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.

Townhouses for Sale in Windermere, FL

Search for Townhouse for Sale in Windermere, 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 22 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
12307 LANGSTAFF DRIVE Windermere, FL One or more photo(s) has been virtually staged. Live Where the Magic Happens! This beautif...	3 beds \| 3 baths \| 1,520 sq.ft.	$369,999	Airbnb cash on cash: 2.36% Traditional cash on cash: 3.4% Airbnb Rental Income: $2597 Traditional Rental Income: $2338 Airbnb ROI: 2.36% Traditional ROI: 3.4%
7462 BENTONSHIRE AVE Windermere, FL BIG price reduction for this move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC...	3 beds \| 3 baths \| 1,480 sq.ft.	$359,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 3.45% Airbnb Rental Income: $2597 Traditional Rental Income: $2285 Airbnb ROI: 2.53% Traditional ROI: 3.45%
7482 BENTONSHIRE AVENUE Windermere, FL Under contract-accepting backup offers. Discover this beautiful corner-unit townhome locat...	3 beds \| 3 baths \| 1,428 sq.ft.	$399,900	Airbnb cash on cash: 2.61% Traditional cash on cash: 3.54% Airbnb Rental Income: $2597 Traditional Rental Income: $2324 Airbnb ROI: 2.61% Traditional ROI: 3.54%
7777 MOSER AVENUE Windermere, FL BACK ON MARKET DUE TO BUYER DEFAULT - This upscale, meticulously maintained end-unit townh...	3 beds \| 3 baths \| 1,670 sq.ft.	$399,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.74% Airbnb Rental Income: $2597 Traditional Rental Income: $2434 Airbnb ROI: 1.52% Traditional ROI: 2.74%
13833 ANCILLA BOULEVARD Windermere, FL Under contract-accepting backup offers. Welcome to this ONE STORY TOWNHOME on a CORNER LOT...	2 beds \| 2 baths \| 1,155 sq.ft.	$355,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 2.84% Airbnb Rental Income: $4898 Traditional Rental Income: $1913 Airbnb ROI: 8.78% Traditional ROI: 2.84%
7418 BENTONSHIRE AVENUE Windermere, FL Experience the ideal blend of comfort, style, and convenience in the highly sought-after W...	2 beds \| 3 baths \| 1,228 sq.ft.	$330,000	Airbnb cash on cash: 9.2% Traditional cash on cash: 3.68% Airbnb Rental Income: $4898 Traditional Rental Income: $2183 Airbnb ROI: 9.2% Traditional ROI: 3.68%
13285 GORGONA ISLE DRIVE Windermere, FL One or more photo(s) has been virtually staged. Welcome to this meticulously maintained 2 ...	3 beds \| 3 baths \| 1,547 sq.ft.	$418,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 2.55% Airbnb Rental Income: $2597 Traditional Rental Income: $2315 Airbnb ROI: 1.68% Traditional ROI: 2.55%
11818 WATER RUN ALLEY Windermere, FL Under contract-accepting backup offers. SELLER OFFERS up to $3,000 toward buyer's closing ...	3 beds \| 3 baths \| 1,588 sq.ft.	$410,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 3.16% Airbnb Rental Income: $2597 Traditional Rental Income: $2601 Airbnb ROI: 1.53% Traditional ROI: 3.16%
12930 VENNETTA WAY Windermere, FL Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park,...	3 beds \| 3 baths \| 1,644 sq.ft.	$429,900	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.13% Airbnb Rental Income: $2597 Traditional Rental Income: $2336 Airbnb ROI: 2.24% Traditional ROI: 3.13%
12335 CRUXBURY DRIVE Windermere, FL PRICE REDUCED! Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a ...	2 beds \| 3 baths \| 1,510 sq.ft.	$369,999	Airbnb cash on cash: 8.48% Traditional cash on cash: 3.68% Airbnb Rental Income: $4898 Traditional Rental Income: $2227 Airbnb ROI: 8.48% Traditional ROI: 3.68%
5235 KEENES PHEASANT DRIVE Windermere, FL Under contract-accepting backup offers. Charming 3-Bedroom Townhome in a Prime Location! ...	3 beds \| 3 baths \| 1,462 sq.ft.	$377,900	Airbnb cash on cash: 2.09% Traditional cash on cash: 2.75% Airbnb Rental Income: $2597 Traditional Rental Income: $2211 Airbnb ROI: 2.09% Traditional ROI: 2.75%
8259 MARITIME FLAG STREET #4 Windermere, FL One or more photo(s) has been virtually staged. Experience the best of Windermere living! ...	3 beds \| 3 baths \| 1,460 sq.ft.	$320,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 3.17% Airbnb Rental Income: $2597 Traditional Rental Income: $2234 Airbnb ROI: 2.31% Traditional ROI: 3.17%
13333 GORGONA ISLE DRIVE Windermere, FL Welcome to this spacious 3-bedroom, 2.5-bath townhome located in one of Windermereâs mos...	3 beds \| 3 baths \| 1,779 sq.ft.	$460,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.37% Airbnb Rental Income: $2597 Traditional Rental Income: $2575 Airbnb ROI: 1.98% Traditional ROI: 3.37%
11636 WATER RUN ALLEY Windermere, FL This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the des...	3 beds \| 3 baths \| 1,584 sq.ft.	$428,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.06% Airbnb Rental Income: $2597 Traditional Rental Income: $2427 Airbnb ROI: 1.94% Traditional ROI: 3.06%
12716 LANGSTAFF DRIVE Windermere, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BA...	2 beds \| 3 baths \| 1,181 sq.ft.	$345,000	Airbnb cash on cash: 8.74% Traditional cash on cash: 3.38% Airbnb Rental Income: $4898 Traditional Rental Income: $2154 Airbnb ROI: 8.74% Traditional ROI: 3.38%
7411 RIPPLEPOINTE WAY Windermere, FL Under contract-accepting backup offers. Welcome to this impeccably maintained Windermere t...	3 beds \| 3 baths \| 1,948 sq.ft.	$440,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.06% Airbnb Rental Income: $2597 Traditional Rental Income: $2674 Airbnb ROI: 2.37% Traditional ROI: 4.06%
11692 WATER RUN ALLEY Windermere, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Se...	3 beds \| 3 baths \| 1,712 sq.ft.	$459,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.86% Airbnb Rental Income: $2597 Traditional Rental Income: $2515 Airbnb ROI: 1.6% Traditional ROI: 2.86%
13752 BRESSLER ALLEY Windermere, FL One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN ...	3 beds \| 3 baths \| 1,976 sq.ft.	$450,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.37% Airbnb Rental Income: $2597 Traditional Rental Income: $2806 Airbnb ROI: 1.39% Traditional ROI: 3.37%
7028 VENTNOR DRIVE Windermere, FL One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhom...	4 beds \| 3 baths \| 1,980 sq.ft.	$499,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.32% Airbnb Rental Income: $3311 Traditional Rental Income: $2658 Airbnb ROI: 2.13% Traditional ROI: 2.32%
7712 MOSER AVENUE Windermere, FL Welcome to 7712 Moser Avenue, a beautifully appointed and meticulously maintained three-be...	3 beds \| 3 baths \| 1,680 sq.ft.	$399,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 3% Airbnb Rental Income: $2597 Traditional Rental Income: $2371 Airbnb ROI: 1.94% Traditional ROI: 3%
7545 RIPPLEPOINTE WAY Windermere, FL This well-appointed 3-bedroom, 2.5-bath townhome in the desirable Lake Burden community fe...	3 beds \| 3 baths \| 1,620 sq.ft.	$429,900	Airbnb cash on cash: 1.65% Traditional cash on cash: 2.51% Airbnb Rental Income: $2597 Traditional Rental Income: $2321 Airbnb ROI: 1.65% Traditional ROI: 2.51%
11209 Grander Dr Windermere, FL 11209 Grander Dr, Windermere, FL 34786 \| Townhouse	3 beds \| 2 baths \| 1,893 sq.ft.	$439,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 2.86% Airbnb Rental Income: $2597 Traditional Rental Income: $2418 Airbnb ROI: 1.79% Traditional ROI: 2.86%

