Pool Homes for Sale in Longwood, FL
Buyers who want a pool search for the pool first. This page tracks every Longwood 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.
102 homes with a private pool are for sale or pending in Longwood, FL today across 79 communities. The median asking price is $697,000, from $345,000 to $5,999,999. Listings in Longwood without that feature have a median of $350,000. Most listings right now: Sweetwater Oaks (3), Hidden Cove (3), Sanlando Spgs (3). Updated September 27, 2026 from the MLS.
Live pool homes in Longwood: the listings
43 active listings carry the flag today (34% of Longwood inventory), median asking $798,000, $262/sq ft, median 23 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Longwood
The most expensive pool homes in Longwood
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 3545 Legacy Hills Court | $4,800,000 | 10,684 | seminole county |
| 3540 Legacy Hills Court | $4,499,000 | 12,006 | seminole county |
| 1041 Sweetwater Club Boulevard | $3,399,000 | 10,623 | Sweetwater Club Estates |
| 1351 N Classic Court | $2,950,000 | 5,012 | Brantley Cove North |
| 3355 Lakeview Oaks Drive | $2,399,000 | 5,629 | Alaqua Lakes |
| 3413 Fernlake Place | $1,895,000 | 4,648 | Alaqua Lakes |
| 2201 Cove Court | $1,695,000 | 3,805 | seminole county |
| 3450 Foxmeadow Court | $1,695,000 | 4,092 | Alaqua Lakes |
| 1 Stone Gate | $1,598,000 | 4,659 | seminole county |
| 2260 W Classic Court | $1,449,000 | 3,643 | Brantley Cove |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 7 | 16% |
| $500K–$750K | 11 | 26% |
| $750K–$1M | 9 | 21% |
| $1M+ | 16 | 37% |
Longwood pool homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most pool homes listed are tabled; the rest follow.
| Community | Pool Homes | New build | Median list | From |
|---|---|---|---|---|
| Sweetwater Oaks | 3 | 0 | $759,000 | $650,000 |
| Hidden Cove | 3 | 0 | $750,000 | $749,900 |
| Sanlando Spgs | 3 | 0 | $599,900 | $515,000 |
| Wekiva Hunt Club 3 Fox Hunt Sec 3 | 3 | 0 | $439,000 | $415,000 |
| Alaqua Lakes | 2 | 0 | $2,850,000 | $1,200,000 |
| Wingfield Reserve Ph 3 | 2 | 0 | $2,242,500 | $1,700,000 |
| Alaqua | 2 | 0 | $1,674,000 | $1,349,000 |
| Lake Brantley Isles Amd | 2 | 0 | $1,595,000 | $1,495,000 |
| Springs The Deerwood Estates | 2 | 0 | $1,422,950 | $1,050,000 |
| Brantley Cove | 2 | 0 | $1,349,500 | $1,250,000 |
| Wingfield Reserve | 2 | 0 | $1,212,499 | $999,999 |
| Terra Oaks | 2 | 0 | $910,000 | $825,000 |
| Knollwood 2Nd Add | 2 | 0 | $747,500 | $675,000 |
| Sweetwater Oaks Sec 18 | 2 | 0 | $696,500 | $595,000 |
| North Cove | 2 | 0 | $584,950 | $550,000 |
| Wekiva Hills Sec 08 | 2 | 0 | $530,500 | $512,000 |
| Sweetwater Oaks Sec 06 | 2 | 0 | $502,500 | $485,000 |
| Alaqua Lakes Ph 5B | 1 | 0 | $4,499,000 | $4,499,000 |
| Sweetwater Club Estates | 1 | 0 | $3,399,000 | $3,399,000 |
| Alaqua Ph 3 | 1 | 0 | $3,379,000 | $3,379,000 |
| Brantley Cove North | 1 | 0 | $2,950,000 | $2,950,000 |
| Alaqua Lakes Ph 1 | 1 | 0 | $2,399,000 | $2,399,000 |
