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.

1030 homes with a private pool are for sale or pending in Kissimmee, FL today across 376 communities. The median asking price is $529,000, from $145,000 to $5,250,000. Listings in Kissimmee without that feature have a median of $393,500. Most listings right now: Solara Resort (49), Solara Resort Vacation Villas Rep (31), Cove At Storey Lake 4 (30). Updated September 8, 2026 from the MLS.

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.

CommunityPool HomesNew buildMedian listFrom
Solara Resort490$648,000$389,900
Solara Resort Vacation Villas Rep310$599,000$434,900
Cove At Storey Lake 4300$649,500$450,000
Cove At Storey Lake Ii200$809,499$599,000
Storey Lake191$625,000$444,900
Storey Lake Ph 3180$480,000$435,000
Solara Ph 3 Rep172$680,000$545,000
Paradise Palms Resort Ph 2170$399,000$319,999
Bellavida Ph 1160$342,450$265,000
Windsor At Westside Ph 2B150$489,000$390,000
Reunion West Ph 1 West & Ament Ctr Rplt140$823,950$609,900
Cove At Storey Lake 5130$590,000$449,900
Windsor At Westside130$515,000$405,000
Reunion West Ph 1 East120$637,449$527,000
Windsor At Westside Ph 1120$520,000$390,000
Reunion West Ph 4110$710,000$550,000
Windsor At Westside Ph 2A110$629,000$450,000
Windsor At Westside Ph 3110$460,000$399,900
Bellavida Ph 2C100$677,500$538,000
Encantada Ph 1100$347,500$299,000
Sonoma Resort At Tapestry Ph 190$688,000$599,900
Encore At Reunion, Reunion West90$669,456$535,000
Storey Lake Ph 290$468,000$439,900
Veranda Palms Ph 2B2-2C80$1,399,000$830,000
Cove At Storey Lake Iii80$813,950$459,500
Le Reve80$432,500$390,000
Paradise Palms Resort Ph 480$349,945$329,990
Reunion West Ph 3 West70$899,000$650,000
Reunion West Ph 2 East70$749,900$550,000
Windsor Hills Ph 370$639,000$609,000
Veranda Palms Ph 2A70$618,000$445,000
Seasons70$485,000$370,000
Veranda Palms Ph 1C70$480,000$439,000
Crystal Cove Resort70$465,000$425,000
Terra Verde Ph 270$455,000$419,999
Windsor Hills Ph 270$419,000$399,000
Reunion West Village 3A60$900,000$557,600
Emerald Island Resort Ph 5A60$559,950$430,000
Wyndham Pointe60$550,000$449,999
Terra Verde60$482,000$399,900
Lake Berkley Resort60$472,000$439,999
Paradise Palms Resort Ph 160$377,000$326,500
Reunion West Ph 2B West50$740,000$640,000
Bellavida Resort50$690,000$374,900
Windsor/Westside-Ph 2A50$570,000$535,000
Bellavida Ph 2A50$565,000$525,000
Veranda Palms50$520,000$429,990
Oak Island Cove50$459,900$365,000
Formosa Valley50$439,000$438,900
Windsor Palms Twnhms Ph 3A50$345,000$316,900
Poinciana Village 5 Nbhd 150$327,000$230,000
Reunion West Vlgs North40$2,285,000$879,900
Sonoma Resort At Tapestry Ph 2A40$1,625,000$1,480,000
Bellavida Ph 2B40$809,500$605,000
Wyndham Palms Ph 340$527,000$429,900
Storey Lake Ph 1B-2A40$484,200$449,000
Lindfields Unit 140$417,499$350,000
Windsor Hills Ph 440$397,500$380,000
Encantada40$378,999$339,000
Poinciana Village 2 Nbhd 340$320,000$280,000

