Gated Communities in Kissimmee, FL
Looking for gated communities in Kissimmee, FL? Momentum tracks 149 Kissimmee 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.
Kissimmee gated communities at a glance
The communities, by recent sales activity
| Community | City | Median price | 1-yr change | Days on mkt |
|---|---|---|---|---|
| STOREY LAKE PH I-2 · agent | Kissimmee | $462,000 | – | 166 d |
| WINDSOR AT WESTSIDE · agent | Kissimmee | $536,000 | – | 58 d |
| Bellalago · agent | Kissimmee | $388,000 | – | 72 d |
| Tohoqua · agent | Kissimmee | $440,000 | – | 74 d |
| WINDSOR HILLS PHASE THREE · agent | Kissimmee | $620,000 | – | 91 d |
| REUNION VILLAGE · agent | Kissimmee | $489,000 | – | 75 d |
| BELLAVIDA · agent | Kissimmee | $436,000 | – | 167 d |
| Tapestry · agent | Kissimmee | $465,000 | – | 72 d |
| WYNDHAM PALMS · agent | Kissimmee | $432,000 | – | 17 d |
| REUNION WEST · agent | Kissimmee | $675,000 | – | 59 d |
| ENCANTADA · agent | Kissimmee | $291,000 | – | 74 d |
| Westview · agent | Kissimmee | $365,000 | – | 32 d |
| Esplanade at Westview · agent | Kissimmee | $455,000 | – | 42 d |
| ISLES OF BELLALAGO · agent | Kissimmee | $372,000 | – | 32 d |
| VERANDA PALMS · agent | Kissimmee | $660,000 | – | 89 d |
| ADEN NORTH AT WESTVIEW · agent | Kissimmee | $394,000 | – | 166 d |
| REUNION WEST VLGS NORTH · agent | Kissimmee | $1.21M | – | 179 d |
| SUNSET LAKES · agent | Kissimmee | $441,000 | – | 99 d |
| COMPASS BAY · agent | Kissimmee | $340,000 | – | 48 d |
| Fiesta Key · agent | Kissimmee | $278,000 | – | 125 d |
| REUNION WEST VILLAGE 3A · agent | Kissimmee | $912,000 | – | 181 d |
| Hub at Westside Reserve · agent | Kissimmee | $328,000 | – | 58 d |
| KISSIMMEE BAY · agent | Kissimmee | $566,000 | – | 96 d |
| TERRA VERDE · agent | Kissimmee | $455,000 | – | 67 d |
| Tohoqua Reserve · agent | Kissimmee | $414,000 | – | 219 d |
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 Kissimmee
- CYPRESS RESERVE VILLAS
- VILLAS AT ISLAND CLUB
- MAGIC VILLAGE REP
- AMBER POINTE
- MARGARITAVILLE, ROLLING OAKS
- TOWNHOMES OF FLORA RIDGE
- NORTH POINT PH IC
- BRIGHTON LAKES
- CLUB CORTILE
- SPECTRUM AT REUNION
- CREEKSIDE AT BOGGY CREEK
- DORAL POINTE
- EMERALD LAKE
- REUNION
- SOLARA RESIDENCE
- PARADISE CAY
- ORANGEBRANCH BAY
- COVE AT STOREY LAKE III
- PARADISE PALMS RESIDENCE
- ESTANCIA
- WESTSIDE CAY
- ASHLEY COVE UNIT TWO
- REUNION WEST FAIRWAYS 17 & 18 REP
- BELLA PARC TWNHMS
- CYPRESS RIDGE
- MAGIC LANDINGS
- SOMERSET
- REGAL OAKS
- NORTH SHORE VILLAGE
- REMINGTON
- Crestwynd Bay
- AVILLA
- WINDSOR PALMS TWNHMS
- ERIC ESTATES
- FORMOSA GARDENS
- REMINGTON PRCL O
- ENCORE AT REUNION
- HIDDEN HARBOR
- HUB AT WESTSIDE
- VENETIAN BAY VILLAGE P3
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 Osceola County’s typical combined millage of 15.23 mills, a purchase at $378,500 (the median across these Kissimmee gated communities) generates roughly $5,766 a year in property tax before exemptions — about $480 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 Osceola County average about $1,735 a year ($145 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 Osceola County near $2,191 (principal and interest on the typical home, tax, and insurance).
