Pool Homes for Sale in The Villages, FL

Buyers who want a pool search for the pool first. This page tracks every The Villages 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.

44 homes with a private pool are for sale or pending in The Villages, FL today across 26 communities. The median asking price is $777,000, from $335,000 to $1,749,000. Most listings right now: Villages Of Sumter (9), The Villages (5), The Villages (5). Updated September 8, 2026 from the MLS.

The Villages 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
Villages Of Sumter90$599,000$435,000
The Villages50$1,150,000$899,000
The Villages50$1,150,000$899,000
Villages/Sumter30$524,900$460,000
The Enclave At Dabney10$1,450,000$1,450,000
Villages Of Sumter Lake Shore Cottages10$1,399,900$1,399,900
Villages/Sumter-Lake Deaton10$1,199,000$1,199,000
Southern Oaks Un 3710$1,195,000$1,195,000
Village/Fenney Un #310$1,099,990$1,099,990
Villages/Southern Oaks Un 22710$1,080,000$1,080,000
Villages/West Lake Un #8410$899,499$899,499
Sumter Villages10$849,000$849,000
Villages/Southern Oaks Un #11810$819,900$819,900
Villages/Southern Oaks Un 4010$749,900$749,900
Sumter10$675,000$675,000
Villages/Sumter Bonita Villas10$614,500$614,500
Villages/Marion Un 5510$595,000$595,000
Villages Sumter10$587,500$587,500
Villages/Southern Oaks Cade Vi10$580,000$580,000
Villages Of Sumter Villa Tierra Grande10$550,000$550,000
Hickory Hill Hammock10$524,850$524,850
Villages Of Sumter Elizabeth Villas10$499,900$499,900
The Villages Of Sumter10$399,000$399,000
Lady Lake Orange Blossom Gardens Unit 1810$399,000$399,000
Villages Of Sumter Villa San Leandro10$359,900$359,900
Villages/Southern Oaks Un #9110$335,000$335,000

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 The Villages?
As of September 8, 2026, 44 The Villages, FL listings whose MLS record reports a private pool are active or pending, across 26 communities. The count updates with every MLS refresh.
What do pool homes cost in The Villages?
The median asking price today is $777,000, with listings from $335,000 to $1,749,000.
Which The Villages community has the most pool homes for sale?
Villages Of Sumter has the most right now (9), followed by The Villages (5), The Villages (5), Villages/Sumter (3).
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 The Villages

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 The Villages, 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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