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: -0.85% Traditional cash on cash: 0.36% Airbnb Rental Income: $2302 Traditional Rental Income: $3052 Airbnb ROI: -0.85% 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: -2.64% Traditional cash on cash: -0.38% Airbnb Rental Income: $1444 Traditional Rental Income: $2468 Airbnb ROI: -2.64% Traditional ROI: -0.38%
100 PIERCE STREET #1001 Clearwater, FL WATERFRONT 2 Bed/2 Bath with Clearwater Marina Views Experience the best of waterfront ...	2 beds \| 2 baths \| 1,269 sq.ft.	$495,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.46% Airbnb Rental Income: $1444 Traditional Rental Income: $2735 Airbnb ROI: -0.25% Traditional ROI: 3.46%
500 N OSCEOLA AVENUE #203 Clearwater, FL Discover this stunningly updated 2-bedroom, 2-bath waterfront condo that's located in the ...	2 beds \| 2 baths \| 1,090 sq.ft.	$299,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.76% Airbnb Rental Income: $1378 Traditional Rental Income: $2287 Airbnb ROI: 0.06% Traditional ROI: 4.76%
2773 VIA CIPRIANI #1330B Clearwater, FL Spend your days working from home, getting coffee at the clubhouse, walking your dog aroun...	2 beds \| 2 baths \| 1,368 sq.ft.	$325,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 6.99% Airbnb Rental Income: $1665 Traditional Rental Income: $3059 Airbnb ROI: 0.9% Traditional ROI: 6.99%
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: 1.81% Traditional cash on cash: 9.96% Airbnb Rental Income: $1074 Traditional Rental Income: $2064 Airbnb ROI: 1.81% Traditional ROI: 9.96%
1908 MACOMBER AVENUE Clearwater, FL One or more photo(s) has been virtually staged. Fully Renovated Clearwater Stunner â Cor...	3 beds \| 3 baths \| 1,422 sq.ft.	$395,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 5.14% Airbnb Rental Income: $1721 Traditional Rental Income: $2833 Airbnb ROI: 0.85% Traditional ROI: 5.14%
1962 FREEDOM DRIVE Clearwater, FL RARE luxury townhouse! 4 bedroom Mediterranean-style townhome for sale. The home has high ...	4 beds \| 4 baths \| 2,318 sq.ft.	$539,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 4.25% Airbnb Rental Income: $1867 Traditional Rental Income: $3339 Airbnb ROI: 0.34% Traditional ROI: 4.25%
2292 COSTA RICAN DRIVE #30 Clearwater, FL From the moment you walk in, you'll see an open concept floor plan that captures your atte...	2 beds \| 2 baths \| 1,100 sq.ft.	$219,500	Airbnb cash on cash: 4.13% Traditional cash on cash: 7.32% Airbnb Rental Income: $1806 Traditional Rental Income: $1978 Airbnb ROI: 4.13% Traditional ROI: 7.32%
711 SMITH STREET Clearwater, FL Rare investment opportunity in unincorporated Clearwater, FL just minutes from the beachâ...	2 beds \| 1 baths \| 848 sq.ft.	$250,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 5.53% Airbnb Rental Income: $1472 Traditional Rental Income: $1891 Airbnb ROI: 1.91% Traditional ROI: 5.53%
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: -1.32% Traditional cash on cash: 1.79% Airbnb Rental Income: $2222 Traditional Rental Income: $2557 Airbnb ROI: -1.32% Traditional ROI: 1.79%
19029 US HIGHWAY 19 N #5-14 Clearwater, FL Welcome to this charming one bedroom home featuring beautiful new flooring and an updated ...	1 beds \| 1 baths \| 875 sq.ft.	$115,500	Airbnb cash on cash: -1.07% Traditional cash on cash: 6.91% Airbnb Rental Income: $940 Traditional Rental Income: $1485 Airbnb ROI: -1.07% Traditional ROI: 6.91%
1535 NURSERY ROAD #202 Clearwater, FL Under contract-accepting backup offers. Welcome Home! Nestled within the quiet, well-kept ...	2 beds \| 2 baths \| 1,044 sq.ft.	$190,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 5.69% Airbnb Rental Income: $1548 Traditional Rental Income: $2054 Airbnb ROI: 0.42% Traditional ROI: 5.69%
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: 3.32% Traditional cash on cash: 3.68% Airbnb Rental Income: $2665 Traditional Rental Income: $2123 Airbnb ROI: 3.32% Traditional ROI: 3.68%
