Gated Communities in Westlake, FL: Homes for Sale
This page tracks every Westlake listing whose MLS record reports a gated community (manned gate, unmanned gate or security gate), by community, with live counts and asking prices, and the fee questions that come with the gate.
71 homes in gated communities are for sale or pending in Westlake, FL today across 22 communities. The median asking price is $725,000, from $430,000 to $1,429,000. Listings in Westlake without that feature have a median of $779,900. Most listings right now: Cresswind Palm Beach (10), Cresswind Palm Beach Phase 3 (9), Pines Of Westlake (9). Updated September 28, 2026 from the MLS.
Live gated community homes in Westlake: the listings
47 active listings carry the flag today (64% of Westlake inventory), median asking $732,819, $321/sq ft, median 76 days on market. Photo cards link to the listing; refreshed nightly.
Newest gated community homes in Westlake
The most expensive gated community homes in Westlake
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 15943 Whippoorwill Circle | $1,429,000 | 4,110 | — |
| 14940 Wildwood Circle | $1,199,900 | 3,044 | — |
| 15264 Wildwood Circle | $1,199,000 | 3,044 | — |
| 15187 Wildwood Circle | $1,155,000 | 3,481 | — |
| 4788 Estates Circle | $1,075,000 | 3,361 | — |
| 14160 Lacebark Lane | $975,000 | 3,770 | — |
| 15829 Key Biscayne Lane | $949,900 | 2,642 | Cresswind Palm Beach at Westlake |
| 14823 Wildwood Circle | $899,000 | 2,703 | — |
| 4619 Citron Way | $889,900 | 3,330 | — |
| 14339 Spruce Pine Drive | $889,000 | 2,741 | — |
Gated Community Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 4 | 9% |
| $500K–$750K | 22 | 47% |
| $750K–$1M | 16 | 34% |
| $1M+ | 5 | 11% |
Westlake gated community homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Gated Community Homes | New build | Median list | From |
|---|---|---|---|---|
| Cresswind Palm Beach | 10 | 1 | $735,995 | $575,000 |
| Cresswind Palm Beach Phase 3 | 9 | 1 | $750,000 | $590,000 |
| Pines Of Westlake | 9 | 2 | $732,819 | $649,990 |
| Woodlands Of Westlake | 7 | 3 | $1,079,000 | $899,000 |
| Orchards Of Westlake Phase 1 | 7 | 0 | $812,000 | $635,000 |
| Groves Of Westlake | 5 | 0 | $740,000 | $535,000 |
| Terraces Of Westlake | 4 | 0 | $477,500 | $430,000 |
| Meadows Of Westlake | 3 | 0 | $724,998 | $675,000 |
| Oaks Of Westlake Phase 1 | 2 | 0 | $729,995 | $709,990 |
| Hammocks Of Westlake | 2 | 0 | $714,000 | $649,000 |
| Orchards Of Westlake | 2 | 0 | $662,450 | $599,900 |
| Hammocks Of Westlake Phase | 1 | 0 | $1,429,000 | $1,429,000 |
| Estates Of Westlake | 1 | 0 | $1,075,000 | $1,075,000 |
| Sky Cove Phase 1 A | 1 | 0 | $697,000 | $697,000 |
| Sky Cove South Phase 1 A | 1 | 0 | $643,000 | $643,000 |
| Sky Cove South | 1 | 0 | $630,000 | $630,000 |
| Orchards Of Westlake Phase 2 | 1 | 0 | $619,900 | $619,900 |
| Sky Cove | 1 | 0 | $589,999 | $589,999 |
| Sky Cove South Phase 1 B | 1 | 0 | $585,000 | $585,000 |
| Sky Cove | 1 | 0 | $575,000 | $575,000 |
| Terraces Of Westlake Phase 2 | 1 | 0 | $495,000 | $495,000 |
| Crossings Of Westlake | 1 | 0 | $475,000 | $475,000 |
What the gate costs and what it actually does
A gate is an HOA amenity, so it shows up in dues: an unmanned keypad or transponder gate adds little; a 24-hour manned gate is a six-figure annual staffing line shared by the homeowners, and the roads behind it are usually private, which means the association, not the county, pays to repave them. Ask for the current HOA budget and reserve study, whether the roads are private, and whether a gate or road assessment is pending. The MLS field records the gate, not its staffing, so confirm which kind it is before you value it. Our true cost of ownership calculator puts HOA dues, taxes and insurance into one monthly number.
Questions to ask about any gated-community listing
Is the gate manned, and during what hours? Are the roads private, and what do the reserves look like for repaving? What are the HOA dues today and what did they run three years ago? Is there a CDD or a special assessment on the books? What are the guest-access and delivery rules? A local agent who works the community will know which gates are staffed and which associations are underfunded.
Common questions
How many homes in gated communities are for sale in Westlake?
What do gated community homes cost in Westlake?
Which Westlake community has the most gated community homes for sale?
Are gated communities more expensive to own?
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Live data: BeachesMLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Westlake, FL whose MLS record reports a gated community. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.