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.

Condos for Sale in Winter Haven, FL

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

Showing 18 Condo 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
1807 GARDEN LAKE DRIVE #1807 Winter Haven, FL Experience the pristine, resort-like lifestyle at Winterset! This beautifully updated, fir...	2 beds \| 2 baths \| 1,103 sq.ft.	$260,000	Airbnb cash on cash: 6.06% Traditional cash on cash: 5.39% Airbnb Rental Income: $2962 Traditional Rental Income: $2116 Airbnb ROI: 6.06% Traditional ROI: 5.39%
305 LAUREL COVE WAY #305 Winter Haven, FL Discover your dream home in the beautiful, gated community of Winterset in Winter Haven! T...	2 beds \| 2 baths \| 1,096 sq.ft.	$239,000	Airbnb cash on cash: 7.7% Traditional cash on cash: 5.15% Airbnb Rental Income: $2962 Traditional Rental Income: $1704 Airbnb ROI: 7.7% Traditional ROI: 5.15%
8507 Waterview Way Winter Haven, FL This charming condo offers a unique layout with 1 bedroom, 1 full bath, and an open floor ...	1 beds \| 2 baths \| 793 sq.ft.	$185,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 6.89% Airbnb Rental Income: $1982 Traditional Rental Income: $1607 Airbnb ROI: 6.07% Traditional ROI: 6.89%
150 EL DORADO #107 Winter Haven, FL This desirable ground floor 2-bedroom, 2-bathroom condo is located in a 55+ community with...	2 beds \| 2 baths \| 1,372 sq.ft.	$151,000	Airbnb cash on cash: 9.48% Traditional cash on cash: 6.88% Airbnb Rental Income: $2962 Traditional Rental Income: $1904 Airbnb ROI: 9.48% Traditional ROI: 6.88%
71 Sunset View Drive Winter Haven, FL Welcome to your dream lakefront condo in the gated community of Winterset! This stunning g...	2 beds \| 2 baths \| 1,673 sq.ft.	$369,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 4.65% Airbnb Rental Income: $2962 Traditional Rental Income: $2472 Airbnb ROI: 4.09% Traditional ROI: 4.65%
1008 EAGLE POND DRIVE #1008 Winter Haven, FL Back on the market with some major updates!!! New AC,stainless steel appliances, flooring...	2 beds \| 2 baths \| 1,017 sq.ft.	$199,000	Airbnb cash on cash: 9.8% Traditional cash on cash: 6.46% Airbnb Rental Income: $2962 Traditional Rental Income: $1648 Airbnb ROI: 9.8% Traditional ROI: 6.46%
802 MAGNOLIA PLACE Winter Haven, FL Waterfront views and stunning sunsets make this the perfect full-time or vacation home! Lo...	2 beds \| 2 baths \| 1,012 sq.ft.	$259,000	Airbnb cash on cash: 4.92% Traditional cash on cash: 2.4% Airbnb Rental Income: $2962 Traditional Rental Income: $1664 Airbnb ROI: 4.92% Traditional ROI: 2.4%
1550 11TH STREET NE #D4 Winter Haven, FL FOR SALE - 2 Bedroom/2 Bath Condominium on the Lake for all ages! This downstairs unit is...	2 beds \| 2 baths \| 1,148 sq.ft.	$162,500	Airbnb cash on cash: 9.51% Traditional cash on cash: 5.78% Airbnb Rental Income: $2962 Traditional Rental Income: $1702 Airbnb ROI: 9.51% Traditional ROI: 5.78%
7906 WATERVIEW WAY #7906 Winter Haven, FL A FULLY FURNISHED CONDO in the sought after community of Winterset! Multiple renovations p...	2 beds \| 2 baths \| 930 sq.ft.	$206,400	Airbnb cash on cash: 7.89% Traditional cash on cash: 6.16% Airbnb Rental Income: $2962 Traditional Rental Income: $1941 Airbnb ROI: 7.89% Traditional ROI: 6.16%
608 SWEET BAY CIR Winter Haven, FL Welcome to 608 Sweet Bay, a charming upstairs 2-bedroom, 2-bathroom condo in the picturesq...	2 beds \| 2 baths \| 1,096 sq.ft.	$199,500	Airbnb cash on cash: 9.01% Traditional cash on cash: 7.48% Airbnb Rental Income: $2962 Traditional Rental Income: $1990 Airbnb ROI: 9.01% Traditional ROI: 7.48%
803 ORCHID SPRINGS DRIVE Winter Haven, FL NEW LISTING! Welcome home to this 1-bedroom, 1-bathroom condo located in the desirable Sil...	1 beds \| 1 baths \| 621 sq.ft.	$135,900	Airbnb cash on cash: 7.91% Traditional cash on cash: 8.62% Airbnb Rental Income: $1982 Traditional Rental Income: $1556 Airbnb ROI: 7.91% Traditional ROI: 8.62%
2040 SE SAN MARCOS DRIVE #205 Winter Haven, FL Cozy One-Bedroom Condo in Park Lake Subdivision Discover the perfect starter home with th...	1 beds \| 1 baths \| 666 sq.ft.	$129,500	Airbnb cash on cash: 9.02% Traditional cash on cash: 9.95% Airbnb Rental Income: $1982 Traditional Rental Income: $1579 Airbnb ROI: 9.02% Traditional ROI: 9.95%
2004 GARDEN LAKE DRIVE #2004 Winter Haven, FL Back on the market, buyers financing fell through.. Located in Winter Haven Centrally loca...	2 beds \| 2 baths \| 1,103 sq.ft.	$174,900	Airbnb cash on cash: 9.08% Traditional cash on cash: 6.47% Airbnb Rental Income: $2962 Traditional Rental Income: $1846 Airbnb ROI: 9.08% Traditional ROI: 6.47%
2013 SAN MARCOS DRIVE SE #21 Winter Haven, FL Under contract-accepting backup offers. Located on the first floor in one of Winter Haven'...	1 beds \| 1 baths \| 792 sq.ft.	$115,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 6.66% Airbnb Rental Income: $1982 Traditional Rental Income: $1360 Airbnb ROI: 7.58% Traditional ROI: 6.66%
1706 GARDEN LAKE DRIVE #1706 Winter Haven, FL One or more photo(s) has been virtually staged. Welcome to this charming 1-bedroom, 1-bath...	1 beds \| 1 baths \| 828 sq.ft.	$164,900	Airbnb cash on cash: 7.48% Traditional cash on cash: 9.23% Airbnb Rental Income: $1982 Traditional Rental Income: $1738 Airbnb ROI: 7.48% Traditional ROI: 9.23%
1710 GARDEN LAKE DRIVE #1710 Winter Haven, FL One or more photo(s) has been virtually staged. WATERVIEWS!!! Beautiful 2 story condo with...	2 beds \| 2 baths \| 1,103 sq.ft.	$213,000	Airbnb cash on cash: 6.98% Traditional cash on cash: 4% Airbnb Rental Income: $2962 Traditional Rental Income: $1679 Airbnb ROI: 6.98% Traditional ROI: 4%
394 WINTER RIDGE BOULEVARD #394 Winter Haven, FL Welcome to this lovely 2-bedroom, 2-bath condo located in the desirable, maintenance-free ...	2 beds \| 2 baths \| 1,073 sq.ft.	$175,000	Airbnb cash on cash: 9.3% Traditional cash on cash: 6.48% Airbnb Rental Income: $2962 Traditional Rental Income: $1809 Airbnb ROI: 9.3% Traditional ROI: 6.48%
700 MIRROR TERRACE NW #508 Winter Haven, FL Welcome to Spring Lake Towers, maintenance free living in a vibrant 55+ community located ...	1 beds \| 1 baths \| 874 sq.ft.	$109,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 5.83% Airbnb Rental Income: $1982 Traditional Rental Income: $1634 Airbnb ROI: 4.21% Traditional ROI: 5.83%

