Real Estate Investment Properties for Sale in Winter Springs, FL

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

Explore a variety of short-term homes & houses in Winter Springs, FL. Invest wisely with VRBO & Winter Springs, 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 Springs, FL

Search for Townhouse for Sale in Winter Springs, 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 23 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
466 CLUB DR Winter Springs, FL Under contract-accepting backup offers. Beautiful Single-Level Townhome in Winter Springs!...	3 beds \| 2 baths \| 1,182 sq.ft.	$282,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.04% Airbnb Rental Income: $1827 Traditional Rental Income: $2075 Airbnb ROI: 1.25% Traditional ROI: 4.04%
4522 BROOK HOLLOW CIRCLE Winter Springs, FL Seller will credit the buyer $5,000 towards the special assessment or closing costs! W...	2 beds \| 2 baths \| 1,108 sq.ft.	$270,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 3.17% Airbnb Rental Income: $1652 Traditional Rental Income: $1701 Airbnb ROI: 1.15% Traditional ROI: 3.17%
451 HARBOR WINDS COURT Winter Springs, FL Well maintained! Move-in Ready! Fabulous 2-story, 3 bedroom, 2 full bath and a half bath t...	3 beds \| 3 baths \| 1,914 sq.ft.	$374,900	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.99% Airbnb Rental Income: $1827 Traditional Rental Income: $2496 Airbnb ROI: 0.68% Traditional ROI: 3.99%
1432 WINTER WHARF LANE Winter Springs, FL One or more photo(s) has been virtually staged. ***This house comes with aÂ REDUCEDÂ RATEÂ...	3 beds \| 4 baths \| 2,184 sq.ft.	$400,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 5.09% Airbnb Rental Income: $1827 Traditional Rental Income: $3148 Airbnb ROI: 0.25% Traditional ROI: 5.09%
701 CASTLEWOOD DRIVE Winter Springs, FL Welcome to 701 Castlewood in the heart of Winter Springs, Florida! This inviting 3-bedroom...	3 beds \| 2 baths \| 1,470 sq.ft.	$295,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.71% Airbnb Rental Income: $1827 Traditional Rental Income: $2045 Airbnb ROI: 2.15% Traditional ROI: 4.71%
602 CASA PARK COURT F Winter Springs, FL Under contract-accepting backup offers. Welcome to Casa Park Villas, where comfort meets c...	2 beds \| 3 baths \| 1,156 sq.ft.	$254,999	Airbnb cash on cash: 1.96% Traditional cash on cash: 4.34% Airbnb Rental Income: $1652 Traditional Rental Income: $1760 Airbnb ROI: 1.96% Traditional ROI: 4.34%
718 LAKESIDE DRIVE Winter Springs, FL SELLER may consider Buyer credit with strong /acceptable Price., Spacious, move in rea...	2 beds \| 2 baths \| 1,166 sq.ft.	$298,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.77% Airbnb Rental Income: $1652 Traditional Rental Income: $1824 Airbnb ROI: 1.51% Traditional ROI: 3.77%
1354 MILL STREAM LANE Winter Springs, FL One or more photo(s) has been virtually staged. Welcome to your beautiful new home in the ...	3 beds \| 4 baths \| 2,288 sq.ft.	$429,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.38% Airbnb Rental Income: $1827 Traditional Rental Income: $2593 Airbnb ROI: 0.25% Traditional ROI: 3.38%
611 CASA PARK A COURT Winter Springs, FL Under contract-accepting backup offers. Welcome to this beautifully updated 2 Bed, 2.5 Bat...	2 beds \| 3 baths \| 1,156 sq.ft.	$234,990	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.82% Airbnb Rental Income: $1652 Traditional Rental Income: $1684 Airbnb ROI: 1.59% Traditional ROI: 3.82%
4052 FALLING LILLY COURT Winter Springs, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	5 beds \| 4 baths \| 1,960 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $3068 Airbnb ROI: N/A Traditional ROI: 5.9%
1565 CORKERY COURT Winter Springs, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Se...	3 beds \| 3 baths \| 1,846 sq.ft.	$459,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.85% Airbnb Rental Income: $1827 Traditional Rental Income: $2505 Airbnb ROI: -0.87% Traditional ROI: 1.85%
1561 CORKERY COURT Winter Springs, FL One or more photo(s) has been virtually staged. A great deal! Seriously, this is the lowes...	2 beds \| 3 baths \| 1,854 sq.ft.	$379,900	Airbnb cash on cash: -1.34% Traditional cash on cash: 2.5% Airbnb Rental Income: $1652 Traditional Rental Income: $2555 Airbnb ROI: -1.34% Traditional ROI: 2.5%
702 GLASGOW COURT Winter Springs, FL Two fenced in spaces for your dog ! Master bedroom DOWNSTAIRS Updated Townhome in Sought...	4 beds \| 3 baths \| 1,878 sq.ft.	$322,494	Airbnb cash on cash: 6.04% Traditional cash on cash: 5% Airbnb Rental Income: $3833 Traditional Rental Income: $2691 Airbnb ROI: 6.04% Traditional ROI: 5%
718 WILDWOOD DRIVE Winter Springs, FL Under contract-accepting backup offers. Discover the perfect blend of privacy, low-mainten...	2 beds \| 2 baths \| 1,166 sq.ft.	$275,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.62% Airbnb Rental Income: $1652 Traditional Rental Income: $1734 Airbnb ROI: 1.51% Traditional ROI: 3.62%
386 BLUE BAYOU LANE Winter Springs, FL Under contract-accepting backup offers. Welcome to this meticulously maintained corner-uni...	2 beds \| 2 baths \| 1,129 sq.ft.	$330,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.35% Airbnb Rental Income: $1652 Traditional Rental Income: $1865 Airbnb ROI: 1.17% Traditional ROI: 3.35%
376 INNISBROOK LANE Winter Springs, FL Welcome to this stunning 2 bedroom 2 bath corner-unit townhome in the highly desirable com...	2 beds \| 2 baths \| 1,085 sq.ft.	$324,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 3.28% Airbnb Rental Income: $1652 Traditional Rental Income: $1868 Airbnb ROI: 1.06% Traditional ROI: 3.28%
608 CASA PARK COURT #F Winter Springs, FL Under contract-accepting backup offers. Welcome to 608 Casa Park Ct, a charming and well-m...	2 beds \| 3 baths \| 1,156 sq.ft.	$235,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 6.52% Airbnb Rental Income: $1652 Traditional Rental Income: $2241 Airbnb ROI: 1.78% Traditional ROI: 6.52%
122 KRISTI ANN COURT Winter Springs, FL ***SELLER CONSCESSION - UP TO $5500 TOWARDS BUYERS CLOSING COSTS AND BUYDOWN for closing ...	2 beds \| 2 baths \| 896 sq.ft.	$237,999	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.05% Airbnb Rental Income: $1652 Traditional Rental Income: $1575 Airbnb ROI: 1.33% Traditional ROI: 3.05%
600 NORTHERN WAY #1403 Winter Springs, FL A Beautiful, Well-Appointed Condo in Tuscany Place Condominiums ~ Upon Entering this Beaut...	3 beds \| 2 baths \| 1,377 sq.ft.	$340,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.83% Airbnb Rental Income: $1827 Traditional Rental Income: $2007 Airbnb ROI: 0.72% Traditional ROI: 2.83%
413 TRADITION LANE Winter Springs, FL under contract - accepting backup offers. Charming 2-Bedroom Townhome with Two Primary Sui...	2 beds \| 3 baths \| 1,275 sq.ft.	$295,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.33% Airbnb Rental Income: $1652 Traditional Rental Income: $1921 Airbnb ROI: 1.69% Traditional ROI: 4.33%
1504 CORKERY COURT Winter Springs, FL Under contract-accepting backup offers. Welcome home to the elegance and modern comfort in...	2 beds \| 3 baths \| 1,854 sq.ft.	$374,900	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.36% Airbnb Rental Income: $1652 Traditional Rental Income: $2976 Airbnb ROI: -0.72% Traditional ROI: 4.36%
314 SAN GABRIEL STREET Winter Springs, FL Welcome home to this charming 3 bedroom, 2 Bath home in the heart of Winter Springs, in ce...	3 beds \| 2 baths \| 1,091 sq.ft.	$285,990	Airbnb cash on cash: 2.34% Traditional cash on cash: 4.38% Airbnb Rental Income: $1827 Traditional Rental Income: $1883 Airbnb ROI: 2.34% Traditional ROI: 4.38%
594 GREEN SPRING CIRCLE Winter Springs, FL Welcome Home to this ADORABLE, COZY TWO-BEDROOM TOWNHOME, in the highly sought-after commu...	2 beds \| 2 baths \| 1,347 sq.ft.	$255,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.56% Airbnb Rental Income: $1652 Traditional Rental Income: $1905 Airbnb ROI: 1.58% Traditional ROI: 4.56%

