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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
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.