Run your exact numbers: the property tax after purchase calculator uses Osceola County’s verified millage, and the buyer closing costs calculator builds the full cash-to-close.
Demand and supply in Osceola County right now
In the most recent IRS migration data (2022-2023), Osceola County gained a net 5,703 people to relocation, with the largest inbound flows from NY, NJ, TX. Households moving IN reported average incomes of $59,276 versus $52,104 for those leaving — the income mix of demand, straight from tax filings. Population is up about 20.2% over the recent multi-year window. On the supply side, builders pulled 7,366 residential permits in Osceola County in 2025 (5,085 single-family), down 16.4% year over year — against 10,003 at the 2021 peak. 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 7.3% versus its income-and-rent fundamentals.
Live inventory, refreshed nightly from the MLS.
Live gated-community listings in Kissimmee
765 active listings carry the flag today (40% of Kissimmee inventory), median asking $414,900, $205/sq ft, median 57 days on market. Photo cards link to the listing; refreshed nightly.
Newest gated community homes in Kissimmee
The most expensive gated community homes in Kissimmee
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 550 Muirfield Loop | $3,199,999 | 8,580 | Reunion West Villages North Kissimmee |
| 7829 Palmilla Court | $3,195,000 | 6,900 | Reunion West Villages North Kissimmee |
| 2441 Shanti Drive | $1,950,000 | 6,249 | Veranda Palms |
| 2477 Shanti Drive | $1,950,000 | 6,255 | Veranda Palms |
| 1516 Sunset Pointe Place | $1,775,000 | 4,966 | sunset pointe |
| 7936 Jacks Club Court | $1,725,000 | 4,588 | reunion bears den reunion west kissimmee |
| 2437 Shanti Drive | $1,699,000 | 5,504 | Veranda Palms |
| 340 Southfield Street | $1,500,000 | 6,351 | Reunion West |
| 324 Southfield Street | $1,500,000 | 6,351 | Reunion West |
| 801 Golden Bear Drive | $1,365,000 | 3,428 | Reunion West Villages North Kissimmee |
Gated Community Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 195 | 25% |
| $300K–$500K | 346 | 45% |
| $500K–$750K | 177 | 23% |
| $750K–$1M | 32 | 4% |
| $1M+ | 15 | 2% |
Kissimmee gated community homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most gated community homes listed are tabled; the rest follow.
| Community | Gated Community Homes | New build | Median list | From |
|---|---|---|---|---|
| Solara Resort | 32 | 0 | $594,499 | $389,900 |
| Regal Oaks At Old Town | 30 | 0 | $304,900 | $240,000 |
| Westview | 25 | 25 | $371,374 | $305,000 |
| West Lucaya Village | 21 | 0 | $298,000 | $268,000 |
| Cove At Storey Lake 4 | 19 | 0 | $619,900 | $450,000 |
