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29550 W Cahill Court, Big Pine Key FL

29550 W Cahill Court, Big Pine Key, FL 33043

About 29550 W Cahill Court, Big Pine Key FL, Big Pine Key FL

Introducing ''Contemporary Keys Haven'', the epitome of a secure Florida Keys estate for divers, boaters, and sunset-lovers positioned behind a custom gated entry. This breathtaking oceanfront compound and smart home are cloistered on almost an acre of meticulously maintained grounds with over 6,100 sf of interior living, 4 bedrooms, 6.5 bathrooms, and a sophisticated list of details between the main home and guest quarters. Most notably, the 25k gallon snorkel aquarium (featured on National Geographic's Fish Tank Kings), majestic sunset views, Chef's kitchen, his-and-her master bathrooms, elevator, rooftop deck, 4 car garage, pristine concrete pool, tiki, and sandy beach plus 260 ft of canalfront dockage with 2 boat lifts, jet dock and more make this haven ideal for those focused on detail.

Originally constructed in 1996, "Contemporary Keys Haven" was a unique collaboration between Florida Keys architect Glenn Gray and premier construction firm, D'Asign Source. Enter the meticulously maintained grounds through the custom-designed gated entry and be enamored by the bronze/concrete sculpture (commissioned by Florida Keys/Hilton Head's very own, Walter Palmer) and the curved, angled, and sloped architecture of the residence. With over hundreds of species of palms and tropical vegetation on the property, a protected preserve just North of the compound, and panoramic views of Newfound Harbor to the West, this prime location is absolutely idyllic for privacy and sunset viewing alike. The main home features 3 bedrooms, 5.5 bathrooms, over 5,300 square feet of living space, over 4,500 square feet of porches, a rooftop deck complete with hot tub prime for 360-degree views, elevator, dumbwaiter, Chef's kitchen, open concept living, and theater room. The master suite is situated on the top floor complete with his and her separate bathrooms and walk-in closets. Each of the 2 guest suites on the main level features private ensuite bathrooms too. The 1 bedroom, 1 bathroom, 834 square foot guest quarters sit above the 4 car garage, plus Angler's Room and separate Snorkel/Pool Pump Room. This colossal concrete bunker truly must be seen to be fully appreciated and described...

Contact Listing Agent - Ally Kelley

Contact Listing Agent - Jenna Chapa



Ally Kelley

Global Real Estate Advisor

With a background in hospitality, communications, vacation rental property management, and leadership, Ally is a natural when it comes to selling the Keys lifestyle.


Jenna Chapa

Global Real Estate Advisor

Jenna has a passion for hard work, integrity, community, and client service.



Total Bedrooms:


Total Bathrooms:


Full Bathrooms:


Half Bathrooms:



Carpet, Tile Floor


Dishwasher, Disposal, Dryer, Freezer, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer, Wine Cooler

Other Interior Features:

Bar, Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Foyer, Granite Counter Top, Pantry, Security System, Smoke Alarms, Split Bedroom, Storage, Walk-in Closet, Wet Bar, Window Treatments

Exterior & Building


Buyer to Verify, Cable Available, FKAA, Municipal Sewer




Other Roof, Tile Roof



Other Exterior Features:

Bar, Built-in Grill, Chickee Hut, Detached Guest Qtrs, Fencing, Fruit Tree(s), Hot Tub, Landscape Lighting, Outdoor Kitchen, Outdoor Shower, Sandy Beach, Sprinkler System, Storage, Water Display

Financial Details

Sales Price:


Real Estate Tax:


HOA Fees:


IS - Improved Subivision District

Area & Lot



Living Space:

6,134 Sq.Ft.

Lot Size:

0.79 Acres





Year Built:


Architecture Styles:

Single Family

Water Frontage:


View Description:

Bay/Gulf View, Ocean View, Open Water View

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Whether you are buying or selling your home, you can trust Ocean Sotheby's International Realty to provide a superior level of professional real estate services that exceed your expectations.

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