16 Azalea Dr Key West, FL 33040
Key West AreaEstimated payment $13,411/month
Highlights
- Dock made with concrete
- Cathedral Ceiling
- Stainless Steel Appliances
- Home fronts a canal
- Farmhouse Sink
- Impact Glass
About This Home
Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated to maximize light, function & aesthetic appeal. Impact-rated windows & sliding glass doors frame lush tropical views & invite in the natural beauty of the Florida Keys, while the soft coastal palette & high-end finishes create a serene, contemporary atmosphere. The custom kitchen is both striking & functional, featuring quartz countertops, shaker-style cabinetry, a farmhouse sink & top-of-the-line stainless steel appliances. Bathrooms are masterfully finished with designer vanities, custom glass shower enclosures & LED-lit mirrors, creating a spa-like retreat. Throughout the interior, new tile flooring laid in a herringbone pattern adds visual interest & luxury underfoot, complemented by modern black fixtures & ceiling fans that bring a clean architectural touch. This property underwent a comprehensive renovation, including full replacement of plumbing & electrical components, a seamless V-Crimp metal roof, exterior stucco, & interior/exterior painting. The landscape was redesigned with artificial turf, tropical palms & decorative shell features, creating a refined, low-maintenance aesthetic. Expansive deck & patio areas are ideal for outdoor living, with paver walkways leading to a pool & hot tub beside a private canal-front setting. Situated on a wide canal with excellent boating access, this residence offers the ultimate Keys lifestyle for those who appreciate fine craftsmanship, privacy & quick access to open water. A new wood privacy fence, polished detailing & smart LED lighting complete this exceptional home where craftsmanship, comfort & design excellence converge.
Co-Listing Agent
Jenny Benson
Coastal Collection Real Estate Inc. License #3567724
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $9,387
Year Built
- Built in 1965 | Remodeled
Lot Details
- 6,000 Sq Ft Lot
- Home fronts a canal
- Property is zoned IS - Improved Subivision District
Parking
- Off-Street Parking
Home Design
- Metal Roof
Interior Spaces
- 2,321 Sq Ft Home
- Cathedral Ceiling
- Ceiling Fan
- Utility Room
- Canal Views
- Impact Glass
Kitchen
- Microwave
- Dishwasher
- Stainless Steel Appliances
- Farmhouse Sink
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Dryer
- Washer
Additional Features
- Dock made with concrete
- Central Air
Community Details
- Key Haven 1St Add Subdivision
Listing and Financial Details
- Assessor Parcel Number 00133950-000000
Map
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $12,244 | $1,350,068 | $966,570 | $383,498 |
| 2024 | $7,767 | $1,265,646 | $869,610 | $396,036 |
| 2023 | $7,767 | $887,014 | $502,980 | $384,034 |
| 2022 | $7,351 | $886,608 | $502,980 | $383,628 |
| 2021 | $6,835 | $704,141 | $371,175 | $332,966 |
| 2020 | $6,594 | $671,173 | $363,600 | $307,573 |
| 2019 | $6,488 | $657,168 | $348,450 | $308,718 |
| 2018 | $6,588 | $649,311 | $339,360 | $309,951 |
| 2017 | $6,370 | $632,310 | $0 | $0 |
| 2016 | $6,244 | $600,611 | $0 | $0 |
| 2015 | $6,292 | $582,698 | $0 | $0 |
| 2014 | $6,088 | $537,926 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/02/2026 07/02/26 | Price Changed | $2,300,000 | -8.0% | $991 / Sq Ft | |
| 04/04/2026 04/04/26 | Price Changed | $2,500,000 | -3.8% | $1,077 / Sq Ft | |
| 01/27/2026 01/27/26 | Price Changed | $2,600,000 | -3.7% | $1,120 / Sq Ft | |
| 12/08/2025 12/08/25 | Price Changed | $2,700,000 | -5.2% | $1,163 / Sq Ft | |
| 11/11/2025 11/11/25 | For Sale | $2,849,000 | +111.0% | $1,227 / Sq Ft | |
| 10/28/2024 10/28/24 | Sold | $1,350,000 | -6.9% | $676 / Sq Ft | View Prior Sale |
| 09/23/2024 09/23/24 | Pending | -- | -- | -- | |
| 04/11/2024 04/11/24 | For Sale | $1,450,000 | -- | $726 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,350,000 | None Listed On Document | |
| Warranty Deed | -- | Spottswood Spottswood Spottswo | |
| Warranty Deed | $11,528 | None Listed On Document | |
| Warranty Deed | -- | None Available | |
| Warranty Deed | $480,000 | First American Title Ins Co | |
| Warranty Deed | $900,000 | First American Title Ins Co | |
| Warranty Deed | $400,000 | -- | |
| Warranty Deed | $240,000 | -- | |
| Warranty Deed | $210,300 | -- | |
| Warranty Deed | $204,700 | -- | |
| Warranty Deed | $139,900 | -- | |
| Deed | $33,500 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $900,000 | New Conventional | |
| Previous Owner | $150,000 | New Conventional | |
| Previous Owner | $630,000 | Purchase Money Mortgage | |
| Previous Owner | $150,000 | Credit Line Revolving | |
| Previous Owner | $75,000 | Credit Line Revolving |
Source: Key West Association of REALTORS®
MLS Number: 617283
APN: 00133950-000000
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Ask me questions while you tour the home.