Also with pool homes for sale: Bellavida Ph 01 (4), Poinciana Village 2 Nbhd 1 (4), Sonoma Resort At Tapestry (3), Veranda Palms Ph 2B1 (3), Solara Residence Vacation Villas Rep (3), Sonoma Res/Tapestry Ph 1 (3), Solara Residence (3), Tohop Estates (3), Windsor Hills (3), Windsor Hills Ph 6 (3), Emerald Island Resort Ph 1 (3), Windsor/Westside Ph 1 (3), Emerald Island Resort (3), Terra Verde Ph 02 (3), Emerald Island Resort Ph 3 (3), Windsor At Westside Ph 3A (3), Wyndham Palms Ph 1A (3), Indian Creek Ph 2 (3), Indian Creek Ph 1 (3), Lindfields Unit 3 (3), Paradise Palms Resort Ph 3B (3), Oak Island Harbor At Formosa Gardens (3), Trafalgar Village Ph 3 (3), Bass Lake Estates (3), Windsor At Westside; Windsor/Westside (3), Cumbrian Lakes Resort Ph 2 (3), Indian Ridge Villas Ph 1 (3), Regal Oak Shores Unit 3 (2), Reunion (2), Bellalago Ph 6H & 6I (2), Solara Phase 3 (2), Kissimmee Bay (2), Solara Ph 3 (2), North Point Ph 2B-2C (2), Cove/Storey Lake Ii (2), Avilla (2), Bellalago Ph B-2 (2), Ashley Cove Unit 1 (2), Reunion West (2), Windsor Hills Ph 7 (2), Oaks Ph 1 B2 (2), Solara Res Vacation Villas Rep (2), Windsor Hills Ph 06 (2), Crestwood Ph 2 (2), Windsor Hills Ph 5 (2), Rustic Acres Unit 1 (2), Windsor/Westside-Ph 2B (2), Emerald Isl Rsrt Ph5A (2), Shingle Creek Reserve At The Oaks (2), Four Seasons At Orlando Ph 2 (2), The Oaks (2), Wyndham Palms Ph 1B (2), Villa Sol Ph 2 Village 3 (2), Oaks Ph 1 B1 (2), Emerald Island Resort Ph 4 (2), Woods At Kings Crest The Ph 1 (2), Emerald Island Resort Ph 5B (2), Sunset Lakes Ph 1 (2), Rolling Hills Estates Unit 1 At Formosa Gardens (2), Paradise Palms Resort (2), Somerset (2), Westside Prcl E Tuscany (2), Windsor/Westside-Ph 3 (2), Bvl Unit 9 5Th Add (2), Pebble Pointe Unit 2 (2), Brighton Lakes Ph 1 (2), Gleneagles (2), Indian Wells Unit 8 (2), Cumbrian Lakes Resort Ph 3 (2), Remington Prcl M1 (2), Poinciana Village 1 Nbhd 3 East (2), Terra Verde Villas Ph 1 (2), Magic Landings Ph 2 (2), Poinciana Nbrhd 05 North Village 03 (2), Quail Ridge Ph 1 (2), Paradise Palms Residence Ph 2 (2), Wilderness Ph 3 The (2), Terra Verde Villas Ph 2 (2), Poinciana Village 1 Nbhd 2 (2), Indian Point Ph 7 (2), Eagle Pointe (2), Poinciana Village 1 Nbhd 1 South (2), Poinciana Nbrhd 06 Village 07 (2), Poinciana Village 01 Neighborhood 02 (2), Paradise Palms Resort P1 (2), Poinciana Village 1 Nbhd 3 West (2), Happy Trails Unit 5 (1), Florida Fruit Belt Sales Co 1 (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), Lasseters (1), Whitemarsh Cove (1), Reunion Ph 2 Prcl 1 & 1A (1), Veranda Palms Ph 3 (1), Encore At Reunion (1), Formosa Gardens Unit 2 (1), Solara Ph 3 Replat (1), Regal Cove (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), Reunion West Ph 1 West (1), Orange Blossom Acres (1), Pleasant Hill Trails Unit 3 (1), Pennyroyal (1), Reunion West Ph 2B (1), Cove/Storey Lk Ii (1), Reunion West Ph 4 Rep (1), Bellalago Ph 04P (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), Pleasant Hill Heights (1), Emerald (1), Windsor At Westside Ph1 (1), Remington Ph 1 Tr B (1), Windsor/Westside Ph 2B (1), Windsor/Westside, Windsor At Westside (1), Solar Residence (1), St James Park Unit 01-03 (1), Four Seasons/Orlando Ph 2 (1), Windsor At Westside Ph 2A Rep (1), Rustic Acres Unit 3 (1), Windsor/Westside-Ph 1 (1), St James Park (1), Winners Park (1), Shingle Creek Reserve At The Oaks Ph 5 (1), North Point Ph 1A (1), Liberty Village Ph 2 (1), Windsor