Homes for Sale $300K to $500K in Clearwater, FL

This page tracks every Clearwater listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

347 homes listed between $300,000 and $500,000 are for sale or pending in Clearwater, FL today across 235 communities. The median asking price is $399,000, from $300,000 to $499,995. Listings in Clearwater without that feature have a median of $230,000. Most listings right now: Greenbriar (8), Towns At Belleair Grove (7), Station Square Condo (6). Updated October 20, 2026 from the MLS.

Live $300k–$500k homes in Clearwater: the listings

252 active listings match today (23% of Clearwater inventory), median asking $399,000, $275/sq ft, median 60 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Clearwater

$379,000 New
2 bd · 2.5 ba · 1,571 sq ft · built 2019
2455 Golden Pasture Circle, 33764
Listing courtesy of PINTES REALTY LLC
5 S Jupiter Avenue, $300k–$500k for sale in Clearwater
$469,700 New
3 bd · 2 ba · 1,522 sq ft · built 1998
5 S Jupiter Avenue, 33755
Listing courtesy of CHARLES RUTENBERG REALTY INC
1749 Sunset Point Road, $300k–$500k for sale in Clearwater
$439,000 New
3 bd · 2 ba · 1,454 sq ft · built 1972
1749 Sunset Point Road, 33755
Blackshire Estates
Listing courtesy of HIGH POINT REALTY INC
1995 Dodge Circle, $300k–$500k for sale in Clearwater
$399,999 New
3 bd · 2 ba · 1,420 sq ft · built 1978
1995 Dodge Circle, 33760
North Whitney Pines
Listing courtesy of INVESTCOR REALTY LLC
644 Island Way #505, $300k–$500k for sale in Clearwater
$423,900 New
2 bd · 2 ba · 1,335 sq ft · built 1972
644 Island Way #505, 33767
Island Point 1 Condo
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
2555 Newbern Drive, $300k–$500k for sale in Clearwater
$365,000 New
2 bd · 2.5 ba · 1,740 sq ft · built 2002
2555 Newbern Drive, 33761
Summerdale Townhomes
Listing courtesy of BAYSIDE EXECUTIVE REALTY
1274 Bertland Way, $300k–$500k for sale in Clearwater
$349,000 New
3 bd · 1 ba · 1,156 sq ft · built 1962
1274 Bertland Way, 33755
Floradel
Listing courtesy of ADAN INVESTMENTS REAL ESTATE GROUP, PLLC
650 Island Way #602, $300k–$500k for sale in Clearwater
$474,900 New
2 bd · 2 ba · 1,218 sq ft · built 1988
650 Island Way #602, 33767
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
2270 Montview Drive, $300k–$500k for sale in Clearwater
$450,000 New
3 bd · 2.5 ba · 1,603 sq ft · built 2017
2270 Montview Drive, 33763
montclair lake townhomes and villas
Listing courtesy of FUTURE HOME REALTY INC
2540 Eagles Crossing Drive, $300k–$500k for sale in Clearwater
$439,000 New
3 bd · 2.5 ba · 1,666 sq ft · built 1995
2540 Eagles Crossing Drive, 33762
Eagles Crossing At Feather Sound
Listing courtesy of RE/MAX ELITE REALTY
1509 Barbara Avenue, $300k–$500k for sale in Clearwater
$425,000 New
3 bd · 2 ba · 1,439 sq ft · built 1957
1509 Barbara Avenue, 33755
Highland Terrace Manor
Listing courtesy of HOMEFRONT REALTY
1486 Carolyn Lane, $300k–$500k for sale in Clearwater
$399,000 New
3 bd · 2 ba · 1,162 sq ft · built 1971
1486 Carolyn Lane, 33755
Terra Alto Estates
Listing courtesy of COMPASS FLORIDA LLC
541 Plumosa Avenue, $300k–$500k for sale in Clearwater
$390,000 New
3 bd · 2 ba · 1,338 sq ft · built 2014
541 Plumosa Avenue, 33756
Listing courtesy of STONEBRIDGE REAL ESTATE CO
1145 Charles Street, $300k–$500k for sale in Clearwater
