Pool Homes for Sale in Kissimmee, FL
Buyers who want a pool search for the pool first. This page tracks every Kissimmee listing whose MLS record reports a private pool, by community, with live counts and asking prices, and what the pool adds to the cost of ownership.
1038 homes with a private pool are for sale or pending in Kissimmee, FL today across 370 communities. The median asking price is $535,000, from $189,800 to $5,250,000. Listings in Kissimmee without that feature have a median of $325,000. Most listings right now: Solara Resort (52), Solara Resort Vacation Villas Rep (33), Cove At Storey Lake 4 (32). Updated September 27, 2026 from the MLS.
Live pool homes in Kissimmee: the listings
688 active listings carry the flag today (35% of Kissimmee inventory), median asking $531,250, $211/sq ft, median 52 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Kissimmee
The most expensive pool homes in Kissimmee
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 8590 Apache Trail | $5,650,000 | 11,138 | osceola county |
| 984 Jack Nicklaus Court | $4,900,000 | 8,407 | osceola county |
| 1196 Castle Pines Court | $4,300,000 | 6,930 | Reunion West Village 3A Kissimmee |
| 2780 Vickie Court | $3,499,000 | 9,881 | osceola county |
| 550 Muirfield Loop | $3,199,999 | 8,580 | Reunion West Villages North Kissimmee |
| 7829 Palmilla Court | $3,185,000 | 6,900 | Reunion West Villages North Kissimmee |
| 1063 Jack Nicklaus Court | $2,500,000 | 5,944 | Reunion West Fairways |
| 955 Jack Nicklaus Court | $2,244,000 | 4,490 | osceola county |
| 1039 Jack Nicklaus Court | $2,224,400 | 4,588 | osceola county |
| 4421 Reaves Road | $2,120,000 | 5,044 | osceola county |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 13 | 2% |
| $300Kâ$500K | 289 | 42% |
| $500Kâ$750K | 271 | 39% |
| $750Kâ$1M | 75 | 11% |
| $1M+ | 40 | 6% |
Kissimmee pool 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 pool homes listed are tabled; the rest follow.
| Community | Pool Homes | New build | Median list | From |
|---|---|---|---|---|
| Solara Resort | 52 | 0 | $632,000 | $389,900 |
| Solara Resort Vacation Villas Rep | 33 | 0 | $590,990 | $434,900 |
| Cove At Storey Lake 4 | 32 | 0 | $649,500 | $459,990 |
| Cove At Storey Lake Ii | 22 | 0 | $798,999 | $595,000 |
| Storey Lake | 20 | 1 | $672,000 | $444,900 |
| Storey Lake Ph 3 | 19 | 0 | $480,000 | $435,000 |
| Solara Ph 3 Rep | 18 | 2 | $689,500 | $545,000 |
| Windsor At Westside Ph 2B | 17 | 0 | $469,000 | $388,000 |
| Paradise Palms Resort Ph 2 | 17 | 0 | $399,000 | $319,999 |
| Bellavida Ph 1 | 15 | 0 | $345,000 | $265,000 |
| Cove At Storey Lake 5 | 14 | 0 | $582,000 | $449,900 |
| Windsor At Westside Ph 2A | 13 | 0 | $629,000 | $445,000 |
| Reunion West Ph 1 East | 12 | 0 | $649,999 | $527,000 |
| Windsor At Westside Ph 3 | 12 | 0 | $462,500 | $399,900 |
| Reunion West Ph 1 West & Ament Ctr Rplt | 11 | 0 | $848,000 | $590,000 |
| Sonoma Resort At Tapestry Ph 1 | 11 | 0 | $720,000 | $599,900 |
