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.

238 homes with a private pool are for sale or pending in Clearwater, FL today across 185 communities. The median asking price is $549,900, from $92,150 to $37,500,000. Listings in Clearwater without that feature have a median of $260,000. Most listings right now: Pinellas Groves (4), Island Estates Of Clearwater (3), Venetian Point (3). Updated September 27, 2026 from the MLS.

Live pool homes in Clearwater: the listings

176 active listings carry the flag today (17% of Clearwater inventory), median asking $562,450, $307/sq ft, median 41 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Clearwater

2126 Egret Drive, pool for sale in Clearwater
$850,000 New
4 bd · 3 ba · 2,629 sq ft · built 1979
2126 Egret Drive, 33764
Elde Oro West
Listing courtesy of CENTURY 21 LISTSMART
2259 El De Oro Circle, pool for sale in Clearwater
$665,000 New
3 bd · 2 ba · 1,774 sq ft · built 1973
2259 El De Oro Circle, 33764
Eldeoro
Listing courtesy of COMPASS FLORIDA LLC
1405 Temple Street, pool for sale in Clearwater
$550,000 New
3 bd · 2 ba · 1,285 sq ft · built 1956
1405 Temple Street, 33756
Sunny Park Groves
Listing courtesy of DALTON WADE INC
18675 Us Highway 19 #116, pool for sale in Clearwater
$129,000 New
2 bd · 2 ba · 960 sq ft · built 1966
18675 Us Highway 19 #116, 33764
Bay Aristocrat Village Mobile Home Park Unrec
Listing courtesy of CHARLES RUTENBERG REALTY INC
331 Cleveland Street #303, pool for sale in Clearwater
$1,577,000 New
3 bd · 2.5 ba · 2,425 sq ft · built 2008
331 Cleveland Street #303, 33755
Listing courtesy of STONEBRIDGE REAL ESTATE CO
2707 Lakebreeze Lane, pool for sale in Clearwater
$1,399,900 New
6 bd · 6 ba · 5,791 sq ft · built 2008
2707 Lakebreeze Lane, 33759
Chautauqua Lake Estates
Listing courtesy of RE/MAX REALTEC GROUP INC
137 Midway Island, pool for sale in Clearwater
$1,200,000 New
3 bd · 2 ba · 1,627 sq ft · built 1961
137 Midway Island, 33767
Island Estates Of Clearwater
Listing courtesy of TRADEWIND PROPERTIES
1230 Gulf Boulevard #601, pool for sale in Clearwater
$724,900 New
2 bd · 2 ba · 1,111 sq ft · built 1980
1230 Gulf Boulevard #601, 33767
Landmark Towers
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
1837 Princeton, pool for sale in Clearwater
$579,000 New
4 bd · 2 ba · 1,896 sq ft · built 1971
1837 Princeton, 33765
Listing courtesy of CENTURY 21 COASTAL ALLIANCE
2520 Fawn Court, pool for sale in Clearwater
$569,900 New
4 bd · 2 ba · 1,968 sq ft · built 1979
2520 Fawn Court, 33761
Countryside
Listing courtesy of CENTURY 21 BEGGINS
2138 Grove Place, pool for sale in Clearwater
$559,900 New
3 bd · 2 ba · 2,023 sq ft · built 1977
2138 Grove Place, 33764
Elde Oro West
Listing courtesy of RE/MAX REALTEC GROUP INC
2225 Jaffa Place, pool for sale in Clearwater
$545,000 New
3 bd · 2 ba · 2,320 sq ft · built 1971
2225 Jaffa Place, 33764
Grovewood
Listing courtesy of CHARLES RUTENBERG REALTY INC
1443 Jeffords St, pool for sale in Clearwater
$475,000 New
3 bd · 2 ba · 1,202 sq ft · built 1968
1443 Jeffords St, 33756
Listing courtesy of INVESTCOR REALTY LLC
2719 Ashwood Court, pool for sale in Clearwater
$470,000 New
4 bd · 2 ba · 1,937 sq ft · built 1974
