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.	$1,000,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.95% Airbnb Rental Income: $2080 Traditional Rental Income: $4310 Airbnb ROI: -1.02% Traditional ROI: 1.95%
2989 BREEZY MEADOWS DRIVE Clearwater, FL Under contract-accepting backup offers. Built in 2020 and located in the gated community o...	3 beds \| 3 baths \| 2,020 sq.ft.	$699,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 2.06% Airbnb Rental Income: $3877 Traditional Rental Income: $3036 Airbnb ROI: 2.07% Traditional ROI: 2.06%
1001 JASMINE WAY Clearwater, FL LOCATION, LOCATION, LOCATION! Welcome to a truly move in ready sanctuary. Boasting a Brand...	3 beds \| 2 baths \| 1,182 sq.ft.	$349,000	Airbnb cash on cash: 8.11% Traditional cash on cash: 3.95% Airbnb Rental Income: $4409 Traditional Rental Income: $2122 Airbnb ROI: 8.11% Traditional ROI: 3.95%
1216 S MISSOURI AVENUE #311 Clearwater, FL Gated community just a short drive to Clearwater Beach! 3rd floor 2 bedroom, 2 bath condo ...	2 beds \| 2 baths \| 1,010 sq.ft.	$250,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.64% Airbnb Rental Income: $2416 Traditional Rental Income: $2611 Airbnb ROI: 0.3% Traditional ROI: 3.64%
100 PIERCE STREET #1001 Clearwater, FL Now is your chance to enjoy waterfront living in downtown Clearwater. The seller is motiva...	2 beds \| 2 baths \| 1,269 sq.ft.	$395,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 7.63% Airbnb Rental Income: $1261 Traditional Rental Income: $3865 Airbnb ROI: -0.48% Traditional ROI: 7.63%
3052 HERON PLACE Clearwater, FL Step into a home that instantly feels polished, private, and ready for the next chapter. T...	3 beds \| 2 baths \| 1,555 sq.ft.	$615,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.4% Airbnb Rental Income: $2382 Traditional Rental Income: $2683 Airbnb ROI: 0.85% Traditional ROI: 2.4%
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: 1.36% Traditional cash on cash: 10.5% Airbnb Rental Income: $984 Traditional Rental Income: $2154 Airbnb ROI: 1.36% Traditional ROI: 10.5%
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.	$509,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 6.25% Airbnb Rental Income: $2255 Traditional Rental Income: $4144 Airbnb ROI: 1.1% Traditional ROI: 6.25%
2292 COSTA RICAN DRIVE #30 Clearwater, FL MAJOR PRICE DROP! From the moment you walk in, you'll see an open concept floor plan that ...	2 beds \| 2 baths \| 1,100 sq.ft.	$188,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 9.6% Airbnb Rental Income: $1291 Traditional Rental Income: $2143 Airbnb ROI: 2.57% Traditional ROI: 9.6%
2453 EGRET BOULEVARD #102 Clearwater, FL Charming and quiet 2-bedroom, 2-bath condo overlooking lush tropical landscaping and a pea...	2 beds \| 2 baths \| 1,210 sq.ft.	$245,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.15% Airbnb Rental Income: $1876 Traditional Rental Income: $2404 Airbnb ROI: 0.7% Traditional ROI: 5.15%
1854 VENETIAN POINT DRIVE Clearwater, FL Virtually Staged. One or more photo(s) was virtually staged... Infinity, and beyond â an...	3 beds \| 2 baths \| 1,720 sq.ft.	$1,889,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.43% Airbnb Rental Income: $978 Traditional Rental Income: $3496 Airbnb ROI: -1.21% Traditional ROI: 0.43%
514 BRANDON AVENUE Clearwater, FL NO HOA RULES OR FEES! Updated and packed with POTENTIAL Located on a large, corner, Vinyl ...	5 beds \| 3 baths \| 2,053 sq.ft.	$650,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 4.06% Airbnb Rental Income: $4665 Traditional Rental Income: $3854 Airbnb ROI: 3.8% Traditional ROI: 4.06%
1230 GULF BOULEVARD #304 Clearwater, FL Flip Flop Paradise - Come enjoy the Florida lifestyle in this beautifully fully remodeled ...	1 beds \| 2 baths \| 869 sq.ft.	$582,500	Airbnb cash on cash: -3.43% Traditional cash on cash: 0.26% Airbnb Rental Income: $1299 Traditional Rental Income: $2902 Airbnb ROI: -3.43% Traditional ROI: 0.26%