2333 FEATHER SOUND DRIVE #B208 Clearwater, FL Under contract-accepting backup offers. Welcome to Crystal Bay in Feather Sound âa resor...	1 beds \| 1 baths \| 675 sq.ft.	$139,500	Airbnb cash on cash: -0.6% Traditional cash on cash: 5.25% Airbnb Rental Income: $1074 Traditional Rental Income: $1489 Airbnb ROI: -0.6% Traditional ROI: 5.25%
1866 MURRAY AVENUE Clearwater, FL BACK ON THE MARKET! BUYERS FINANCING FELL THROUGH! THEIR LOSS IS NOW YOUR OPPORTUNITY!!Wel...	2 beds \| 1 baths \| 1,078 sq.ft.	$329,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.39% Airbnb Rental Income: $1871 Traditional Rental Income: $2048 Airbnb ROI: 2.2% Traditional ROI: 4.39%
2360 WORLD PARKWAY BOULEVARD #36 Clearwater, FL Move in ready condo! One applicant must be 55+ years or older. This 1400 square foot 2 Bed...	2 beds \| 2 baths \| 1,400 sq.ft.	$175,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 11.28% Airbnb Rental Income: $1862 Traditional Rental Income: $2218 Airbnb ROI: 6.14% Traditional ROI: 11.28%
2693 SABAL SPRINGS CIRCLE #206 Clearwater, FL End unit with quick access to all amenities. This is a exceptional unit for anyone lookin...	1 beds \| 2 baths \| 805 sq.ft.	$169,900	Airbnb cash on cash: 5.86% Traditional cash on cash: 8.45% Airbnb Rental Income: $1783 Traditional Rental Income: $1718 Airbnb ROI: 5.86% Traditional ROI: 8.45%
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: -1.46% Traditional cash on cash: 1.71% Airbnb Rental Income: $1665 Traditional Rental Income: $2173 Airbnb ROI: -1.46% Traditional ROI: 1.71%
2430 FLORENTINE WAY #56 Clearwater, FL Welcome to 2430 Florentine Way, Unit #56, nestled in the vibrant On Top of the World commu...	2 beds \| 2 baths \| 1,400 sq.ft.	$245,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 8.2% Airbnb Rental Income: $1862 Traditional Rental Income: $2291 Airbnb ROI: 4.19% Traditional ROI: 8.2%
1536 LAKEVIEW ROAD Clearwater, FL Under contract-accepting backup offers. Lovely 3-Bedroom 1-Bath Home Just Minutes from bea...	3 beds \| 1 baths \| 1,284 sq.ft.	$315,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 5.54% Airbnb Rental Income: $1927 Traditional Rental Income: $2416 Airbnb ROI: 2.16% Traditional ROI: 5.54%
1216 S MISSOURI AVENUE #406 Clearwater, FL Top-Floor 1 Bedroom, 1 Bath Condo â Fully Furnished! This beautifully maintained top-fl...	1 beds \| 1 baths \| 660 sq.ft.	$190,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.36% Airbnb Rental Income: $1425 Traditional Rental Income: $1704 Airbnb ROI: 0.46% Traditional ROI: 4.36%
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.	$194,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.8% Airbnb Rental Income: $1735 Traditional Rental Income: $2005 Airbnb ROI: 1.76% Traditional ROI: 5.8%
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: 0.34% Traditional cash on cash: 3.97% Airbnb Rental Income: $1713 Traditional Rental Income: $2516 Airbnb ROI: 0.34% Traditional ROI: 3.97%
2699 SEVILLE BOULEVARD #105 Clearwater, FL One or more photo(s) has been virtually staged. Welcome to sunny Clearwater, Florida! Sche...	2 beds \| 2 baths \| 1,450 sq.ft.	$275,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 6.85% Airbnb Rental Income: $1677 Traditional Rental Income: $2267 Airbnb ROI: 2.76% Traditional ROI: 6.85%
2071 AUSTRALIA WAY W #59 Clearwater, FL REDUCED ALMOST 20K FOR QUICK SALE! WASHER AND DRYER! Beautifully Updated 2-Bedroom, 2-Ba...	2 beds \| 2 baths \| 1,400 sq.ft.	$169,999	Airbnb cash on cash: 5.19% Traditional cash on cash: 7.77% Airbnb Rental Income: $1862 Traditional Rental Income: $1781 Airbnb ROI: 5.19% Traditional ROI: 7.77%
909 HART STREET Clearwater, FL Gorgeous and fully updated 4-bedroom, 3-bath pool home in a quiet Clearwater neighborhood,...	4 beds \| 3 baths \| 2,064 sq.ft.	$545,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 5.25% Airbnb Rental Income: $1768 Traditional Rental Income: $3961 Airbnb ROI: -0.01% Traditional ROI: 5.25%
