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.

24 homes with a private pool are for sale or pending in Ocoee, FL today across 19 communities. The median asking price is $527,000, from $299,900 to $1,790,000. Most listings right now: Windsor Landing Ph 01 46/26 (3), Lake Olympia North Village (2), Brookestone Unit 1 (1). Updated September 8, 2026 from the MLS.

Ocoee pool homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityPool HomesNew buildMedian listFrom
Windsor Landing Ph 01 46/2630$775,000$749,999
Lake Olympia North Village20$527,000$525,000
Brookestone Unit 110$765,000$765,000
Windsor Landing10$650,000$650,000
Admiral Pointe10$639,900$639,900
Wesmere/Hampton Woods10$615,000$615,000
Wesmere At Ocoee10$585,000$585,000
Silver Glen Ph 01 Village 0110$575,000$575,000
Rose Hill Ph 0310$525,000$525,000
Cheshire Woods10$479,499$479,499
Cross Creek Ocoee10$474,900$474,900
Remington Oaks Ph 0210$469,900$469,900
Silver Glen Ph 01 Village 0210$459,999$459,999
Silver Bend10$455,000$455,000
Sawmill Ph 0310$424,900$424,900
Coventry At Ocoee Ph 0110$415,000$415,000
Temple Grove Estates10$375,000$375,000
Forest Oaks Unit 110$350,000$350,000
Twin Lakes Manor Add 0310$299,900$299,900

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?
As of September 8, 2026, 24 Ocoee, FL listings whose MLS record reports a private pool are active or pending, across 19 communities. The count updates with every MLS refresh.
What do pool homes cost in Ocoee?
The median asking price today is $527,000, with listings from $299,900 to $1,790,000.
Which Ocoee community has the most pool homes for sale?
Windsor Landing Ph 01 46/26 has the most right now (3), followed by Lake Olympia North Village (2), Brookestone Unit 1 (1), Windsor Landing (1).
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 Ocoee

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.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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