101 Oleander Circle, Key Largo, FL 33037 (MLS# 618417)

101 Oleander Circle, Key Largo, FL 33037

$7,750,000

Virtual Tour

https://www.zillow.com/view-imx/13405de7-0877-4cc6-b5ee-d3139ced40e3?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

Main- House Kitchen w/ 6 Undercounter Fridge Drawers

Main House- Kitchen Leading to Outdoor Kitchen

Main House- Hallway Entry to Primary Bedroom and Bathroom

Primary Bathroom- Outdoor Shower- Main House

Main House- Exit Slider to Outdoor Kitchen, Lighthouse and Pool

Tiki 1 Between Main House and Lighthouse

Tiki 2 Between Main House and Lighthouse

Pool- Sun Shelf, Lazy River, Water Slide, Grotto

Pool- Grotto, Waterfall, Water Slide, Infinity Pool

Pool- Lazy River and Swing Bridge to Slide

Pool- Lazy River, Grotto and Swing Bridge to Slide

Pickleball, Tennis and Basketball Court- Aerial

Property Type: Residential Bedrooms: 7 Baths: 7 Square Footage: 4,460 Lot Size (sq. ft.): 70,613 Status: Contingent

Current Price: $7,750,000 List Date: 2/01/2026 Last Modified: 3/19/2026

Overview

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 livi ... (Read more) 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!

Listing Details MLS# 618417

Location, Tax & Legal

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
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

Contract Information

Listing Board: Florida Keys
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 5
Pool: Yes
Year Built: 1959
Lot SqFt: 70613
Lot Sqft Source: Property Data Card
Acres: 1.62
Living Apx SqFt: 4460
SqFt Source: Property Data Card
Total Bedrooms: 7
Full Baths: 5
Half Baths: 2
Total Baths: 7
Rentals Allowed: With Restrictions
Total Units: 0

Status Change Info

Contingent: Contingent

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

Dockage

Dock Length: 300
Dock: Concrete
Seawall: Concrete
Basin: Yes
Boat Lift: Yes
Boat Slip: Yes

More Information

Building Style

Above Flood: No

Vehicle Storage

Car(s): 4+
Carport: Yes
Covered Parking: Yes
RV Parking Open: Yes
Off Street Parking: Yes
Trailer Storage: Yes

Appliances

Other: wood pizza oven
Dishwasher: Yes
Dryer: Yes
Freezer: Yes
Gas Appliances: Yes
Ice Machine: Yes
Microwave: Yes
More Appliances: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes
Wine Cooler: Yes

Pool Info

Heated: Yes
Other Surroundings: Grotto Hot Tub Slide
In Ground: Yes
Salt Water: Yes
Decked: Yes

Financial Status

Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes

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

Fee Includes

None: Yes

Tax Exemptions

None: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes
Ductless: Yes
Heat Pump: Yes

Heating

Central: Yes
Ductless: Yes
Electric: Yes

Waterfront

Canal Front: Yes
Oceanfront: Yes
Open Water: Yes

Waterview

Canal View: Yes
Ocean View: Yes
Open Water View: Yes

Floor

Tile: Yes

Interior Features

Bar: Yes
Built-in Cabinets: Yes
Granite Counter Top: Yes
Pantry: Yes
Storage: Yes
Walk-in Closet(s): Yes

Property Condition

Updated/Remodeled: Yes

Specialty Rooms

Laundry Room: Yes
Workshop: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes
Sliding Glass Doors: Yes

Construction

CBS: Yes

Land Size

1 Less Than 2 Acres: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

Buyer to Verify: Yes
Cable Available: Yes
FKAA: Yes
Municipal Sewer: Yes
Propane: Yes
Whole House Generatr: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes

Exterior Features

Bar: Yes
Built-in Grill: Yes
Chickee Hut: Yes
Detached Guest Qtrs: Yes
Fencing: Yes
Gazebo: Yes
Lighting: Yes
Outdoor Kitchen: Yes
Outdoor Shower: Yes
Privacy Wall/Fence: Yes
Tennis Court(s): Yes

Pre-Wired

Cable: Yes
Surround Sound: Yes

Roof

Metal Roof: Yes

Accessibility Feat

Accessible Full Bath: Yes
Accessible Kitchen: Yes
Grab Bars: Yes
Wheelchair Ramp: Yes

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

Room Name	Length	Level	Width
Family Room	20.00	Main	17.00

Listing Office: Illustrated Properties, LLC

Last Updated: March - 19 - 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.