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Sold for $5,400,000
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  • $5,400,000

    39 Evergreen Ave, Key West, FL 33040

    8beds
    6,611sqft
    Single Family Residence
    Built in 2001
    0.36 Acres Lot
    $5,481,100 Zestimate®
    $817/sqft
    $-- Estimated rent

    Home value

    $5,481,100

    $4.77M - $6.30M

    Not available

    Zestimate® history
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    What's special

    Waterfront estateThree fireplacesCascading waterfallsHeated glass-mosaic poolExclusive key haven cul-de-sacCustom cabanaRefined living space
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Sabrina Wampler & Sarah Ewald 305-393-0585,

    Ocean Sotheby's International Realty

    Bought with:

    Nick Norman, 3644313

    Island Life Realty Experts

    Source: FLKMLS,MLS#: 616954MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 10
    • Full bathrooms: 9
    • 1/2 bathrooms: 1
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Wall/Window Unit(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Gas Appliances, Stainless Steel Appliance(s)
    • Laundry: Laundry Room
    Features
    • Built-in Features, Granite Counters, Lobby, Storage, Walk-in Closet(s), Bar, Tray Ceiling(s), Gym
    • Flooring: Tile, Carpet, Marble
    • Windows: Skylight(s)
    Interior area
    • Total structure area: 6,611
    • Total interior livable area: 6,611 sqft

    Property

    Parking
    • Parking features: Attached, Garage Door Opener, Open, Storage
    • Has attached garage: Yes
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck, Roof Top Deck, Patio, Lanai
    • Exterior features: Bar, Built-in Barbecue, Chickee Hut, Rain Gutters, Lighting, Outdoor Kitchen, Outdoor Shower, Storage
    • Has private pool: Yes
    • Pool features: In Ground
    • Fencing: Fenced,Privacy
    • On waterfront: Yes
    Lot
    • Size: 0.36 Acres
    Details
    • Additional structures: Gazebo, Guest House
    • Parcel number: 00140440000000
    • Zoning: IS - Improved Subivision District
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • CBS, Concrete, Combo Construction, ICFs (Insulated Concrete Forms)
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 2001

    Utilities & green energy

    • Utilities for property: Cable Available

    Community & HOA

    Community
    • Subdivision: Key Haven 10th Add (5.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $817/sqft
    • Tax assessed value: $5,669,287
    • Annual tax amount: $51,426
    • Date on market: 12/27/2025
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    1/28/2026Sold$5,400,000-6.9%$817/sqft
    Source: FLKMLS #616954 Report a problem
    12/27/2025Pending sale$5,800,000$877/sqft
    Source: FLKMLS #616954 Report a problem
    12/27/2025Listed for sale$5,800,000$877/sqft
    Source: Key West AOR #616954 Report a problem
    12/11/2025Contingent$5,800,000$877/sqft
    Source: Key West AOR #616954 Report a problem
    10/20/2025Listed for sale$5,800,000+0%$877/sqft
    Source: Key West AOR #616954 Report a problem
    7/31/2025Listing removed$5,799,000$877/sqft
    Source: FLKMLS #611707 Report a problem
    7/11/2025Price change$5,799,000-3.3%$877/sqft
    Source: FLKMLS #611707 Report a problem
    3/7/2025Price change$5,999,000-10.4%$907/sqft
    Source: FLKMLS #611707 Report a problem
    11/12/2024Price change$6,699,000-1.5%$1,013/sqft
    Source: FLKMLS #611707 Report a problem
    11/7/2024Price change$6,799,000-1.4%$1,028/sqft
    Source: FLKMLS #611707 Report a problem
    10/30/2024Price change$6,899,000-1.4%$1,044/sqft
    Source: FLKMLS #611707 Report a problem
    10/3/2024Listed for sale$6,999,000$1,059/sqft
    Source: FLKMLS #611707 Report a problem
    8/28/2024Listing removed$6,999,000$1,059/sqft
    Source: FLKMLS #606778 Report a problem
    6/1/2024Price change$6,999,000-9.1%$1,059/sqft
    Source: Key West AOR #606778 Report a problem
    4/23/2024Price change$7,699,000-1.3%$1,165/sqft
    Source: Key West AOR #606778 Report a problem
    4/13/2024Price change$7,799,000-2.5%$1,180/sqft
    Source: Key West AOR #606778 Report a problem
    11/8/2023Price change$7,999,000-2.4%$1,210/sqft
    Source: Key West AOR #606778 Report a problem
    9/26/2023Listed for sale$8,199,000+46.4%$1,240/sqft
    Source: Key West AOR #606778 Report a problem
    5/20/2020Sold$5,600,000-20%$847/sqft
    Source: FLKMLS #589942 Report a problem
    2/22/2020Price change$7,000,000+7.7%$1,059/sqft
    Source: LoKation Real Estate #589942 Report a problem
    8/7/2019Listed for sale$6,500,000+2352.8%$983/sqft
    Source: Lokation Real Estate #586855 Report a problem
    1/5/1998Sold$265,000$40/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$49,209 -4.3%$5,669,287 -6.7%
    2024$51,426 +2.8%$6,078,736 +3%
    2023$50,041 +18%$5,901,686 +23.6%
    2022$42,401 +6%$4,773,622 +10%
    2021$39,993 +143%$4,339,656 +143.5%
    2020$16,457 $1,782,053 +2.3%
    2019$16,457 +1.9%$1,741,988 +1.9%
    2018$16,156 -0.9%$1,709,508 +2.1%
    2017$16,310 $1,674,347 +2.1%
    2016-- $1,639,909 +0.7%
    2015-- $1,628,509
    Find assessor info on the county website

    Neighborhood: 33040

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $5,481,100
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    Estimated market value
    $5,481,100