16 Azalea Dr, Key West, FL 33040
Property image
Property image
OFF MARKET

$2,140,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,997 sqft

16 Azalea Dr, Key West, FL 33040

Est. Refi. Payment $12,921/mo*
Refinance Your Home
Currently Off Market - Sold Oct 28, 2024 for $1,350,000

Home Value

Trulia Estimate
$2.14M
Since last month
Decreased$6K (-0.3%)
Since last year
Increased$779K (+57.2%)
Since last sale
Increased$790K (+58.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +163% in the last 10 years
MonthEstimated value
2026
September 2026$2.14M
August 2026$2.15M
July 2026$2.15M
June 2026$2.33M
May 2026$2.33M
April 2026$2.33M
March 2026$2.41M
February 2026$2.41M
January 2026$2.43M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Azalea Dr, Key West, FL
0.04
Single-Family Home
$1,800,000
04/17/26
3
2
1,936
16 Bamboo Ter, Key West, FL
0.22
Single-Family Home
$1,475,000
07/15/26
3
2
1,626
24 Aster Ter, Key West, FL
0.08
Single-Family Home
$1,265,000
05/27/26
2
1
1,926
13 Arbutus Dr, Key West, FL
0.09
Single-Family Home
$2,150,000
07/06/26
4
3
1,957
30 Key Haven Rd, Key Haven, FL
0.19
Single-Family Home
$1,750,000
12/19/25
3
3
2,715
12 Beechwood Dr, Key West, FL
0.22
Single-Family Home
$900,000
10/16/25
3
2
1,232
20 Aster Ter, Key West, FL
0.07
Single-Family Home
$1,300,000
12/02/25
2
1
1,080
117 Key Haven Rd, Key West, FL
0.44
Single-Family Home
$1,850,000
03/10/26
3
2
2,090

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19 Azalea Dr, Key West, FL 33040
0.04
$1,800,000
3
2
1,936
Recently Sold
13 Arbutus Dr, Key West, FL 33040
0.09
$2,150,000
4
3
1,957
Recently Sold
15 Aster Ter, Key West, FL 33040
0.03
$1,495,400
3
3
1,472
Off Market
2 Arbutus Dr, Key West, FL 33040
0.10
$1,873,700
3
2.5
2,107
Off Market
2 Azalea Dr, Key West, FL 33040
0.08
$1,449,500
3
2
1,800
Off Market
12 Aster Ter, Key West, FL 33040
0.07
$1,133,200
3
2
1,280
Off Market
20 Aster Ter, Key West, FL 33040
0.07
$1,300,000
2
1
1,080
Recently Sold
24 Aster Ter, Key West, FL 33040
0.08
$1,265,000
2
1
1,926
Recently Sold
28 Amaryllis Dr #28, Key West, FL 33040
0.15
$3,179,900
4
4
3,064
Off Market
5 Amaryllis Dr, Key West, FL 33040
0.16
$1,662,100
3
3
1,802
Off Market
30 Allamanda Ave, Key West, FL 33040
0.12
$2,473,500
4
3
2,102
Off Market

Local Information

  • Map ViewExplore the area around 16 Azalea Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1965
1,997 sqft
$1,072/sqft

About this House

Welcome to ''Keys to Island Life''.
Located in the highly sought-after Key Haven community, this home is only a short drive from all the best that Key West has to offer. With its prime canal front location and limitless potential for updates and modernization, this property presents a rare opportunity to create your own dream home in paradise.
''Keys to Island Life'' currently features 3 bedrooms, 2 bathrooms, dining area, a home office space and is ready for new owners to restore its original beauty and charm. With close to 2,000 square feet of living space, a private pool, and great boating access, this property is the perfect canvas for those with personal vision and creativity.
With plenty of natural light, the inviting living area opens up to the kitchen and dining room. The kitchen has plenty of counter space and cabinet storage for all your culinary needs. The dining area, adjacent to the kitchen, provides an intimate setting for family meals or entertaining guests. Just off of the dining room, step out onto the covered balcony and enter a peaceful space to take in beautiful views of the canal and palm trees.
Outside, the backyard offers the perfect escape, with a private pool inviting you to relax and enjoy the island breeze.
While the property may require some remodeling, the possibilities are endless, making this home a truly unique and rare find in the coveted Key Haven community.
16 Azalea Dr, Key West, FL 33040 is a 3 bedroom, 2 bathroom, 1,997 sqft single-family home built in 1965. It last sold for $1,350,000 on Oct 28, 2024 (7% below the $1,450,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,140,900, with a rent estimate of $7,067/month.
Last check for updates: about 6 hours ago
Listed by Miriam Novotny, (305) 942-9684
Compass Florida, LLC
KEYS ISLAND GROUP, (305) 942-9684
Compass Florida, LLC
Bought with: Keys Team Bryant and Kat, (305) 407-0894, Expert Realty LLC (HQ)
Source: FLKMLS, MLS#609545