| Reunion West Ph 4 | 11 | 0 | $709,900 | $550,000 |
| Windsor At Westside | 11 | 0 | $515,000 | $394,900 |
| Windsor At Westside Ph 1 | 11 | 0 | $490,000 | $390,000 |
| Paradise Palms Resort Ph 1 | 10 | 0 | $357,500 | $326,500 |
| Reunion West Village 3A | 9 | 0 | $934,900 | $557,600 |
| Bellavida Ph 2C | 9 | 0 | $675,000 | $538,000 |
| Encore At Reunion, Reunion West | 9 | 0 | $669,456 | $535,000 |
| Encantada Ph 1 | 9 | 0 | $380,000 | $299,000 |
| Veranda Palms Ph 2B2-2C | 8 | 0 | $1,399,000 | $830,000 |
| Crystal Cove Resort | 8 | 0 | $494,950 | $409,999 |
| Storey Lake Ph 2 | 8 | 0 | $464,000 | $439,900 |
| Le Reve | 8 | 0 | $432,500 | $400,000 |
| Cove At Storey Lake Iii | 7 | 0 | $759,900 | $444,000 |
| Reunion West Ph 2 East | 7 | 0 | $749,900 | $550,000 |
| Lake Berkley Resort | 7 | 0 | $465,000 | $429,000 |
| Terra Verde Ph 2 | 7 | 0 | $455,000 | $419,999 |
| Windsor Hills Ph 2 | 7 | 0 | $419,000 | $394,000 |
| Paradise Palms Resort Ph 4 | 7 | 0 | $359,990 | $329,900 |
| Bellavida Ph 2B | 6 | 0 | $793,000 | $455,000 |
| Reunion West Ph 2B West | 6 | 0 | $774,950 | $640,000 |
| Windsor Hills Ph 3 | 6 | 0 | $639,500 | $599,900 |
| Veranda Palms Ph 2A | 6 | 0 | $609,000 | $445,000 |
| Emerald Island Resort Ph 5A | 6 | 0 | $562,500 | $430,000 |
| Wyndham Pointe | 6 | 0 | $550,000 | $449,999 |
| Seasons | 6 | 0 | $470,000 | $370,000 |
| Oak Island Cove | 6 | 0 | $464,450 | $365,000 |
| Reunion West Ph 3 West | 5 | 0 | $959,000 | $669,000 |
| Windsor/Westside-Ph 2A | 5 | 0 | $570,000 | $535,000 |
| Bellavida Ph 2A | 5 | 0 | $565,000 | $525,000 |
| Formosa Valley | 5 | 0 | $449,000 | $438,900 |
| Poinciana Village 5 Nbhd 1 | 5 | 0 | $325,000 | $230,000 |
| Poinciana Village 2 Nbhd 3 | 5 | 0 | $315,000 | $199,000 |
| Reunion West Vlgs North | 4 | 0 | $2,275,000 | $879,900 |
| Sonoma Resort At Tapestry Ph 2A | 4 | 0 | $1,625,000 | $1,480,000 |
| Bellavida Resort | 4 | 0 | $735,000 | $374,900 |
| Windsor Hills Ph 6 | 4 | 0 | $617,000 | $585,000 |
| Emerald Island Resort | 4 | 0 | $549,499 | $499,999 |
| Wyndham Palms Ph 3 | 4 | 0 | $527,000 | $429,900 |
| Veranda Palms | 4 | 0 | $519,750 | $429,990 |
| Emerald Island Resort Ph 3 | 4 | 0 | $517,995 | $496,000 |
| Veranda Palms Ph 1C | 4 | 0 | $498,000 | $439,000 |
| Storey Lake Ph 1B-2A | 4 | 0 | $483,950 | $465,000 |
| Paradise Palms Resort Ph 3B | 4 | 0 | $454,945 | $358,000 |
| Wyndham Palms Ph 1A | 4 | 0 | $452,500 | $395,000 |
Also with pool homes for sale
- Lindfields Unit 1 (4)
- Encantada (4)
- Windsor Palms Twnhms Ph 3A (4)
- Bellavida Ph 01 (4)
- Poinciana Village 2 Nbhd 1 (4)
- Sonoma Resort At Tapestry (3)
- Reunion Ph 2 Prcl 1 & 1A (3)
- Veranda Palms Ph 2B1 (3)
- Solara Residence Vacation Villas Rep (3)
- Sonoma Res/Tapestry Ph 1 (3)
- Solara Residence (3)
- Tohop Estates (3)
- Reunion Ph 2 Prcl 3 (3)
- Emerald Island Resort Ph 4 (3)
- Terra Verde Ph 02 (3)
- Terra Verde (3)
- Windsor At Westside Ph 3A (3)
- Woods At Kings Crest The Ph 1 (3)
- Indian Creek Ph 2 (3)
