Pool Homes for Sale in Madeira Beach, FL
Buyers who want a pool search for the pool first. This page tracks every Madeira Beach 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.
41 homes with a private pool are for sale or pending in Madeira Beach, FL today across 26 communities. The median asking price is $949,500, from $284,900 to $5,900,000. Listings in Madeira Beach without that feature have a median of $635,548. Most listings right now: Crystal Island (4), Gulf Shores 2Nd Add (3), Crystal Island 2Nd Add (3). Updated September 27, 2026 from the MLS.
Live pool homes in Madeira Beach: the listings
32 active listings carry the flag today (29% of Madeira Beach inventory), median asking $932,250, $679/sq ft, median 35 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Madeira Beach
The most expensive pool homes in Madeira Beach
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 445 129Th Avenue | $5,900,000 | 5,677 | — |
| 325 140Th Avenue | $3,500,000 | 3,996 | Gulf Shores |
| 817 Bay Point Drive | $3,490,000 | 3,927 | Bay Point Estates St Petersburg |
| 506 Crystal Drive | $3,395,000 | 4,118 | crystal island |
| 352 145Th Avenue | $3,299,000 | 3,722 | Madeira Shores |
| 582 Johns Pass Avenue | $3,199,000 | 4,255 | crystal island |
| 15208 Gulf Boulevard #601 | $3,000,000 | 3,400 | Sereno Condo |
| 583 Crystal Drive | $2,695,000 | 3,614 | crystal island |
| 503 Johns Pass Avenue | $2,599,000 | 3,072 | crystal island |
| 14184 W Parsley Drive | $2,500,000 | 3,239 | Gulf Shores |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 1 | 3% |
| $300K–$500K | 3 | 9% |
| $500K–$750K | 5 | 16% |
| $750K–$1M | 10 | 31% |
| $1M+ | 13 | 41% |
Madeira Beach 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 |
|---|---|---|---|---|
| Crystal Island | 4 | 1 | $1,845,000 | $885,000 |
| Gulf Shores 2Nd Add | 3 | 3 | $2,729,000 | $2,725,000 |
| Crystal Island 2Nd Add | 3 | 0 | $2,599,000 | $1,150,000 |
| Bay Point Estates 2Nd Add | 3 | 1 | $1,790,000 | $949,500 |
| Madeira Beach Yacht Club Condo | 3 | 0 | $399,000 | $389,900 |
| Gulf Shores 3Rd Add Rep | 2 | 0 | $2,895,000 | $2,290,000 |
| Madeira Shores 1St Add | 2 | 0 | $1,849,000 | $399,000 |
| Madeira Vista Condo | 2 | 0 | $917,400 | $874,900 |
| Williams Bill Madeira Harbor Sub 3Rd Add | 1 | 1 | $5,900,000 | $5,900,000 |
| Sereno Condo | 1 | 0 | $3,000,000 | $3,000,000 |
| Gulf Shores 6Th Add | 1 | 0 | $2,500,000 | $2,500,000 |
| Residences At Town Center Condo | 1 | 0 | $1,270,000 | $1,270,000 |
| Ocean Sands Two Condo | 1 | 0 | $930,000 | $930,000 |
| Island Estates Unit 1 Sec A | 1 | 0 | $915,000 | $915,000 |
| Kima Condo | 1 | 0 | $900,000 | $900,000 |
| Madeira Shores Sub | 1 | 0 | $849,900 | $849,900 |
| Snug Harbour Condo | 1 | 0 | $815,000 | $815,000 |
| Island Estates Unit 1 | 1 | 0 | $799,000 | $799,000 |
| Madeira Bay Twnhms Condo | 1 | 0 | $788,800 | $788,800 |
| Cove At Bay Pines | 1 | 0 | $780,000 | $780,000 |
| Chambre The Condo | 1 | 0 | $750,000 | $750,000 |
| Sandy Shores Condo | 1 | 0 | $699,000 | $699,000 |
| Crimson On The Gulf Condo | 1 | 0 | $665,000 | $665,000 |
| Harbor At Town Center Condo | 1 | 0 | $649,000 | $649,000 |
| Sea Breeze Of Madeira Condo | 1 | 0 | $639,000 | $639,000 |
| Wave Resort Condo The | 1 | 0 | $284,900 | $284,900 |
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 Madeira Beach?
What do pool homes cost in Madeira Beach?
Which Madeira Beach community has the most pool homes for sale?
Does a pool raise homeowners insurance in Florida?
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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 Madeira Beach, 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.