USAFLKey LargoKey Largo Beach Addition (100.0)101 Oleander Cir

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$7,750,000

3 days ago

101 Oleander Cir, Key Largo, FL

House

7 Bed

7 Bath

4460 sqft

MLS® 618417

Key Facts
Description
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 4460 sqft

Garage No

Taxes $54,417

Days Active 2

Lot Size 1.62 acres

Approx. Age 1959

Avg. Price Per Sqft $1,737

MLS® Number 618417

Property Address: 101 Oleander Cir, Key Largo, FL, 33037-4217

Average square foot calculated using Size range provided by listing agent.

Description

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!

MLS® Number618417

Laundry Level

Central VacNo

FireplaceNo

Acreage1.62

Exterior

GarageNo

Approx. Age1959

Basement

DrivewayCarport, Trailer Storage, Covered Parking, RV Parking Open, Off Street Parking

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Similar Listings

Price History

-End Date

Not Sold YetSold Price

For Sale

Feb 1, 2026List Date

$7,750,000List Price

Commute

Commute

Starting Address

Destination Address

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