1851 DEL ROBLES TERRACE Clearwater, FL Under contract-accepting backup offers. Prepare to be impressed by this stunning, professi...	4 beds \| 2 baths \| 2,008 sq.ft.	$599,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.73% Airbnb Rental Income: $1859 Traditional Rental Income: $3181 Airbnb ROI: 0.47% Traditional ROI: 3.73%
1239 VISTA WAY Clearwater, FL Welcome to this spacious and inviting 4 bedroom, 2 bath home in the Harbor Vista neighborh...	4 beds \| 2 baths \| 1,818 sq.ft.	$475,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3% Airbnb Rental Income: $1867 Traditional Rental Income: $2480 Airbnb ROI: 0.49% Traditional ROI: 3%
2222 NORWEGIAN DRIVE #48 Clearwater, FL STUNNING HOME W/GREAT LOCATION...FURNISHINGS NEGOTIABLE! Amazing 3rd FLOOR 2BR/2BA condo,...	2 beds \| 2 baths \| 1,400 sq.ft.	$284,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.45% Airbnb Rental Income: $1519 Traditional Rental Income: $1748 Airbnb ROI: 1.95% Traditional ROI: 4.45%
2765 VIA CIPRIANI #1231B Clearwater, FL Enjoy resort like amenities and water access in this 24 hour guard gated waterfront commun...	2 beds \| 2 baths \| 1,309 sq.ft.	$324,950	Airbnb cash on cash: 1.12% Traditional cash on cash: 4.33% Airbnb Rental Income: $1665 Traditional Rental Income: $2179 Airbnb ROI: 1.12% Traditional ROI: 4.33%
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: 2.84% Traditional cash on cash: 8.22% Airbnb Rental Income: $1519 Traditional Rental Income: $2092 Airbnb ROI: 2.84% Traditional ROI: 8.22%
1797 RAINBOW BOULEVARD Clearwater, FL Well-maintained and featuring numerous recent upgrades, this home offers exceptional poten...	3 beds \| 2 baths \| 1,744 sq.ft.	$415,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.91% Airbnb Rental Income: $2520 Traditional Rental Income: $2904 Airbnb ROI: 2.35% Traditional ROI: 4.91%
2817 LA CONCHA DRIVE Clearwater, FL Under contract-accepting backup offers. Elegant Mediterranean Sanctuary in Clearwaterâs ...	3 beds \| 3 baths \| 2,094 sq.ft.	$649,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.61% Airbnb Rental Income: $2520 Traditional Rental Income: $3569 Airbnb ROI: 0.88% Traditional ROI: 3.61%
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.	$225,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.42% Airbnb Rental Income: $1665 Traditional Rental Income: $2207 Airbnb ROI: 0.68% Traditional ROI: 5.42%
530 SKYVIEW AVENUE Clearwater, FL NO FLOOD ZONE !! CLEARWATER POOL HOME !! 3 BEDROOMS, 1 1/2 BATHS. HUGE BACK YARD WITH PRIV...	3 beds \| 2 baths \| 1,254 sq.ft.	$350,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 5.73% Airbnb Rental Income: $1795 Traditional Rental Income: $2669 Airbnb ROI: 1.59% Traditional ROI: 5.73%
105 ISLAND WAY #132 Clearwater, FL One or more photo(s) has been virtually staged. Sophisticated elegance best describes this...	2 beds \| 2 baths \| 1,090 sq.ft.	$249,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.8% Airbnb Rental Income: $1079 Traditional Rental Income: $1825 Airbnb ROI: 0.06% Traditional ROI: 4.8%
3062 EASTLAND BOULEVARD #402 Clearwater, FL One or more photo(s) has been virtually staged. Motivated Seller! Discover your dream life...	2 beds \| 2 baths \| 1,250 sq.ft.	$205,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 4.53% Airbnb Rental Income: $2182 Traditional Rental Income: $2128 Airbnb ROI: 1.96% Traditional ROI: 4.53%
2650 COUNTRYSIDE BOULEVARD #C106 Clearwater, FL One or more photo(s) has been virtually staged. This ground-floor condo is being sold AS-I...	2 beds \| 2 baths \| 1,070 sq.ft.	$153,300	Airbnb cash on cash: 6.31% Traditional cash on cash: 8.04% Airbnb Rental Income: $2393 Traditional Rental Income: $2059 Airbnb ROI: 6.31% Traditional ROI: 8.04%
80 ROGERS STREET #9C Clearwater, FL Prelude 80 is a magnificent building nestled on Clearwaterâs famous coastline. Equally m...	2 beds \| 2 baths \| 1,540 sq.ft.	$549,500	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.59% Airbnb Rental Income: $1472 Traditional Rental Income: $3010 Airbnb ROI: -0.25% Traditional ROI: 3.59%