Hills Ph 03 (1), Bellalago Ph 4K (1), Taylor Ridge (1), Storey Lake Cove (1), Storey Lake Ph I-3B (1), Reunion Ph 1 Prcl 1 Unit 1 (1), Ashley Cove Unit Two (1), Breckenridge (1), Hidden Harbor (1), Windsor Hills Ph 1 (1), Encore At Reunion, Reunion Resort, Reunion West (1), Fells Cove Unit 2 Ph 1 (1), Cane Brake Ph 2 (1), Forest Unit 1 (1), Whispering Oaks (1), Verandahs (1), Reunion West Ph 1 (1), Magic Village Resort 2 Rep (1), Emerald Island (1), Windsor Hills Resort (1), Shingle Creek Reserve At The Oaks Ph 6 (1), Kings Crest Ph 1 (1), Westside Cay (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), Storey Lake The Cove (1), Stoneybrook South North Parcel Ph 2 (1), Bellalago (1), Paradise Palms Residence Ph 3A (1), Fountains On Pleasant Hill Road Unit 1 (1), Bellalago Ph 4P (1), Paradise Palms Residence Ph 4 (1), Encore - Reunion West (1), Westside (1), Indian Creek (1), Westside Prcl D Calabria (1), North Point Ph 1B (1), Dahlia Reserve At Crescent Lakes (1), Remington Ph 1 Tr E (1), Solara Residence Vacation Villas (1), Lindfields Reserve (1), Neptune Pointe (1), Meadow Spgs (1), Villa Sol Ph 1 Village 5 (1), Cumbrian Lakes Resort Ph 1 (1), Indian Creek Phase Iv (1), Cumbriam Lakes Dr (1), Cherokee Oaks (1), Eagle Lake Ph 3 (1), Willow Bend At Crescent Lakes (1), Forest Edge Ph 2 (1), Lake Berkley Resort Ph 2 (1), Paradise Palms Resort Ph 3A (1), Veranda Palms Ph 1B (1), Wyndham Pointe / Acadia Estates (1), Overlook Reserve Ph 2 (1), Mill Run Unit 8 (1), Cumbrian Lakes Resort Ph 01 (1), Indian Creek Ph 4 (1), Hammock Trails (1), Heatherstone At Crescent Lakes (1), Storey Creek (1), Four Seasons At Orlando Ph 1 (1), Casa Bella (1), Wndsor/Westside-Ph 3 (1), Westlake Hammock Ph 2 (1), Pleasant Hill Lakes Unit 9 (1), Liberty Village Ph 02 (1), Rolling Hills Estates Unit 1 At Formosa (1), Fortune Lakes (1), Solara Resort Vacation Villas (1), Lake Berkley Resort Ph 02 (1), Indian Creek Ph 5 (1), Lindfields Unit 4 (1), Bvl Briarwood Village Tr 3 (1), Compass Bay Unit 3 (1), Storey Lake Resort (1), Harbour Oaks Unit 1 (1), Cumbrian Lakes Resort (1), Jasmine Pointe At Crescent Lakes (1), Lindfields Unit 04 (1), Villa Sol Ph 02 Village 03 (1), Remington Ph 1 Tr D (1), Brighton Landings (1), Lindfields Unit 5 (1), Strafford Park Ph 4 (1), Rolling Hills Estates Unit 2 At Formosa Gardens (1), Strafford Park Ph 1 (1), Wyndham Palms Ph 1 A, Windsor Palms (1), Brighton Lakes Ph2 Prcl J (1), Indian Creek Ph 6 (1), Allamanda Grace At Crescent Lakes (1), Kings Point (1), The Oaks Plat No 2 (1), Oak Pointe (1), Sunset Lakes Ph 2 (1), Bvl Unit 7 (1), Bvl Unit 7 6Th Add (1), Malibu Estates (1), Encantada Ph 2 (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 8, 2026, 1030 Kissimmee, FL listings whose MLS record reports a private pool are active or pending, across 376 communities. The count updates with every MLS refresh.
What do pool homes cost in Kissimmee?
The median asking price today is $529,000, with listings from $145,000 to $5,250,000. Kissimmee listings without that feature have a median of $393,500.
Which Kissimmee community has the most pool homes for sale?
Solara Resort has the most right now (49), followed by Solara Resort Vacation Villas Rep (31), Cove At Storey Lake 4 (30), Cove At Storey Lake Ii (20).
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

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.

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