$2,300,000
$549K PRICE DROP

Estimated payment $13,411/month

Total Views 124,390
4 Beds
3 Baths
2,321 Sq Ft
$991 Price per Sq Ft

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.

Listing Agent

Tommy Mack

Coastal Collection Real Estate Inc. License #3285624 Listed on: 11/11/2025

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,387

Year Built

Built in 1965 | Remodeled

Lot Details

6,000 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Dockage Dock: Concrete
  • Year Built: 1965
  • Building Style Above Flood: Unknown
  • Property Condition: Updated/Remodeled
  • Property Sub Type: Single Family Residence
  • LotSizeAcres: 0.14
  • Co List Office Mls Id: kwa.office20313
  • Co List Office Mls Id: kwa.office20313
  • Subdivision Name: Key Haven 1st Add (5.0)
  • Vehicle Storage: Off Street Parking
  • Waterview: Canal View
  • Specialty Rooms: Utility Room
  • Special Features: None

Interior Features

  • Interior Amenities: Walk-in Closet(s)
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Microwave, Disposal, Stainless Steel Appliance(s)
  • Full Bathrooms: 3
  • Total Bedrooms: 4
  • Interior Features: Cathedral Ceilings, Walk-in Closet(s)
  • WindowsDoors: Impact Rstnce Window, Impact Rstnce Doors

Exterior Features

  • Waterfront: Yes
  • Construction Type: Combo Construction
  • General Property Description: Waterfront: Yes
  • Waterfront: Canal Front
  • Roof: Metal Roof

Utilities

  • Cooling: Central Air, Ceiling Fans(s)
  • Utilities: FKAA, Municipal Sewer

Condo/Co-op/Association

  • Pets Allowed: Yes

Lot Info

  • Parcel Number: 00133950-000000
  • Lot Size Sq Ft: 6000.0

Tax Info

  • Tax Year: 2024
  • Tax Annual Amount: 9387.37

Map

Range of Values:

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Value Increase
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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
Source: Public Records

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
Source: Key West Association of REALTORS®

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 --
Source: Public Records

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: Public Records

Source: Key West Association of REALTORS®

MLS Number: 617283

Key West Association of REALTORS®

APN: 00133950-000000

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