Real Estate Investment Properties for Sale in Winter Haven, FL

Looking for investment property in Winter Haven, FL with high ROI ?

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

Multi Family for Sale in Winter Haven, FL

Search for Multi Family for Sale in Winter Haven, Florida. Browse all of Mashvisor’s Multi Family listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 9 Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2097 Avenue H NW Winter Haven, FL Perfect for Investors! This duplex is located on a corner lot in a very affordable market....	4 beds \| N/A baths \| 1,758 sq.ft.	$349,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 5.13% Airbnb Rental Income: $4015 Traditional Rental Income: $2434 Airbnb ROI: 7.33% Traditional ROI: 5.13%
306/308 Ave P NW Winter Haven, FL One or more photo(s) has been virtually staged. Brand-New 2025 Duplex Appraised @$484,000 ...	4 beds \| N/A baths \| 2,804 sq.ft.	$450,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 3.89% Airbnb Rental Income: $5016 Traditional Rental Income: $2194 Airbnb ROI: 8.15% Traditional ROI: 3.89%
802 Avenue L SW Winter Haven, FL This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly r...	2 beds \| N/A baths \| 1,208 sq.ft.	$725,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.73% Airbnb Rental Income: $2962 Traditional Rental Income: $2136 Airbnb ROI: 0.94% Traditional ROI: 0.73%
2319 W Cannon Ter NW #1 Winter Haven, FL HUGE PRICE DROP! Introducing a well-maintained triplex located on a serene cul-de-sac with...	6 beds \| N/A baths \| 2,966 sq.ft.	$580,000	Airbnb cash on cash: 8.45% Traditional cash on cash: 3.26% Airbnb Rental Income: $7079 Traditional Rental Income: $2897 Airbnb ROI: 8.45% Traditional ROI: 3.26%
696 Avenue C SE Winter Haven, FL 696 Avenue C SE, Winter Haven, FL 33880 \| Multi Family	4 beds \| N/A baths \| 2,675 sq.ft.	$329,000	Airbnb cash on cash: 8.02% Traditional cash on cash: 6.05% Airbnb Rental Income: $4015 Traditional Rental Income: $2546 Airbnb ROI: 8.02% Traditional ROI: 6.05%
3023 SAINT PAUL DRIVE Winter Haven, FL Under contract-accepting backup offers. Donât miss your chance to own this fully rented ...	8 beds \| N/A baths \| 3,456 sq.ft.	$550,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 3.98% Airbnb Rental Income: $2962 Traditional Rental Income: $2924 Airbnb ROI: 2.72% Traditional ROI: 3.98%
5649 STRUTHERS COURT Winter Haven, FL Income-producing duplex in Winter Haven with both units in place and performing. Each side...	4 beds \| N/A baths \| 2,350 sq.ft.	$349,000	Airbnb cash on cash: 5.03% Traditional cash on cash: 5.36% Airbnb Rental Income: $2962 Traditional Rental Income: $2390 Airbnb ROI: 5.03% Traditional ROI: 5.36%
117 5TH STREET NE Winter Haven, FL Under contract-accepting backup offers. Great opportunity to add to your portfolio or star...	6 beds \| N/A baths \| 2,214 sq.ft.	$484,000	Airbnb cash on cash: 5.57% Traditional cash on cash: 3.58% Airbnb Rental Income: $4015 Traditional Rental Income: $2257 Airbnb ROI: 5.57% Traditional ROI: 3.58%
1830 2nd St NW #A Winter Haven, FL Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-fami...	6 beds \| N/A baths \| 1,944 sq.ft.	$455,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 1.59% Airbnb Rental Income: $4015 Traditional Rental Income: $1755 Airbnb ROI: 4.89% Traditional ROI: 1.59%

Your search for investment property begins and ends here

Multi Family for Sale in Winter Haven, FL

2097 Avenue H NW

Winter Haven, FL

4 beds | N/A baths | 1,758 sq.ft.

$349,000

Airbnb cash on cash: 7.33%

Traditional cash on cash: 5.13%

Airbnb Rental Income: $4015

Traditional Rental Income: $2434

Airbnb ROI: 7.33%

Traditional ROI: 5.13%

306/308 Ave P NW

Winter Haven, FL

4 beds | N/A baths | 2,804 sq.ft.

$450,000

Airbnb cash on cash: 8.15%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $5016

Traditional Rental Income: $2194

Airbnb ROI: 8.15%

Traditional ROI: 3.89%

802 Avenue L SW

Winter Haven, FL

2 beds | N/A baths | 1,208 sq.ft.

$725,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 0.73%

Airbnb Rental Income: $2962

Traditional Rental Income: $2136

Airbnb ROI: 0.94%

Traditional ROI: 0.73%

2319 W Cannon Ter NW #1

Winter Haven, FL

6 beds | N/A baths | 2,966 sq.ft.

$580,000

Airbnb cash on cash: 8.45%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $7079

Traditional Rental Income: $2897

Airbnb ROI: 8.45%

Traditional ROI: 3.26%

696 Avenue C SE

Winter Haven, FL

4 beds | N/A baths | 2,675 sq.ft.

$329,000

Airbnb cash on cash: 8.02%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $4015

Traditional Rental Income: $2546

Airbnb ROI: 8.02%

Traditional ROI: 6.05%

3023 SAINT PAUL DRIVE

Winter Haven, FL

8 beds | N/A baths | 3,456 sq.ft.

$550,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2962

Traditional Rental Income: $2924

Airbnb ROI: 2.72%

Traditional ROI: 3.98%

5649 STRUTHERS COURT

Winter Haven, FL

4 beds | N/A baths | 2,350 sq.ft.

$349,000

Airbnb cash on cash: 5.03%

Traditional cash on cash: 5.36%

Airbnb Rental Income: $2962

Traditional Rental Income: $2390

Airbnb ROI: 5.03%

Traditional ROI: 5.36%

117 5TH STREET NE

Winter Haven, FL

6 beds | N/A baths | 2,214 sq.ft.

$484,000

Airbnb cash on cash: 5.57%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $4015

Traditional Rental Income: $2257

Airbnb ROI: 5.57%