Real Estate Investment Properties for Sale in Clearwater, FL

Looking for investment property in Clearwater, FL with high ROI ?

Explore a variety of short-term homes & houses in Clearwater, FL. Invest wisely with VRBO & Clearwater, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Clearwater, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
530 S GULFVIEW BOULEVARD #205 Clearwater, FL A Waterfront Paradise Awaits! Step into this simply breathtaking remodeled condo and ex...	3 beds \| 2 baths \| 1,803 sq.ft.	$1,175,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 0.36% Airbnb Rental Income: $4659 Traditional Rental Income: $3052 Airbnb ROI: 0.95% Traditional ROI: 0.36%
331 CLEVELAND STREET #320 Clearwater, FL Check out this stunning condo at Waters Edge!Enjoy breathtaking views of Clearwater downto...	2 beds \| 3 baths \| 1,458 sq.ft.	$690,000	Airbnb cash on cash: -0.41% Traditional cash on cash: -0.38% Airbnb Rental Income: $3172 Traditional Rental Income: $2468 Airbnb ROI: -0.41% Traditional ROI: -0.38%
1372 S HILLCREST AVENUE Clearwater, FL Under contract-accepting backup offers. Much desired Clearwater neighborhood. Motivated se...	4 beds \| 3 baths \| 1,797 sq.ft.	$400,000	Airbnb cash on cash: 8.91% Traditional cash on cash: 6.83% Airbnb Rental Income: $4967 Traditional Rental Income: $3171 Airbnb ROI: 8.91% Traditional ROI: 6.83%
2773 VIA CIPRIANI #1330B Clearwater, FL This is the home you've been waiting for! Unit 1330B is Well-Maintained and Clean. 2 bedro...	2 beds \| 2 baths \| 1,368 sq.ft.	$349,990	Airbnb cash on cash: 4.13% Traditional cash on cash: 6.43% Airbnb Rental Income: $2994 Traditional Rental Income: $3059 Airbnb ROI: 4.13% Traditional ROI: 6.43%
2468 FLORENTINE WAY #52 Clearwater, FL Charming 2 Bedroom, 2 Bath Condo located in the highly sought after On Top of the World 55...	2 beds \| 2 baths \| 1,100 sq.ft.	$155,000	Airbnb cash on cash: 9.82% Traditional cash on cash: 6.54% Airbnb Rental Income: $2994 Traditional Rental Income: $1820 Airbnb ROI: 9.82% Traditional ROI: 6.54%
2420 WINDING CREEK BOULEVARD #209 Clearwater, FL Under contract-accepting backup offers. Discover this charming 1-bedroom, 1-bathroom condo...	1 beds \| 1 baths \| 580 sq.ft.	$114,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 4.89% Airbnb Rental Income: $1959 Traditional Rental Income: $1434 Airbnb ROI: 4.98% Traditional ROI: 4.89%
2616 COVE CAY DRIVE #506 Clearwater, FL WOW! You will be astounded by the Gorgeous Views of Tampa Bay, the Tampa Skyline and the G...	1 beds \| 2 baths \| 810 sq.ft.	$175,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 9.98% Airbnb Rental Income: $1297 Traditional Rental Income: $2064 Airbnb ROI: 2.94% Traditional ROI: 9.98%
2700 COVE CAY DRIVE #2B Clearwater, FL Discover stylish comfort in this beautiful 2-bedroom, 2-bathroom condo in the 24-hour gate...	2 beds \| 2 baths \| 1,070 sq.ft.	$180,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 7.56% Airbnb Rental Income: $2994 Traditional Rental Income: $2097 Airbnb ROI: 8.78% Traditional ROI: 7.56%
711 SMITH STREET Clearwater, FL Rare investment opportunity in unincorporated Clearwater, FL just minutes from the beachâ...	2 beds \| 1 baths \| 848 sq.ft.	$265,000	Airbnb cash on cash: 7.28% Traditional cash on cash: 5.17% Airbnb Rental Income: $3130 Traditional Rental Income: $1891 Airbnb ROI: 7.28% Traditional ROI: 5.17%
