Gated Communities in Ocoee, FL
Looking for gated communities in Ocoee, FL? Momentum tracks 34 Ocoee communities with evidence of gated community living, each with MLS-derived pricing and market pace below — plus the local questions worth asking before you buy, and a direct line to an agent who works these communities.
Ocoee gated communities at a glance
The communities, by recent sales activity
| Community | City | Median price | 1-yr change | Days on mkt |
|---|---|---|---|---|
| ARDEN PARK NORTH · agent | Ocoee | $510,000 | – | 79 d |
| PRESERVE/CROWN POINT · agent | Ocoee | $575,000 | – | 42 d |
| ARDEN PARK SOUTH · agent | Ocoee | $608,000 | – | 24 d |
| VILLAGES/WESMERE · agent | Ocoee | $495,000 | – | 48 d |
| WESTYN BAY A-M · agent | Ocoee | $269,000 | – | 17 d |
| BORDEAUX · agent | Ocoee | $150,000 | – | 276 d |
| WINDSOR LANDING · agent | Ocoee | $770,000 | – | 71 d |
| VILLAGES/WESMERE N · agent | Ocoee | $423,000 | – | 89 d |
| CROSS CREEK OCOEE · agent | Ocoee | $474,000 | – | – |
| CRESTWOOD HEIGHTS · agent | Ocoee | $315,000 | – | – |
| PRAIRIE LAKE RESERVE A B B2 E G · agent | Ocoee | $294,000 | – | – |
| OAK TRAIL RESERVE · agent | Ocoee | $385,000 | – | 99 d |
| WESTYN BAY · agent | Ocoee | $672,000 | – | 139 d |
| WENTWORTH · agent | Ocoee | $270,000 | – | 34 d |
| CROWN POINTE COVE · agent | Ocoee | $494,000 | – | 97 d |
| WILLOWS ON LAKE 48 35 · agent | Ocoee | $488,000 | – | – |
| MEADOW RIDGE · agent | Ocoee | $794,000 | – | 5 d |
| SPRING LAKE RESERVE · agent | Ocoee | $390,000 | – | 315 d |
| MEADOW RDG B C D E F F-1 F-2 · agent | Ocoee | $800,000 | – | 266 d |
| MILL CREEK VILLAGE · agent | Ocoee | $490,000 | – | – |
| CHESHIRE WOODS · agent | Ocoee | $472,000 | – | 184 d |
| PRAIRIE LAKES RESERVE REP #1 · agent | Ocoee | $337,000 | – | – |
| VILLAGES OF WESMERE · agent | Ocoee | $495,000 | – | 22 d |
| WESMERE AT OCOEE · agent | Ocoee | $535,000 | – | – |
| WESMERE · agent | Ocoee | $435,000 | – | – |
Communities are listed by recent closing volume in Momentum’s MLS data. Figures are aggregates, change over time, and are deemed reliable but not guaranteed.
Every other tracked gated communities in Ocoee
- LAKE MEADOW LANDING
- BROOKHAVEN OAKS
- LAKE MDW LNDG
- WATERSIDE
- PRAIRIE LAKE RESERVE REP #1
- MEADOW RDG
- MCCORMICK WOODS
- PRAIRIE LAKE RESERVE REP #2
- BROOKESTONE 47/63
What gates change about ownership
Controlled access typically comes with a manned gate, a transponder system, or both — funded through HOA dues. Expect guest-access procedures, delivery and contractor rules, and in some communities rental restrictions. Review the HOA budget for how the gate and any roving patrol are funded, and whether roads are private (the HOA maintains them — another line in the dues) or public.
Due diligence before you buy behind a gate
Request the HOA documents early: budget, reserves, rules, and the last two years of meeting minutes. Private roads, gates and common areas are owner-funded, so thin reserves become special assessments. Our buyer closing costs calculator helps you model dues and assessments into the real monthly cost.
What it costs to own here
At Orange County’s typical combined millage of 16.67 mills, a purchase at $481,000 (the median across these Ocoee gated communities) generates roughly $8,020 a year in property tax before exemptions — about $668 a month. Florida resets the assessed value to roughly your purchase price, so the seller’s current bill is not a preview of yours; a homesteaded owner then gets the $25,000–$50,000 exemption and the 3% Save Our Homes cap going forward. Citizens Property Insurance policies in Orange County average about $1,409 a year ($117 a month) — private-market quotes vary with roof age and wind mitigation, so price coverage before your inspection window closes. All-in, our county model puts the typical monthly cost of ownership in Orange County near $2,402 (principal and interest on the typical home, tax, and insurance).
Run your exact numbers: the property tax after purchase calculator uses Orange County’s verified millage, and the buyer closing costs calculator builds the full cash-to-close.
Demand and supply in Orange County right now
In the most recent IRS migration data (2022-2023), Orange County lost a net 9,037 people to relocation, with the largest inbound flows from NY, CA, NJ. Households moving IN reported average incomes of $66,457 versus $61,323 for those leaving — the income mix of demand, straight from tax filings. Population is up about 9.0% over the recent multi-year window. On the supply side, builders pulled 13,140 residential permits in Orange County in 2025 (4,221 single-family), up 63.2% year over year. Permits are tomorrow’s inventory: a shrinking pipeline supports prices, a swelling one hands buyers leverage. Our valuation model reads the county as overvalued by about 6.9% versus its income-and-rent fundamentals.
Live inventory, refreshed nightly from the MLS.