- Lindfields Unit 3 (3)
- Bass Lake Estates (3)
- Windsor At Westside; Windsor/Westside (3)
- Windsor Hills Ph 4 (3)
- Eagle Pointe Ph 2 (3)
- Remington Prcl M1 (3)
- Coralwood (3)
- Indian Ridge Villas Ph 1 (3)
- Eagle Pointe (3)
- Regal Oak Shores Unit 3 (2)
- Bellalago Ph 6H & 6I (2)
- Solara Phase 3 (2)
- Formosa Gardens Unit 1 (2)
- Kissimmee Bay (2)
- Solara Ph 3 (2)
- North Point Ph 2B-2C (2)
- Cove/Storey Lake Ii (2)
- Avilla (2)
- Orange Blossom Acres (2)
- Bellalago Ph B-2 (2)
- Windsor Hills (2)
- Ashley Cove Unit 1 (2)
- Windsor Hills Ph 7 (2)
- Solara Res Vacation Villas Rep (2)
- Windsor Hills Ph 06 (2)
- Emerald Island Resort Ph 1 (2)
- Windsor Hills Ph 5 (2)
- Westside Cay (2)
- Windsor/Westside Ph 1 (2)
- Rustic Acres Unit 1 (2)
- Windsor/Westside-Ph 2B (2)
- Harbour Oaks Unit 1 (2)
- Emerald Isl Rsrt Ph5A (2)
- Shingle Creek Reserve At The Oaks (2)
- Lake Berkley Resort Ph 2 (2)
- The Oaks (2)
- Oak Island Harbor At Formosa Gardens (2)
- Oaks Ph 1 B1 (2)
- Villa Sol Ph 2 Village 3 (2)
- Emerald Island Resort Ph 5B (2)
- Indian Creek Ph 6 (2)
- Westside Prcl E Tuscany (2)
- Indian Creek Ph 1 (2)
- Sunset Lakes (2)
- Indian Ridge Villas Ph 4 (2)
- Windsor/Westside-Ph 3 (2)
- Trafalgar Village Ph 3 (2)
- Indian Wells Unit 8 (2)
- Poinciana Village 01 Neighborhood 02 (2)
- Brighton Lakes Ph 1 (2)
- Gleneagles (2)
- Cumbrian Lakes Resort Ph 2 (2)
- Cumbrian Lakes Resort Ph 3 (2)
- Poinciana Village 1 Nbhd 3 East (2)
- Terra Verde Villas Ph 1 (2)
- Paradise Palms Resort (2)
- Poinciana Nbrhd 05 North Village 03 (2)
- Wilderness Ph 3 The (2)
- Terra Verde Villas Ph 2 (2)
- Poinciana Village 1 Nbhd 2 (2)
- Indian Point Ph 7 (2)
- Bellavida Rep 2 (2)
- Monterey Village Ph 1 Unit 1 (2)
- Montego Bay (2)
- Poinciana Nbrhd 06 Village 07 (2)
- Poinciana Village 1 Nbhd 3 West (2)
- Paradise Palms Resort P1 (2)
- Poinciana Nbrhd 02 Village 08 (2)
- Happy Trails Unit 5 (1)
- Florida Fruit Belt Sales Co 1 (1)
- Reunion West Fairways 17 & 18 (1)
- Reunion Phase 1 Parcel 1 Unit 3 (1)
- South Semoran Farms Un 2 Unrec (1)
- Sunset Pointe (1)
- Reunion Ph 1 Prcl 1 Unit 3 (1)
- Reunion, Bears Den, Reunion West (1)
- Florida Fruit Belt Sls Co (1)
- Lasseters (1)
- Reunion (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)
- Cove/Storey Lake Iv (1)
- Storey Lake Iii (1)
- Regal Oak Shores Unit 1 (1)
- Storey Lake Ii (1)
- Tapestry Ph 5 (1)
- Pleasant Hill Trails Unit 3 (1)
- Pennyroyal (1)
- Reunion West Ph 1 West (1)
- Reunion West Ph 2B (1)
- Cove/Storey Lk Ii (1)
- Reunion West Ph 4 Rep (1)
- Oaks Ph 1 B2 (1)
- Storey Lake 2 50 Resort (1)
- Oneal & Osborns Add (1)
- Formosa Gardens (1)
- Cove/Storey Lake Il (1)
- Margaritaville Resort, Rolling Oaks (1)
- Windsor At Westside Phase 3 (1)
- Sonoma Res/Tapestry-Ph 1 (1)
- Pleasant Hill Heights (1)
- Windsor At Westside Ph1 (1)
- Windsor/Westside Ph 2B (1)
- Solar Residence (1)
- St James Park Unit 01-03 (1)
- Windsor At Westside Ph 2A Rep (1)
- Rustic Acres Unit 3 (1)