2640 ENTERPRISE ROAD E #B25 Clearwater, FL One or more photo(s) has been virtually staged. Spacious 3-Bedroom Condo with Vaulted Ceil...	3 beds \| 2 baths \| 1,520 sq.ft.	$305,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 1.79% Airbnb Rental Income: $4288 Traditional Rental Income: $2557 Airbnb ROI: 4.68% Traditional ROI: 1.79%
1535 NURSERY ROAD #202 Clearwater, FL The Move-In-Ready condo you have been searching for has arrived! Welcome to Nelson Place, ...	2 beds \| 2 baths \| 1,044 sq.ft.	$210,000	Airbnb cash on cash: 8.61% Traditional cash on cash: 6.77% Airbnb Rental Income: $3130 Traditional Rental Income: $2054 Airbnb ROI: 8.61% Traditional ROI: 6.77%
2601 BRIGADOON DRIVE Clearwater, FL Under contract-accepting backup offers. This 2-bedroom, 2.5-bath residence offers stylish ...	2 beds \| 3 baths \| 1,120 sq.ft.	$245,000	Airbnb cash on cash: 7.53% Traditional cash on cash: 4.79% Airbnb Rental Income: $3284 Traditional Rental Income: $1914 Airbnb ROI: 7.53% Traditional ROI: 4.79%
2625 STATE ROAD 590 #1822 Clearwater, FL Welcome to Coachman Creek Condos. Affordable living in the heart of Clearwater. This 2 bed...	2 beds \| 2 baths \| 1,100 sq.ft.	$147,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 5.36% Airbnb Rental Income: $3034 Traditional Rental Income: $1976 Airbnb ROI: 7.95% Traditional ROI: 5.36%
900 COVE CAY DRIVE #1H Clearwater, FL Take advantage of this wonderful opportunity to own a rarely available first floor three-b...	3 beds \| 2 baths \| 1,065 sq.ft.	$269,000	Airbnb cash on cash: 9.22% Traditional cash on cash: 3.68% Airbnb Rental Income: $4461 Traditional Rental Income: $2123 Airbnb ROI: 9.22% Traditional ROI: 3.68%
1916 SANDSTONE PLACE Clearwater, FL Under contract-accepting backup offers. Tucked away on a peaceful cul-de-sac in Longbrooke...	4 beds \| 3 baths \| 2,228 sq.ft.	$575,000	Airbnb cash on cash: 5.45% Traditional cash on cash: 4.48% Airbnb Rental Income: $5202 Traditional Rental Income: $3629 Airbnb ROI: 5.45% Traditional ROI: 4.48%
2333 FEATHER SOUND DRIVE #B208 Clearwater, FL Welcome to Crystal Bay in Feather Sound âa resort-style community in a prime central loc...	1 beds \| 1 baths \| 675 sq.ft.	$142,500	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.12% Airbnb Rental Income: $1297 Traditional Rental Income: $1489 Airbnb ROI: 0.75% Traditional ROI: 5.12%
1434 THAMES LANE Clearwater, FL Under contract-accepting backup offers. Ready to live the Florida dream? This charming 2-b...	2 beds \| 1 baths \| 921 sq.ft.	$279,900	Airbnb cash on cash: 7.53% Traditional cash on cash: 5.39% Airbnb Rental Income: $3145 Traditional Rental Income: $1869 Airbnb ROI: 7.53% Traditional ROI: 5.39%
3126 DOWNING STREET Clearwater, FL Welcome to this beautifully updated 2-bedroom, 1-bathroom home with a garage, perfectly bl...	2 beds \| 1 baths \| 1,110 sq.ft.	$350,000	Airbnb cash on cash: 6.81% Traditional cash on cash: 3.59% Airbnb Rental Income: $3986 Traditional Rental Income: $2075 Airbnb ROI: 6.81% Traditional ROI: 3.59%
1230 GULF BOULEVARD #304 Clearwater, FL Welcome to your Florida dream retreat in the coveted Landmark building on beautiful Sand K...	1 beds \| 2 baths \| 869 sq.ft.	$590,000	Airbnb cash on cash: -0.21% Traditional cash on cash: -1.41% Airbnb Rental Income: $3240 Traditional Rental Income: $1854 Airbnb ROI: -0.21% Traditional ROI: -1.41%