2074 SUNSET POINT ROAD #136 Clearwater, FL Welcome to this beautifully updated Clearwater condominium offering an exceptional blend o...	4 beds \| 2 baths \| 1,585 sq.ft.	$299,000	Airbnb cash on cash: 6.6% Traditional cash on cash: 7.47% Airbnb Rental Income: $3240 Traditional Rental Income: $2757 Airbnb ROI: 6.6% Traditional ROI: 7.47%
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.	$279,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 4.01% Airbnb Rental Income: $1876 Traditional Rental Income: $2659 Airbnb ROI: -0.87% Traditional ROI: 4.01%
2971 ESTANCIA BOULEVARD #412 Clearwater, FL Location, location, location. This rare three-bedroom, two-bath condo offers effortless li...	3 beds \| 2 baths \| 1,295 sq.ft.	$175,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 7.27% Airbnb Rental Income: $3372 Traditional Rental Income: $2337 Airbnb ROI: 8.97% Traditional ROI: 7.27%
1226 SEDEEVA CIRCLE S Clearwater, FL Welcome to your easy-living Florida retreat on the border of Clearwater and Dunedin! This ...	2 beds \| 1 baths \| 982 sq.ft.	$419,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.2% Airbnb Rental Income: $1540 Traditional Rental Income: $1879 Airbnb ROI: 0.2% Traditional ROI: 2.2%
1216 S MISSOURI AVENUE #406 Clearwater, FL Top-Floor 1 Bedroom, 1 Bath Condo â Fully Furnished! Motivated Seller, bring all reasona...	1 beds \| 1 baths \| 660 sq.ft.	$185,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 5.93% Airbnb Rental Income: $2011 Traditional Rental Income: $1954 Airbnb ROI: 3.27% Traditional ROI: 5.93%
14820 RUE DE BAYONNE #302 Clearwater, FL Welcome to the newly renovated Feather Sound golf communityâan exceptional opportunity t...	4 beds \| 4 baths \| 3,150 sq.ft.	$599,900	Airbnb cash on cash: 5.19% Traditional cash on cash: 11.7% Airbnb Rental Income: $4864 Traditional Rental Income: $7509 Airbnb ROI: 5.19% Traditional ROI: 11.7%
1625 FRUITWOOD DRIVE Clearwater, FL Under contract-accepting backup offers. Welcome to this beautifully updated, solid block c...	3 beds \| 2 baths \| 1,720 sq.ft.	$625,000	Airbnb cash on cash: 3.47% Traditional cash on cash: 2.92% Airbnb Rental Income: $4271 Traditional Rental Income: $3054 Airbnb ROI: 3.47% Traditional ROI: 2.92%
3163 LANDMARK DRIVE #623 Clearwater, FL Welcome to the peaceful condo community of Eagles Glen. This beautifully renovated second-...	2 beds \| 2 baths \| 1,226 sq.ft.	$275,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 4.32% Airbnb Rental Income: $1280 Traditional Rental Income: $2359 Airbnb ROI: -1.39% Traditional ROI: 4.32%
209 S AURORA AVENUE Clearwater, FL Under contract-accepting backup offers. Wonderful 2 bedroom 1 1/2 bath home in the heart o...	2 beds \| 2 baths \| 1,180 sq.ft.	$360,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 3.81% Airbnb Rental Income: $1261 Traditional Rental Income: $2306 Airbnb ROI: -0.46% Traditional ROI: 3.81%
1216 S MISSOURI AVENUE #202 Clearwater, FL Welcome to your slice of paradise in Clearwater, just about a 5-minute drive from the pris...	1 beds \| 1 baths \| 660 sq.ft.	$129,200	Airbnb cash on cash: 3.82% Traditional cash on cash: 7.89% Airbnb Rental Income: $2011 Traditional Rental Income: $1993 Airbnb ROI: 3.82% Traditional ROI: 7.89%
2058 NURSERY ROAD Clearwater, FL Discover the perfect fusion of updated sophistication and relaxed Florida living in this i...	4 beds \| 2 baths \| 2,092 sq.ft.	$575,500	Airbnb cash on cash: 6.82% Traditional cash on cash: 5.76% Airbnb Rental Income: $5969 Traditional Rental Income: $4215 Airbnb ROI: 6.82% Traditional ROI: 5.76%
2699 SEVILLE BOULEVARD #105 Clearwater, FL Virtually Staged. NEW PRICE!! Schedule an appointment today to discover this spacious, fi...	2 beds \| 2 baths \| 1,450 sq.ft.	$259,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 7.81% Airbnb Rental Income: $2629 Traditional Rental Income: $2387 Airbnb ROI: 6.24% Traditional ROI: 7.81%
3021 COUNTRYSIDE BOULEVARD #44A Clearwater, FL One or more photo(s) has been virtually staged. Welcome to the highly sought-after Brynwoo...	3 beds \| 2 baths \| 1,820 sq.ft.	$334,900	Airbnb cash on cash: 3.86% Traditional cash on cash: 4.95% Airbnb Rental Income: $3372 Traditional Rental Income: $2966 Airbnb ROI: 3.86% Traditional ROI: 4.95%
