101 Oleander Cir Key Largo, FL 33037
Estimated payment $44,460/month
Highlights
- Very Popular Property
- Ocean Front
- Detached Guest House
- Coral Shores High School Rated A
- Dock made with concrete
- 1-minute walk to Schwingggg
About This Home
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!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $54,417
Year Built
- Built in 1959 | Remodeled
Lot Details
- 1.62 Acre Lot
- Ocean Front
- Home fronts a canal
- Privacy Fence
- Fenced
Property Views
- Ocean
- Canal
Home Design
- Metal Roof
Interior Spaces
- 4,460 Sq Ft Home
- Furnished
- Bar
- Ceiling Fan
- Sliding Doors
- Workshop
- Storage
- Tile Flooring
- Impact Glass
Kitchen
- Oven
- Range
- Microwave
- Sub-Zero Refrigerator
- Freezer
- Ice Maker
- Dishwasher
- Wine Cooler
- Wolf Appliances
- Stainless Steel Appliances
- Granite Countertops
- Built-In or Custom Kitchen Cabinets
Bedrooms and Bathrooms
- 7 Bedrooms
- Walk-In Closet
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 4 Parking Spaces
- Carport
- Off-Street Parking
- RV or Boat Parking
Accessible Home Design
- Accessible Full Bathroom
- Grab Bars
- Accessible Kitchen
- Handicap Accessible
- Accessible Ramps
Pool
- Heated In Ground Pool
- Saltwater Pool
- Pool Deck
- Outdoor Shower
Outdoor Features
- Seawall
- Boat Lift
- Boat Slip
- Dock made with concrete
- Tennis Courts
- Balcony
- Deck
- Outdoor Kitchen
- Exterior Lighting
- Gazebo
- Tiki or Chickee Hut
- Attached Grill
Additional Homes
- Detached Guest House
Utilities
- Central Heating and Cooling System
- Ductless Heating Or Cooling System
- Heat Pump System
- Whole House Permanent Generator
- Propane
- Public Hookup Available For Sewer
- Cable TV Available
Community Details
- No Home Owners Association
- Key Largo Beach Addition Subdivision
- Rental Restrictions
- RV Parking in Community
Listing and Financial Details
- Assessor Parcel Number 00503800-000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $55,514 | $7,930,270 | $5,994,621 | $1,935,649 |
| 2024 | $50,961 | $7,571,120 | $5,659,458 | $1,911,662 |
| 2023 | $50,961 | $6,960,976 | $5,082,685 | $1,878,291 |
| 2022 | $42,139 | $5,389,557 | $3,480,537 | $1,909,020 |
| 2021 | $33,195 | $4,319,159 | $2,541,346 | $1,777,813 |
| 2020 | $30,286 | $3,873,020 | $2,366,399 | $1,506,621 |
| 2019 | $21,625 | $2,503,057 | $1,461,384 | $1,041,673 |
| 2018 | $17,240 | $1,947,843 | $1,397,845 | $549,998 |
| 2017 | $16,382 | $1,960,528 | $0 | $0 |
| 2016 | $14,824 | $1,582,555 | $0 | $0 |
| 2015 | $14,586 | $1,526,339 | $0 | $0 |
| 2014 | $13,852 | $1,803,534 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/01/2026 02/01/26 | For Sale | $7,750,000 | +39.3% | $1,738 / Sq Ft | |
| 04/27/2021 04/27/21 | Sold | $5,565,000 | -29.6% | $1,926 / Sq Ft | View Prior Sale |
| 02/24/2021 02/24/21 | Pending | -- | -- | -- | |
| 05/13/2020 05/13/20 | For Sale | $7,900,000 | +172.4% | $2,734 / Sq Ft | |
| 09/19/2014 09/19/14 | Sold | $2,900,000 | -3.2% | $1,189 / Sq Ft | View Prior Sale |
| 07/19/2014 07/19/14 | Pending | -- | -- | -- | |
| 12/16/2013 12/16/13 | For Sale | $2,995,000 | -- | $1,228 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | None Listed On Document | |
| Quit Claim Deed | -- | None Listed On Document | |
| Quit Claim Deed | -- | None Listed On Document | |
| Warranty Deed | $1,925,000 | Accommodation | |
| Warranty Deed | $1,925,000 | None Listed On Document | |
| Warranty Deed | -- | Attorney | |
| Warranty Deed | -- | None Listed On Document | |
| Warranty Deed | $5,565,000 | Attorney | |
| Warranty Deed | $5,565,000 | None Listed On Document | |
| Quit Claim Deed | -- | Attorney | |
| Warranty Deed | $2,900,000 | Attorney | |
| Interfamily Deed Transfer | -- | Attorney | |
| Interfamily Deed Transfer | -- | Attorney | |
| Interfamily Deed Transfer | -- | Attorney | |
| Interfamily Deed Transfer | -- | Attorney | |
| Warranty Deed | $1,300,000 | -- | |
| Quit Claim Deed | $100 | -- | |
| Warranty Deed | $600,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $500,000 | New Conventional | |
| Previous Owner | $2,000,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $480,000 | New Conventional |
Source: Florida Keys Board of REALTORS®
MLS Number: 618417
APN: 00503800-000000
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Ask me questions while you tour the home.