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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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$16,000,000
141 Cortez Drive
Lower Matecumbe, FL 33036
MLS# 604054
Status: Closed
10 beds  |  11 baths  |  6302 sqft

 | 

1/4 mile of private beach
  1 / 104  
1/4 mile of private beach Dreamy main home 141 Cortez Dr_1oakstudiosdrone_02 Outline of property Kids Cay Daybreak Protected dockage Front screened porch Osprey nest! Infinite ocean views Oceanfront porch Wide porch with sweeping ocean views Porch overlooking private beach Main home with sweeping ocean views Main home overlooking private beach Main home overlooking private beach Entrance to Kids Cay Resort-style pool and guest home Side porch of main house Caretaker's cottage Guest home Gym and front screened porch Entry of main home Private pool Guest home Resort-style pool and rear of main home Main home and private beach Tiki Tiki Beachfront tiki Open living spaces with oceanfront views Open area living room Dining Living area and firepalce Kitchen Kitchen Kitchen bar Wide hallways Powder room Guest bedroom 1 with views Guest bathroom 1 Guest Bedroom 2 Guest bathroom 2 Main bedroom Main bathroom View from main bedroom Office Private gym Gym bathroom Laundry room Bedroom 4 Bathroom 4 Guest home Guest Home upstairs balcony Guest home downstairs porch Guest home bedroom 1 Guest home bathroom 1 Guest home bedroom 2 Guest home bathroom 2 Guest home living area Guest home bedroom 3 Guest home bathroom 3 Guest home laundry and garage Observation pier Tiki on beach Pool & Guesthouse Main home North view of property Main home Sunset Sunset Sunrise Protected concrete dockage View from caretaker's cottage Service area Protected dockage Wildlife everywhere! Observation pier Kids Cay Kids Cay Kids Cay Kids Cay Kids Cay Main house Kids Cay Main house Kids Cay Kids Cay Tiki on beach Kids Cay Kids Cay Kids Cay Kids Cay Overhead Kids Cay Kids Cay Kids Cay Nature preserve and beach Beach Kids Cay Main House Protected dockage Kids Cay Kids Cay

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.

Details
Maps
Contract Information
Current Price: $16,000,000
Listing Date: 2023-02-03
Listing Board: Florida Keys
Leased Price Monthly: $16,000,000
As is Rght to Inspct: Yes
Location, Tax & Legal
Street #: 141
Street Name: Cortez
Street Suffix: Drive
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Matecumbe Ocean Bay (75.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2002
Total Units: 3
Lot Size: 8.47 upland 7.98 bay bottom
Lot SqFt: 716562
Lot Sqft Source: Tax Records
Acres: 16.45
Living Apx SqFt: 6302
SqFt Source: Seller
Total Bedrooms: 10
Full Baths: 9
Half Baths: 2
Total Baths: 11
Rentals Allowed: Yes
Min Rental Days: 7
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Concrete
Specialty Rooms
Guest/Servant Qtrs: Legal
Building Style
Above Flood: Yes
Pool Info
Heated: Yes
Status Change Info
Under Contract Date: 2025-09-05
Leased Date: 2025-09-22
Leased Price Monthly: $16,000,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Canal Front; Oceanfront; Open Water
Waterview: Harbor/Marina View; Ocean View; Open Water View
Dockage: Boat Lift; Davit Pads; Davits
Vehicle Storage: Garage; Attached; Guest Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central; Fireplace(s); Hot Water
Utilities: Cable Available; FKAA
Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Fireplace(s); Security System; Smoke Alarms; Storage; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub; Window Treatments
Pre-Wired: Cable
Specialty Rooms: Gym; Laundry Room; Sun/Florida Room; Utility Room; Workshop
Appliances: Dishwasher; Dryer; Freezer; Ice Machine; Microwave; Oven; Range; Refrigerator; Washer; Wine Cooler
Exterior Features: Chickee Hut; Detached Guest Qtrs; Fencing; Lanai; Lighting; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Storage
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete; Hardi Board Siding
Shutters: Panel
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Security: Electric Gate; On Premises System
Land Size: 10 or more Acres
Terms: Cash; Conventional
Title: Title Ins - Buyer

Listing Office: Ocean Sotheby's International Realty

Last Updated: September - 22 - 2025

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)