Movoto Real Estate
Sold on 08/21/2026
  • Exterior
  • View/Area
  • Other
  • Entry Way
  • Living
  • Dining
  • Kitchen
  • Bedroom
  • Bath

101 Oleander Cir, Key Largo, FL 33037

$7,500,000

Last sold 08/21/2026 after 201 Days

  • 7

    bed

  • 7

    bath

  • 4,460

    Sqft ($1,682/Sqft)

House not for sale

About 101 Oleander Cir

Property type House
Year built 1959
HOA fee $0/month
Lot size 1.62 Acre
Movoto estimate
Property 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 toda
Listed by
Listing Agent - Timothy Lloyd
Listing Office - Illustrated Properties, LLC
Source: FKBOR MLS mls logo
MLS#618417 • last updated 1 month ago
Movoto checked FKBOR MLS for data 2 minutes ago
Overview
Cooling/AC Central Air, Heat Pump, Ceiling Fans(s), Ductless
Virtual Tour N/A
MLS # 618417
Type Residential
SqFt 4460
Status Closed
SubType Single Family Residence
Lot Size (Sqft) 70613
Lot Size (Acres) 1.62
Property Tax 54417
Year Built 1959
Condition Updated/Remodeled
Interior
Total # of Bathrooms 7
# of Full Baths 5
# of Half Baths 2
Total # of Bedrooms 7
Total # of Rooms 1
Laundry Laundry Room
Flooring Tile
Accessibility Features Accessible Full Bath, Grab Bars, Accessible Kitchen, Wheelchair Ramp
Appliances More Appliances, Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Freezer, Gas Appliances, Ice Machine, Wine Cooler, Stainless Steel Appliance(s)
Interior Features Built-in Cabinets, Granite Counter Top, Storage, Walk-in Closet(s), Bar, Wired For Sound
Exterior
Construction CBS
Parking RV Access/Parking, Storage
Exterior Features Bar, Built-in Grill, Chickee Hut, Fencing, Gazebo, Detached Guest Qtrs, Lighting, Outdoor Kitchen, Outdoor Shower, Privacy Wall/Fence, Tennis Court(s)
Patio/Porch Open Porch/Balcony, Deck
Amenities / Utilities
Utilities Whole House Generatr, Cable Available
HOA Fee Includes None
Pool In Ground, Salt Water, Decked
Location
County Monroe
Subdivision Key Largo Beach Addition (100.0)
APN 00503800-000000
Zoning SF - Single Family
Directions US 1 Then Left On Atlantic Ave, Then Right On Homestead Way, Then Left On Ocean, All The Way To The End And Left On Oleander Circle, The Home Is Last House On Right
Multifamily Details
Lot/ Land Details
Additional Parcels 00503800-000100
$7.28M
Range: $6.84M-$7.72M
Last 30 days 
  • Aug 2026
    mls logo MLS # 618417
  • Aug 26, 2026 Sold
    $7,500,000 (-3.2%)
  • Mar 19, 2026 Active
    —
  • Mar 19, 2026 Contingent
    —
  • Feb 1, 2026 Listed
    $7,750,000 (+39.3%)
  • Apr 2021
    mls logo MLS # 590864
  • Apr 27, 2021 Sold
    $5,565,000 (-7.2%)
  • Mar 1, 2021 Contingent
    —
  • Oct 20, 2020 Price Change
    $5,999,000 (-7.0%)
  • Jul 17, 2020 Price Change
    $6,450,000 (-18.4%)
  • May 13, 2020 Listed
    $7,900,000 (+172.4%)
  • Jun 2016
    mls logo MLS # 562896
  • Jun 6, 2016 Sold
    $2,900,000 (-3.2%)
  • Jun 6, 2016 Price Change
    $2,995,000 (-54.6%)
  • Dec 16, 2013 Listed
    —
  • Mar 2006
    mls logo MLS # DX-1101421
  • Mar 2, 2006 Listed
    $6,600,000
  • Year Property taxes Tax assessment
  • 2024
    $55,514 +8.9%
    $7,571,120 +8.77%
  • 2023
    $50,961 +20.9%
    $6,960,976 +29.16%
  • 2022
    $42,139 +26.9%
    $5,389,557 +24.78%
  • 2021
    $33,195 +9.6%
    $4,319,159 +11.52%
  • 2020
    $30,286 +40.0%
    $3,873,020 +54.73%
  • 2019
    $21,625 +25.4%
    $2,503,057 +28.5%
  • 2018
    $17,240 +5.2%
    $1,947,843 -0.65%
  • 2017
    $16,382 +10.5%
    $1,960,528 +23.88%
  • 2016
    $14,824 +1.6%
    $1,582,555
  • 2015
    $14,586
    —
  • 101 Oleander Cir
    $7.5M
  • —
  • 33037
    $990K -20% y/y
  • Key Largo
    $990K -20% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
104 Oleander Cir, Key Largo, FL 33037 $1,716,000 3/2 960 0.03
102 Oleander Cir, Key Largo, FL 33037 $1,784,000 2/2 1,498 0.03
107 Oleander Cir, Key Largo, FL 33037 $4,292,000 3/3 1,680 0.03
106 Oleander Cir, Key Largo, FL 33037 $1,649,000 2/2 2,104 0.04
100 Oleander Cir, Key Largo, FL 33037 $1,879,000 5/4 2,040 0.04
75 Seagate Blvd, Key Largo, FL 33037 $1,711,000 2/1 925 0.05
4 Beach Rd, Key Largo, FL 33037 $2,373,000 3/2 2,236 0.05
1 Beach Rd, Key Largo, FL 33037 $7,560,000 4/5 4,778 0.05

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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6/10
Key Largo School
public Grades PK, K-8
Monroe
5/10
Coral Shores High School
public Grades 9-12
Monroe
Source: GreatSchools.org © 2026. All rights reserved.

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