Your search for investment property begins and ends here

Townhouses for Sale in Windermere, FL

12307 LANGSTAFF DRIVE

Windermere, FL

3 beds | 3 baths | 1,520 sq.ft.

$369,999

Airbnb cash on cash: 2.36%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $2597

Traditional Rental Income: $2338

Airbnb ROI: 2.36%

Traditional ROI: 3.4%

7462 BENTONSHIRE AVE

Windermere, FL

3 beds | 3 baths | 1,480 sq.ft.

$359,000

Airbnb cash on cash: 2.53%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $2597

Traditional Rental Income: $2285

Airbnb ROI: 2.53%

Traditional ROI: 3.45%

7482 BENTONSHIRE AVENUE

Windermere, FL

3 beds | 3 baths | 1,428 sq.ft.

$399,900

Airbnb cash on cash: 2.61%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2597

Traditional Rental Income: $2324

Airbnb ROI: 2.61%

Traditional ROI: 3.54%

7777 MOSER AVENUE

Windermere, FL

3 beds | 3 baths | 1,670 sq.ft.

$399,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2597

Traditional Rental Income: $2434

Airbnb ROI: 1.52%

Traditional ROI: 2.74%

13833 ANCILLA BOULEVARD

Windermere, FL

2 beds | 2 baths | 1,155 sq.ft.

$355,000

Airbnb cash on cash: 8.78%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $4898

Traditional Rental Income: $1913

Airbnb ROI: 8.78%

Traditional ROI: 2.84%

7418 BENTONSHIRE AVENUE

Windermere, FL

2 beds | 3 baths | 1,228 sq.ft.

$330,000

Airbnb cash on cash: 9.2%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $4898

Traditional Rental Income: $2183

Airbnb ROI: 9.2%

Traditional ROI: 3.68%

13285 GORGONA ISLE DRIVE

Windermere, FL

3 beds | 3 baths | 1,547 sq.ft.

$418,000

Airbnb cash on cash: 1.68%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $2597

Traditional Rental Income: $2315

Airbnb ROI: 1.68%

Traditional ROI: 2.55%

11818 WATER RUN ALLEY

Windermere, FL

3 beds | 3 baths | 1,588 sq.ft.

$410,000

Airbnb cash on cash: 1.53%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $2597

Traditional Rental Income: $2601

Airbnb ROI: 1.53%