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.

38 homes with a private pool are for sale or pending in Madeira Beach, FL today across 24 communities. The median asking price is $944,950, from $285,000 to $3,500,000. Listings in Madeira Beach without that feature have a median of $705,000. Most listings right now: Crystal Island 2Nd Add (4), Gulf Shores 2Nd Add (3), Bay Point Estates 2Nd Add (3). Updated September 8, 2026 from the MLS.

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 2Nd Add	4	0	$2,547,000	$1,150,000
Gulf Shores 2Nd Add	3	3	$2,729,000	$2,725,000
Bay Point Estates 2Nd Add	3	1	$1,790,000	$994,900
Crystal Island	3	0	$995,000	$885,000
Madeira Beach Yacht Club Condo	3	0	$399,000	$394,900
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
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	$929,000	$929,000
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
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
Sea Breeze Of Madeira Condo	1	0	$659,000	$659,000
Harbor At Town Center Condo	1	0	$649,000	$649,000
Wave Resort Condo The	1	0	$285,000	$285,000

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 Madeira Beach?

As of September 8, 2026, 38 Madeira Beach, FL listings whose MLS record reports a private pool are active or pending, across 24 communities. The count updates with every MLS refresh.

What do pool homes cost in Madeira Beach?

The median asking price today is $944,950, with listings from $285,000 to $3,500,000. Madeira Beach listings without that feature have a median of $705,000.

Which Madeira Beach community has the most pool homes for sale?

Crystal Island 2Nd Add has the most right now (4), followed by Gulf Shores 2Nd Add (3), Bay Point Estates 2Nd Add (3), Crystal Island (3).

Does a pool raise homeowners insurance in Florida?

Usually modestly on premium but meaningfully on requirements: most carriers want a barrier, self-latching gate or approved alarm, and a screen enclosure is often excluded or sub-limited for wind. Get the quote before you offer and ask specifically how the enclosure is covered.

Keep exploring Madeira Beach

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.

Listings courtesy of Stellar MLS as distributed by MLS GRID.