2719 Ashwood Court, 33761
Wildwood Of Countryside
Listing courtesy of RE/MAX REALTEC GROUP INC
2374 Covington Drive, pool for sale in Clearwater
$435,000 New
4 bd · 2 ba · 1,594 sq ft · built 1974
2374 Covington Drive, 33763
Woodgate Of Countryside
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
106 S Fernwood Avenue, pool for sale in Clearwater
$399,900 New
3 bd · 2 ba · 1,478 sq ft · built 1960
106 S Fernwood Avenue, 33765
Listing courtesy of EXP REALTY
255 Dolphin Point #710, pool for sale in Clearwater
$395,000 New
2 bd · 2 ba · 1,150 sq ft · built 1974
255 Dolphin Point #710, 33767
Listing courtesy of PAPPAS REALTY & MANAGEMENT CO
51 Island Way #1100, pool for sale in Clearwater
$329,900 New
2 bd · 2 ba · 966 sq ft · built 1978
51 Island Way #1100, 33767
Listing courtesy of COLDWELL BANKER REALTY
673 Bay Esplanade #109, pool for sale in Clearwater
$319,574 New
1 bd · 1 ba · 335 sq ft · built 1951
673 Bay Esplanade #109, 33767
Five Palms Motel Condo
Listing courtesy of RE/MAX ELITE REALTY
2621 Cove Cay Drive #703, pool for sale in Clearwater
$199,000 New
2 bd · 2 ba · 1,050 sq ft · built 1974
2621 Cove Cay Drive #703, 33760
Listing courtesy of 1 REALTY GROUP LLC
1239 S Martin Luther King Jr Avenue #104, pool for sale in Clearwater
$179,900 New
2 bd · 2 ba · 1,120 sq ft · built 1984
1239 S Martin Luther King Jr Avenue #104, 33756
Sunshine Terrace Condo
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
2207 Belleair Road #B16, pool for sale in Clearwater
$139,000 New
2 bd · 1 ba · 857 sq ft · built 1972
2207 Belleair Road #B16, 33764
Chateau Belleair Condo
Listing courtesy of COLDWELL BANKER REALTY
1216 S Missouri Avenue #108, pool for sale in Clearwater
$135,000 New
1 bd · 1 ba · 660 sq ft · built 2004
1216 S Missouri Avenue #108, 33756
Residence At Renaissance
Listing courtesy of SOUTHERN LIFE REALTY
1520 Gulf Boulevard #1107, pool for sale in Clearwater
$1,165,000 New
2 bd · 2 ba · 1,579 sq ft · built 1991
1520 Gulf Boulevard #1107, 33767
Ultimar One Condo
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
3063 Mockingbird Court, pool for sale in Clearwater
$700,000 New
3 bd · 2.5 ba · 2,166 sq ft · built 1980
3063 Mockingbird Court, 33762
Listing courtesy of SMITH & ASSOCIATES REAL ESTATE
221 N Duncan Avenue, pool for sale in Clearwater
$438,800 New
3 bd · 1.5 ba · 1,346 sq ft · built 1959
221 N Duncan Avenue, 33755
Drew Manor
Listing courtesy of EPIQUE REALTY INC.
701 S Madison Avenue #414, pool for sale in Clearwater
$275,000 New
2 bd · 2 ba · 870 sq ft · built 1985
701 S Madison Avenue #414, 33756
Lakeside Crossing Condo
Listing courtesy of BEYCOME OF FLORIDA LLC
3308 San Gabriel Street, pool for sale in Clearwater
$779,000 New
2 bd · 2 ba · 2,084 sq ft · built 1973
3308 San Gabriel Street, 33759
Del Oro Groves
Listing courtesy of FUTURE HOME REALTY INC
1641 Sherbrook Road, pool for sale in Clearwater
$775,000 New
3 bd · 2.5 ba · 2,083 sq ft · built 1971
1641 Sherbrook Road, 33764
Sharon Oaks
Listing courtesy of COLDWELL BANKER REALTY
2784 Heatherwood Court, pool for sale in Clearwater
$645,000 New
4 bd · 2.5 ba · 2,324 sq ft · built 1977
2784 Heatherwood Court, 33761
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL

