Real Estate Investment Properties for Sale in Windermere, FL

Looking for investment property in Windermere, FL with high ROI ?

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

Search for Condo for Sale in Windermere, 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 7 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
14025 OASIS SPRINGS LANE #901 Windermere, FL *3D Tour on Virtual Tour Link 1* This immaculately kept, gated end unit townhome boast...	3 beds \| 3 baths \| 1,786 sq.ft.	$394,994	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.56% Airbnb Rental Income: $2597 Traditional Rental Income: $3189 Airbnb ROI: 1.28% Traditional ROI: 4.56%
8031 ENCHANTMENT DRIVE #GE Windermere, FL Under contract-accepting backup offers. MOTIVATED SELLER! Welcome to the GATED Windermere ...	3 beds \| 3 baths \| 1,826 sq.ft.	$385,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.25% Airbnb Rental Income: $2597 Traditional Rental Income: $2677 Airbnb ROI: 1.31% Traditional ROI: 3.25%
14242 DESERT HAVEN STREET #GE Windermere, FL Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a ...	3 beds \| 3 baths \| 1,534 sq.ft.	$340,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 3.98% Airbnb Rental Income: $2597 Traditional Rental Income: $2548 Airbnb ROI: 2.19% Traditional ROI: 3.98%
14234 DESERT HAVEN STREET #14234 Windermere, FL Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan a...	4 beds \| 3 baths \| 2,067 sq.ft.	$380,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 4.3% Airbnb Rental Income: $3311 Traditional Rental Income: $2878 Airbnb ROI: 3.43% Traditional ROI: 4.3%
8192 BOAT HOOK LOOP #205 Windermere, FL Stunning 3-Bedroom Condo in Lakeside at Lakes of Windermere, FL Welcome to your dream h...	3 beds \| 2 baths \| 1,455 sq.ft.	$345,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 3.92% Airbnb Rental Income: $2597 Traditional Rental Income: $2102 Airbnb ROI: 3.53% Traditional ROI: 3.92%
8277 MARITIME FLAG STREET #205 Windermere, FL PRICE REDUCED!!!! LOCATION LOCATION LOCATION! The living is easy and comfortable in this 3...	3 beds \| 2 baths \| 1,455 sq.ft.	$310,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.87% Airbnb Rental Income: $2597 Traditional Rental Income: $2194 Airbnb ROI: 3.12% Traditional ROI: 3.87%
8180 BOAT HOOK LOOP #108/301 Windermere, FL Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath C...	3 beds \| 2 baths \| 1,442 sq.ft.	$325,500	Airbnb cash on cash: 3.81% Traditional cash on cash: 4.17% Airbnb Rental Income: $2597 Traditional Rental Income: $2087 Airbnb ROI: 3.81% Traditional ROI: 4.17%

Your search for investment property begins and ends here

Condos for Sale in Windermere, FL

14025 OASIS SPRINGS LANE #901

Windermere, FL

3 beds | 3 baths | 1,786 sq.ft.

$394,994

Airbnb cash on cash: 1.28%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $2597

Traditional Rental Income: $3189

Airbnb ROI: 1.28%

Traditional ROI: 4.56%

8031 ENCHANTMENT DRIVE #GE

Windermere, FL

3 beds | 3 baths | 1,826 sq.ft.

$385,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $2597

Traditional Rental Income: $2677

Airbnb ROI: 1.31%

Traditional ROI: 3.25%

14242 DESERT HAVEN STREET #GE

Windermere, FL

3 beds | 3 baths | 1,534 sq.ft.

$340,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2597

Traditional Rental Income: $2548

Airbnb ROI: 2.19%

Traditional ROI: 3.98%

14234 DESERT HAVEN STREET #14234

Windermere, FL

4 beds | 3 baths | 2,067 sq.ft.

$380,000

Airbnb cash on cash: 3.43%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $3311

Traditional Rental Income: $2878

Airbnb ROI: 3.43%

Traditional ROI: 4.3%

8192 BOAT HOOK LOOP #205

Windermere, FL

3 beds | 2 baths | 1,455 sq.ft.

$345,000

Airbnb cash on cash: 3.53%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $2597

Traditional Rental Income: $2102

Airbnb ROI: 3.53%

Traditional ROI: 3.92%

8277 MARITIME FLAG STREET #205

Windermere, FL

3 beds | 2 baths | 1,455 sq.ft.

$310,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $2597

Traditional Rental Income: $2194

Airbnb ROI: 3.12%

Traditional ROI: 3.87%

8180 BOAT HOOK LOOP #108/301

Windermere, FL

3 beds | 2 baths | 1,442 sq.ft.

$325,500

Airbnb cash on cash: 3.81%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2597

Traditional Rental Income: $2087

Airbnb ROI: 3.81%

Traditional ROI: 4.17%

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