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.

Fort Worth Investment Property for Sale in Winter Springs, FL

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

Showing 109 Fort Worth Investment Property 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
90 MOREE LOOP #15 Winter Springs, FL Welcome home to this beautifully updated 3-bedroom, 2- bath condo in the heart of Seminole...	3 beds \| 2 baths \| 1,187 sq.ft.	$199,900	Airbnb cash on cash: 4.31% Traditional cash on cash: 6.44% Airbnb Rental Income: $1827 Traditional Rental Income: $1739 Airbnb ROI: 4.31% Traditional ROI: 6.44%
80 MOREE LOOP #10 Winter Springs, FL Welcome to The Highlands, a highly sought-after community in Winter Springs! This inviting...	3 beds \| 2 baths \| 1,187 sq.ft.	$175,000	Airbnb cash on cash: 5.03% Traditional cash on cash: 8.01% Airbnb Rental Income: $1827 Traditional Rental Income: $1830 Airbnb ROI: 5.03% Traditional ROI: 8.01%
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%
1166 MAPIMI COURT Winter Springs, FL This move-in ready gem with a BRAND NEW AC SYSTEM (2025) is nestled on a quiet cul-de-sac ...	3 beds \| 2 baths \| 1,284 sq.ft.	$375,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.35% Airbnb Rental Income: $1827 Traditional Rental Income: $2015 Airbnb ROI: 1.41% Traditional ROI: 3.35%
792 SENECA MEADOWS ROAD Winter Springs, FL Welcome to the highly sought after gated community of Parkstone in Winter Springs, an esta...	4 beds \| 3 baths \| 2,375 sq.ft.	$580,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 2.94% Airbnb Rental Income: $3833 Traditional Rental Income: $2819 Airbnb ROI: 3.28% Traditional ROI: 2.94%
1432 WINTER WHARF LANE Winter Springs, FL One or more photo(s) has been virtually staged. Welcome to Jesups Landing, one of Winter S...	3 beds \| 4 baths \| 2,184 sq.ft.	$410,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.94% Airbnb Rental Income: $1827 Traditional Rental Income: $3148 Airbnb ROI: 0.22% Traditional ROI: 4.94%
718 GLEN EAGLE DRIVE Winter Springs, FL Glen Eagle Elegant Custom Pool Home in Tuscawilla. Welcome to this beautiful home in the ...	4 beds \| 5 baths \| 3,004 sq.ft.	$839,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.26% Airbnb Rental Income: $3833 Traditional Rental Income: $4397 Airbnb ROI: 1.47% Traditional ROI: 3.26%
1155 OAK CREEK COURT Winter Springs, FL Under contract-accepting backup offers. Peace, privacy, and timeless comfort await at this...	4 beds \| 3 baths \| 3,058 sq.ft.	$689,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 3.83% Airbnb Rental Income: $3833 Traditional Rental Income: $3771 Airbnb ROI: 2.64% Traditional ROI: 3.83%
707 CONESUS LANE Winter Springs, FL Welcome to this stunning 4-bedroom, 3-bath ranch-style pool home in the highly desirable T...	4 beds \| 3 baths \| 2,732 sq.ft.	$860,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 2.47% Airbnb Rental Income: $3833 Traditional Rental Income: $3683 Airbnb ROI: 1.63% Traditional ROI: 2.47%
715 GLEN EAGLE DRIVE Winter Springs, FL Under contract-accepting backup offers. Elevate your lifestyle in this stunning, single-st...	4 beds \| 4 baths \| 2,800 sq.ft.	$825,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.44% Airbnb Rental Income: $3833 Traditional Rental Income: $4470 Airbnb ROI: 1.54% Traditional ROI: 3.44%
878 ELGIN DRIVE Winter Springs, FL MOTIVATED SELLER/ AS IS CONTRACT- Step into comfort and flexibility at 878 Elgin Dr in Win...	4 beds \| 3 baths \| 2,008 sq.ft.	$399,999	Airbnb cash on cash: 5.18% Traditional cash on cash: 4.25% Airbnb Rental Income: $3833 Traditional Rental Income: $2656 Airbnb ROI: 5.18% Traditional ROI: 4.25%
515 SEASONS COURT Winter Springs, FL One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled ...	3 beds \| 2 baths \| 1,101 sq.ft.	$315,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.53% Airbnb Rental Income: $1827 Traditional Rental Income: $1873 Airbnb ROI: 1.71% Traditional ROI: 3.53%
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%
1314 Augusta National Blvd Winter Springs, FL Pay in Bitcoin for this modern, yet cozy family home in Tuscawilla, for sale by owner! Sp...	3 beds \| 3 baths \| 2,004 sq.ft.	$600,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 2.23% Airbnb Rental Income: $1827 Traditional Rental Income: $2508 Airbnb ROI: 0.14% Traditional ROI: 2.23%
718 LAKESIDE DRIVE Winter Springs, FL SPACIOUS, move in ready, with LOW HOA , Welcome to 718 LAKESIDE Drive in the heart of Wint...	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%
944 TORREY PINE DRIVE Winter Springs, FL This light-filled home boasts beautiful views from the side of the home with a serene pond...	4 beds \| 3 baths \| 2,386 sq.ft.	$529,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 5.03% Airbnb Rental Income: $3833 Traditional Rental Income: $3942 Airbnb ROI: 3.13% Traditional ROI: 5.03%
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%
213 HEATHERWOOD COURT Winter Springs, FL Welcome to luxury living in the gated community of the Reserve at Tuscawilla! This elegant...	4 beds \| 4 baths \| 3,499 sq.ft.	$975,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 1.11% Airbnb Rental Income: $3833 Traditional Rental Income: $3336 Airbnb ROI: 0.75% Traditional ROI: 1.11%
611 CASA PARK A COURT Winter Springs, FL Welcome to this beautifully updated 2 Bed, 2.5 Bath townhome nestled in the desirable Casa...	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%
1626 WOOD DUCK DRIVE Winter Springs, FL One or more photo(s) has been virtually staged. ***Welcome to your next opportunity in Tus...	4 beds \| 4 baths \| 4,335 sq.ft.	$975,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.37% Airbnb Rental Income: $3833 Traditional Rental Income: $4333 Airbnb ROI: 0.91% Traditional ROI: 2.37%