- Remington Ph 1 Tr B (1)
- Shingle Creek Reserve At The Oaks Ph 5 (1)
- Tapestry Ph 2 (1)
- North Point Ph 2A (1)
- North Point Ph 1A (1)
- Liberty Village Ph 2 (1)
- Windsor/Westside-Ph 1 (1)
- Windsor Hills Ph 03 (1)
- Reunion West (1)
- Taylor Ridge (1)
- Storey Creek Ph 3B & 4 (1)
- Windsor/Westside, Windsor At Westside (1)
- Storey Lake Cove (1)
- Storey Lake Ph I-3B (1)
- Winners Park (1)
- Remington Ph 1 Tr C (1)
- Ashley Cove Unit Two (1)
- Hidden Harbor (1)
- Encore At Reunion, Reunion Resort, Reunion West (1)
- Windsor Hills Ph 1 (1)
- Fells Cove Unit 2 Ph 1 (1)
- Cane Brake Ph 2 (1)
- Solivita Ph 5-B A (1)
- Whispering Oaks (1)
- Verandahs (1)
- Reunion West Ph 1 (1)
- Magic Village Resort 2 Rep (1)
- Emerald Island Residence Ph 05-B (1)
- Windsor Hills Resort (1)
- Kings Crest Ph 1 (1)
- Reunion Ph 02 Prcl 03 (1)
- Windsor At Westside Ph 2B-1 (1)
- Shingle Creek Reserve At The Oaks Ph 6 (1)
- Storey Lake The Cove (1)
- Country Side Manor (1)
- Paradise Palms Residence Ph 3A (1)
- Fountains On Pleasant Hill Road Unit 1 (1)
- Bellalago Ph 4P (1)
- Bellalago (1)
- Pebble Pointe (1)
- Paradise Palms Residence Ph 4 (1)
- Encore - Reunion West (1)
- Indian Point Ph7 (1)
- Wyndham Palms Ph 1B (1)
- Westside (1)
- North Point Ph 1B (1)
- Somerset (1)
- Remington Ph 1 Tr E (1)
- Dahlia Reserve At Crescent Lakes (1)
- Solara Residence Vacation Villas (1)
- Lindfields Reserve (1)
- Pleasant Hill Lakes Unit 2 (1)
- Villa Sol Ph 1 Village 5 (1)
- Cumbrian Lakes Resort Ph 1 (1)
- Indian Crk Ph 06 (1)
- Indian Creek Phase Iv (1)
- Cumbriam Lakes Dr (1)
- Cherokee Oaks (1)
- Eagle Lake Ph 3 (1)
- Willow Bend At Crescent Lakes (1)
- Paradise Palms Resort Ph 3A (1)
- Oaks 2 The (1)
- Veranda Palms Ph 1B (1)
- Wyndham Pointe / Acadia Estates (1)
- Overlook Reserve Ph 2 (1)
- Cumbrian Lakes Resort Ph 01 (1)
- Indian Creek Ph 4 (1)
- Hammock Trails (1)
- Liberty Village Ph 1 (1)
- Wndsor/Westside-Ph 3 (1)
- Westlake Hammock Ph 2 (1)
- Pleasant Hill Lakes Unit 9 (1)
- Pebble Pointe Unit 2 (1)
- Rolling Hills Estates Unit 1 At Formosa (1)
- Casa Bella (1)
- Fortune Lakes (1)
- Solara Resort Vacation Villas (1)
- Lake Berkley Resort Ph 02 (1)
- Rolling Hills Estates Unit 1 At Formosa Gardens (1)
- Bvl Briarwood Village Tr 3 (1)
- Compass Bay Unit 3 (1)
- Liberty Village Ph 02 (1)
- Neptune Pointe (1)
- Jasmine Pointe At Crescent Lakes (1)
- Blackstone Landing Ph 2 (1)
- Villa Sol Ph 02 Village 03 (1)
- Brighton Landings (1)
- Cumbrian Lakes Residence Ph 3 (1)
- Lindfields Unit 04 (1)
- Lindfields Unit 4 (1)
- Rolling Hills Estates Unit 2 At Formosa Gardens (1)
- Mill Run Unit 8 (1)
- Brighton Lakes Ph 2 Prcl J (1)
- Strafford Park Ph 1 (1)
- Remington Ph 1 Tr D (1)
- Wyndham Palms Ph 1 A, Windsor Palms (1)
- Brighton Lakes Ph2 Prcl J (1)
- Allamanda Grace At Crescent Lakes (1)
- The Oaks Plat No 2 (1)
- Bvl Unit 7 6Th Add (1)
- Lindfields Unit 5 (1)
- Sunset Lakes Ph 2 (1)
- Bvl Unit 7 (1)
- Malibu Estates (1)
- Bvl Unit 9 5Th Add (1)
- Encantada Ph 2 (1)