$360,000 New
2 bd · 1 ba · 960 sq ft · built 1968
1145 Charles Street, 33755
Peale Park
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
500 N Osceola Avenue #609, $300k–$500k for sale in Clearwater
$350,000 New
1 bd · 2 ba · 1,090 sq ft · built 1974
500 N Osceola Avenue #609, 33755
Listing courtesy of THE SHOP REAL ESTATE CO.
1669 Cambridge Drive, $300k–$500k for sale in Clearwater
$349,900 New
2 bd · 1.5 ba · 1,052 sq ft · built 1960
1669 Cambridge Drive, 33756
Listing courtesy of KELLER WILLIAMS GULF BEACHES
500 N Osceola Avenue #604, $300k–$500k for sale in Clearwater
$300,000 New
2 bd · 2 ba · 1,090 sq ft · built 1974
500 N Osceola Avenue #604, 33755
Harbor Bluffs Waterfront Condo
Listing courtesy of THE SHOP REAL ESTATE CO.
1954 W Skyline Drive, $300k–$500k for sale in Clearwater
$449,900 New
3 bd · 2 ba · 1,803 sq ft · built 1971
1954 W Skyline Drive, 33763
Skyline Groves
Listing courtesy of HARTNEY REALTY & DEVELOPMENT
3022 Pepperwood Lane, $300k–$500k for sale in Clearwater
$445,000 New
3 bd · 2.5 ba · 1,819 sq ft · built 1999
3022 Pepperwood Lane, 33761
Listing courtesy of PREMIER SOTHEBYS INTL REALTY
110 N Nimbus Avenue, $300k–$500k for sale in Clearwater
$439,000 New
3 bd · 3 ba · 1,434 sq ft · built 1969
110 N Nimbus Avenue, 33765
sky crest
Listing courtesy of YOU HAVE REALTY LLC
18675 U.S. Highway 19 N. #349, $300k–$500k for sale in Clearwater
$437,400 New
3 bd · 2 ba · 1,152 sq ft · built 2026
18675 U.S. Highway 19 N. #349, 33764
Bay Aristocrat Village Mobile Home Park Unrec
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
1356 Woodcrest Avenue, $300k–$500k for sale in Clearwater
$450,000 New
3 bd · 2 ba · 1,926 sq ft · built 1959
1356 Woodcrest Avenue, 33756
Emerald Hill Estates
Listing courtesy of RE/MAX REALTEC GROUP INC
1432 Lime Street, $300k–$500k for sale in Clearwater
$329,000 New
2 bd · 1.5 ba · 1,016 sq ft · built 1958
1432 Lime Street, 33756
Sunny Park Groves
Listing courtesy of BOB HEY REALTY
1479 S Evergreen Avenue, $300k–$500k for sale in Clearwater
$499,995 New
3 bd · 3 ba · 1,600 sq ft · built 1962
1479 S Evergreen Avenue, 33756
Listing courtesy of PEOPLE'S CHOICE REALTY SVC LLC
1825 Yale Drive, $300k–$500k for sale in Clearwater
$499,900 New
4 bd · 2 ba · 1,929 sq ft · built 1970
1825 Yale Drive, 33765
Listing courtesy of RE/MAX ACTION FIRST
628 Cleveland Street #1213, $300k–$500k for sale in Clearwater
$449,000 New
2 bd · 2 ba · 1,541 sq ft · built 2008
628 Cleveland Street #1213, 33755
Station Square Condo
Listing courtesy of STATION SQUARE REALTY LLC
3144 Johns Parkway, $300k–$500k for sale in Clearwater
$419,900 New
3 bd · 2 ba · 1,136 sq ft · built 1956
3144 Johns Parkway, 33759
Listing courtesy of COASTAL PROPERTIES GROUP INTER
1537 Palmetto Street, $300k–$500k for sale in Clearwater
$395,000 New
3 bd · 2 ba · 1,595 sq ft · built 2007
1537 Palmetto Street, 33755
Listing courtesy of STONEBRIDGE REAL ESTATE CO
2454 Foggy Creek Circle, $300k–$500k for sale in Clearwater
$385,000 New
2 bd · 2.5 ba · 1,571 sq ft · built 2020
2454 Foggy Creek Circle, 33764
Towns At Belleair Grove
Listing courtesy of FLAT FEE MLS REALTY
1890 Feather Tree Circle, $300k–$500k for sale in Clearwater
$349,900 New
3 bd · 2 ba · 1,520 sq ft · built 1989
1890 Feather Tree Circle, 33765
Feather Tree
Listing courtesy of 1ST CLASS REAL ESTATE LLC

