Homes for Sale in Windley Key, FL
6 homes are for sale in Windley Key, FL as of 2026-09-25. The median list price is $899,000, most homes list between $439K to $1.30M, and the median listing has been on the market 166 days. That is 5 houses, 0 condos and 0 townhouses. 0 homes came on the market this week.
| Location | Monroe County, FL |
|---|---|
| For sale right now | 6 active |
| Asking prices | $899,000, median · most homes $439K–$1.30M |
| Median days on market (active listings) | 166 |
| Property types for sale | 5 houses, 0 condos, 0 townhouses |
| New listings this week | 0 |
Listing counts and prices as of 2026-09-25; MLS data, refreshed nightly. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windley Key, FL key facts,” movewithmomentum.com/homes-for-sale/windley-key-fl/, data as of 2026-09-25.
Newest homes for sale in Windley Key
The most recently listed homes in Windley Key, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Windley Key homes for sale by price
Every active listing in Windley Key grouped by price, with the newest listings in each band. The median is $899,000; the busiest band is $400K – $500K.
$400K – $500K: 2 homes
$750K – $1M: 2 homes
$1M and up: 2 homes
Every home for sale in Windley Key right now (6)
All 6 active Windley Key listings with a detail page, newest first, refreshed twice a day from the MLS.
- $439,000 · 1 bd / 1 ba · 84961 Old Highway #A1
- $450,000 · 1 bd / 1 ba · 84961 Old Highway #41
- $899,000 · 1 bd / 1 ba · 84961 Old Highway #LOT 27
- $899,000 · 2 bd / 2 ba · 84961 Old Highway #18
- $1.15M · 2 bd / 2.5 ba · 102 Anglers Way
- $1.30M · 2 bd / 2.5 ba · 104 Anglers Way
Homes for sale in Windley Key by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 33036 | 6 | $899,000 |
What is for sale in Windley Key: property types
- Single-family houses: 5
- Manufactured homes: 1
What a home in Windley Key costs to own
Take the median $899,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $4,761/month. Monroe County’s typical millage of 8.82 puts property tax near $7,485/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Monroe County is about $4,380/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $5,749/month plus any HOA or CDD assessment.
Explore Windley Key
- All homes for sale in Monroe County, FL
- Monroe County property tax guide
- Monroe County down payment assistance limits
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Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Windley Key as of 2026-09-25 and refresh as homes list and sell. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.