- Buenaventura Lakes Unit 02 Add 01 (1)
- Indian Ridge Villas Ph 04 (1)
- Shadow Bay Unit 4 (1)
- Indian Ridge Villas Ph 2 (1)
- Bellalago Ph 7L (1)
What a private pool actually costs to own
Budget three things beyond the price: the pool itself (chemicals, pump electricity and a service if you do not want to do it yourself typically run $150 to $300 a month), the screen enclosure where there is one (a full re-screen every 8 to 12 years; a replacement enclosure is a five-figure job after a storm), and insurance, where a pool adds liability exposure and many carriers require a fence, self-latching gate or approved alarm. Florida’s Residential Swimming Pool Safety Act requires at least one safety feature on a new pool, and lenders and insurers ask about it on older ones. Have the pool inspected separately from the house: the pump, heater, surface finish and deck are the expensive items. Our true cost of ownership calculator puts insurance, taxes and upkeep into one monthly number.
Questions to ask about any pool listing
How old are the pump, filter and heater, and is there a warranty? When was the surface last refinished? Is the enclosure permitted and when was it last re-screened? Is there a barrier or alarm that satisfies the insurer? What did the seller pay for homeowners insurance last year, and did the carrier require anything for the pool? A local agent who works the area will know which enclosures came through the last storm.
Common questions
How many homes with a private pool are for sale in Kissimmee?
As of September 27, 2026, 1038 Kissimmee, FL listings whose MLS record reports a private pool are active or pending, across 370 communities. The count updates with every MLS refresh.
What do pool homes cost in Kissimmee?
The median asking price today is $535,000, with listings from $189,800 to $5,250,000. Kissimmee listings without that feature have a median of $325,000.
Which Kissimmee community has the most pool homes for sale?
Solara Resort has the most right now (52), followed by Solara Resort Vacation Villas Rep (33), Cove At Storey Lake 4 (32), Cove At Storey Lake Ii (22).
Does a pool raise homeowners insurance in Florida?
Usually modestly on premium but meaningfully on requirements: most carriers want a barrier, self-latching gate or approved alarm, and a screen enclosure is often excluded or sub-limited for wind. Get the quote before you offer and ask specifically how the enclosure is covered.
Keep exploring Kissimmee
- All homes for sale in Kissimmee
- Kissimmee ZIP codes with prices
- Kissimmee waterfront homes
- Kissimmee golf course homes
- Kissimmee gated community homes
- Kissimmee 4-bedroom homes
- Kissimmee homes under $300K
- Kissimmee homes $300Kâ$500K
- Pool Homes in every city
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Kissimmee, FL whose MLS record reports a private pool. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.
Listings courtesy of Stellar MLS as distributed by MLS GRID.