Home Details for 16 Azalea Dr

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1997 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Refrigerator, Range, MicrowaveDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Levels: Multi/SplitAccessibility: NoneFloors: Tile
View
No View
Security
Security: No Security

Exterior Features

Exterior Home Features
Patio / Porch: Deck, Roof Top Deck, PatioHas a Private Pool
Pool
Pool: In Ground, ConcretePool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Combo ConstructionNot a New Construction
Property Information
Condition: FixerParcel Number: 00133950000000

Price & Status

Price
List Price: $1,450,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key HavenCommunity: Key Haven 1st Add (5.0)

Building

Building Area
Building Area: 1997 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 6098.4 sqft

Offer

Listing Terms: Cash, Conventional, FHA

Miscellaneous

Mls Number: 609545

Price and Tax history

DateEventPrice
Jul 2, 2026
Source: FLKMLS #617283
PriceChange
$2,300,000
Price decreased by 8%
Apr 4, 2026
Source: Key West AOR #617283
PriceChange
$2,500,000
Price decreased by 4%
Jan 27, 2026
Source: Key West AOR #617283
PriceChange
$2,600,000
Price decreased by 4%
Dec 8, 2025
Source: Key West AOR #617283
PriceChange
$2,700,000
Price decreased by 5%
Nov 11, 2025
Source: Key West AOR #617283
Listed For Sale
$2,849,000

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Around this home

What Locals Say about Key West

At least 267 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 83 % Say people would walk alone at night

  • 77 % Say it's walkable to restaurants

  • 74 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 69 % Say it's walkable to grocery stores

  • 68 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 54 % Say parking is easy

  • 52 % Say kids play outside

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there's wildlife

  • 46 % Say neighbors are friendly

  • 44 % Say car is needed

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gene Graham
    "I’ve lived in this neighborhood for the past seven years. It is close to the airport and Stock Island."
    0
    Flag
  • Ken
    "Walking or bike riding, and extremely bicycle, friendly town! Walking, golf carts, scooters, and bicycles are all very popular here."
    0
    Flag
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Angela Garcia
    "It’s a small town with little bar life so it would be relatively safe. There is a high school a block away "
    1
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Bawsnack
    "Themed bike rides, parades, fairs, boat races. There is also a bundle of free activities to do when you are a local on first Sunday of every month downtown"
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
    0
    Flag
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "It’s a great community there is tourism so there can be alot of people traffic but for the most part everyone is in good spirits."
    0
    Flag
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
    1
    Flag
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
    0
    Flag
  • Trulia User
    "too many festivals to name. There's always something going on Old Town and then come on it's Duvall Street crying out loud mark this would not be a family neighborhood. It's definitely an easy rental"
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Very beautiful, most people are really nice and cordial. Also very walkable to shops, the marina, and restaurants/bars. But I am just visiting and walking around for a few days."
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that it’s easy to get around."
    0
    Flag
  • Nicholas B.
    "Great place to live; expensive though. Base housing so you give up all your BAH but worth it in this area. "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
    11
    Flag
  • Rechele M.
    "Easy compared to city life! 25 minutes max to get from one end of the island to the other in 5 o’clock traffic."
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Coltonbutler15
    "I grew up in this neighborhood, There have been many upgrades to the neighborhood that have made it more appealing to families with children. "
    12
    Flag
  • MisterE
    "Bicycles, electric golf carts and scooters are the most popular. Although many people still drive cars the island is small so you never have far to go. "
    0
    Flag
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
    3
    Flag
  • MisterE
    "Great place to raise a family, although we sort of live in a bubble. Kids need to understand how things are in the real world and that’s sometimes difficult to teach. "
    0
    Flag
  • Romero7648
    "Neighbor is downtown and free transportation in immediate vicinity. Many establishments will provide employee discount if you live in the area. "
    0
    Flag
  • Oshry B.
    "open area very friendly neighborhood and neighbors you will love it and your dog would love it even more"
    0
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
    2
    Flag
  • Carib28
    "Many places to walk your pet and meet people. It’s also very beautiful with hummingbirds and lovely butterflies."
    0
    Flag

LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Frequently asked questions about 16 Azalea Dr

  • What is 16 Azalea Dr estimated to be worth?
    Trulia's estimated value for 16 Azalea Dr in Key West, FL is $2,140,900.
  • What is the price history for 16 Azalea Dr?
    16 Azalea Dr in Key West, FL last sold for $1,350,000 in October 2024.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.14M. That is down $143K from the prior month.
  • Does 16 Azalea Dr have air conditioning?
    Yes, 16 Azalea Dr in Key West, FL has air conditioning.
  • Does 16 Azalea Dr have a pool?
    Yes, 16 Azalea Dr in Key West, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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