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39 Evergreen Ave, Key Haven, FL 33040

$5,400,000
: 8
BD
: 10
BA
: 6,611
SqFt

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Sold Price: $5,400,000
List Price: $5,800,000
Closing Date: Jan 28, 2026
MLS#: 616954
Status: CLOSED
Island: Key Haven
County: Monroe
City: Key Haven
Area: Stock Island to Shark Key
Subdivision: Key Haven 10th Add (5.0)
Neighborhood: 05 - Stock Island to Shark Key
Bedrooms: 8
Bathrooms: 10
Half Baths: 1
Living Area: 6,611
Acres: 0.36
Year Built: 2001
Days on Market: 32

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Property Description

Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a European-inspired waterfront estate offering more than 260 linear feet of water frontage across two sides of the property, including 200 feet of concrete dockage for boating enthusiasts. Resting on over 15,000 square feet of land, this residence showcases superior craftsmanship and thoughtful design throughout more than 6,500 square feet of refined living space. The main residence features five bedrooms and four-and-a-half baths, while a three-bedroom, three-bath guest villa provides privacy and comfort for visitors. Constructed of 11-inch insulated concrete forms with poured concrete floors and stairs, the home provides extraordinary strength, safety, and sound insulation. Impact glass windows and doors are complemented by hidden European-style roll-down shutters, ensuring both security and elegance. Inside, an open gourmet kitchen, formal dining room, study, and three fireplaces create a warm yet sophisticated ambiance. Eight-foot mahogany interior doors and windows elevate each space with timeless craftsmanship. Outdoors, the estate is a true entertainer's haven, highlighted by a 65-foot heated glass-mosaic pool with a 21-foot infinity edge, three cascading waterfalls, and an island with a six-seat swim-up bar leading to a custom cabana. A private 400-square-foot gym and 3,800-square-foot garage complete the amenities, along with a generator and fire suppression system for added peace of mind. A rare combination of elegance, engineering, and waterfront grandeur, Casa di Sempre represents one of the most remarkable estates in the Lower Florida Keys—crafted for those who value strength, sophistication, and sanctuary by the sea.

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Additional Information

Taxes: $51,426
Interior Features: Custom Cabinets, Granite Counters, Lobby, Skylight(s), Storage, Walk-In Closet(s), Bar, Tray Ceiling(s), Exercise Room
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Some Gas Appliances, Stainless Steel Appliance(s)
Exterior Features: Wet Bar, Outdoor Grill, Chickee Hut, Fence, Gazebo, Guest Quarters, Rain Gutters, Lighting, Outdoor Kitchen, Outdoor Shower, Privacy Wall, Storage
Roof: Metal
Pool: Yes
Property Condition: Updated/Remodeled
Waterfront: Yes
Control Depth: 4
Zoning: IS - Improved Subivision District
Terms: Cash, Conventional