1866 MURRAY AVENUE Clearwater, FL Welcome to this cozy beautiful home that boasts an open floor plan for convenience and/or ...	2 beds \| 1 baths \| 1,078 sq.ft.	$335,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 4.3% Airbnb Rental Income: $3145 Traditional Rental Income: $2048 Airbnb ROI: 5.52% Traditional ROI: 4.3%
14810 RUE DE BAYONNE #2F Clearwater, FL Looking for a serene location to enjoy your morning coffee then Feather Sound Condo is pla...	2 beds \| 2 baths \| 1,275 sq.ft.	$327,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 1.71% Airbnb Rental Income: $2994 Traditional Rental Income: $2173 Airbnb ROI: 2.14% Traditional ROI: 1.71%
2621 COVE CAY DRIVE #206 Clearwater, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Cu...	1 beds \| 2 baths \| 810 sq.ft.	$150,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 9.09% Airbnb Rental Income: $1297 Traditional Rental Income: $1774 Airbnb ROI: 2.94% Traditional ROI: 9.09%
2118 NE COACHMAN ROAD Clearwater, FL Incredible value in Clearwater! This meticulously updated home offers a blend of modern st...	2 beds \| 2 baths \| 893 sq.ft.	$309,995	Airbnb cash on cash: 6.01% Traditional cash on cash: 4.35% Airbnb Rental Income: $3049 Traditional Rental Income: $1867 Airbnb ROI: 6.01% Traditional ROI: 4.35%
2461 RHODESIAN DRIVE #63 Clearwater, FL Under contract-accepting backup offers. Calling all golfers! Enjoy unlimited free golf rig...	2 beds \| 2 baths \| 1,100 sq.ft.	$164,900	Airbnb cash on cash: 8.1% Traditional cash on cash: 5.36% Airbnb Rental Income: $3009 Traditional Rental Income: $1889 Airbnb ROI: 8.1% Traditional ROI: 5.36%
19029 US HIGHWAY 19 N #9-407 Clearwater, FL Move in ready with spectacular views. 2 bedroom, 2 bath condo with numerous updates to inc...	2 beds \| 2 baths \| 1,100 sq.ft.	$259,900	Airbnb cash on cash: 5.51% Traditional cash on cash: 3.62% Airbnb Rental Income: $2994 Traditional Rental Income: $1843 Airbnb ROI: 5.51% Traditional ROI: 3.62%
19029 US HIGHWAY 19 N #18B Clearwater, FL One or more photo(s) has been virtually staged. Coastal Comfort in Imperial Cove â 55+ G...	2 beds \| 2 baths \| 1,150 sq.ft.	$205,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 5.47% Airbnb Rental Income: $2994 Traditional Rental Income: $2005 Airbnb ROI: 7.02% Traditional ROI: 5.47%
1795 SPRINGTIME AVENUE Clearwater, FL Endless possibilities in the heart of Clearwater! This charming 3-bedroom, 1-bath home wit...	3 beds \| 1 baths \| 1,032 sq.ft.	$374,500	Airbnb cash on cash: 7.22% Traditional cash on cash: 3.97% Airbnb Rental Income: $4614 Traditional Rental Income: $2516 Airbnb ROI: 7.22% Traditional ROI: 3.97%
19029 US HIGHWAY 19 N #21F Clearwater, FL Best location in the community with water views and privacy! This beautifully maintained 2...	2 beds \| 2 baths \| 1,400 sq.ft.	$169,900	Airbnb cash on cash: 9.01% Traditional cash on cash: 9.14% Airbnb Rental Income: $2994 Traditional Rental Income: $2328 Airbnb ROI: 9.01% Traditional ROI: 9.14%
2071 AUSTRALIA WAY W #59 Clearwater, FL REDUCED PRICE FOR QUICKER SALE! BACK ON THE MARKET! WE CAN NOW SHOW! Desirable 1,400 s...	2 beds \| 2 baths \| 1,400 sq.ft.	$192,999	Airbnb cash on cash: 9.62% Traditional cash on cash: 6.75% Airbnb Rental Income: $2994 Traditional Rental Income: $1781 Airbnb ROI: 9.62% Traditional ROI: 6.75%
2860 CEDAR RUN COURT Clearwater, FL Under contract-accepting backup offers. Absolutely stunning is the only way to describe th...	4 beds \| 3 baths \| 2,605 sq.ft.	$765,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 3.4% Airbnb Rental Income: $4446 Traditional Rental Income: $3880 Airbnb ROI: 2.89% Traditional ROI: 3.4%
