39 Evergreen Avenue, Key Haven, FL 33040

$5,400,000
Property Type: Residential Bedrooms: 8 Baths: 10 Square Footage: 6,611 Lot Size (sq. ft.): 15,687 Status: Closed
Current Price: $5,400,000 List Date: 12/27/2025 Last Modified: 1/28/2026

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.

More Information MLS# 616954

Contract Information

Current Price: $5,400,000 Listing Date: 2025-10-20 Listing Board: Florida Keys Sold Price: $5,400,000 As is Rght to Inspct: Yes

Location Tax Legal

Street #: 39 Street Name: Evergreen Street Suffix: Avenue Key/Island: Key Haven State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Key Haven 10th Add (5.0) Area: 05 - Stock Island to Shark Key

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 4 Pool: Yes Year Built: 2001 Lot SqFt: 15687 Lot Sqft Source: Property Data Card Acres: 0.36 Living Apx SqFt: 6611 SqFt Source: Tax Records Total Bedrooms: 8 Full Baths: 9 Half Baths: 1 Total Baths: 10 Rentals Allowed: With Restrictions

Status Change Info

Sold Date: 2026-01-28 Sold Price: $5,400,000 Sold Comments: furnishings included Status: Closed

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 180 Dock: Concrete

Building Style

Above Flood: Unknown

Vehicle Storage

Car(s): 4+

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Heated: Yes

Financial Status

Standard Sale: Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front Waterview: Canal View Dockage: Boat Lift Property Condition: Updated/Remodeled Vehicle Storage: Garage; Attached; Auto Door Opener; Guest Parking; Open Parking; Trailer Storage Furnished: Negotiable Cooling: Central Air; Wall/Window Unit(s) Heating: Central; Fireplace(s); Propane Stove Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer; Propane; Whole House Generatr Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Entrance Foyer; Fireplace(s); Granite Counter Top; Lobby; Sky Light(s); Split Bedroom; Storage; Tray Ceilings; Walk-in Closet(s); Wet Bar Pre-Wired: Cable Specialty Rooms: Gym; Laundry Room Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Bar; Built-in Grill; Chickee Hut; Detached Guest Qtrs; Fencing; Gazebo; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Storage Pool Info: In Ground Construction: CBS; Combo Construction; Concrete; ICFs (Insulated Concrete Forms) Shutters: Roll Down Electric Floor: Carpet; Marble; Tile Roof: Metal Roof Pets: Pets Allowed Land Size: 1/4 - 1/2 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 28 - 2026
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