| Solara Resort Vacation Villas Rep | 19 | 0 | $535,000 | $434,900 |
| Storey Lake | 18 | 0 | $569,400 | $308,000 |
| Storey Lake Ph 3 | 16 | 0 | $502,450 | $435,000 |
| Paradise Palms Resort Ph 2 | 14 | 0 | $434,490 | $319,999 |
| Fiesta Key | 14 | 0 | $274,950 | $206,500 |
| Magic Village | 13 | 0 | $429,000 | $385,000 |
| Lake Berkley Resort Villas Ph 2 | 13 | 0 | $225,000 | $219,000 |
| Reunion Village Phase 4 | 11 | 11 | $515,900 | $450,900 |
| Magic Village Resort 2 | 11 | 0 | $499,900 | $447,900 |
| Bellalago | 11 | 0 | $454,900 | $310,000 |
| Bellalago Ph 4K | 10 | 0 | $538,888 | $460,000 |
| Windsor At Westside | 10 | 0 | $464,000 | $394,900 |
| Emerald Island Resort Ph 2 | 10 | 0 | $247,250 | $195,000 |
| Villas At Seven Dwarfs Lane Condo | 10 | 0 | $226,250 | $210,000 |
| Legacy Dunes Condo | 10 | 0 | $224,999 | $176,950 |
| Reunion West Ph 1 West & Ament Ctr Rplt | 9 | 0 | $888,000 | $650,000 |
| Reunion West Ph 1 East | 9 | 0 | $660,000 | $589,000 |
| Cove At Storey Lake 5 | 9 | 0 | $599,000 | $449,900 |
| Solara Ph 3 Rep | 9 | 1 | $595,950 | $545,000 |
| Windsor At Westside Ph 3 | 9 | 0 | $465,000 | $399,900 |
| Encantada Ph 1 | 9 | 0 | $380,000 | $299,000 |
| Bellavida Ph 1 | 9 | 0 | $320,000 | $265,000 |
| Coral Cay Resort | 9 | 0 | $314,990 | $263,190 |
| Runaway Beach Club Condo | 9 | 0 | $245,000 | $215,000 |
| Venetian Bay Village Condo Ph 1 | 9 | 0 | $245,000 | $199,000 |
| Summerville Resort | 8 | 0 | $446,000 | $418,000 |
| Paradise Palms Resort Ph 4 | 8 | 0 | $349,945 | $329,900 |
| Terra Verde Villas Ph 2 | 8 | 0 | $297,450 | $229,900 |
| Venetian Bay Village Condo Ph 2 | 8 | 0 | $246,000 | $199,998 |
| Villas Del Sol At Kissimmee Condo | 8 | 0 | $186,400 | $164,000 |
| Cove At Storey Lake Ii | 7 | 0 | $940,000 | $648,000 |
| Windsor At Westside Ph 1 | 7 | 0 | $440,000 | $390,000 |
| Windsor At Westside Ph 2B | 7 | 0 | $435,000 | $388,000 |
| Tapestry Ph 4 | 7 | 0 | $360,000 | $299,998 |
| Ventura At Windsor Hills Condo Ph 3 | 7 | 0 | $330,000 | $259,999 |
| Crestwynd Bay | 7 | 0 | $265,000 | $235,000 |
| Encantada Ph 2 | 7 | 0 | $250,000 | $225,000 |
| Cove At Storey Lake Iii | 6 | 0 | $754,950 | $454,000 |
| Reunion West Ph 4 | 6 | 0 | $701,500 | $550,000 |
| Bellalago Ph 4P | 6 | 0 | $545,000 | $450,000 |
| Reunion Village Ph 4 & 5 | 6 | 3 | $458,400 | $391,900 |
| Le Reve | 6 | 0 | $446,495 | $400,000 |
| Crystal Cove Resort | 6 | 0 | $443,450 | $409,999 |
| Esplanade At Westview | 6 | 6 | $429,999 | $330,000 |
| Windsor Hills Ph 2 | 6 | 0 | $422,000 | $400,000 |
| Paradise Palms Resort Ph 1 | 6 | 0 | $377,000 | $326,500 |
| Tapestry Ph 5 | 6 | 0 | $374,950 | $310,000 |
| Tapestry | 6 | 0 | $362,000 | $295,000 |