2123 INDIGO DRIVE Clearwater, FL Under contract-accepting backup offers. Welcome to your beautifully maintained 2 bedroom, ...	2 beds \| 2 baths \| 956 sq.ft.	$324,900	Airbnb cash on cash: 5.64% Traditional cash on cash: 4.54% Airbnb Rental Income: $3038 Traditional Rental Income: $2007 Airbnb ROI: 5.64% Traditional ROI: 4.54%
1571 JEFFORDS STREET Clearwater, FL This home comes with a one-year warranty that covers appliances, HVAC system, water heater...	4 beds \| 2 baths \| 1,953 sq.ft.	$480,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 3.76% Airbnb Rental Income: $4967 Traditional Rental Income: $2949 Airbnb ROI: 5.99% Traditional ROI: 3.76%
16 N COMET AVENUE Clearwater, FL Motivated Sellers! Sellers are ready to move forwardâpresent your strongest offer today!...	3 beds \| 2 baths \| 1,725 sq.ft.	$430,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 4.91% Airbnb Rental Income: $4036 Traditional Rental Income: $2767 Airbnb ROI: 5.92% Traditional ROI: 4.91%
945 COLLEGE HILL DRIVE Clearwater, FL Come check out this beautiful tri-level, pool home that sits on 1/3 acre in the quiet neig...	4 beds \| 3 baths \| 2,658 sq.ft.	$599,999	Airbnb cash on cash: 3.35% Traditional cash on cash: 4.28% Airbnb Rental Income: $4225 Traditional Rental Income: $3856 Airbnb ROI: 3.35% Traditional ROI: 4.28%
2231 UTOPIAN DRIVE E #307 Clearwater, FL Welcome to Paradise. 55+ Community. This 2BR/2BA condo has vaulted ceilings and is located...	2 beds \| 2 baths \| 1,210 sq.ft.	$199,000	Airbnb cash on cash: 9.91% Traditional cash on cash: 8.22% Airbnb Rental Income: $3122 Traditional Rental Income: $2092 Airbnb ROI: 9.91% Traditional ROI: 8.22%
2256 SPANISH DRIVE #10 Clearwater, FL Welcome home to your GROUND floor WEST side 2/2 Supreme model unit on a quiet dead end str...	2 beds \| 2 baths \| 1,100 sq.ft.	$213,500	Airbnb cash on cash: 7.79% Traditional cash on cash: 4.18% Airbnb Rental Income: $3268 Traditional Rental Income: $1803 Airbnb ROI: 7.79% Traditional ROI: 4.18%
2817 LA CONCHA DRIVE Clearwater, FL Elegant Mediterranean Sanctuary in Clearwaterâs Prestigious Vizcaya Community. Discover ...	3 beds \| 3 baths \| 2,094 sq.ft.	$679,500	Airbnb cash on cash: 3.97% Traditional cash on cash: 3.41% Airbnb Rental Income: $4936 Traditional Rental Income: $3569 Airbnb ROI: 3.97% Traditional ROI: 3.41%
2757 VIA CIPRIANI #1121B Clearwater, FL Your dream Florida condo at the Grand Bellagio! This 2-bedroom, 2-bath condo features a de...	2 beds \| 2 baths \| 1,309 sq.ft.	$240,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 5.03% Airbnb Rental Income: $2994 Traditional Rental Income: $2207 Airbnb ROI: 5.46% Traditional ROI: 5.03%
1855 BOUGH AVENUE #B Clearwater, FL Welcome home to this highly desirable park like community of Eastwood Shores. This PRIVATE...	2 beds \| 2 baths \| 853 sq.ft.	$179,000	Airbnb cash on cash: 6.51% Traditional cash on cash: 4.05% Airbnb Rental Income: $2994 Traditional Rental Income: $1886 Airbnb ROI: 6.51% Traditional ROI: 4.05%
1651 SAND KEY ESTATES COURT #52 Clearwater, FL *OWNER FINANCING AVAILABLE* Building did not flood during the hurricanes. Welcome to t...	2 beds \| 2 baths \| 1,530 sq.ft.	$550,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 2.39% Airbnb Rental Income: $4985 Traditional Rental Income: $2957 Airbnb ROI: 4.35% Traditional ROI: 2.39%

