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.
54 homes with a private pool are for sale or pending in Leesburg, FL today across 44 communities. The median asking price is $432,500, from $75,000 to $1,690,000. Listings in Leesburg without that feature have a median of $279,900. Most listings right now: Leesburg Beverly Point (2), Harbor Shores Unit 01 (2), Royal Highlands Ph 01B (2). Updated November 8, 2026 from the MLS.
Live pool homes in Leesburg: the listings
41 active listings carry the flag today (6% of Leesburg inventory), median asking $449,900, $206/sq ft, median 51 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 |
|---|---|---|---|
| 405 Lakeshore Drive | $1,690,000 | 5,577 | Lake County |
| 1029 Mellathon Circle | $1,495,000 | 5,878 | Leesburg East Leesburg |
| 1412 Mosswood Dr | $1,295,000 | 3,692 | — |
| 4345 Corley Island Road | $1,249,800 | 4,839 | — |
| 1416 Mosswood Drive | $884,900 | 2,170 | — |
| 1102 N Palmetto Street | $849,900 | 2,278 | — |
| 35546 Calla Court | $699,900 | 3,178 | Pine Island Shores |
| 8943 Silver Lake Drive | $649,900 | 3,264 | Silver Lake Estates Leesburg |
| 33809 Overton Drive | $629,000 | 3,905 | Country Club View |
| 35546 Cedar Lane | $599,950 | 2,169 | — |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 6 | 15% |
| $300K–$500K | 19 | 46% |
| $500K–$750K | 10 | 24% |
| $750K–$1M | 2 | 5% |
| $1M+ | 4 | 10% |
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 Beverly Point | 2 | 0 | $1,089,950 | $884,900 |
| Harbor Shores Unit 01 | 2 | 0 | $589,975 | $580,000 |
| Royal Highlands Ph 01B | 2 | 0 | $474,950 | $424,900 |
| Sunny Dell Park First Add | 2 | 0 | $459,000 | $369,000 |
| Leesburg Sleepy Hollow First Add | 2 | 0 | $389,950 | $350,000 |
| Silver Ridge | 2 | 0 | $374,450 | $349,900 |
| Leesburg Palmora Park | 1 | 0 | $1,690,000 | $1,690,000 |
| Leesburg East Leesburg | 1 | 0 | $1,495,000 | $1,495,000 |
| Silver Lake Meadows Sub | 1 | 0 | $775,000 | $775,000 |
| Pine Island Shores | 1 | 0 | $699,900 | $699,900 |
| Silver Lake Estates | 1 | 0 | $649,900 | $649,900 |
| Country Club View Sub | 1 | 0 | $629,000 | $629,000 |
| Griffin Shores | 1 | 0 | $589,000 | $589,000 |
| Silver Lake Spgs | 1 | 0 | $534,000 | $534,000 |
| Arlington Ridge | 1 | 0 | $525,000 | $525,000 |
| Lake Myrtle Shores Sub | 1 | 0 | $514,900 | $514,900 |
| Silver Lake Forest Ph 02 | 1 | 0 | $499,500 | $499,500 |
| Leesburg Lagomar Shores | 1 | 0 | $495,000 | $495,000 |
| Leesburg The Pulp Mill Sub | 1 | 0 | $490,000 | $490,000 |
| Leesburg Legacy | 1 | 0 | $485,000 | $485,000 |
| Silverwood | 1 | 0 | $449,900 | $449,900 |
| Plantation | 1 | 0 | $449,900 | $449,900 |
| Plantation At Leesburg Mulberry Grove | 1 | 0 | $440,000 | $440,000 |
| Plantation At Leesburg Sable Ridge Village L | 1 | 0 | $435,000 | $435,000 |
| Silver Lake Hill Sub | 1 | 0 | $430,000 | $430,000 |
| Plantation At Leesburg Belle Terre Village L | 1 | 0 | $415,000 | $415,000 |
| Legacy Of Leesburg | 1 | 0 | $400,000 | $400,000 |
| Indian Hill | 1 | 0 | $395,000 | $395,000 |
| Silver Lake Forest | 1 | 0 | $385,000 | $385,000 |
| Oakmont At Silver Lake Sub | 1 | 0 | $379,900 | $379,900 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 1 | 0 | $369,000 | $369,000 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 1 | 0 | $369,000 | $369,000 |
| Golfview Sub | 1 | 0 | $368,000 | $368,000 |
| Silver Ridge Sub | 1 | 0 | $350,000 | $350,000 |
| Haines Lake Ests Sub | 1 | 0 | $349,900 | $349,900 |
| Silver Oaks Sub | 1 | 0 | $340,000 | $340,000 |
| Leesburg Lake Forest Unit 01 | 1 | 0 | $324,900 | $324,900 |
| Plantation At Leesburg River Crest Unit 02 | 1 | 0 | $299,900 | $299,900 |
| Shady Dells | 1 | 0 | $299,000 | $299,000 |
| Leesburg Arlington Ridge Ph 1-C | 1 | 0 | $290,000 | $290,000 |
| Leesburg Sunshine Park | 1 | 0 | $285,999 | $285,999 |
| Leesburg | 1 | 0 | $275,000 | $275,000 |
| Highland Lakes Ph 01B | 1 | 0 | $243,900 | $243,900 |
| Lake Eustis Village Park | 1 | 0 | $75,000 | $75,000 |
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 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
- All homes for sale in Leesburg
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- Leesburg gated community homes
- Leesburg 4-bedroom homes
- Leesburg homes under $300K
- Leesburg homes $300K–$500K
- Pool Homes in every city
Pool Homes in nearby Lake County cities
- Clermont pool homes (221 for sale)
- Mount Dora pool homes (54 for sale)
- Eustis pool homes (45 for sale)
- Montverde pool homes (43 for sale)
- Bella Collina pool homes (32 for sale)
- Tavares pool homes (29 for sale)
- Lady Lake pool homes (25 for sale)
- Groveland pool homes (24 for sale)
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.