| Cypress Reserve Villas | 6 | 0 | $352,495 | $300,000 |
| Lucaya Village Ph 2 | 6 | 0 | $319,950 | $298,990 |
| Paradise Cay | 6 | 0 | $274,995 | $269,000 |
| Villas At Estancia Condo | 6 | 0 | $244,500 | $205,000 |
| Veranda Palms Ph 2B2-2C | 5 | 0 | $1,699,000 | $949,000 |
| Bellalago Ph 6H & 6I | 5 | 0 | $915,000 | $850,000 |
| Sonoma Resort At Tapestry Ph 1 | 5 | 0 | $725,000 | $599,900 |
Also with gated community homes for sale
- Encore At Reunion, Reunion West (5)
- Bellalago Ph B-2 (5)
- Storey Lake Ph 2 (5)
- Terra Verde (5)
- Terra Verde Ph 2 (5)
- Spectrum At Reunion Ph 2 (5)
- Heritage Run (5)
- Remington Ph 1 Tr A (5)
- Solivita Ph 04C Sec 02 (5)
- Fiesta Key Ph 2 (5)
- The Terraces At Storey Lake Condo 1 Ph 4 (5)
- Bellalago Pod G Twnhms (5)
- Sun Lake Condo (5)
- Reunion West Vlgs North (4)
- Reunion West Village 3A (4)
- Reunion West Ph 2B West (4)
- Bellavida Ph 2C (4)
- Windsor Hills Ph 3 (4)
- Bellavida Resort (4)
- Windsor/Westside-Ph 2A (4)
- Emerald Island Resort Ph 5A (4)
- Wyndham Pointe (4)
- Veranda Palms (4)
- Emerald Island Resort (4)
- Storey Lake Ph 1B-2A (4)
- Formosa Valley (4)
- Lake Berkley Resort (4)
- Tapestry Ph 2 (4)
- Windsor Hills Ph 4 (4)
- Terra Verde Villas Ph 1 (4)
- Compass Bay Unit 1 (4)
- The Terraces At Storey Lake Condo 3 Ph 12 (4)
- Storey Lake Tr K (4)
- Ventura At Windsor Hills Condo Ph 6 (4)
- Windsor Palms Twnhms Ph 3A (4)
- Tohoqua Ph 5B (4)
- Encantada Ph 02 (4)
- Amber Pointe Unit 2 (4)
- The Terraces At Storey Lake Condo 2 Ph 13 (4)
- Club Cortile (4)
- Venetian Bay Village Condo Ph 3 (4)
- Reunion West Ph 3 West (3)
- Reunion West Ph 2 East (3)
- Solara Residence (3)
- Windsor At Westside Ph 2A (3)
- Kissimmee Bay (3)
- Windsor Hills Ph 6 (3)
- Bellavida Ph 2B (3)
- Bellavida Ph 2A (3)
- Terra Verde Ph 02 (3)
- Bellalago Ph 5J Sec 2 (3)
- Veranda Palms Ph 1C (3)
- Villa Sol Ph 2 Village 3 (3)
- Bellalago Ph 5J Sec 3 (3)
- Paradise Palms Resort Ph 3B (3)
- Paradise Palms Resort (3)
- Windsor At Westside; Windsor/Westside (3)
- Magic Village Rep (3)
- Tohoqua Ph 5A (3)
- Wyndham Palms Ph 3 (3)
- Trafalgar Village Ph 3 (3)
- Encantada (3)
- Bellalago Ph 7L (3)
- Tohoqua Reserve (3)
- Compass Bay Unit 3 (3)
- Hub At Westside Reserve (3)
- Margaritaville, Rolling Oaks (3)
- Bellalago Ph 3M (3)
- Windsor Hills, Ventura At Windsor Hills (3)
- Bellalago Ph 3 (3)
- The Terraces At Storey Lake Condo 2 Ph 15 (3)
- Villas At Reunion Square Condo Ph 1 (3)
- Reunion Grande Condo (3)
- Bellavida Ph 01 (3)
- Oakwater Condo Ph 7-10 (3)
- Amber Pointe (3)
- Eric Estates (3)
- Windsor Oaks (3)
- Flora Ridge Condo Ph 8 Bldg 11 (3)
- Villas At Secret Lake Condo (3)
- Terra Condo (3)
