Pool Homes for Sale in Leesburg, FL
Buyers who want a pool search for the pool first. This page tracks every Leesburg 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.
45 homes with a private pool are for sale or pending in Leesburg, FL today across 37 communities. The median asking price is $429,900, from $89,900 to $3,500,000. Listings in Leesburg without that feature have a median of $279,987. Most listings right now: Leesburg Sleepy Hollow First Add (2), Silver Ridge Sub (2), Leesburg Beverly Shores (2). Updated September 27, 2026 from the MLS.
Live pool homes in Leesburg: the listings
37 active listings carry the flag today (6% of Leesburg inventory), median asking $435,000, $203/sq ft, median 56 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Leesburg
The most expensive pool homes in Leesburg
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 30215 Redtree Drive | $3,500,000 | 8,596 | Lake County |
| 405 Lakeshore Drive | $1,775,000 | 5,577 | Lake County |
| 1029 Mellathon Circle | $1,495,000 | 5,878 | Leesburg East |
| 1412 Mosswood Dr | $1,450,000 | 3,692 | — |
| 4345 Corley Island Road | $1,350,000 | 4,421 | — |
| 1002 Loves Point Drive | $929,000 | 2,703 | Leesburg Loves Point |
| 1102 N Palmetto Street | $849,900 | 2,278 | — |
| 34028 Matthews Cove | $849,900 | 3,245 | Silver Lake Meadows |
| 33809 Overton Drive | $629,000 | 3,905 | Country Club View |
| 2314 N Griffin Drive | $599,000 | 2,100 | Griffin Shores |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 5 | 14% |
| $300K–$500K | 19 | 51% |
| $500K–$750K | 5 | 14% |
| $750K–$1M | 3 | 8% |
| $1M+ | 5 | 14% |
Leesburg 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 |
|---|---|---|---|---|
| Leesburg Sleepy Hollow First Add | 2 | 0 | $400,000 | $360,000 |
| Silver Ridge Sub | 2 | 0 | $382,500 | $350,000 |
| Leesburg Beverly Shores | 2 | 0 | $286,950 | $274,000 |
| Johnsons Mary K & T S | 1 | 0 | $3,500,000 | $3,500,000 |
| Leesburg Palmora Park | 1 | 0 | $1,775,000 | $1,775,000 |
| Leesburg East Leesburg | 1 | 0 | $1,495,000 | $1,495,000 |
| Leesburg Beverly Point | 1 | 0 | $1,450,000 | $1,450,000 |
| Leesburg Loves Point Add | 1 | 0 | $929,000 | $929,000 |
| Silver Lake Meadows Sub | 1 | 0 | $849,900 | $849,900 |
| Country Club View Sub | 1 | 0 | $629,000 | $629,000 |
| Arlington Rdg Ph 3-C | 1 | 0 | $610,000 | $610,000 |
| Griffin Shores | 1 | 0 | $599,000 | $599,000 |
| Silver Lake Spgs | 1 | 0 | $539,000 | $539,000 |
| Arlington Ridge | 1 | 0 | $525,000 | $525,000 |
| Silver Lake Forest Ph 02 | 1 | 0 | $509,000 | $509,000 |
| Leesburg The Pulp Mill Sub | 1 | 0 | $490,000 | $490,000 |
| Leesburg Legacy | 1 | 0 | $485,000 | $485,000 |
| South | 1 | 0 | $458,000 | $458,000 |
| Silverwood | 1 | 0 | $449,900 | $449,900 |
| Plantation At Leesburg Mulberry Grove | 1 | 0 | $435,000 | $435,000 |
| Haines Lake Estates | 1 | 0 | $429,900 | $429,900 |
| Plantation At Leesburg Belle Terre Village L | 1 | 0 | $415,000 | $415,000 |
| Silver Ridge | 1 | 0 | $399,000 | $399,000 |
| Indian Hill | 1 | 0 | $395,000 | $395,000 |
| Legacy/Leesburg Un #1 | 1 | 0 | $389,000 | $389,000 |
| Leesburg Legacy Of Leesburg Unit 07 | 1 | 0 | $384,999 | $384,999 |
| Golfview Sub | 1 | 0 | $383,000 | $383,000 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 1 | 0 | $379,000 | $379,000 |
| Leesburg Lake Forest Unit 01 | 1 | 0 | $350,000 | $350,000 |
| Forty Eight Estates | 1 | 0 | $339,000 | $339,000 |
| Pennbrooke Fairways | 1 | 0 | $325,000 | $325,000 |
| Shady Dells | 1 | 0 | $315,000 | $315,000 |
| Leesburg Sunshine Park | 1 | 0 | $299,999 | $299,999 |
| Plantation At Leesburg River Crest Unit 02 | 1 | 0 | $299,900 | $299,900 |
| Plantation At Leesburg Oak Tree Village | 1 | 0 | $293,000 | $293,000 |
| Leesburg | 1 | 0 | $275,000 | $275,000 |
| Lake Eustis Village Park | 1 | 0 | $89,900 | $89,900 |
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 Leesburg?
What do pool homes cost in Leesburg?
Which Leesburg community has the most pool homes for sale?
Does a pool raise homeowners insurance in Florida?
Keep exploring Leesburg
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- Leesburg 4-bedroom homes
- Leesburg homes under $300K
- Leesburg 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 Leesburg, 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.