Pool Homes for Sale in Clearwater, FL

Buyers who want a pool search for the pool first. This page tracks every Clearwater 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.

221 homes with a private pool are for sale or pending in Clearwater, FL today across 172 communities. The median asking price is $549,900, from $1,750 to $37,500,000. Listings in Clearwater without that feature have a median of $498,000. Most listings right now: Pinellas Groves (4), Lakeside Crossing Condo (4), Venetian Point (3). Updated September 8, 2026 from the MLS.

Clearwater 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.

CommunityPool HomesNew buildMedian listFrom
Pinellas Groves40$1,110,000$499,000
Lakeside Crossing Condo40$189,950$1,750
Venetian Point30$1,775,000$1,545,000
Countryside Tracts 92/93-Ii Iii/94-Ii Iii30$835,000$779,000
Brookhill30$545,900$479,900
Emerald Hill Estates30$465,000$459,000
On Top Of The World30$219,000$171,000
Chateau Belleair Condo30$120,900$115,000
Villas At Countryside The30$114,900$110,000
Mandalay Sub20$5,100,000$3,500,000
Grande On Sand Key20$1,449,000$1,398,000
Northwood Estates- Tr G20$1,422,500$1,395,000
Clubhouse Estates Of Countryside20$1,097,000$899,000
Del Oro Groves20$984,950$769,900
Countryside Tr 5620$892,500$600,000
Wynwoods Landing20$832,000$829,000
Coachman Ridge-Tract A-120$794,000$699,000
Elde Oro West20$792,450$734,900
Countryside Tr 5520$768,000$539,000
Carlton Terrace21$740,450$431,900
Marla Grove Estates20$717,500$475,000
Sunny Park Groves20$612,500$550,000
Morningside Estates Unit 6B20$599,500$599,000
College Park20$590,000$575,000
Morningside Estates Unit 3B20$582,450$489,900
Del Robles20$574,000$533,000
Countryside Pines20$572,200$549,900
College Hill Estates20$529,500$510,000
Woodgate Of Countryside20$464,450$460,000
Cedar Heights20$461,750$394,500
Forrest Hill Estates20$374,995$274,990
Dolphin Cove Clearwater20$340,000$285,000
One Kapok Terrace Condo20$277,000$259,000
Avalon Of Clearwater The Condo20$274,950$225,000
Audubon Condo At Feather Sound20$174,950$150,000
Sunshine Towers Apt Residences20$132,450$125,000
Hill Crest Villas20$101,500$93,000
Mandalay Point Sub 1St Add10$37,500,000$37,500,000
Harbor Oaks10$3,500,000$3,500,000
Carlouel10$3,500,000$3,500,000
Little Pete Tr10$2,995,000$2,995,000
Ultimar Three Condo10$2,450,000$2,450,000
Island Estates Of Clearwater10$2,389,000$2,389,000
Bayside Sub10$1,995,000$1,995,000
Coachman Hill Preserve10$1,950,000$1,950,000
Sherwood Manor10$1,789,000$1,789,000
Sherwood Manor 1St Add10$1,700,000$1,700,000
Belleair Cove10$1,500,000$1,500,000
Sharon Oaks Estates Rep10$1,399,000$1,399,000
Sunnybrook Farms10$1,399,000$1,399,000
Belleair Grove 1St Add10$1,390,000$1,390,000
Meadow Brook Place10$1,275,000$1,275,000
Feather Sound Custom Home Site Unit Iii10$1,250,000$1,250,000
Eagle Pointe10$1,250,000$1,250,000
Landmark Palms10$1,250,000$1,250,000
Dans Island On Sand Key Condo10$1,200,000$1,200,000
Landmark Woods 2Nd Add10$1,200,000$1,200,000
Chautauqua Lake Estates10$1,199,000$1,199,000
Studley-Hills Sub10$1,149,900$1,149,900
Countrypark10$1,099,000$1,099,000

