101 Oleander Circle, Key Largo, FL 33037
$7,750,000
Property Type:
Residential
Bedrooms:
7
Baths:
7
Square Footage:
4,460
Lot Size (sq. ft.):
70,613
Status:
Active
Current Price:
$7,750,000
List Date:
2/01/2026
Last Modified:
2/02/2026
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!
More Information MLS# 618417
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Current Price: $7,750,000
Listing Date: 2026-02-01
List Price: $7,750,000
Location, Tax & Legal
City: KEY LARGO
Off Shore Island: No
Mile Marker: 100
Marathon Neighborhood: N/A
Side: Ocean
Alternate Key #: 1621684
Handicap Access: Yes
Add'l Parcel #1: 00503800-000100
Parcel #: 00503800-000000
Add'l Parcel #2: 00503800-000200
Zoning: SF - Single Family
Deed Restrictions: Unknown
Legal: LOT 11 AND ADJ ACCRETED LAND (PT GOV LOT 3 AND BOAT BASIN KEY LARGO BEACH ADDITION PB4-22 KEY LARGO OR47-160 OR544-76
Taxes: 54417
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 101
Street Name: Oleander
Street Suffix: Circle
Key/Island: Key Largo
State/Province: FL
Zip Code: 33037
County: Monroe
Subdivision: Key Largo Beach Addition (100.0)
Area: 27 - Key Largo MM 97-107
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 5
Lot SqFt: 70613
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 1.62
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 1959
Living Apx SqFt: 4460
Total Bedrooms: 7
Full Baths: 5
Half Baths: 2
Total Baths: 7
Remarks & Misc
Remarks – Consumer: 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!
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
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 300
Dock: Concrete
Basin: 1
Boat Lift: 1
Boat Slip: 1
Seawall: Concrete
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
More Appliances: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Other: wood pizza oven
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heat Pump: 1
Heating
Central: 1
Ductless: 1
Electric: 1
Waterfront
Canal Front: 1
Oceanfront: 1
Open Water: 1
Waterview
Canal View: 1
Ocean View: 1
Open Water View: 1
Floor
Tile: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Granite Counter Top: 1
Pantry: 1
Storage: 1
Walk-in Closet(s): 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Workshop: 1
Building Style
Above Flood: No
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Sliding Glass Doors: 1
Vehicle Storage
Car(s): 4+
Carport: 1
Covered Parking: 1
RV Parking Open: 1
Off Street Parking: 1
Trailer Storage: 1
Construction
CBS: 1
Land Size
1 Less Than 2 Acres: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
Buyer to Verify: 1
Cable Available: 1
FKAA: 1
Municipal Sewer: 1
Propane: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Exterior Features
Bar: 1
Built-in Grill: 1
Chickee Hut: 1
Detached Guest Qtrs: 1
Fencing: 1
Gazebo: 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Tennis Court(s): 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Decked: 1
Other Surroundings: Grotto Hot Tub Slide
Pre-Wired
Cable: 1
Surround Sound: 1
Roof
Metal Roof: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Accessibility Feat
Accessible Full Bath: 1
Accessible Kitchen: 1
Grab Bars: 1
Wheelchair Ramp: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Canal Front; Oceanfront; Open Water
Waterview: Canal View; Ocean View; Open Water View
Dockage: Basin; Boat Lift; Boat Slip
Property Condition: Updated/Remodeled
Vehicle Storage: Carport; Covered Parking; Off Street Parking; RV Parking Open; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air; Ductless; Heat Pump
Heating: Central; Ductless
Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer; Propane; Whole House Generatr
Interior Features: Bar; Built-in Cabinets; Granite Counter Top; Pantry; Storage; Walk-in Closet(s)
Pre-Wired: Cable; Surround Sound
Specialty Rooms: Laundry Room; Workshop
Appliances: Dishwasher; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Bar; Built-in Grill; Chickee Hut; Detached Guest Qtrs; Fencing; Gazebo; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Tennis Court(s)
Accessibility Feat: Accessible Full Bath; Accessible Kitchen; Grab Bars; Wheelchair Ramp
Pool Info: In Ground; Salt Water; Decked
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Land Size: 1 Less Than 2 Acres
Terms: Cash; Conventional
Room Information
Family Room
Length: 20.00
Level: Main
Length: 20.00
Width: 17.00
Width: 17.00
Listing Office:
Illustrated Properties, LLC
Last Updated: February - 02 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.