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Sold for $7,400,000
  • $7,400,000

    17279 Oleander Ln, Sugarloaf Key, FL 33042

    10beds
    10,607sqft
    Single Family Residence
    Built in 1958
    4.5 Acres Lot
    $8,067,600 Zestimate®
    $698/sqft
    $39,254 Estimated rent

    Home value

    $8,067,600

    $6.86M - $9.52M

    $39,254/mo

    Zestimate® history
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    What's special

    Breathtaking ocean viewsPrivate sugarloaf estatePrivate lagoonDouble garageImpact windowsMassive separate closetsColossal primary suite
    Magnificent Private Sugarloaf Estate! Truly one-of-a-kind trophy property boasting 10 beds 11 baths nestled on 4.5 acres of pristine oceanfront land, surrounded on 3 sides by emerald & sapphire crystal-clear waters, this property is a private compound in paradise & only 20 minutes to Key West. This estate features a private 75ft wide white sandy beach, waterfrontage on 3 sides totaling an incredible 1700 FT. From every vantage point, the expansive open water views are simply breathtaking, making this rare point lot between 2 canals an unrivaled gem. This property has incredible development potential & could be used as a corporate retreat or private compound. Secluded & offering utmost privacy, this estate is completely fenced with an electric gate. Formerly the Jerry Herman Estate ,rich in history & comes with its own special touch-his piano is included in the sale. The main home is a massive 8814 SF, with its own private beach & breathtaking ocean views from every room. The exquisite custom accents throughout are truly impressive, from the family room to the formal dining room, sunroom & huge living room.The home office provides a serene setting to work in, while the pool,hot tub & private lagoon w/fountain & waterfall offer the perfect spots to relax & unwind. 3 separate docks for multiple boats! Double garage has a Tesla charging station & the property is equipped with a 100KW Generac generator 2 x 2000 gallon tanks .The main house has a new metal roof, impact windows & doors. The colossal primary suite boasts a spa like bathroom with massive separate closets & mesmerizing open water views. A charming bridge leads to a guest house overlooking the lagoon. Covered boat slip. The 3rd house, for caretaker or guests is 2/2, 1016 SF with kitchen. This stunning property is truly a once-in-a-lifetime opportunity & must be seen to be fully appreciated. With so much to offer, this Private Sugarloaf Estate is sure to exceed your expectations!

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Swanson,

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    Bought with:

    Dan R Serban, 3313073

    Key West Luxury Real Estate Inc (KW)

    Source: FLKMLS,MLS#: 605473MLS LogoOriginating MLS: Key West Association

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 10
    • Bathrooms: 12
    • Full bathrooms: 11
    • 1/2 bathrooms: 1
    Heating
    • Central
    Cooling
    • Central Air, Ceiling Fans(s)
    Appliances
    • Included: Washer, Wine Cooler, Ice Machine, Freezer, Oven, Range, Refrigerator, Dishwasher, Dryer
    • Laundry: Laundry Room
    Features
    • Pantry, Built-in Cabinets, Tray Ceiling(s), Walk-In Closet(s), Storage, Granite Counters, Sun/Florida Room, Sauna/Steam Room
    • Flooring: Tile, Carpet
    • Doors: Impact Rstnce Doors
    • Windows: Other Windows/Doors, Impact Rstnce Window, Accordion
    Interior area
    • Total interior livable area: 10,607 sqft

    Property

    Parking
    • Parking features: Garage, Trailer Storage, RV Parking Open, Guest, Open, Garage Door Opener, Detached
    • Has garage: Yes
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Lanai, Open Porch/Balcony, Deck, Patio
    • Exterior features: Water Display, Storage, Sandy Beach, Lighting, Rain Gutters, Boat Slip
    • Has private pool: Yes
    • Pool features: In Ground, Concrete
    • Has spa: Yes
    • Spa features: Private
    • Fencing: Fenced,Privacy
    • Has view: Yes
    • View description: Ocean, Water, Canal, Bay/Gulf View
    • Has water view: Yes
    • Water view: Ocean,Water,Canal,Bay/Gulf View
    • Waterfront features: Oceanfront, Open Water, Canal Front, Bay Front, Waterfront, Sandy Beach, Dock: Concrete, Dockage: Boat Slip, Basin
    Lot
    • Size: 4.50 Acres
    • Features: 2 Less Than 5 Acres
    Details
    • Additional structures: Workshop
    • Additional parcels included: 00166350000000
    • Parcel number: 00166350000100
    • Zoning: IS
    • Zoning description: Improved Subivision District

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • CBS, Stucco, Concrete
    • Roof: Metal,Other
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1958

    Utilities & green energy

    • Electric: Generator
    • Sewer: Municipal Sewer, Public Sewer
    • Utilities for property: FKAA, Propane

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s), Electric Gate
    Community
    • Community features: Bike Paths
    Location
    • Region: Sugarloaf Key
    • Subdivision: Sugarloaf Shores (17.0)

    HOA & financial

    HOA
    • Has HOA: No
    • Services included: None

    Price history

    DateEventPrice
    8/28/2023Sold$7,400,000-5.7%$698/sqft
    Source: FLKMLS #605473 Report a problem
    8/18/2023Pending sale$7,850,000$740/sqft
    Source: FLKMLS #605473 Report a problem
    7/28/2023Contingent$7,850,000$740/sqft
    Source: FLKMLS #605473 Report a problem
    7/14/2023Price change$7,850,000-10.3%$740/sqft
    Source: FLKMLS #605473 Report a problem
    5/28/2023Listed for sale$8,750,000+105.9%$825/sqft
    Source: Key West AOR #605473 Report a problem
    9/19/2019Sold$4,250,000-5.6%$401/sqft
    Source: Agent Provided Report a problem
    7/23/2019Listed for sale$4,500,000-25%$424/sqft
    Source: Truman & Co. (KW) #586621 Report a problem
    2/26/2015Listing removed$5,999,000$566/sqft
    Source: Truman & Co. #114426 Report a problem
    2/28/2013Price change$5,999,000-6.3%$566/sqft
    Source: Truman & Co. #114426 Report a problem
    3/24/2011Listed for sale$6,400,000$603/sqft
    Source: Truman & Co. Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$52,172 -2.3%$5,903,475 -4.9%
    2024$53,403 +42.3%$6,206,718 +42.9%
    2023$37,541 +3.2%$4,344,743 +4.1%
    2022$36,382 -1.7%$4,173,690 +4%
    2021$36,995 +1.3%$4,011,665 +2.4%
    2020$36,504 $3,917,601 +53.8%
    2019$36,504 +52%$2,547,535 +1.9%
    2018$24,018 -0.9%$2,500,035 +2.1%
    2017$24,245 +2.9%$2,448,615 +2.1%
    2016$23,555 -0.9%$2,398,252 +0.7%
    2015$23,762 $2,381,581

    Find assessor info on the county website

    Neighborhood: 33042

    Nearby schools

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    Estimated market value
    $8,067,600
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    Estimated market value
    $8,067,600