; Storage
Pool Info: Above Ground; Concrete; Decked; Screened In
Construction: CBS; Concrete
Shutters: Accordion; Bahama; Panel
Floor: Tile
Roof: Tile Roof
Pets: Pets Allowed
Neighborhood Feature: Community Boat Ramp
Security: Electric Gate; Patrolled Area
Land Size: 1 Less Than 2 Acres
Terms: Cash; Conventional; No Seller Finance
Title: Negotiable
Listing Documents
View Document New 2026 Survey
View Document Exhibit A - To Be Used with Offers
View Document Parcel ID Breakdown

Listing Office: Ocean Sotheby's International

Last Updated: October - 08 - 2026

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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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)