- Reunion Ph 2 Prcl 1 & 1A (2)
- Sonoma Resort At Tapestry (2)
- Solara Phase 3 (2)
- Regal Cove (2)
- Veranda Palms Ph 2B1 (2)
- Solara Ph 3 (2)
- Ashley Cove Unit 1 (2)
- Windsor Hills (2)
- Cove At Storey Lake (2)
- Windsor Hills Ph 7 (2)
- North Point Ph 2B-2C (2)
- Windsor Hills Ph 06 (2)
- Emerald Island Resort Ph 1 (2)
- Windsor/Westside Ph 1 (2)
- Windsor/Westside-Ph 2B (2)
- Four Seasons At Orlando Ph 3C & 3D (2)
- Emerald Island Resort Ph 3 (2)
- Creekside At Boggy Creek Ph 1 (2)
- Veranda Palms Ph 2A (2)
- Wyndham Palms Ph 1B (2)
- Brighton Landings (2)
- Emerald Island Resort Ph 5B (2)
- Neptune Pointe (2)
- Reunion Village Phase 5 (2)
- Cypress Reserve Ph 02 (2)
- North Shore Village (2)
- Wyndham Palms Ph 1A (2)
- Gleneagles (2)
- Forest Edge (2)
- Cumbrian Lakes Resort Ph 3 (2)
- Storey Lake Resort (2)
- Reunion Fairways 17 & 18 Ph 3 (2)
- Stonehurst At Stonefield (2)
- Paradise Palms Residence Ph 2 (2)
- Brighton Lakes Ph 1 Prcl D (2)
- Windsor Point Ph 2 (2)
- Heritage Lakes (2)
- Seven Eagles Condo (2)
- Brighton Landings Ph 1 (2)
- Verandahs (2)
- Springlake Village (2)
- Estancia (2)
- Terra Esmeralda Twnhms (2)
- Isles Of Bellalago Ph 2 (2)
- The Terraces At Storey Lake Condo 1 Ph 3 (2)
- Ventura At Windsor Hills Condo (2)
- Ventura At Windsor Hills Condo Ph 1 (2)
- Ventura At Windsor Hills Condo Ph 5 (2)
- Bella Parc Twnhms (2)
- Ventura At Windsor Hills Condo Ph 7 (2)
- Bellalago Pod G Townhomes (2)
- Compass Bay Unit 2 (2)
- Cane Island Condo (2)
- Cypress Lake Ph 1 (2)
- Regal Oaks (2)
- Oakwater (2)
- Oakwater Condo Ph 20-23 (2)
- Venetian Bay Village P3 (2)
- Lake Berkley Resort Villas (2)
- Trafalgar Village Ph 1 (2)
- Poinciana Nbrhd 03 South Village 07 (2)
- Flora Ridge Condo Ph 6 Bldg 13 (2)
- Villas At Island Club Ph 10 (2)
- Rio Hills Townhouses (2)
- Blossom Park Villas Condo (2)
- Wyndham Palms Condo Ph 5 (2)
- Villas At Seven Dwarfs Lane (2)
- Lake Marion Golf Resort Ph 02 (2)
- Caribe Cove Condo Ph 2 (2)
- Legacy Dunes (2)
- Bella Vista Condo (2)
- Lake Marion Golf Residence Condo (2)
- Lake Marion Golf Resort (2)
- Reunion Phase 1 Parcel 1 Unit 3 (1)
- Sunset Pointe (1)
- Reunion Ph 1 Prcl 1 Unit 3 (1)
- Reunion, Bears Den, Reunion West (1)
- Sonoma Resort At Tapestry Ph 2A (1)
- Sonoma Res/Tapestry Ph 1 (1)
- Veranda Palms Ph 3 (1)
- Encore At Reunion (1)
- Formosa Gardens Unit 2 (1)
- Solara Ph 3 Replat (1)
- Pleasant Hill Trails Unit 2 (1)
- Happy Trails Unit 3 Unrec (1)
- Cove/Storey Lake Iv (1)
- Happy Trails Sub (1)
- Regal Bay (1)
- Storey Lake Iii (1)
- Reunion West Ph 1 West (1)
- Cove/Storey Lake Ii (1)
- Solara Residence Vacation Villas Rep (1)
- Cove/Storey Lk Ii (1)
- Bellalago Ph 6-I 1St Add (1)