909 HART STREET Clearwater, FL One or more photo(s) has been virtually staged. Unique homes like 909 Hart St in Clearwate...	4 beds \| 3 baths \| 2,064 sq.ft.	$485,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 8.35% Airbnb Rental Income: $4514 Traditional Rental Income: $5019 Airbnb ROI: 5.16% Traditional ROI: 8.35%
1004 N BETTY LANE Clearwater, FL Beautiful 4-bedroom, 3-bathroom single-family home located in desirable Clearwater, FL. Th...	4 beds \| 3 baths \| 1,550 sq.ft.	$409,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 4.92% Airbnb Rental Income: $1866 Traditional Rental Income: $3025 Airbnb ROI: 0.6% Traditional ROI: 4.92%
1012 HAMMOCK PINE BOULEVARD #1012 Clearwater, FL Under contract-accepting backup offers. Welcome to one of the most exceptional 1-bedroom c...	1 beds \| 2 baths \| 750 sq.ft.	$185,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 7.4% Airbnb Rental Income: $1133 Traditional Rental Income: $1621 Airbnb ROI: 2.48% Traditional ROI: 7.4%
1239 VISTA WAY Clearwater, FL With a full-price offer, sellers will install a new roof, AC, and water heater. This appro...	4 beds \| 3 baths \| 1,818 sq.ft.	$475,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.83% Airbnb Rental Income: $2255 Traditional Rental Income: $3295 Airbnb ROI: 1.22% Traditional ROI: 4.83%
628 CLEVELAND STREET #1011 Clearwater, FL Welcome to vibrant downtown Clearwater living! This spacious 10th-floor unit offers 2 bedr...	2 beds \| 2 baths \| 1,856 sq.ft.	$549,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 1.01% Airbnb Rental Income: $2142 Traditional Rental Income: $2925 Airbnb ROI: -1.58% Traditional ROI: 1.01%
4101 BRIGADOON CIRCLE Clearwater, FL Welcome to Brigadoon of Clearwater, where low-maintenance living meets exceptional updates...	2 beds \| 3 baths \| 1,120 sq.ft.	$298,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 4.34% Airbnb Rental Income: $1335 Traditional Rental Income: $1994 Airbnb ROI: 0.52% Traditional ROI: 4.34%
1465 BAYVIEW DRIVE Clearwater, FL Welcome to this beautifully maintained and thoughtfully updated home tucked into a quiet C...	3 beds \| 2 baths \| 1,648 sq.ft.	$469,900	Airbnb cash on cash: 6.42% Traditional cash on cash: 6.35% Airbnb Rental Income: $4271 Traditional Rental Income: $3338 Airbnb ROI: 6.42% Traditional ROI: 6.35%
736 ISLAND WAY #406 Clearwater, FL Live the relaxed Florida lifestyle just minutes away from Clearwater Beach in this designe...	2 beds \| 2 baths \| 1,930 sq.ft.	$849,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 3.61% Airbnb Rental Income: $1479 Traditional Rental Income: $4897 Airbnb ROI: -1.27% Traditional ROI: 3.61%
105 ISLAND WAY #143 Clearwater, FL Contemporary elegance best describes this beautifully updated 2 bedroom and 2 full bath co...	2 beds \| 2 baths \| 1,192 sq.ft.	$299,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 6.29% Airbnb Rental Income: $1461 Traditional Rental Income: $2505 Airbnb ROI: 1.04% Traditional ROI: 6.29%
19029 US HIGHWAY 19 N #21E Clearwater, FL Under contract-accepting backup offers. Welcome to your new home in the beautiful waterfro...	2 beds \| 2 baths \| 1,150 sq.ft.	$229,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 5.19% Airbnb Rental Income: $1350 Traditional Rental Income: $2266 Airbnb ROI: -0.95% Traditional ROI: 5.19%
505 N HIGHLAND AVENUE Clearwater, FL PRICE IMPROVEMENT NOW $674000!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS...	4 beds \| 3 baths \| 2,361 sq.ft.	$659,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 6.42% Airbnb Rental Income: $2718 Traditional Rental Income: $5418 Airbnb ROI: 0.99% Traditional ROI: 6.42%
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.	$415,000	Airbnb cash on cash: 7.16% Traditional cash on cash: 4.69% Airbnb Rental Income: $4864 Traditional Rental Income: $2905 Airbnb ROI: 7.16% Traditional ROI: 4.69%
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.	$445,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 4.98% Airbnb Rental Income: $1261 Traditional Rental Income: $3537 Airbnb ROI: -1.44% Traditional ROI: 4.98%