Real Estate investment in Clearwater, FL

There are 855 properties for sale in the city of Clearwater . The median list price in Clearwater is $309,900 and the average price per square foot is $218. In November 2025, the average monthly cash on cash return in Clearwater is 5.00%. The average monthly rental income in Clearwater is $2,095.

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

There are 855 investment properties available for sale in Clearwater.

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

The ROI for Long-Term is higher than the Short-Term in Clearwater with average rental income of $2,095.

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: -0.85%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $2302

Traditional Rental Income: $3052

Airbnb ROI: -0.85%

Traditional ROI: 0.36%

331 CLEVELAND STREET #320

Clearwater, FL

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

$690,000

Airbnb cash on cash: -2.64%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $1444

Traditional Rental Income: $2468

Airbnb ROI: -2.64%

Traditional ROI: -0.38%

100 PIERCE STREET #1001

Clearwater, FL

2 beds | 2 baths | 1,269 sq.ft.

$495,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $1444

Traditional Rental Income: $2735

Airbnb ROI: -0.25%

Traditional ROI: 3.46%

500 N OSCEOLA AVENUE #203

Clearwater, FL

2 beds | 2 baths | 1,090 sq.ft.

$299,900

Airbnb cash on cash: 0.06%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $1378

Traditional Rental Income: $2287

Airbnb ROI: 0.06%

Traditional ROI: 4.76%

2773 VIA CIPRIANI #1330B

Clearwater, FL

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

$325,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 6.99%

Airbnb Rental Income: $1665

Traditional Rental Income: $3059

Airbnb ROI: 0.9%

Traditional ROI: 6.99%

2616 COVE CAY DRIVE #506

Clearwater, FL

1 beds | 2 baths | 810 sq.ft.

$175,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 9.96%

Airbnb Rental Income: $1074

Traditional Rental Income: $2064

Airbnb ROI: 1.81%

Traditional ROI: 9.96%

1908 MACOMBER AVENUE

Clearwater, FL

3 beds | 3 baths | 1,422 sq.ft.

$395,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $1721

Traditional Rental Income: $2833

Airbnb ROI: 0.85%

Traditional ROI: 5.14%

1962 FREEDOM DRIVE

Clearwater, FL

4 beds | 4 baths | 2,318 sq.ft.

$539,900

Airbnb cash on cash: 0.34%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1867

Traditional Rental Income: $3339

Airbnb ROI: 0.34%