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$16,000,000
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Property Description
Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. Offered for the very first time, this one of a kind legacy property beckons you to bask in original elements of the Florida Keys way of life at Kids Cay. Three charming homes; 4 bedroom main house, separate 4 bedroom guest house and 2 bedroom caretaker's cottage. This tropical and tranquil estate has nearly 8.5 acres of upland plus 7.98 acres of ocean bottom plus ample and protected concrete dockage (104 feet and 34 feet) and oceanfront observation pier. Extra wide and spacious porches adorn every corner of the classic homes and are a seamless blend of indoor and outdoor living maximizing the infinite open water views and constant ocean breezes. Enjoy complete privacy lounging by the resort-style pool or stroll barefoot along your private beach, and nature preserve; a sanctuary for plethoras of beautiful native birds. This estate is the epitome of true island living and serenity and beautifully lends itself to photo shoots, movies, weddings and luxury weekly rentals. Also being offered with south side only for $15m see listing #613236.
Full Property Details
Full Property Details for 141 Cortez Dr
General
- Sold For: $16,000,000
- Taxes: $45,972 (2022)
- Status: Closed
- Type: Single Family
- Source: 927
- MLS ID: 604054
- Added to Site: 1, 068 day(s) ago
Interior
- Rooms/Areas: Gym, Workshop, Utility Room, Sun/Florida Room, Laundry Room
- Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Bar, Window Treatments, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Fireplace(s), Wet Bar
- Fireplace: Yes
- Appliances: Washer, Wine Cooler, Ice Machine, Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 11
- Full Bathrooms: 9
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 10
Additional Information
- Pool: Yes
- Pool Description: In Ground, Decked, Concrete
- Security/Safety: Electric Gate, On Premises System
Exterior
- Exterior Features: Chickee Hut, Storage, Sandy Beach, Privacy Wall/Fence, Outdoor Shower, Lanai, Lighting, Rain Gutters, Detached Guest Qtrs, Fencing
- Deck/Patio: Open Porch/Balcony, Deck, Screened P/B
Parking
- Garage: Yes
- Attached garage: Yes
- Parking: Garage, Trailer Storage, RV Parking Open, Guest Parking, Open Parking, Attached
Location
- Area: 22 - Lower Matecumbe
- County: Monroe
- Subdivision: Matecumbe Ocean Bay (75.0)
- Driving Directions: Cortez Drive to end, private gate.
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Cooling Type: Central Air, Ceiling Fans(s)
- Heating Type: Central, Hot Water, Fireplace(s)
Utilities
- Water: Ocean View, Harbor/Marina View, Open Water View
- Utility Description: FKAA, Cable Available
Structural Information
- Architectural Style: Single Family
- Construction: CBS, Hardi Board Siding, Concrete
- Roof: Metal Roof
- Windows/Doors: French Doors, Aluminum Windows, Glass Doors
- Wiring: Cable
- Square Feet: 6,302
- Sq. Ft. Source: Seller
- Year Built: 2002
Lot Features
- Lot Size (Sq. Ft.): 716,562
- Lot Dimensions: 8.47 upland 7.98 bay bottom
- Fence: Yes
- Zoning: NR - Native Residential
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Type: Oceanfront, Open Water, Canal Front
- Dock Description: Davits, Boat Lift, Davit Pads
Financial Considerations
- Tax Amount: $45,972
- Tax Year: 2022
- Terms: Cash, Conventional
Disclosures and Reports
- Legal Description: MATECUMBE OCEAN BAY SEC 2 LOWER MATCMBE KEY PB2-98 PT TRACT D G59-142-143 G62-21-22 PROBATE #79-135-CP-02 OR932-288/296
- Flood Zone: AE, AE, AE, VE, AE, VE, AE
- Rentals Allowed: Yes
- APN: 397050
Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald (305) 393-0585
Sold by Outside Of MLS, outside of mls
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Schools
Schools serving 141 Cortez Dr
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 12.7 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 71.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 141 Cortez Dr
Date
Details
Price
Change
Source
9/22/2025
Sold
$16,000,000
-15.79%
MLS
8/17/2025
Price Reduced
$19,000,000
-5%
MLS
6/01/2025
Price Reduced
$20,000,000
-11.11%
MLS
12/02/2024
Price Reduced
$22,500,000
-10%
MLS
2/29/2024
Price Reduced
$25,000,000
-12.28%
MLS
12/30/2023
Price Reduced
$28,500,000
-4.2%
MLS
2/13/2023
Listed
$29,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
141 Cortez Drive, Islamorada, FL 33036 (MLS# 604054) is a Single Family property that was sold at $16,000,000 on September 22, 2025. Want to learn more about 141 Cortez Drive? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