The most expensive pool homes in Clearwater

ListingAskingSq ftCommunity
1198 Mandalay Point$37,500,0003,434Mandalay Point
1013 Eldorado Avenue$3,500,0004,192Carlouel
403 Magnolia Drive$3,500,0007,223—
1038 Eldorado Avenue$3,500,0002,062Mandalay
112 Leeward Island$2,389,0002,995Island Estates Of Clearwater
1560 Gulf Boulevard #1607$2,300,0002,464Ultimar Three Condo
2402 Pine Hammock$1,995,0004,726Pinellas Groves
110 Devon Drive$1,995,0001,377Bayside
319 Midway Island$1,995,0002,790Island Estates Of Clearwater
1854 Venetian Point Drive$1,889,0001,720Venetian Point

Pool Homes by price

BandFor saleShare
Under $300K3721%
$300K–$500K3419%
$500K–$750K4928%
$750K–$1M2011%
$1M+3620%

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$1,085,000$499,000
Island Estates Of Clearwater30$1,995,000$1,200,000
Venetian Point30$1,775,000$1,545,000
Countryside Tracts 92/93-Ii Iii/94-Ii Iii30$839,000$770,000
Elde Oro West30$734,900$559,900
Brookhill30$525,000$430,000
Emerald Hill Estates30$465,000$459,000
Woodgate Of Countryside30$460,000$435,000
Avalon Of Clearwater The Condo30$225,000$205,000
On Top Of The World30$215,000$168,000
Audubon Condo At Feather Sound30$199,900$150,000
Lakeside Crossing Condo30$199,000$169,900
Northwood Estates- Tr G20$1,349,450$1,299,000
Chautauqua Lake Estates20$1,299,450$1,199,000
Feather Sound Custom Home Site Unit Iii20$1,100,000$950,000
Clubhouse Estates Of Countryside20$1,079,000$899,000
Countrypark20$1,037,000$999,000
Westchester Of Countryside20$837,000$800,000
Coachman Ridge-Tract A-120$794,000$699,000
Trails Of Countryside20$774,000$699,000
Countryside Tr 5520$768,000$539,000
Carlton Terrace21$732,000$415,000
Sunny Park Groves20$612,500$550,000
Morningside Estates Unit 3B20$582,450$489,900
College Park20$582,000$565,000
Countryside Tr 5820$564,900$549,900
Morningside Estates20$550,000$515,000
Del Robles20$549,450$499,900
East Druid Estates Add20$537,000$459,000
Montclair Lake Estates20$514,450$499,000
Forrest Hill Estates20$374,995$274,990
Dolphin Cove Clearwater20$340,000$285,000
Residence At Renaissance20$132,500$130,000
Sunshine Towers Apt Residences20$132,450$125,000
Chateau Belleair Condo20$129,950$120,900
Villas At Countryside The20$119,950$110,000
Hill Crest Villas20$101,500$93,000
Mandalay Point Sub 1St Add10$37,500,000$37,500,000
Carlouel10$3,500,000$3,500,000
Harbor Oaks10$3,500,000$3,500,000
Mandalay Sub10$3,500,000$3,500,000
Bayside Sub 310$2,875,000$2,875,000
Ultimar Three Condo10$2,300,000$2,300,000
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
Mandalay Beach Club Condo10$1,692,000$1,692,000
Water'S Edge Condo Units 302 & 303 Together With T10$1,577,000$1,577,000
Belleair Cove10$1,500,000$1,500,000
Sunnybrook Farms10$1,399,000$1,399,000
Sharon Oaks Estates Rep10$1,399,000$1,399,000
Grande On Sand Key10$1,398,000$1,398,000
Belleair Grove 1St Add10$1,390,000$1,390,000
Landmark Palms10$1,250,000$1,250,000
Eagle Pointe10$1,250,000$1,250,000
Dans Island On Sand Key Condo10$1,200,000$1,200,000
Landmark Woods 2Nd Add10$1,180,000$1,180,000
Ultimar One Condo10$1,165,000$1,165,000
Studley-Hills Sub10$1,149,900$1,149,900

Also with pool homes for sale

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 27, 2026, 238 Clearwater, FL listings whose MLS record reports a private pool are active or pending, across 185 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 $92,150 to $37,500,000. Clearwater listings without that feature have a median of $260,000.
Which Clearwater community has the most pool homes for sale?
Pinellas Groves has the most right now (4), followed by Island Estates Of Clearwater (3), 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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