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.

Townhouses for Sale in Winter Haven, FL

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

Showing 14 Townhouse 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
2739 Rutledge Ct Winter Haven, FL Welcome to this charming three-bedroom, two-bath townhome nestled in the desirable Traditi...	3 beds \| 2 baths \| 1,419 sq.ft.	$214,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 5.6% Airbnb Rental Income: $1656 Traditional Rental Income: $2027 Airbnb ROI: 1.48% Traditional ROI: 5.6%
321 Orange Blossom Dr Winter Haven, FL Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is ...	2 beds \| 2 baths \| 1,407 sq.ft.	$199,950	Airbnb cash on cash: -1.78% Traditional cash on cash: 5.38% Airbnb Rental Income: $1015 Traditional Rental Income: $2015 Airbnb ROI: -1.78% Traditional ROI: 5.38%
5850 Cypress Gardens Blvd #304 Winter Haven, FL Welcome to your new home located directly across the street From Legoland. Home features c...	2 beds \| 1 baths \| 1,332 sq.ft.	$139,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 7.89% Airbnb Rental Income: $1015 Traditional Rental Income: $1964 Airbnb ROI: -1.92% Traditional ROI: 7.89%
11 CASARENA Court Winter Haven, FL Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath re...	2 beds \| 3 baths \| 2,045 sq.ft.	$230,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 6.73% Airbnb Rental Income: $1015 Traditional Rental Income: $2467 Airbnb ROI: -1.59% Traditional ROI: 6.73%
503 Avenue B NW #503 Winter Haven, FL Experience refined living in the heart of Downtown Winter Haven with this architecturally ...	2 beds \| 2 baths \| 1,408 sq.ft.	$314,999	Airbnb cash on cash: -0.96% Traditional cash on cash: 3.26% Airbnb Rental Income: $1015 Traditional Rental Income: $1929 Airbnb ROI: -0.96% Traditional ROI: 3.26%
139 Woden Way Winter Haven, FL DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STO...	4 beds \| 3 baths \| 2,766 sq.ft.	$429,500	Airbnb cash on cash: 1.17% Traditional cash on cash: 7.15% Airbnb Rental Income: $2237 Traditional Rental Income: $4081 Airbnb ROI: 1.17% Traditional ROI: 7.15%
10 Enclave Dr Winter Haven, FL WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country ...	2 beds \| 2 baths \| 1,368 sq.ft.	$214,900	Airbnb cash on cash: -1.52% Traditional cash on cash: 5.24% Airbnb Rental Income: $1015 Traditional Rental Income: $2033 Airbnb ROI: -1.52% Traditional ROI: 5.24%
2600 LUCERNE PARK Road #521 Winter Haven, FL Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedro...	2 beds \| 2 baths \| 845 sq.ft.	$159,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 6.51% Airbnb Rental Income: $1015 Traditional Rental Income: $1715 Airbnb ROI: -0.46% Traditional ROI: 6.51%
664 Clubhouse Rd Winter Haven, FL Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovel...	2 beds \| 2 baths \| 1,395 sq.ft.	$235,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 4.73% Airbnb Rental Income: $1015 Traditional Rental Income: $1940 Airbnb ROI: -1.04% Traditional ROI: 4.73%
4 Enclave Dr Winter Haven, FL THIS HOUSE QUALIFIES FOR $0 DOWN!!! Welcome to 4 Enclaves Dr., Winter Haven, FL-an excepti...	3 beds \| 2 baths \| 1,526 sq.ft.	$240,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 5.6% Airbnb Rental Income: $1656 Traditional Rental Income: $2145 Airbnb ROI: 1.4% Traditional ROI: 5.6%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Haven, FL

2739 Rutledge Ct

Winter Haven, FL

3 beds | 2 baths | 1,419 sq.ft.

$214,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $1656

Traditional Rental Income: $2027

Airbnb ROI: 1.48%

Traditional ROI: 5.6%

321 Orange Blossom Dr

Winter Haven, FL

2 beds | 2 baths | 1,407 sq.ft.

$199,950

Airbnb cash on cash: -1.78%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $1015

Traditional Rental Income: $2015

Airbnb ROI: -1.78%

Traditional ROI: 5.38%

5850 Cypress Gardens Blvd #304

Winter Haven, FL

2 beds | 1 baths | 1,332 sq.ft.

$139,000

Airbnb cash on cash: -1.92%

Traditional cash on cash: 7.89%

Airbnb Rental Income: $1015

Traditional Rental Income: $1964

Airbnb ROI: -1.92%

Traditional ROI: 7.89%

11 CASARENA Court

Winter Haven, FL

2 beds | 3 baths | 2,045 sq.ft.

$230,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 6.73%

Airbnb Rental Income: $1015

Traditional Rental Income: $2467

Airbnb ROI: -1.59%

Traditional ROI: 6.73%

503 Avenue B NW #503

Winter Haven, FL

2 beds | 2 baths | 1,408 sq.ft.

$314,999

Airbnb cash on cash: -0.96%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1015

Traditional Rental Income: $1929

Airbnb ROI: -0.96%

Traditional ROI: 3.26%

139 Woden Way

Winter Haven, FL

4 beds | 3 baths | 2,766 sq.ft.

$429,500

Airbnb cash on cash: 1.17%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $2237

Traditional Rental Income: $4081

Airbnb ROI: 1.17%

Traditional ROI: 7.15%

10 Enclave Dr

Winter Haven, FL

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

$214,900

Airbnb cash on cash: -1.52%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $1015

Traditional Rental Income: $2033

Airbnb ROI: -1.52%

Traditional ROI: 5.24%

2600 LUCERNE PARK Road #521

Winter Haven, FL

2 beds | 2 baths | 845 sq.ft.

$159,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $1015

Traditional Rental Income: $1715

Airbnb ROI: -0.46%