The most expensive $300k–$500k homes in Clearwater

ListingAskingSq ftCommunity
1479 S Evergreen Avenue$499,9951,600—
1825 Yale Drive$499,9001,929—
2165 Campus Drive$499,9001,668—
2725 Via Cipriani #714B$499,9002,078Grand Bellagio At Baywatch Condo
628 Cleveland Street #1011$499,9001,856Station Square Condo
3053 Eagles Landing Circle #3053$499,0002,271Eagles Landing Condo
1832 Seton Drive$499,0001,457Montclair Lake Estates
1967 Beckett Lake Dr$498,5001,803Beckett Lake Estates
868 Bayway Boulevard #304$498,0001,007Clearwater Point
100 Pierce Street #307$498,0001,479Pierce 100 Condo

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K252100%

Clearwater homes $300K–$500K 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 homes $300K–$500K listed are tabled; the rest follow.

CommunityHomes $300K–$500KNew buildMedian listFrom
Greenbriar80$374,900$315,000
Towns At Belleair Grove70$385,000$370,000
Station Square Condo60$474,450$449,000
Brookhill60$459,500$425,000
Brookfield60$442,250$372,900
Coachman Reserve Condo50$379,900$349,900
Woodgate Of Countryside40$449,950$374,900
Pierce 100 Condo40$405,000$385,000
Druid Park40$400,000$349,000
Grand Bellagio At Baywatch Condo The40$370,000$315,000
Pine Oak 1St Add30$459,900$310,000
Spring Lake Of Clearwater30$425,000$424,900
Island Point 1 Condo30$424,900$423,900
Sunset Lake Estates30$415,000$385,000
Carlton Terrace30$400,000$345,000
Woodvalley Unit 530$400,000$349,000
Country Club Add30$399,000$374,000
Curlew City30$350,000$325,000
Overlook30$347,000$314,900
Pine Ridge30$345,000$340,000
Countryside Woods30$339,793$334,900
University Park20$494,450$489,000
Del Robles20$479,450$469,000
Pinellas Groves20$469,500$450,000
Emerald Hill Estates20$457,500$450,000
Marymont20$449,500$400,000
Montclair Lake Estates20$449,000$399,000
Citrus Heights Manor 1St Add20$432,000$425,000
Sunset Highlands20$424,850$415,000
Prelude 80 Condo20$419,950$360,000
Blackshire Estates20$419,450$399,900
Feather Cove20$414,999$390,000
Starboard Tower20$414,450$369,000
Grand Venezia At Baywatch Condo20$414,000$379,000
Woodridge20$413,850$349,900
Windsor Park20$410,000$375,000
Navajo Park Rev20$409,995$340,000
Hillcrest Sub 2 Rev20$409,949$349,900
Sirmons Heights 1St Add20$409,450$369,000
Regatta Beach Club Condo20$408,500$399,000
North Whitney Pines20$407,499$399,999
Curlew City First Rep20$399,500$349,000
Feather Tree20$399,450$349,900
Sky Crest Unit 220$387,400$374,900
Bay Isle Landings20$377,500$330,000
Sunset Point Estates20$377,000$365,000
Sunset Gardens20$374,450$334,900
Gulf To Bay Estates20$373,950$348,000
Oak Acres Add20$372,300$349,900
Terra-Alto Estates20$366,950$334,900
Sky Crest Unit 320$362,450$359,900
Woodmont Park20$357,450$349,900
Sunset Pointe Twnhms20$354,999$349,999
Crest Lake Sub20$353,750$325,000
Estancia Place Twnhms20$344,950$340,000
Fairmont Sub20$342,500$320,000
Lake Citrus Estates20$342,450$335,000
Summerdale Twnhms20$340,000$315,000
Country Lane20$339,950$314,900
Sunny Park Groves20$339,450$329,000

Also with homes $300K–$500K for sale

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Clearwater?
As of October 20, 2026, 347 Clearwater, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 235 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Clearwater?
The median asking price today is $399,000, with listings from $300,000 to $499,995. Clearwater listings without that feature have a median of $230,000.
Which Clearwater community has the most homes $300K–$500K for sale?
Greenbriar has the most right now (8), followed by Towns At Belleair Grove (7), Station Square Condo (6), Brookhill (6).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Clearwater

Homes $300K–$500K in nearby Pinellas County cities

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 an asking price between $300,000 and $500,000. 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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