Real Estate investment in Clearwater, FL

There are 819 properties for sale in the city of Clearwater . The median list price in Clearwater is $319,000 and the average price per square foot is $219. In September 2025, the average monthly cash on cash return in Clearwater is 4.00%. The average monthly rental income in Clearwater is $2,093.

Clearwater, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 819 investment properties available for sale in Clearwater.

In 2025, the best neighborhood to buy investment property is Hillcrest Villas Condominium Association.

The ROI for Short-Term is higher than the Long-Term in Clearwater with average rental income of $3,130.

Your search for investment property begins and ends here

Investment Property for Sale in Clearwater, FL

530 S GULFVIEW BOULEVARD #205

Clearwater, FL

3 beds | 2 baths | 1,803 sq.ft.

$1,175,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $4659

Traditional Rental Income: $3052

Airbnb ROI: 0.95%

Traditional ROI: 0.36%

331 CLEVELAND STREET #320

Clearwater, FL

2 beds | 3 baths | 1,458 sq.ft.

$690,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $3172

Traditional Rental Income: $2468

Airbnb ROI: -0.41%

Traditional ROI: -0.38%

1372 S HILLCREST AVENUE

Clearwater, FL

4 beds | 3 baths | 1,797 sq.ft.

$400,000

Airbnb cash on cash: 8.91%

Traditional cash on cash: 6.83%

Airbnb Rental Income: $4967

Traditional Rental Income: $3171

Airbnb ROI: 8.91%

Traditional ROI: 6.83%

2773 VIA CIPRIANI #1330B

Clearwater, FL

2 beds | 2 baths | 1,368 sq.ft.

$349,990

Airbnb cash on cash: 4.13%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $2994

Traditional Rental Income: $3059

Airbnb ROI: 4.13%

Traditional ROI: 6.43%

2468 FLORENTINE WAY #52

Clearwater, FL

2 beds | 2 baths | 1,100 sq.ft.

$155,000

Airbnb cash on cash: 9.82%

Traditional cash on cash: 6.54%

Airbnb Rental Income: $2994

Traditional Rental Income: $1820

Airbnb ROI: 9.82%

Traditional ROI: 6.54%

2420 WINDING CREEK BOULEVARD #209

Clearwater, FL

1 beds | 1 baths | 580 sq.ft.

$114,000

Airbnb cash on cash: 4.98%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $1959

Traditional Rental Income: $1434

Airbnb ROI: 4.98%

Traditional ROI: 4.89%

2616 COVE CAY DRIVE #506

Clearwater, FL

1 beds | 2 baths | 810 sq.ft.

$175,000

Airbnb cash on cash: 2.94%

Traditional cash on cash: 9.98%

Airbnb Rental Income: $1297

Traditional Rental Income: $2064

Airbnb ROI: 2.94%

Traditional ROI: 9.98%

2700 COVE CAY DRIVE #2B

Clearwater, FL

2 beds | 2 baths | 1,070 sq.ft.

$180,000

Airbnb cash on cash: 8.78%

Traditional cash on cash: 7.56%

Airbnb Rental Income: $2994

Traditional Rental Income: $2097

Airbnb ROI: 8.78%