Your search for investment property begins and ends here

Townhouses for Sale in Winter Springs, FL

466 CLUB DR

Winter Springs, FL

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

$282,000

Airbnb cash on cash: 1.25%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1827

Traditional Rental Income: $2075

Airbnb ROI: 1.25%

Traditional ROI: 4.04%

4522 BROOK HOLLOW CIRCLE

Winter Springs, FL

2 beds | 2 baths | 1,108 sq.ft.

$270,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $1652

Traditional Rental Income: $1701

Airbnb ROI: 1.15%

Traditional ROI: 3.17%

451 HARBOR WINDS COURT

Winter Springs, FL

3 beds | 3 baths | 1,914 sq.ft.

$374,900

Airbnb cash on cash: 0.68%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $1827

Traditional Rental Income: $2496

Airbnb ROI: 0.68%

Traditional ROI: 3.99%

1432 WINTER WHARF LANE

Winter Springs, FL

3 beds | 4 baths | 2,184 sq.ft.

$400,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $1827

Traditional Rental Income: $3148

Airbnb ROI: 0.25%

Traditional ROI: 5.09%

701 CASTLEWOOD DRIVE

Winter Springs, FL

3 beds | 2 baths | 1,470 sq.ft.

$295,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $1827

Traditional Rental Income: $2045

Airbnb ROI: 2.15%

Traditional ROI: 4.71%

602 CASA PARK COURT F

Winter Springs, FL

2 beds | 3 baths | 1,156 sq.ft.

$254,999

Airbnb cash on cash: 1.96%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $1652

Traditional Rental Income: $1760

Airbnb ROI: 1.96%

Traditional ROI: 4.34%

718 LAKESIDE DRIVE

Winter Springs, FL

2 beds | 2 baths | 1,166 sq.ft.

$298,900

Airbnb cash on cash: 1.51%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1652

Traditional Rental Income: $1824

Airbnb ROI: 1.51%

Traditional ROI: 3.77%

1354 MILL STREAM LANE

Winter Springs, FL

3 beds | 4 baths | 2,288 sq.ft.

$429,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1827

Traditional Rental Income: $2593

Airbnb ROI: 0.25%