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.
93 homes with a private pool are for sale or pending in Longwood, FL today across 70 communities. The median asking price is $699,000, from $349,900 to $6,999,999. Most listings right now: Sweetwater Oaks (4), Sanlando Spgs (4), Hidden Cove (3). Updated September 8, 2026 from the MLS.
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 | 4 | 0 | $772,450 | $675,000 |
| Sanlando Spgs | 4 | 0 | $557,450 | $459,000 |
| Hidden Cove | 3 | 0 | $750,000 | $749,900 |
| Wekiva Hunt Club 3 Fox Hunt Sec 3 | 3 | 0 | $469,000 | $415,000 |
| Alaqua Lakes | 2 | 0 | $2,850,000 | $1,200,000 |
| Brantley Cove | 2 | 0 | $1,375,000 | $1,250,000 |
| Bella Vista | 2 | 0 | $964,950 | $769,900 |
| Terra Oaks | 2 | 0 | $910,000 | $825,000 |
| Sweetwater Oaks Sec 02 | 2 | 0 | $712,450 | $639,900 |
| Sweetwater Oaks Sec 18 | 2 | 0 | $696,500 | $595,000 |
| North Cove | 2 | 0 | $584,950 | $550,000 |
| Wekiva Hills Sec 08 | 2 | 0 | $545,500 | $522,000 |
| Sweetwater Oaks Sec 06 | 2 | 0 | $510,000 | $500,000 |
| Lake Searcy Shores | 2 | 0 | $509,000 | $383,000 |
| Wekiva Hills Sec 02 | 2 | 0 | $457,500 | $410,000 |
| Alaqua Lakes Ph 5B | 1 | 0 | $4,499,000 | $4,499,000 |
| Alaqua Ph 3 | 1 | 0 | $3,499,000 | $3,499,000 |
| Sweetwater Club Estates | 1 | 0 | $3,399,000 | $3,399,000 |
| Brantley Cove North | 1 | 0 | $3,000,000 | $3,000,000 |
| Wingfield Reserve Ph 3 | 1 | 0 | $2,785,000 | $2,785,000 |
| Alaqua Lakes Ph 1 | 1 | 0 | $2,500,000 | $2,500,000 |
| Springs The Deerwood Estates | 1 | 0 | $2,000,000 | $2,000,000 |
| Wingfield North 2 | 1 | 0 | $1,899,000 | $1,899,000 |
| Alaqua Lakes Ph 5 | 1 | 0 | $1,750,000 | $1,750,000 |
| Shadowbay Unit 1 | 1 | 0 | $1,739,000 | $1,739,000 |
| Lake Brantley Isles Amd | 1 | 0 | $1,695,000 | $1,695,000 |
| Wingfield Reserve | 1 | 0 | $1,425,000 | $1,425,000 |
| Sweetwater Cove | 1 | 0 | $1,350,000 | $1,350,000 |
| Sandy Lane Reserve Ph 2 | 1 | 0 | $1,275,000 | $1,275,000 |
| Mandarin Sec 7 | 1 | 0 | $1,199,000 | $1,199,000 |
| Springs Landing The Estates At | 1 | 0 | $1,100,000 | $1,100,000 |
| Sweetwater Oaks Sec 07 | 1 | 0 | $930,000 | $930,000 |
| Ibis Woods | 1 | 0 | $859,900 | $859,900 |
| Forest Park Estates | 1 | 0 | $800,000 | $800,000 |
| Wingfield Reserve Ph 1 | 1 | 0 | $799,900 | $799,900 |
| Sweetwater Oaks Sec 05 | 1 | 0 | $798,911 | $798,911 |
| Bay Meadow Farms | 1 | 0 | $789,900 | $789,900 |
| Sabal View | 1 | 0 | $745,000 | $745,000 |
| Springs Landing | 1 | 0 | $700,000 | $700,000 |
| Sabal Point Timber Ridge At Unit 1 | 1 | 0 | $699,900 | $699,900 |
| Markham Place | 1 | 0 | $699,000 | $699,000 |
| Sweetwater Oaks Sec 04 | 1 | 0 | $699,000 | $699,000 |
| Brantley Hall Estates | 1 | 0 | $699,000 | $699,000 |
| Bolling Farms | 1 | 0 | $679,900 | $679,900 |
| Sweetwater Spgs | 1 | 0 | $659,000 | $659,000 |
| Cypress Landing At Sabal Point | 1 | 0 | $634,900 | $634,900 |
| Jennifer Estates | 1 | 0 | $629,900 | $629,900 |
| Woodlands Sec 4 | 1 | 0 | $590,000 | $590,000 |
| Wekiva Club Estates Sec 08 | 1 | 0 | $589,900 | $589,900 |
| Longwood Plantation | 1 | 0 | $555,000 | $555,000 |
| Mandarin Sec 5 | 1 | 0 | $550,000 | $550,000 |
| Moorings The | 1 | 0 | $549,990 | $549,990 |
| Hensons Acres | 1 | 0 | $549,900 | $549,900 |
| Woodlands | 1 | 0 | $525,000 | $525,000 |
| Wekiva Cove Ph 1 | 1 | 0 | $511,900 | $511,900 |
| Crystal Creek Unit 1 | 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 |
| Wekiva Club Estates Sec 04 | 1 | 0 | $475,000 | $475,000 |
| Devonshire | 1 | 0 | $475,000 | $475,000 |
Also with pool homes for sale: Grove Estates (1), Columbus Harbor (1), Tiberon Hills Ph 3 (1), Woodlands Sec 3 (1), Wekiva Hills Sec 01 (1), Hidden Oak Estates (1), Winsor Manor 1St Add (1), Lake Wayman Heights Lake Add (1), Meredith Manor Golf View Estates Sec (1), Sky Lark Unit 2 Rep (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
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.