746 N GRETNA COURT Winter Springs, FL Welcome to Your Dream Home in The Highlands of Winter Springs! This beautifully maintaine...	3 beds \| 2 baths \| 1,652 sq.ft.	$425,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.34% Airbnb Rental Income: $1827 Traditional Rental Income: $2358 Airbnb ROI: 0.77% Traditional ROI: 3.34%
600 NORTHERN WAY #502 Winter Springs, FL Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offer...	3 beds \| 2 baths \| 1,425 sq.ft.	$284,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 4.68% Airbnb Rental Income: $1827 Traditional Rental Income: $2106 Airbnb ROI: 1.8% Traditional ROI: 4.68%
540 SEVEN OAKS BOULEVARD Winter Springs, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ac...	5 beds \| 4 baths \| 3,108 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.05% Airbnb Rental Income: $null Traditional Rental Income: $3752 Airbnb ROI: N/A Traditional ROI: 5.05%
122 STONE GABLE CIR Winter Springs, FL ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE H...	3 beds \| 3 baths \| 2,147 sq.ft.	$499,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 3.16% Airbnb Rental Income: $1827 Traditional Rental Income: $2672 Airbnb ROI: 0.29% Traditional ROI: 3.16%
452 Harbor Winds Court Winter Springs, FL Don't miss this beautifully maintained 3-bedroom, 2.5-bathroom townhome offering 1,914 sq ...	3 beds \| 3 baths \| 1,914 sq.ft.	$347,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 4.63% Airbnb Rental Income: $1827 Traditional Rental Income: $2293 Airbnb ROI: 1.68% Traditional ROI: 4.63%
1178 BLACK WALNUT COURT Winter Springs, FL One or more photo(s) has been virtually staged. Step into this gorgeous home at 1178 Black...	4 beds \| 3 baths \| 2,841 sq.ft.	$625,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.82% Airbnb Rental Income: $3833 Traditional Rental Income: $3394 Airbnb ROI: 3.15% Traditional ROI: 3.82%
4052 FALLING LILLY COURT Winter Springs, FL One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 3.5-ba...	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%
45 S EDGEMON AVENUE Winter Springs, FL LOCATION LOCATION LOCATION This charming fully renovated home offers 3-bedroom, 2-bathroom...	3 beds \| 2 baths \| 1,387 sq.ft.	$365,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 4.81% Airbnb Rental Income: $1827 Traditional Rental Income: $2372 Airbnb ROI: 1.78% Traditional ROI: 4.81%
1565 CORKERY COURT Winter Springs, FL One or more photo(s) has been virtually staged. Seller is extremely motivated and will giv...	3 beds \| 3 baths \| 1,846 sq.ft.	$475,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.76% Airbnb Rental Income: $1827 Traditional Rental Income: $2505 Airbnb ROI: -0.87% Traditional ROI: 1.76%
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.	$399,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 2.33% Airbnb Rental Income: $1652 Traditional Rental Income: $2555 Airbnb ROI: -1.32% Traditional ROI: 2.33%
701 PALENCI COURT Winter Springs, FL Under contract-accepting backup offers. **Equity opportunity for a savvy buyer. Please che...	4 beds \| 4 baths \| 3,489 sq.ft.	$688,500	Airbnb cash on cash: 2.43% Traditional cash on cash: 4.79% Airbnb Rental Income: $3833 Traditional Rental Income: $4520 Airbnb ROI: 2.43% Traditional ROI: 4.79%
811 GATEHOUSE DRIVE Winter Springs, FL A rare gem in a sought-after location, this stunning single-story ranch home sits on a nea...	3 beds \| 2 baths \| 2,022 sq.ft.	$494,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.84% Airbnb Rental Income: $1827 Traditional Rental Income: $2879 Airbnb ROI: 0.5% Traditional ROI: 3.84%
703 SAILFISH ROAD Winter Springs, FL One or more photo(s) has been virtually staged. Welcome to this charming, move-in-ready ho...	3 beds \| 2 baths \| 1,262 sq.ft.	$379,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.95% Airbnb Rental Income: $1827 Traditional Rental Income: $1948 Airbnb ROI: 1.23% Traditional ROI: 2.95%
294 SAN GABRIEL STREET Winter Springs, FL One or more photo(s) has been virtually staged. Charming 2-bedroom, 2-bath, Move-In-Ready ...	2 beds \| 2 baths \| 1,105 sq.ft.	$260,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.04% Airbnb Rental Income: $1652 Traditional Rental Income: $1751 Airbnb ROI: 1.75% Traditional ROI: 4.04%
835 DYSON DRIVE Winter Springs, FL Under contract-accepting backup offers. Nestled on a sprawling 2.24-acre lot with NO HOA i...	4 beds \| 4 baths \| 3,595 sq.ft.	$1,020,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.92% Airbnb Rental Income: $3833 Traditional Rental Income: $5370 Airbnb ROI: 1.43% Traditional ROI: 3.92%
1204 SWAN STREET Winter Springs, FL Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door sho...	4 beds \| 3 baths \| 3,334 sq.ft.	$785,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 3.29% Airbnb Rental Income: $3833 Traditional Rental Income: $3568 Airbnb ROI: 2.52% Traditional ROI: 3.29%
1121 ARBOR GLEN CIRCLE Winter Springs, FL WELCOME TO PARADISE! Unbeatable price for this stunning, move-in ready custom pool home in...	4 beds \| 3 baths \| 2,757 sq.ft.	$819,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.22% Airbnb Rental Income: $3833 Traditional Rental Income: $3715 Airbnb ROI: 2.29% Traditional ROI: 3.22%
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.	$322,497	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%
912 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL The lowest priced single Family 3 bedroom home in Tuscawilla! Welcome to your peaceful ret...	3 beds \| 2 baths \| 1,795 sq.ft.	$389,900	Airbnb cash on cash: 1.47% Traditional cash on cash: 4.38% Airbnb Rental Income: $1827 Traditional Rental Income: $2398 Airbnb ROI: 1.47% Traditional ROI: 4.38%