Also with pool homes for sale: Dolphin Harbour Condo (1), Whitney Farms (1), Peale Park (1), Druid Acres (1), Skiff Harbour Twnhs Condo (1), North Shore Park (1), Bayview Bluff (1), Countryside Tr 93 Ph 1 (1), Oak Ridge Court Estates (1), Pelican Port (1), Westchester Of Countryside (1), Clearwater Sand Key Club 1 Condo (1), Sand Key Condo-South Beach 2 (1), Northwood Estates - Tr F (1), Floridena (1), Crest Sub The (1), Featherwood (1), Trails Of Countryside (1), Feather Sound (1), Oak Heights Park (1), Windsor Woods (1), Hampshire Acres (1), Glenwood (1), Oak Acres Add (1), Eldeoro (1), Brookside (1), Landmark Towers One (1), Oak Grove Estate Add (1), Curlew City (1), Countryside Cove (1), La Jolla Sub (1), Countryside Tr 9 (1), Clearwater Point 7 Tennis (1), Countryside Tr 8 Unit One (1), Sound West (1), Greenbrook Estates (1), Countryside Tr 8 Unit Two (1), Morningside Estates (1), Imperial Park (1), Summerdale Sub (1), Fair Oaks 2Nd Add (1), Gulf Breeze Estates (1), Douglas Manor 2Nd Add (1), Druid Groves Rev Rep (1), Countryside Tr 58 (1), Countryside Tr 90 Ph 1 (1), Northwood Estates-Tr C (1), Kapok Forest (1), Harborage Condo Belleair Beach (1), Midway Acres (1), Salls 1St Add (1), Part Of Sw 1/4 Of Sw 1/4 Of Sec 13-29-15 Desc From (1), Cypress Point (1), Montclair Lake Estates (1), Lake Citrus Estates 2Nd Add (1), Fair Oaks 5Th Add (1), Plaza Park Add Clearwater Improv Co Corr (1), Country Club Estates (1), Oak Acres (1), Island Way Towers Condo (1), Pine Brook Highlands (1), Douglas Manor Estates 2Nd Add (1), Station Square Condo (1), East Druid Estates Add (1), Monterey Heights (1), Virginia Grove Terrace (1), Meadow Creek (1), Woodmont Park Estates 1St Add (1), Sunset Highlands (1), Cedar Groves Unit Ii (1), Forest Wood Estates (1), Lakes Unit 2 Ph 2 The (1), Twin Lakes Mnr (1), Hickory Grove Condo (1), Pierce 100 Condo (1), Roosevelt Highlands (1), Lake Belleview Add (1), Harbor Bluffs Waterfront Condo (1), Woodmont Park (1), Penthouse Groves (1), Summerdale Twnhms (1), Five Palms Motel Condo (1), Grand Bellagio At Baywatch Condo The (1), Misty Spgs Condo (1), Normandy Park South (1), Belleair Forest (1), Highland Terrace Manor (1), Bryn Mawr At Countryside (1), Caribay Condo (1), Azalea Woods Condo (1), St Tropez Condo (1), Eagles Glen Condo (1), Imperial Oaks Condo (1), Oaks Of Northwood Condo (1), Cove Cay 26-21 Village Ii (1), Sunshine Terrace Condo (1), Lakes Unit 2 Ph 4 (1), Imperial Cove 11 (1), Woodland Villas Condo 1 (1), Crystal Bay Condo (1), Winding Creek Condominiums (1), Oak Lake Park Condo (1), Tradewinds Condo (1), St Andrews Cove Condo (1), Belmont Sub 1St Add (1), Residence At Renaissance (1), Bay Aristocrat Village Mobile Home Park Unrec (1), Fountain Square Condo (1), Cove Cay 26-14 Village I (1), Mission Hills Condo (1), Kalmia Condo (1), Greenbriar Condo (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 Clearwater?
As of September 8, 2026, 221 Clearwater, FL listings whose MLS record reports a private pool are active or pending, across 172 communities. The count updates with every MLS refresh.
What do pool homes cost in Clearwater?
The median asking price today is $549,900, with listings from $1,750 to $37,500,000. Clearwater listings without that feature have a median of $498,000.
Which Clearwater community has the most pool homes for sale?
Pinellas Groves has the most right now (4), followed by Lakeside Crossing Condo (4), Venetian Point (3), Countryside Tracts 92/93-Ii Iii/94-Ii Iii (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 Clearwater

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 Clearwater, 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.

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