Live gated-community listings in Ocoee
31 active listings carry the flag today (35% of Ocoee inventory), median asking $470,000, $214/sq ft, median 90 days on market. Photo cards link to the listing; refreshed nightly.
Newest gated community homes in Ocoee
The most expensive gated community homes in Ocoee
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 2325 Blackjack Oak Street | $950,000 | 2,971 | Brookhaven Oaks |
| 1315 Arden Oaks Drive | $720,000 | 3,527 | Arden Park South |
| 544 Douglas Edward Drive | $685,000 | 2,534 | Meadow Ridge B C D E F F |
| 65 Calliope Street | $650,000 | 2,192 | Windsor Landing |
| 524 Douglas Edward Drive | $640,000 | 2,487 | Meadow Ridge B C D E F F |
| 2333 Farnham Dr | $579,900 | 2,501 | Preserve Crown Point |
| 2819 Stonegate Drive | $569,000 | 2,712 | Preserve Crown Point |
| 1855 Black Maple Place | $549,900 | 2,936 | Arden Park North |
| 1996 Leather Fern Drive | $545,000 | 2,549 | Villages Wesmere |
| 1824 Arden Oaks Drive | $495,000 | 2,078 | Arden Park South |
Gated Community Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 4 | 13% |
| $300Kâ$500K | 18 | 58% |
| $500Kâ$750K | 8 | 26% |
| $750Kâ$1M | 1 | 3% |
Ocoee 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 |
|---|---|---|---|---|
| Oak Trail Reserve | 4 | 0 | $469,995 | $375,000 |
| Windsor Landing Ph 01 46/26 | 3 | 0 | $775,000 | $749,999 |
| Meadow Rdg B C D E F F-1 F-2 | 2 | 0 | $662,500 | $640,000 |
| Arden Park South | 2 | 0 | $607,500 | $495,000 |
| Brookestone 47/63 | 2 | 0 | $587,500 | $575,000 |
| Arden Park North Ph 2A | 2 | 0 | $530,000 | $475,000 |
| Forestbrooke Ph 01 Q | 2 | 0 | $529,949 | $489,999 |
| Spring Lake Reserve | 2 | 0 | $427,500 | $425,000 |
| Villages/Wesmere N | 2 | 0 | $418,995 | $410,000 |
| Lake Mdw Lndg | 2 | 0 | $407,000 | $399,000 |
| Prairie Lake Reserve Rep #1 | 2 | 0 | $364,950 | $355,000 |
| Westyn Bay A-M | 2 | 0 | $279,499 | $259,999 |
| Bordeaux | 2 | 0 | $219,500 | $199,000 |
| Brookhaven Oaks | 1 | 0 | $950,000 | $950,000 |
| Brookestone Unit 1 | 1 | 0 | $765,000 | $765,000 |
| Meadow Ridge | 1 | 0 | $689,990 | $689,990 |
| Windsor Landing | 1 | 0 | $650,000 | $650,000 |
| Wesmere/Hampton Woods | 1 | 0 | $615,000 | $615,000 |
| Westyn Bay Ph 02 S-1 | 1 | 0 | $610,000 | $610,000 |
| Wesmere At Ocoee | 1 | 0 | $585,000 | $585,000 |
| Preserve/Crown Point Ph 2B | 1 | 0 | $579,900 | $579,900 |
| Preserve/Crown Point | 1 | 0 | $569,000 | $569,000 |
| Eagles Lndg Ph 3 | 1 | 0 | $565,900 | $565,900 |
| Arden Park North Ph 3 | 1 | 0 | $549,900 | $549,900 |
| Villages/Wesmere Ph 3 | 1 | 0 | $545,000 | $545,000 |
| Fenwick Cove | 1 | 0 | $524,999 | $524,999 |
| Westyn Bay Ph 01 R R-1 R-5 R-6 | 1 | 0 | $524,900 | $524,900 |
| Arden Park North Ph 4 | 1 | 0 | $494,000 | $494,000 |
| Cheshire Woods | 1 | 0 | $479,499 | $479,499 |
| Cross Creek Of Ocoee | 1 | 0 | $475,000 | $475,000 |
| Cross Creek Ocoee | 1 | 0 | $474,900 | $474,900 |
| Crown Pointe Cove | 1 | 0 | $459,000 | $459,000 |
| Mccormick Woods Ph 01 A B C E | 1 | 0 | $449,900 | $449,900 |
| Villages Of Wesmere | 1 | 0 | $414,899 | $414,899 |
| Prairie Lake Reserve Rep #2 | 1 | 0 | $339,990 | $339,990 |
| Lake Meadow Landing | 1 | 0 | $339,000 | $339,000 |
| Westyn Bay | 1 | 0 | $285,000 | $285,000 |
| Wentworth | 1 | 0 | $269,000 | $269,000 |
Explore more of Ocoee
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Run the numbers in Orange County
- Find the best agent in Orange County
- Get a cash offer in Orange County
- Orange County housing scorecard
- What would selling net you
- Buyer closing costs calculator
Common questions
How many gated communities does Ocoee, FL have?
What do homes in Ocoee gated communities cost?
How does Momentum classify a community as one of the gated communities?
How much is home insurance in Orange County?
What are property taxes like in Orange County?
Community classifications are compiled from MLS-reported amenities, verified amenity records and MLS build-year data, as of 2026-06-16; they are informational, change over time, and are deemed reliable but not guaranteed — verify details with each association. Not an offer of housing to any protected class to the exclusion of others. Equal Housing Opportunity.