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!
For sale
$7,750,000
101 Oleander Cir, Key Largo, FL 33037
7beds
4,460sqft
Est.:
Single Family Residence
Built in 1959
1.62 Acres Lot
$-- Zestimate®
$1,738/sqft
$-- HOA
What's special
Oceanfront landmarkPrivate boat basinHot tubMetal roofMultiple cascading waterfallsIconic key largo lighthouseExpansive pantry
- 25 days |
- 8,406 |
- 407 |
Zillow last checked: 8 hours ago
Listing updated: February 02, 2026 at 04:18am
Listed by:
Timothy Lloyd 954-448-0781,
Illustrated Properties, LLC
Source: FLKMLS,MLS#: 618417
Originating MLS: Florida Keys
Originating MLS: Florida KeysTour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Heating
- Central, Electric, Ductless
Cooling
- Central Air, Ductless, Ceiling Fans(s), Heat Pump
Appliances
- Included: More Appliances, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer, wood pizza oven
- Laundry: Laundry Room
Features
- Pantry, Built-in Cabinets, Bar, Walk-In Closet(s), Storage, Granite Counters, Sound System
- Flooring: Tile
- Doors: Sliding Glass Doors, Impact Rstnce Doors
- Windows: Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 4,460 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Carport, Trailer Storage, Covered, RV Parking Open, Off Street
- Has carport: Yes
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Yes, Accessible Full Bath, Accessible Approach with Ramp, Accessible Kitchen, Grip-Accessible Features
Features
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Bar, Tennis Court(s), Outdoor Shower, Outdoor Kitchen, Lighting, Built-in Barbecue, Boat Slip
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Salt Water
- Fencing: Privacy,Fenced
- Has view: Yes
- View description: Ocean, Water, Canal
- Has water view: Yes
- Water view: Ocean,Water,Canal
- Waterfront features: Oceanfront, Open Water, Canal Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 300, Dockage: Boat Lift, Basin, Boat Slip
Lot
- Size: 1.62 Acres
- Features: 1 Less Than 2 Acres
Details
- Additional structures: Workshop, Detached Guest Qtrs, Gazebo, Chickee Hut
- Additional parcels included: 00503800000100,00503800000200
- Parcel number: 00503800000000
- Zoning: SF
- Zoning description: Single Family
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1959
Utilities & green energy
- Electric: Generator
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Propane, Cable Available, Buyer to Verify, Cable Connected
Community & HOA
Community
- Subdivision: Key Largo Beach Addition (100.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key Largo
Financial & listing details
- Price per square foot: $1,738/sqft
- Tax assessed value: $7,571,120
- Annual tax amount: $54,417
- Date on market: 2/1/2026
- Listing terms: Cash,Conventional
Estimated market value
Not available
Estimated sales range
Not available
$5,879/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/1/2026 | Listed for sale | $7,750,000+39.3%$1,738/sqft |
Source:  Key West AOR #618417 Report a problem | ||
| 4/27/2021 | Sold | $5,565,000-7.2%$1,248/sqft |
Source:  FLKMLS #590864 Report a problem | ||
| 3/1/2021 | Contingent | $5,999,000$1,345/sqft |
Source: FLKMLS #590864 Report a problem | ||
| 10/20/2020 | Price change | $5,999,000-7%$1,345/sqft |
Source: Ocean Sotheby's International Realty #590864 Report a problem | ||
| 7/17/2020 | Price change | $6,450,000-18.4%$1,446/sqft |
Source: Ocean Sotheby's International Realty #590864 Report a problem | ||
| 5/13/2020 | Listed for sale | $7,900,000+172.4%$1,771/sqft |
Source: Ocean Sotheby's International Realty #590864 Report a problem | ||
| 9/19/2014 | Sold | $2,900,000-3.2%$650/sqft |
Source: FLKMLS #562896 Report a problem | ||
| 7/21/2014 | Pending sale | $2,995,000$672/sqft |
Source: American Caribbean Real Estate #562896 Report a problem | ||
| 12/20/2013 | Listed for sale | $2,995,000$672/sqft |
Source: American Caribbean Real Estate #562896 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $55,514 +8.9% | $6,521,364 +10% |
| 2023 | $50,961 +20.9% | $5,928,513 +10% |
| 2022 | $42,139 +26.9% | $5,389,557 +43.1% |
| 2021 | $33,195 +9.6% | $3,765,224 +10% |
| 2020 | $30,286 | $3,422,931 +36.8% |
| 2019 | $30,286 +40% | $2,503,057 +28.5% |
| 2018 | $21,625 +25.4% | $1,947,843 -0.6% |
| 2017 | $17,240 +5.2% | $1,960,528 +23.9% |
| 2016 | $16,382 +10.5% | $1,582,555 +3.7% |
| 2015 | $14,824 | $1,526,339 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$43,406/mo
Principal & interest
$38110
Property taxes
$5296
Climate risks
Neighborhood: 33037
Nearby schools
GreatSchools rating
- 8/10Key Largo SchoolGrades: PK-8Distance: 5.5 mi
- 4/10Coral Shores High SchoolGrades: 9-12Distance: 9.1 mi
Local experts in 33037
