Contingent

101 Oleander Circle CIRCLE

KEY LARGO, FL 33037
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Bed 7

Bed

Bath 7

Bath

SqFt4,460

Sqft

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 today!

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $7,750,000

AD Id : 74812526

MLS Id : 618417

Beds : 7

Living Area Size : 4,460

Year Built : 1959

County : Monroe

Subdivision: Old Town - Unlisted (1.0)

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 7 Laundry Room,Workshop

    Bathroom Information

    Total Baths: 7 Full Baths: 5 Half Baths: 2
  • Interior Features

    Pantry,Built-in Cabinets,Bar,Walk-in Closet(s),Storage,Granite Counter Top Appliances: More Appliances,Stainless Steel Appliance(s),Wine Cooler,Ice Machine,Gas Appliances,Freezer,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer,Washer Appliances Other: wood pizza oven
  • Roofing Information

    Metal Roof

    Flooring Information

    Tile

    Heating & Cooling

    Cooling: Central Air,Ductless,Ceiling Fans(s),Heat Pump Heating: Central,Electric,Ductless Water Front: Yes Oceanfront,Open Water,Canal Front Ocean View,Open Water View,Canal View

    Window Information

    Window Treatments: Sliding Glass Doors,Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1959 Total Units: 0.00 Floor Location: 70613 Construction: CBS Roof: Metal Roof
  • Exterior Features

    Bar,Tennis Court(s),Privacy Wall/Fence,Outdoor Shower,Outdoor Kitchen,Lighting,Detached Guest Qtrs,Gazebo,Fencing,Chickee Hut,Built-in Grill

    Pool Information

    In Ground,Decked,Salt Water Heated: Yes Other Surroundings: Grotto Hot Tub Slide

  • Lot Information

    Lot SqFt: 70,613 Lot SqFt Source: Property Data Card LOT 11 AND ADJ ACCRETED LAND (PT GOV LOT 3 AND BOAT BASIN KEY LARGO BEACH ADDITION PB4-22 KEY LARGO OR47-160 OR544-76
  • Property Information

    SQ ft (Living Area): 4,460 View: Ocean View,Open Water View,Canal View Subdivision: Key Largo Beach Addition (100.0)

  • Listing Price Information

    List Price: $7,750,000
  • Listing Information

    Cash,Conventional

  • Tax Information

    Taxes: $54,417 Tax Year: 2024 Parcel Number: 00503800-000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Propane,Cable Available,Whole House Generatr,Buyer to Verify,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
527 Sound Dr, Key Largo, FL, 33037 $699,000 2 1 884 884 SqFt
37 Orange Dr, Key Largo, FL, 33037 $535,000 2 1 771 771 SqFt
21 Tina Pl, Key Largo, FL, 33037 $725,000 4 3 2,109 2,109 SqFt
56 Tina Pl, Key Largo, FL, 33037 $619,500 3 2 1,568 1,568 SqFt
13 Judy Pl, Key Largo, FL, 33037 $399,999 3 2 1,344 1,344 SqFt
443 4th Rd, Key Largo, FL, 33037 $1,350,000 5 4 1,357 1,357 SqFt
456 Bowie Ln, Key Largo, FL, 33037 $595,000 2 1 729 729 SqFt
1210 Cactus St, Key Largo, FL, 33037 $1,695,000 4 5 3,120 3,120 SqFt
26 Corrine Pl, Key Largo, FL, 33037 $1,849,000 3 4 3,520 3,520 SqFt
26 Shoreland Dr, Key Largo, FL, 33037 $1,030,000 3 2 832 832 SqFt

ByOwner last updated this listing 06/06/2026 @ 18:58

MLS: 618417 LISTED BY: Timothy Lloyd , Illustrated Properties, LLC 561-272-4015 SOURCE: Florida Keys MLS, Inc.

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