Your search for investment property begins and ends here

Fort Worth Investment Property for Sale in Winter Springs, FL

90 MOREE LOOP #15

Winter Springs, FL

3 beds | 2 baths | 1,187 sq.ft.

$199,900

Airbnb cash on cash: 4.31%

Traditional cash on cash: 6.44%

Airbnb Rental Income: $1827

Traditional Rental Income: $1739

Airbnb ROI: 4.31%

Traditional ROI: 6.44%

80 MOREE LOOP #10

Winter Springs, FL

3 beds | 2 baths | 1,187 sq.ft.

$175,000

Airbnb cash on cash: 5.03%

Traditional cash on cash: 8.01%

Airbnb Rental Income: $1827

Traditional Rental Income: $1830

Airbnb ROI: 5.03%

Traditional ROI: 8.01%

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%

1166 MAPIMI COURT

Winter Springs, FL

3 beds | 2 baths | 1,284 sq.ft.

$375,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1827

Traditional Rental Income: $2015

Airbnb ROI: 1.41%

Traditional ROI: 3.35%

792 SENECA MEADOWS ROAD

Winter Springs, FL

4 beds | 3 baths | 2,375 sq.ft.

$580,000

Airbnb cash on cash: 3.28%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $3833

Traditional Rental Income: $2819

Airbnb ROI: 3.28%

Traditional ROI: 2.94%

1432 WINTER WHARF LANE

Winter Springs, FL

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

$410,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $1827

Traditional Rental Income: $3148

Airbnb ROI: 0.22%

Traditional ROI: 4.94%

718 GLEN EAGLE DRIVE

Winter Springs, FL

4 beds | 5 baths | 3,004 sq.ft.

$839,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $3833

Traditional Rental Income: $4397

Airbnb ROI: 1.47%