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%
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: 2.86% Traditional cash on cash: 3.46% Airbnb Rental Income: $3172 Traditional Rental Income: $2735 Airbnb ROI: 2.86% 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.	$314,300	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.5% Airbnb Rental Income: $3702 Traditional Rental Income: $2287 Airbnb ROI: 6.56% Traditional ROI: 4.5%
2468 FLORENTINE WAY #52 Clearwater, FL Under contract-accepting backup offers. Charming 2 Bedroom, 2 Bath Condo located in the hi...	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%
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%
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: 4.07% Traditional cash on cash: 4.25% Airbnb Rental Income: $4128 Traditional Rental Income: $3339 Airbnb ROI: 4.07% Traditional ROI: 4.25%
2292 COSTA RICAN DRIVE #30 Clearwater, FL Welcome to this beautifully renovated condo in the premier 55+ community of On Top of the ...	2 beds \| 2 baths \| 1,100 sq.ft.	$219,500	Airbnb cash on cash: 9.07% Traditional cash on cash: 7.32% Airbnb Rental Income: $3038 Traditional Rental Income: $1978 Airbnb ROI: 9.07% 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: 7.77% Traditional cash on cash: 5.53% Airbnb Rental Income: $3130 Traditional Rental Income: $1891 Airbnb ROI: 7.77% 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: 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.	$200,000	Airbnb cash on cash: 9.08% Traditional cash on cash: 7.15% Airbnb Rental Income: $3130 Traditional Rental Income: $2054 Airbnb ROI: 9.08% Traditional ROI: 7.15%
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%
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.	$139,500	Airbnb cash on cash: 0.79% Traditional cash on cash: 5.25% Airbnb Rental Income: $1297 Traditional Rental Income: $1489 Airbnb ROI: 0.79% Traditional ROI: 5.25%
1866 MURRAY AVENUE Clearwater, FL Under contract-accepting backup offers. Welcome to this cozy beautiful home that boasts an...	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%
2430 FLORENTINE WAY #56 Clearwater, FL Welcome to your pet friendly, top floor home in On Top of the World - where everyday livin...	2 beds \| 2 baths \| 1,400 sq.ft.	$245,000	Airbnb cash on cash: 8.26% Traditional cash on cash: 8.2% Airbnb Rental Income: $2994 Traditional Rental Income: $2291 Airbnb ROI: 8.26% Traditional ROI: 8.2%
1536 LAKEVIEW ROAD Clearwater, FL Lovely 3-Bedroom 1-Bath Home Just Minutes from beautiful Clearwater Beach. This home featu...	3 beds \| 1 baths \| 1,284 sq.ft.	$320,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 5.44% Airbnb Rental Income: $4150 Traditional Rental Income: $2416 Airbnb ROI: 8.27% Traditional ROI: 5.44%
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: 4.7% Traditional cash on cash: 4.36% Airbnb Rental Income: $2345 Traditional Rental Income: $1704 Airbnb ROI: 4.7% Traditional ROI: 4.36%
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.	$299,995	Airbnb cash on cash: 6.24% Traditional cash on cash: 4.53% Airbnb Rental Income: $3049 Traditional Rental Income: $1867 Airbnb ROI: 6.24% Traditional ROI: 4.53%
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.	$199,000	Airbnb cash on cash: 7.26% Traditional cash on cash: 5.66% Airbnb Rental Income: $2994 Traditional Rental Income: $2005 Airbnb ROI: 7.26% Traditional ROI: 5.66%
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%
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: 7.77% Traditional cash on cash: 6.85% Airbnb Rental Income: $3234 Traditional Rental Income: $2267 Airbnb ROI: 7.77% Traditional ROI: 6.85%
2071 AUSTRALIA WAY W #59 Clearwater, FL WASHER AND DRYER! CORNER UNIT! PRICED TO SELL! CLOSE TO CLUBHOUSE AND POOL! BACK ON THE ...	2 beds \| 2 baths \| 1,400 sq.ft.	$189,999	Airbnb cash on cash: 9.78% Traditional cash on cash: 6.87% Airbnb Rental Income: $2994 Traditional Rental Income: $1781 Airbnb ROI: 9.78% Traditional ROI: 6.87%
612 S HILLCREST AVENUE Clearwater, FL Under contract-accepting backup offers. This cute, clean, and well-cared-for home offers t...	3 beds \| 2 baths \| 1,258 sq.ft.	$399,000	Airbnb cash on cash: 5.96% Traditional cash on cash: 4.21% Airbnb Rental Income: $4079 Traditional Rental Income: $2553 Airbnb ROI: 5.96% Traditional ROI: 4.21%
