Airbnb Properties for Sale in Winnetka, CA

Looking for a vacation rental investment in Winnetka, CA with high ROI ?

Explore a range of newly added short-term rental homes in Winnetka, CA. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Winnetka, CA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
20216 Roscoe Boulevard #1 Winnetka, CA Discover modern living at its finest. Loveable Tri-level townhouse in gated community of ...	2 beds \| 2 baths \| 1,133 sq.ft.	$515,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 4.23% Airbnb Rental Income: $5460 Traditional Rental Income: $3365 Airbnb ROI: 6.3% Traditional ROI: 4.23%
20253 Keswick Street #109 Winnetka, CA Located in a quiet residential neighborhood, close to shopping and entertainment, this rar...	1 beds \| 1 baths \| 630 sq.ft.	$389,921	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.03% Airbnb Rental Income: $3229 Traditional Rental Income: $2076 Airbnb ROI: 3.19% Traditional ROI: 2.03%
8513 Corbin Avenue Winnetka, CA Welcome to 8513 Corbin Ave, where comfort meets outdoors adventure in the heart of Winnetk...	3 beds \| 2 baths \| 1,704 sq.ft.	$1,098,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 2.59% Airbnb Rental Income: $8334 Traditional Rental Income: $4534 Airbnb ROI: 4.77% Traditional ROI: 2.59%
19758 Hart Street Winnetka, CA Welcome to this beautifully remodeled, light-filled pool home in the heart of Winnetka! Th...	4 beds \| 3 baths \| 1,764 sq.ft.	$1,100,000	Airbnb cash on cash: 8.71% Traditional cash on cash: 3.07% Airbnb Rental Income: $12488 Traditional Rental Income: $4451 Airbnb ROI: 8.71% Traditional ROI: 3.07%
20243 Gifford St Winnetka, CA Welcome to your oasis in the heart of Winnetka, Los Angeles! Paid Off Solar Panels!. This ...	4 beds \| 2 baths \| 2,004 sq.ft.	$1,089,000	Airbnb cash on cash: 8.24% Traditional cash on cash: 2.67% Airbnb Rental Income: $12488 Traditional Rental Income: $4575 Airbnb ROI: 8.24% Traditional ROI: 2.67%
20159 Cohasset St #9 Winnetka, CA This 2-bedroom, 1-bathroom single-story corner unit condo is located in the gated Forest G...	2 beds \| 1 baths \| 890 sq.ft.	$359,000	Airbnb cash on cash: 9.43% Traditional cash on cash: 3.97% Airbnb Rental Income: $5460 Traditional Rental Income: $2521 Airbnb ROI: 9.43% Traditional ROI: 3.97%
20807 Vose Street Winnetka, CA Fantastic single level remodeled home with sparkling pool features 3 bedrooms, and 2.5 bat...	3 beds \| 3 baths \| 1,380 sq.ft.	$999,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 2.34% Airbnb Rental Income: $8334 Traditional Rental Income: $3901 Airbnb ROI: 5.41% Traditional ROI: 2.34%
7211 Cozycroft Avenue #34 Winnetka, CA Welcome home to your oasis in the middle of a city-living lifestyle, in one of Winnetka's ...	2 beds \| 2 baths \| 1,033 sq.ft.	$455,000	Airbnb cash on cash: 6.83% Traditional cash on cash: 3.99% Airbnb Rental Income: $5460 Traditional Rental Income: $3153 Airbnb ROI: 6.83% Traditional ROI: 3.99%
20134 Leadwell Street #263 Winnetka, CA Bring in The New Year with a completely remodeled 2 Bedroom, 2 Bathroom Condo in Winnetka....	2 beds \| 2 baths \| 884 sq.ft.	$425,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 3.64% Airbnb Rental Income: $5460 Traditional Rental Income: $2789 Airbnb ROI: 7.58% Traditional ROI: 3.64%
8351 Quartz Avenue Winnetka, CA Charming Winnetka Home with Fruitful Oasis Rare Opportunity: This classic Winnetka home...	3 beds \| 2 baths \| 2,047 sq.ft.	$1,035,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 3.2% Airbnb Rental Income: $8334 Traditional Rental Income: $4867 Airbnb ROI: 5.16% Traditional ROI: 3.2%
7038 Quakertown Avenue Winnetka, CA This Wonderful Winnetka home located in a quiet family neighborhood has 4 bedrooms & 1.75 ...	4 beds \| 2 baths \| 2,371 sq.ft.	$1,095,000	Airbnb cash on cash: 8.19% Traditional cash on cash: 3.54% Airbnb Rental Income: $12488 Traditional Rental Income: $5483 Airbnb ROI: 8.19% Traditional ROI: 3.54%
20134 Leadwell Street #303 Winnetka, CA Price improvement! Incredible opportunity to own a beautiful 2 bedroom 2 bath condo that h...	2 beds \| 2 baths \| 884 sq.ft.	$389,000	Airbnb cash on cash: 8.44% Traditional cash on cash: 4.25% Airbnb Rental Income: $5460 Traditional Rental Income: $2834 Airbnb ROI: 8.44% Traditional ROI: 4.25%
20055 Dampa Lane Winnetka, CA Back on Market at no fault of the seller! Buyer did not perform - Welcome to 20055 Dampa L...	3 beds \| 2 baths \| 1,822 sq.ft.	$819,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 1.57% Airbnb Rental Income: $8334 Traditional Rental Income: $2860 Airbnb ROI: 6.68% Traditional ROI: 1.57%
