Neighborhood · Tavernier, Florida
Windley Key
Small-island living in the heart of the Upper Keys
3
Homes for sale
$1,150,000
Median list price
$854
Avg price / sqft
136
Median days on market
Windley Key sits along the string of islands that make up Tavernier, a stretch of the Upper Keys where the water is always close and the pace is deliberately slow. This is a small community with a handful of homes, plenty of them oriented toward the water, and the kind of quiet you don't find on the busier stretches of the Overseas Highway. Families here are zoned for Coral Shores High School and Plantation Key School, and neighboring Plantation Key rounds out the local scene.
For buyers, this is a thin, high-value market. There are just 3 active listings right now, with a median list price of $1,150,000 and homes that trade around $854 per square foot. Deals take time — the median listing sits 136 days before selling — so patience and a clear target pay off here. Browse the full picture on the live map or across the wider set of Tavernier homes for sale.
Windley Key is a community in Tavernier, Florida.
Quick facts
$298,000 – $1.2M price range
1,376 sqft median home
6 sold in 12 months
On the market now
Homes for sale in Windley Key
$298,000
84961 Old Hwy 17 Hwy, Islamorada FL 33036, ISLAMORADA
1 bd · 1 ba
$1,150,000
102 Anglers Way, Islamorada FL 33036, ISLAMORADA
2 bd · 2.5 ba · 1,376 sqft
$1,199,990
111 Anglers Way, Islamorada FL 33036, ISLAMORADA
2 bd · 2.5 ba · 1,376 sqft
Every active listing inside the Windley Key boundary
Open full map search →Find your fit
Browse Windley Key
By feature — on the live map
Where the market lives
The numbers that matter
The Windley Key market
6
Sold, last 12 months
$1,392,500
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
211 days
Median time to sell
Windley Key vs Tavernier
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 16.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windley Key boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Windley Key is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Windley Key home
≈ $6,964/mo
$1,150,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
91
Median age
46
Median income
$63,278
Median home value
$1,369,300
Beyond the listings
Living in Windley Key
Hobbies & Interests
Top 1% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Lifestyles
Top 7% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Culture
Top 18% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Food & Drink
Top 18% in the U.S.Hops & Brews
Thirst isn't the only reason this population looks for a good brew. From beer drinkers on a budget to the millennial craft beer enthusiast, these men and women are passionate about different kinds of beer and how it's made.
Entertainment
Top 19% in the U.S.Live & Local Music
This population follows the music. From local bands to current acts at the local venue, you can find these people researching band tours and how to get backstage passes.
Straight answers
Windley Key FAQs
Is Windley Key a good place to live?+
It's a small, water-focused community in Tavernier that appeals to buyers who want quiet Upper Keys living close to the water. Families are zoned for Coral Shores High School and Plantation Key School, and the neighborhood sits near the larger Plantation Key community. If you value a slow pace over a busy town center, it fits.
Is Windley Key expensive?+
Yes — this is a premium corner of the Keys, with a median list price of $1,150,000 and two of the three active listings priced above $1 million. Homes average $854 per square foot, though the current range runs from $298,000 up to about $1,199,990 depending on the property.
What do homes cost in Windley Key?+
Active listings range from $298,000 to roughly $1,199,990, with a median list price of $1,150,000 and a median home size around 1,376 square feet. Over the past 12 months, 6 homes sold at a median price of $1,392,500, so recent sales have come in at the higher end. You can see everything currently available on the live map.
How is the market in Windley Key?+
It's a slow, thin market — just 3 active listings, 6 sales in the past year, and a median 136 days on market before a home sells. Sellers are averaging about 93% of asking, which tells you they're patient and priced with intent, so buyers should expect a measured negotiation.
What about HOA fees and property taxes?+
HOA data isn't available for Windley Key, which is common for these small Keys neighborhoods without a formal association. The median property tax runs about $8,341 per year, so factor that into your monthly carrying costs when you're comparing Tavernier homes for sale.
Keep exploring
More Tavernier neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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