Your search for investment property begins and ends here

Condos for Sale in Winter Haven, FL

1807 GARDEN LAKE DRIVE #1807

Winter Haven, FL

2 beds | 2 baths | 1,103 sq.ft.

$260,000

Airbnb cash on cash: 6.06%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $2962

Traditional Rental Income: $2116

Airbnb ROI: 6.06%

Traditional ROI: 5.39%

305 LAUREL COVE WAY #305

Winter Haven, FL

2 beds | 2 baths | 1,096 sq.ft.

$239,000

Airbnb cash on cash: 7.7%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $2962

Traditional Rental Income: $1704

Airbnb ROI: 7.7%

Traditional ROI: 5.15%

8507 Waterview Way

Winter Haven, FL

1 beds | 2 baths | 793 sq.ft.

$185,000

Airbnb cash on cash: 6.07%

Traditional cash on cash: 6.89%

Airbnb Rental Income: $1982

Traditional Rental Income: $1607

Airbnb ROI: 6.07%

Traditional ROI: 6.89%

150 EL DORADO #107

Winter Haven, FL

2 beds | 2 baths | 1,372 sq.ft.

$151,000

Airbnb cash on cash: 9.48%

Traditional cash on cash: 6.88%

Airbnb Rental Income: $2962

Traditional Rental Income: $1904

Airbnb ROI: 9.48%

Traditional ROI: 6.88%

71 Sunset View Drive

Winter Haven, FL

2 beds | 2 baths | 1,673 sq.ft.

$369,000

Airbnb cash on cash: 4.09%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $2962

Traditional Rental Income: $2472

Airbnb ROI: 4.09%

Traditional ROI: 4.65%

1008 EAGLE POND DRIVE #1008

Winter Haven, FL

2 beds | 2 baths | 1,017 sq.ft.

$199,000

Airbnb cash on cash: 9.8%

Traditional cash on cash: 6.46%

Airbnb Rental Income: $2962

Traditional Rental Income: $1648

Airbnb ROI: 9.8%

Traditional ROI: 6.46%

802 MAGNOLIA PLACE

Winter Haven, FL

2 beds | 2 baths | 1,012 sq.ft.

$259,000

Airbnb cash on cash: 4.92%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2962

Traditional Rental Income: $1664

Airbnb ROI: 4.92%

Traditional ROI: 2.4%

1550 11TH STREET NE #D4

Winter Haven, FL

2 beds | 2 baths | 1,148 sq.ft.

$162,500

Airbnb cash on cash: 9.51%

Traditional cash on cash: 5.78%

Airbnb Rental Income: $2962

Traditional Rental Income: $1702

Airbnb ROI: 9.51%