| Alaqua Lakes Ph 7 | 1 | 0 | $1,895,000 | $1,895,000 |
| Wingfield North 2 | 1 | 0 | $1,825,000 | $1,825,000 |
| Alaqua Lakes Ph 5 | 1 | 0 | $1,695,000 | $1,695,000 |
| Shadowbay Unit 1 | 1 | 0 | $1,674,990 | $1,674,990 |
| Lake Brantley Club Ph 1 | 1 | 0 | $1,600,000 | $1,600,000 |
| Sweetwater Cove | 1 | 0 | $1,350,000 | $1,350,000 |
| Alaqua Lakes Ph 4 | 1 | 0 | $1,199,000 | $1,199,000 |
| Bella Vista | 1 | 0 | $1,160,000 | $1,160,000 |
| Sweetwater Oaks Sec 07 | 1 | 0 | $930,000 | $930,000 |
| Springs Landing The Estates At | 1 | 0 | $925,000 | $925,000 |
| Ibis Woods | 1 | 0 | $859,900 | $859,900 |
| Wingfield Reserve Ph 1 | 1 | 0 | $799,900 | $799,900 |
| Bay Meadow Farms | 1 | 0 | $789,900 | $789,900 |
| Sweetwater Oaks Sec 05 | 1 | 0 | $782,000 | $782,000 |
| Forest Park Estates | 1 | 0 | $779,000 | $779,000 |
| Sweetwater Oaks Sec 08 | 1 | 0 | $749,999 | $749,999 |
| Sabal View | 1 | 0 | $745,000 | $745,000 |
| Springs Landing | 1 | 0 | $700,000 | $700,000 |
| Sweetwater Oaks Sec 04 | 1 | 0 | $699,000 | $699,000 |
| Brantley Hall Estates | 1 | 0 | $699,000 | $699,000 |
| Sabal Point Sabal View At | 1 | 0 | $695,000 | $695,000 |
| Bolling Farms | 1 | 0 | $672,900 | $672,900 |
| Sweetwater Spgs | 1 | 0 | $650,000 | $650,000 |
| Cypress Landing At Sabal Point | 1 | 0 | $634,900 | $634,900 |
| The Springs | 1 | 0 | $626,640 | $626,640 |
| Woodlands Sec 4 | 1 | 0 | $580,000 | $580,000 |
| Meadows Unit 1 | 1 | 0 | $565,000 | $565,000 |
| Sabal Point Amd | 1 | 0 | $557,000 | $557,000 |
| Longwood Plantation | 1 | 0 | $555,000 | $555,000 |
| Mandarin Sec 5 | 1 | 0 | $549,900 | $549,900 |
| Hensons Acres | 1 | 0 | $549,900 | $549,900 |
| Moorings The | 1 | 0 | $539,900 | $539,900 |
| Longwood Club | 1 | 0 | $520,900 | $520,900 |
| Woodlands | 1 | 0 | $519,995 | $519,995 |
| Sweetwater Oaks Sec 11 | 1 | 0 | $499,000 | $499,000 |
| Sleepy Hollow 1St Add | 1 | 0 | $499,000 | $499,000 |
| Sabal Point At Sabal Green | 1 | 0 | $495,000 | $495,000 |
| Devonshire | 1 | 0 | $470,000 | $470,000 |
Also with pool homes for sale
- Windtree West Unit 2 (1)
- Columbus Harbor (1)
- Tiberon Hills Ph 3 (1)
- Wekiva Hunt Club 1 Fox Hunt Sec 1 (1)
- Woodlands Sec 3 (1)
- Golden Grove (1)
- Wekiva Club Estates Sec 04 (1)
- Wekiva Hills Sec 01 (1)
- Wekiva Hills Sec 02 (1)
- Longwood North (1)
- Winsor Manor 1St Add (1)
- Wekiva Hills Sec 07 (1)
- Hidden Oak Estates (1)
- Lake Searcy Shores (1)
- Meredith Manor Golf View Estates Sec (1)
- Lake Wayman Heights Lake Add (1)
- Sky Lark Unit 2 Rep (1)
- Meadows West The (1)
- Shadowbay (1)
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 Longwood?
What do pool homes cost in Longwood?
Which Longwood community has the most pool homes for sale?
Does a pool raise homeowners insurance in Florida?
Keep exploring Longwood
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- Longwood 4-bedroom homes
- Longwood homes under $300K
- Longwood 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 Longwood, 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.