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Off market
  • $7,921,900

    17279 Oleander Ln, Sugarloaf Key, FL 33042

    10beds
    10,607sqft
    Single Family Residence
    Built in 1958
    4.5 Acres Lot
    $7,921,900 Zestimate®
    $747/sqft
    $39,254 Estimated rent

    Home value

    $7,921,900

    $6.73M - $9.51M

    $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!

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    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 Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 10
    • Bathrooms: 12
    • Full bathrooms: 11
    • 1/2 bathrooms: 1
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Freezer, Ice Maker, Wine Cooler
    • Laundry: Laundry Room
    Features
    • Built-in Features, Granite Counters, Storage, Walk-in Closet(s), Tray Ceiling(s), Sauna, Sun/Florida Room
    • Flooring: Tile, Carpet
    Interior area
    • Total structure area: 10,607
    • Total interior livable area: 10,607 sqft

    Property

    Parking
    • Parking features: Garage Door Opener, Open, RV Access/Parking, Storage
    • Has garage: Yes
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck, Patio, Lanai
    • Exterior features: Rain Gutters, Lighting, Sandy Beach, Storage, Water Display
    • Has private pool: Yes
    • Pool features: In Ground, Concrete
    • Has spa: Yes
    • Spa features: Heated
    • Fencing: Fenced,Privacy
    • On waterfront: Yes
    Lot
    • Size: 4.5 Acres
    Details
    • Additional parcels included: 00166350-000000
    • Parcel number: 00166350000100
    • Zoning: IS - Improved Subivision District
    • Other equipment: Generator

    Construction

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

    Community & HOA

    Community
    • Features: Bike Paths
    • Security: Security Gate
    • Subdivision: Sugarloaf Shores (17.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Sugarloaf Key

    Financial & listing details

    • Price per square foot: $747/sqft
    • Tax assessed value: $5,903,475
    • Annual tax amount: $36,381
    • Date on market: 5/28/2023

    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: FLKMLS #586621 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

    GreatSchools rating
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    Estimated market value
    $7,921,900
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    Estimated market value
    $7,921,900