Pool Homes for Sale in Ocoee, FL
Buyers who want a pool search for the pool first. This page tracks every Ocoee 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.
27 homes with a private pool are for sale or pending in Ocoee, FL today across 21 communities. The median asking price is $575,000, from $375,000 to $1,790,000. Listings in Ocoee without that feature have a median of $428,995. Most listings right now: Windsor Landing Ph 01 46/26 (3), Windsor Landing (2), Lake Olympia North Village (2). Updated September 27, 2026 from the MLS.
Live pool homes in Ocoee: the listings
14 active listings carry the flag today (14% of Ocoee inventory), median asking $497,450, $244/sq ft, median 59 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Ocoee
The most expensive pool homes in Ocoee
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 2325 Blackjack Oak Street | $950,000 | 2,971 | Brookhaven Oaks |
| 3380 Tabreeze Court | $939,999 | 3,735 | Windsor Landing |
| 65 Calliope Street | $650,000 | 2,192 | Windsor Landing |
| 816 Lancer Circle | $639,900 | 2,803 | Admiral Pointe |
| 1311 Olympia Park Circle | $529,000 | 2,365 | Lake Olympia North Village |
| 1129 Climbing Rose Drive | $525,000 | 1,959 | Rose Hill |
| 1339 Olympia Park Circle | $525,000 | 2,760 | Lake Olympia North Village |
| 530 Bridge Creek Boulevard | $469,900 | 1,536 | Cross Creek |
| 457 Mickleton Loop | $465,000 | 1,975 | Cheshire Woods |
| 1988 Ancient Oak Drive | $455,000 | 2,025 | Remington Oaks |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 7 | 50% |
| $500K–$750K | 5 | 36% |
| $750K–$1M | 2 | 14% |
Ocoee pool homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Pool Homes | New build | Median list | From |
|---|---|---|---|---|
| Windsor Landing Ph 01 46/26 | 3 | 0 | $775,000 | $749,999 |
| Windsor Landing | 2 | 0 | $794,999 | $650,000 |
| Lake Olympia North Village | 2 | 0 | $527,000 | $525,000 |
| Brookhaven Oaks | 1 | 0 | $950,000 | $950,000 |
| Brookestone Unit 1 | 1 | 0 | $765,000 | $765,000 |
| Admiral Pointe | 1 | 0 | $639,900 | $639,900 |
| Brookstone 43/47 | 1 | 0 | $639,900 | $639,900 |
| Mccormick Reserve Ph 2 | 1 | 0 | $629,000 | $629,000 |
| Wesmere/Hampton Woods | 1 | 0 | $615,000 | $615,000 |
| Silver Glen Ph 01 Village 01 | 1 | 0 | $575,000 | $575,000 |
| Rose Hill Ph 03 | 1 | 0 | $525,000 | $525,000 |
| Cross Creek Ocoee | 1 | 0 | $469,900 | $469,900 |
| Cheshire Woods | 1 | 0 | $465,000 | $465,000 |
| Silver Glen Ph 01 Village 02 | 1 | 0 | $459,999 | $459,999 |
| Remington Oaks Ph 02 | 1 | 0 | $455,000 | $455,000 |
| Silver Bend | 1 | 0 | $455,000 | $455,000 |
| Lake Shore Gardens Add 02 | 1 | 0 | $428,000 | $428,000 |
| Sawmill Ph 03 | 1 | 0 | $420,000 | $420,000 |
| Coventry At Ocoee Ph 01 | 1 | 0 | $415,000 | $415,000 |
| Waterside | 1 | 0 | $409,900 | $409,900 |
| Temple Grove Estates | 1 | 0 | $375,000 | $375,000 |
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 Ocoee?
What do pool homes cost in Ocoee?
Which Ocoee community has the most pool homes for sale?
Does a pool raise homeowners insurance in Florida?
Keep exploring Ocoee
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- Ocoee homes under $300K
- Ocoee homes $300K–$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 Ocoee, 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.