8116 Laramie Avenue Winnetka, CA Welcome Home! This Attractive 3 bedroom & 2 bath home features updated Granite Cook's Kit...	3 beds \| 2 baths \| 1,733 sq.ft.	$919,000	Airbnb cash on cash: 6.03% Traditional cash on cash: 1.55% Airbnb Rental Income: $8334 Traditional Rental Income: $2919 Airbnb ROI: 6.03% Traditional ROI: 1.55%
7745 Stagg Lane Winnetka, CA Enviably set in a gated Winnetka community, this newer-build residence offers modern livin...	4 beds \| 4 baths \| 3,047 sq.ft.	$1,339,000	Airbnb cash on cash: 6.27% Traditional cash on cash: 2.78% Airbnb Rental Income: $12488 Traditional Rental Income: $5872 Airbnb ROI: 6.27% Traditional ROI: 2.78%
8011 Irondale Avenue Winnetka, CA This single story 3-bedroom, 2-bathroom detached single family home sits on a huge corner ...	3 beds \| 1 baths \| 1,521 sq.ft.	$749,000	Airbnb cash on cash: 7.79% Traditional cash on cash: 3.28% Airbnb Rental Income: $8334 Traditional Rental Income: $3607 Airbnb ROI: 7.79% Traditional ROI: 3.28%
20327 Saticoy Street #205 Winnetka, CA This condo in the City of Winnetka sounds like a great opportunity for a new owner. Secure...	2 beds \| 2 baths \| 850 sq.ft.	$419,000	Airbnb cash on cash: 8.35% Traditional cash on cash: 4.76% Airbnb Rental Income: $5460 Traditional Rental Income: $2949 Airbnb ROI: 8.35% Traditional ROI: 4.76%
7808 Oso Ave Winnetka, CA Welcome to your dream home, where style meets comfort. This property is freshly painted in...	3 beds \| 2 baths \| 1,311 sq.ft.	$852,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 2.76% Airbnb Rental Income: $8334 Traditional Rental Income: $3679 Airbnb ROI: 6.64% Traditional ROI: 2.76%
20134 Leadwell St #217 Winnetka, CA Welcome to your beautifully renovated 2-bedroom, 2-bathroom condo in the highly sought-aft...	2 beds \| 2 baths \| 884 sq.ft.	$429,000	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.37% Airbnb Rental Income: $5460 Traditional Rental Income: $3505 Airbnb ROI: 7.5% Traditional ROI: 5.37%
20235 Keswick Street #115 Winnetka, CA Come see this remodeled 2-bedroom 2-bathroom first floor unit. The minute you open the doo...	2 beds \| 2 baths \| 1,021 sq.ft.	$489,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 4.46% Airbnb Rental Income: $5460 Traditional Rental Income: $3349 Airbnb ROI: 6.68% Traditional ROI: 4.46%
20657 Lull Street Winnetka, CA Welcome to 20657 Lull Street in the charming and highly desirable neighborhood of Winnetka...	3 beds \| 3 baths \| 1,925 sq.ft.	$925,000	Airbnb cash on cash: 5.98% Traditional cash on cash: 4.08% Airbnb Rental Income: $8334 Traditional Rental Income: $5114 Airbnb ROI: 5.98% Traditional ROI: 4.08%
20134 Leadwell Street #220 Winnetka, CA Welcome to this charming 2 bedrooms 1 bath condo located in the heart of Winnetka! Situate...	2 beds \| 1 baths \| 786 sq.ft.	$405,000	Airbnb cash on cash: 8.04% Traditional cash on cash: 2.58% Airbnb Rental Income: $5460 Traditional Rental Income: $2291 Airbnb ROI: 8.04% Traditional ROI: 2.58%
7924 Oso Ave Winnetka, CA Investor Special â Discounted Property for Quick Sale! Priced well below market value du...	3 beds \| 2 baths \| 1,676 sq.ft.	$699,000	Airbnb cash on cash: 8.47% Traditional cash on cash: 4.94% Airbnb Rental Income: $8334 Traditional Rental Income: $4459 Airbnb ROI: 8.47% Traditional ROI: 4.94%
7932 Casaba Avenue Winnetka, CA This is the one you've been waiting for! 3229 sqft home in one of the most desirable pocke...	5 beds \| 3 baths \| 3,229 sq.ft.	$1,150,000	Airbnb cash on cash: 9.29% Traditional cash on cash: 3.39% Airbnb Rental Income: $14506 Traditional Rental Income: $5598 Airbnb ROI: 9.29% Traditional ROI: 3.39%
20815 Keswick Street Winnetka, CA 3 bed + 2 bath 1,461 sq. ft. fixer home with plenty of potential in Winnetka! Front door l...	3 beds \| 2 baths \| 1,461 sq.ft.	$765,000	Airbnb cash on cash: 7.59% Traditional cash on cash: 3.99% Airbnb Rental Income: $8334 Traditional Rental Income: $4187 Airbnb ROI: 7.59% Traditional ROI: 3.99%
20044 Chase Street #42 Winnetka, CA Amazing opportunity to own this incredible single-story retreat! Set in a quiet, sought-af...	3 beds \| 2 baths \| 1,404 sq.ft.	$625,000	Airbnb cash on cash: 8.74% Traditional cash on cash: 3.38% Airbnb Rental Income: $8334 Traditional Rental Income: $3626 Airbnb ROI: 8.74% Traditional ROI: 3.38%
7535 Penfield Ave Winnetka, CA 7535 Penfield Ave, Winnetka, CA 91306 \| Single Family Residential	3 beds \| 1 baths \| 1,080 sq.ft.	$769,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 2.61% Airbnb Rental Income: $8334 Traditional Rental Income: $3220 Airbnb ROI: 7.54% Traditional ROI: 2.61%