- Bellalago Ph 04P (1)
- Storey Lake 2 50 Resort (1)
- Formosa Gardens (1)
- Avilla (1)
- Margaritaville Resort, Rolling Oaks (1)
- Windsor At Westside Phase 3 (1)
- Magic Village Resort 3 Ph 1 (1)
- Sonoma Res/Tapestry-Ph 1 (1)
- Formosa Gardens Unit 1 (1)
- Brighton Lakes Ph 2 Prcl J (1)
- Windsor/Westside, Windsor At Westside (1)
- Solar Residence (1)
- Windsor/Westside-Ph 1 (1)
- North Point Ph 1A (1)
- Shingle Creek Reserve At The Oaks (1)
- Reunion West (1)
- Bellalago Ph 2N (1)
- Taylor Ridge (1)
- Storey Lake Cove (1)
- Storey Lake Ph I-3B (1)
- Remington Ph 1 Tr C (1)
- Reunion Ph 1 Prcl 1 Unit 1 (1)
- Ashley Cove Unit Two (1)
- Encore At Reunion, Reunion Resort, Reunion West (1)
- Windsor Hills Ph 1 (1)
- Emerald Isl Rsrt Ph5A (1)
- North Point Ph Ic (1)
- Solivita Ph 5-B A (1)
- Storey Lake Ph I-2 (1)
- Remington Ph 01 Tr C (1)
- Reunion West Ph 1 (1)
- Magic Village Resort 2 Rep (1)
- Windsor Hills Resort (1)
- Reunion Ph 02 Prcl 03 (1)
- Ashley Cove Unit 3 (1)
- Windsor At Westside Ph 2B-1 (1)
- Reunion Ph 2 Prcl 3 (1)
- M3 At Kissimmee Bay (1)
- Tohoqua (1)
- Windsor Hills Ph 5 (1)
- Paradise Palms Residence Ph 4 (1)
- Encore - Reunion West (1)
- Tapestry Ph 3 (1)
- Creekside At Boggy Creek Ph 3 (1)
- Tapestry-Ph 4 (1)
- Solara Residence Vacation Villas (1)
- Creekside At Boggy Creek Ph 2 (1)
- Lindfields Reserve (1)
- Springlake Village Ph 03 (1)
- Villa Sol Ph 1 Village 5 (1)
- Cumbrian Lakes Resort Ph 1 (1)
- Windsor At Westside Ph 3A (1)
- North Point Ph 1B (1)
- Lake Berkley Resort Ph 2 (1)
- Summerville Resort Rep 1 (1)
- Veranda Palms Ph 1B (1)
- Wyndham Pointe / Acadia Estates (1)
- Bellalago Ph 5 O (1)
- Margaritaville (1)
- Wndsor/Westside-Ph 3 (1)
- Terrace At Reunion (1)
- North Point (1)
- Solara Resort Vacation Villas (1)
- Lake Berkley Resort Ph 02 (1)
- Cumbrian Lakes Resort (1)
Explore more of Kissimmee
- Gated Communities in Osceola County
- Golf Course Communities in Kissimmee
- New Construction Communities in Kissimmee
- Condo Communities in Kissimmee
- Townhome Communities in Kissimmee
- Find the best agent in Kissimmee
- Best neighborhoods in Kissimmee
Run the numbers in Osceola County
- Find the best agent in Osceola County
- Get a cash offer in Osceola County
- Osceola County housing scorecard
- What would selling net you
- Buyer closing costs calculator
Common questions
How many gated communities does Kissimmee, FL have?
What do homes in Kissimmee gated communities cost?
How does Momentum classify a community as one of the gated communities?
How much is home insurance in Osceola County?
What are property taxes like in Osceola 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.