1239 VISTA WAY Clearwater, FL Welcome to this spacious and inviting 4 bedroom, 2 bath home in the highly sought-after Ha...	4 beds \| 2 baths \| 1,818 sq.ft.	$499,999	Airbnb cash on cash: 4.45% Traditional cash on cash: 2.8% Airbnb Rental Income: $4128 Traditional Rental Income: $2480 Airbnb ROI: 4.45% Traditional ROI: 2.8%
2222 NORWEGIAN DRIVE #48 Clearwater, FL A Triple Crown Winner...location, location, location. Amazing 3rd FLOOR 2BR/2BA condo, on...	2 beds \| 2 baths \| 1,400 sq.ft.	$284,000	Airbnb cash on cash: 7.09% Traditional cash on cash: 4.15% Airbnb Rental Income: $3268 Traditional Rental Income: $1748 Airbnb ROI: 7.09% Traditional ROI: 4.15%
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.	$425,000	Airbnb cash on cash: 6% Traditional cash on cash: 4.98% Airbnb Rental Income: $4036 Traditional Rental Income: $2767 Airbnb ROI: 6% Traditional ROI: 4.98%
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%
2817 LA CONCHA DRIVE Clearwater, FL Elegant Mediterranean Sanctuary in Clearwaterâs Prestigious Vizcaya Community. Discover ...	3 beds \| 3 baths \| 2,094 sq.ft.	$649,900	Airbnb cash on cash: 4.2% Traditional cash on cash: 3.61% Airbnb Rental Income: $4936 Traditional Rental Income: $3569 Airbnb ROI: 4.2% 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: 5.88% Traditional cash on cash: 5.42% Airbnb Rental Income: $2994 Traditional Rental Income: $2207 Airbnb ROI: 5.88% 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: 7.27% Traditional cash on cash: 5.73% Airbnb Rental Income: $4036 Traditional Rental Income: $2669 Airbnb ROI: 7.27% Traditional ROI: 5.73%
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%
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.	$269,000	Airbnb cash on cash: 8.55% Traditional cash on cash: 4.38% Airbnb Rental Income: $3687 Traditional Rental Income: $1825 Airbnb ROI: 8.55% Traditional ROI: 4.38%
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.	$210,000	Airbnb cash on cash: 6.12% Traditional cash on cash: 4.4% Airbnb Rental Income: $3191 Traditional Rental Income: $2128 Airbnb ROI: 6.12% Traditional ROI: 4.4%
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.	$155,000	Airbnb cash on cash: 9.87% Traditional cash on cash: 7.95% Airbnb Rental Income: $3039 Traditional Rental Income: $2059 Airbnb ROI: 9.87% Traditional ROI: 7.95%
4016 LAKE BOULEVARD Clearwater, FL Welcome to this beautifully maintained 4-bedroom, 2-bath home in the sought-after Lakes co...	4 beds \| 2 baths \| 1,328 sq.ft.	$435,000	Airbnb cash on cash: 7.56% Traditional cash on cash: 3.42% Airbnb Rental Income: $5202 Traditional Rental Income: $2459 Airbnb ROI: 7.56% Traditional ROI: 3.42%
100 PIERCE STREET #910 Clearwater, FL Clearwater - Welcome to the pinnacle of coastal eleganceâthis breathtaking 9th-floor res...	2 beds \| 2 baths \| 1,269 sq.ft.	$525,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 2.32% Airbnb Rental Income: $3172 Traditional Rental Income: $2672 Airbnb ROI: 1.88% Traditional ROI: 2.32%

Real Estate investment in Clearwater, FL

There are 773 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 $221. In October 2025, the average monthly cash on cash return in Clearwater is 4.00%. The average monthly rental income in Clearwater is $2,123.

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

There are 773 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 $3,145.

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%

100 PIERCE STREET #1001

Clearwater, FL

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

$495,000

Airbnb cash on cash: 2.86%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $3172

Traditional Rental Income: $2735

Airbnb ROI: 2.86%

Traditional ROI: 3.46%

500 N OSCEOLA AVENUE #203

Clearwater, FL

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

$314,300

Airbnb cash on cash: 6.56%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $3702

Traditional Rental Income: $2287

Airbnb ROI: 6.56%

Traditional ROI: 4.5%

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%

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%

Traditional ROI: 7.56%

1962 FREEDOM DRIVE

Clearwater, FL

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

$539,900

Airbnb cash on cash: 4.07%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $4128

Traditional Rental Income: $3339

Airbnb ROI: 4.07%