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Sold for $7,500,000
  • $7,500,000

    101 Oleander Cir, Key Largo, FL 33037

    7beds
    4,460sqft
    Single Family Residence
    Built in 1959
    1.62 Acres Lot
    $-- Zestimate®
    $1,682/sqft
    $-- Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    Not available

    Zestimate® history
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    What's special

    Oceanfront landmarkPrivate boat basinHot tubMetal roofMultiple cascading waterfallsIconic key largo lighthouseExpansive pantry
    Welcome to the iconic Key Largo Lighthouse, a one-of-a-kind oceanfront landmark set on 1.6 acres of lushly landscaped tropical paradise in Key Largo. With over 300 feet of seawalled waterfront, this private compound delivers an unmatched resort-style lifestyle in the Florida Keys. Surrounded by mature palms, the property offers an extraordinary array of amenities, including a private boat basin, pickleball court, working lighthouse, and a spectacular water-park-style infinity pool complete with a lazy river, grotto, hot tub, waterslide, and multiple cascading waterfalls. Designed for grand-scale entertaining or quality family time, the estate features three main buildings with accommodations for up to 20 guests. The main residence showcases a stunning great-room layout anchored by a chef's kitchen with a Wolf gas range, Sub-Zero refrigerator and six under-counter refrigerated drawers, full-size wine fridge, expansive pantry, and an oversized island ideal for gatherings. Additional living spaces include two separate units, each with full kitchens and bedrooms, along with three detached guest bedrooms with cabana baths, offering exceptional privacy and flexibility. Throughout the grounds, Old Chicago brick walkways, seven tiki huts, and thoughtfully designed lounging areas invite relaxation at every turn. Enjoy breathtaking ocean sunrises from the point and entertain under the cabana bar overlooking Pennekamp National Park, the Atlantic Ocean, and your private, secure boat basin—equipped with a boat lift, floating jet-ski lift, and kayak/paddleboard launch. The property is fully outfitted with impact windows and doors, a metal roof, and a standby generator capable of powering the entire estate, providing peace of mind year-round. This rare and irreplaceable oceanfront compound is the ultimate setting for unforgettable entertaining and luxurious island living. Simply too many impeccable details to capture—come see it in person and schedule your private showing toda

    Zillow last checked:

    Listing updated:

    Listed by:

    Timothy Lloyd 954-448-0781,

    Illustrated Properties, LLC

    Bought with:

    Joy C Martin, 0524075

    American Caribbean Real Estate, Christie's International Real Estate

    Source: FLKMLS,MLS#: 618417MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 7
    • Full bathrooms: 5
    • 1/2 bathrooms: 2
    Family room
    • Level: Main
    • Area: 340 Square Feet
    • Dimensions: 20 x 17
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Heat Pump, Ceiling Fans(s), Ductless
    Appliances
    • Included: More Appliances, Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Freezer, Gas Appliances, Ice Maker, Wine Cooler, Stainless Steel Appliance(s)
    • Laundry: Laundry Room
    Features
    • Built-in Features, Granite Counters, Storage, Walk-in Closet(s), Bar, Wired for Sound
    • Flooring: Tile
    • Furnished: Yes
    Interior area
    • Total structure area: 4,460
    • Total interior livable area: 4,460 sqft

    Property

    Parking
    • Parking features: RV Access/Parking, Storage
    Accessibility
    • Accessibility features: Accessible Full Bath, Grip-Accessible Features, Accessible Kitchen, Accessible Approach with Ramp
    Features
    • Patio & porch: Open Porch/Balcony, Deck
    • Exterior features: Bar, Built-in Barbecue, Chickee Hut, Lighting, Outdoor Kitchen, Outdoor Shower, Tennis Court(s)
    • Has private pool: Yes
    • Pool features: In Ground, Salt Water, Decked
    • Fencing: Fenced,Privacy
    • On waterfront: Yes
    Lot
    • Size: 1.62 Acres
    Details
    • Additional structures: Gazebo, Guest House
    • Additional parcels included: 00503800-000100
    • Parcel number: 00503800000000
    • Zoning: SF - Single Family
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • CBS
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1959

    Utilities & green energy

    • Utilities for property: Cable Available

    Community & HOA

    Community
    • Subdivision: Key Largo Beach Addition (100.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key Largo

    Financial & listing details

    • Price per square foot: $1,682/sqft
    • Tax assessed value: $7,571,120
    • Annual tax amount: $54,417
    • Date on market: 2/1/2026
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    8/21/2026Sold$7,500,000-3.2%$1,682/sqft
    Source: FLKMLS #618417 Report a problem
    3/19/2026Contingent$7,750,000$1,738/sqft
    Source: FLKMLS #618417 Report a problem
    2/1/2026Listed for sale$7,750,000+39.3%$1,738/sqft
    Source: Key West AOR #618417 Report a problem
    4/27/2021Sold$5,565,000-7.2%$1,248/sqft
    Source: FLKMLS #590864 Report a problem
    3/1/2021Contingent$5,999,000$1,345/sqft
    Source: FLKMLS #590864 Report a problem
    10/20/2020Price change$5,999,000-7%$1,345/sqft
    Source: Ocean Sotheby's International Realty #590864 Report a problem
    7/17/2020Price change$6,450,000-18.4%$1,446/sqft
    Source: Ocean Sotheby's International Realty #590864 Report a problem
    5/13/2020Listed for sale$7,900,000+172.4%$1,771/sqft
    Source: Ocean Sotheby's International Realty #590864 Report a problem
    9/19/2014Sold$2,900,000-3.2%$650/sqft
    Source: Agent Provided Report a problem
    7/21/2014Pending sale$2,995,000$672/sqft
    Source: American Caribbean Real Estate #562896 Report a problem
    12/20/2013Listed for sale$2,995,000$672/sqft
    Source: American Caribbean Real Estate #562896 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$55,514 +8.9%$6,521,364 +10%
    2023$50,961 +20.9%$5,928,513 +10%
    2022$42,139 +26.9%$5,389,557 +43.1%
    2021$33,195 +9.6%$3,765,224 +10%
    2020$30,286 $3,422,931 +36.8%
    2019$30,286 +40%$2,503,057 +28.5%
    2018$21,625 +25.4%$1,947,843 -0.6%
    2017$17,240 +5.2%$1,960,528 +23.9%
    2016$16,382 +10.5%$1,582,555 +3.7%
    2015$14,824 $1,526,339
    Find assessor info on the county website

    Neighborhood: 33037

    Nearby schools

    GreatSchools rating