Real Estate investment in Clearwater, FL

There are 693 properties for sale in the city of Clearwater . The median list price in Clearwater is $404,758 and the average price per square foot is $282. In July 2026, the average monthly cash on cash return in Clearwater is 5.00%. The average monthly rental income in Clearwater is $2,211.

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

There are 693 investment properties available for sale in Clearwater.

In 2026, the best neighborhood to buy investment property is Winding Wood X.

The ROI for Long-Term is higher than the Short-Term in Clearwater with average rental income of $2,211.

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.

$1,000,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $2080

Traditional Rental Income: $4310

Airbnb ROI: -1.02%

Traditional ROI: 1.95%

2989 BREEZY MEADOWS DRIVE

Clearwater, FL

3 beds | 3 baths | 2,020 sq.ft.

$699,000

Airbnb cash on cash: 2.07%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $3877

Traditional Rental Income: $3036

Airbnb ROI: 2.07%

Traditional ROI: 2.06%

1001 JASMINE WAY

Clearwater, FL

3 beds | 2 baths | 1,182 sq.ft.

$349,000

Airbnb cash on cash: 8.11%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $4409

Traditional Rental Income: $2122

Airbnb ROI: 8.11%

Traditional ROI: 3.95%

1216 S MISSOURI AVENUE #311

Clearwater, FL

2 beds | 2 baths | 1,010 sq.ft.

$250,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $2416

Traditional Rental Income: $2611

Airbnb ROI: 0.3%

Traditional ROI: 3.64%

100 PIERCE STREET #1001

Clearwater, FL

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

$395,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: 7.63%

Airbnb Rental Income: $1261

Traditional Rental Income: $3865

Airbnb ROI: -0.48%

Traditional ROI: 7.63%

3052 HERON PLACE

Clearwater, FL

3 beds | 2 baths | 1,555 sq.ft.

$615,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2382

Traditional Rental Income: $2683

Airbnb ROI: 0.85%

Traditional ROI: 2.4%

2616 COVE CAY DRIVE #506

Clearwater, FL

1 beds | 2 baths | 810 sq.ft.

$175,000

Airbnb cash on cash: 1.36%

Traditional cash on cash: 10.5%

Airbnb Rental Income: $984

Traditional Rental Income: $2154

Airbnb ROI: 1.36%

Traditional ROI: 10.5%

1962 FREEDOM DRIVE

Clearwater, FL

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

$509,000

Airbnb cash on cash: 1.1%

Traditional cash on cash: 6.25%

Airbnb Rental Income: $2255

Traditional Rental Income: $4144

Airbnb ROI: 1.1%