$7,750,000
 $41,604 est/mo Sourced by Back At You

101 Oleander Circle,KEY LARGO, FL 33037

KEY LARGO, FL 33037

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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 basinequipped 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 capturecome see it in person and schedule your private showing today!

Details

MLS #618417
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusContingent
Year1959
Days On Site203
Listing Provided ByIllustrated Properties, LLC | Timothy Lloyd

Features

Bed(s)7
Bath(s) 7 Total
SQ Feet4,460
PoolYes
ZoningSF - Single Family
Acreage1.62
Water FrontYes
Property ViewCanal, Open Water View, Ocean

Taxes

Property54417

Area Information

StateFL
CountyMonroe
CityKEY LARGO
Zip Code33037
Area27 Key Largo MM 97 107
Community NameKey Largo Beach Addition (100.0)
Listing VS Median (in Key Largo Beach Addition (100.0))
Price:
$7,750,000
low | high
Med:
$3,850,000
100% of Average
sqft:
4,460
low | high
Med:
4,390
51.580717488789% of Average
$ / sqft:
$1,738
low | high
Med:
$877
99.53138582547% of Average
On site:
203
low | high
Med:
110
100% of Average
Sourced by Back At You

Market Activity 33037

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Learn More About This Property

StateFL
CountyMonroe
CityKEY LARGO
Zip Code33037
Area27 Key Largo MM 97 107
Community NameKey Largo Beach Addition (100.0)
Listing VS Median (in Key Largo Beach Addition (100.0))
Price:
$7,750,000
low | high
Med:
$3,850,000
100% of Average
sqft:
4,460
low | high
Med:
4,390
51.580717488789% of Average
$ / sqft:
$1,738
low | high
Med:
$877
99.53138582547% of Average
On site:
203
low | high
Med:
110
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $5.812M - $9.687M
sqft: 3,000 - 5,500
Listing Updated: May 21, 2026 at 5:40:27 PM PDT
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