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WaterfrontNew Listing

101 oleander circle

Key Largo, FL 33037

$7,750,000

7 BEDS 7 BATHS
4,460 SQFT1.62 AC LOT
Residential - Single Family
WaterfrontNew Listing
Image 1: DSC08936
Image 2: MAX_1790
Image 3: MAX_1770
Image 4: MAX_1850
Bedrooms 7
Total Baths 7
Full Baths 5
Square Feet 4460
Acreage 1.62
Status Active
MLS # 618417
County Monroe
More Info
Category Residential - Single Family
Status Active
Square Feet 4460
Acreage 1.62
MLS # 618417
County Monroe
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!
Location not available

Exterior Features

  • Style Single Family
  • Construction Single Family
  • Siding CBS
  • Exterior Bar, Tennis Court(s), Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Detached Guest Qtrs, Gazebo, Fencing, Chickee Hut, Built-in Grill
  • Roof Metal Roof
  • Garage Yes
  • Water FKAA, Propane, Cable Available, Whole House Generatr, Buyer to Verify, Municipal Sewer
  • Sewer FKAA, Propane, Cable Available, Whole House Generatr, Buyer to Verify, Municipal Sewer

Interior Features

  • Appliances More Appliances, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
  • Heating Central, Electric, Ductless
  • Cooling Central Air, Ductless, Ceiling Fans(s), Heat Pump
  • Living Area 4,460 SQFT
  • Year Built 1959

Neighborhood & Schools

  • School Disrict 00503800-000100

Financial Information

  • Parcel ID 1621684
  • Zoning SF - Single Family

Additional Services

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Listing Information

Listing Provided Courtesy of Illustrated Properties, LLC
Listing Agent Timothy Lloyd
Florida Keys, MLS
Listing data is current as of 02/04/2026.

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