Vacation Rentals in Winnetka

There are 34 vacation rental properties available for sale in the city of Winnetka . The median list price of Airbnb properties available for sale in Winnetka is $838,500 and the average price per square foot is $477. The cash on cash return on vacation rentals in Winnetka is 8.00%. The average monthly short term rental income in Winnetka is $8,334.

Winnetka, CA Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 34 Airbnb properties available for sale in Winnetka.

In 2024, the best neighborhood to buy short term rental property is Winnetka.

In December 2024, the average Airbnb occupancy rate in Winnetka is 89%.

Airbnb data on vacation rentals in Winnetka, CA is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winnetka, CA market insights, guest information and booking details, seasonality trends and historical Winnetka, CA Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Winnetka, CA

20216 Roscoe Boulevard #1

Winnetka, CA

2 beds | 2 baths | 1,133 sq.ft.

$515,000

Airbnb cash on cash: 6.3%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $5460

Traditional Rental Income: $3365

Airbnb ROI: 6.3%

Traditional ROI: 4.23%

20253 Keswick Street #109

Winnetka, CA

1 beds | 1 baths | 630 sq.ft.

$389,921

Airbnb cash on cash: 3.19%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $3229

Traditional Rental Income: $2076

Airbnb ROI: 3.19%

Traditional ROI: 2.03%

8513 Corbin Avenue

Winnetka, CA

3 beds | 2 baths | 1,704 sq.ft.

$1,098,000

Airbnb cash on cash: 4.77%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $8334

Traditional Rental Income: $4534

Airbnb ROI: 4.77%

Traditional ROI: 2.59%

19758 Hart Street

Winnetka, CA

4 beds | 3 baths | 1,764 sq.ft.

$1,100,000

Airbnb cash on cash: 8.71%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $12488

Traditional Rental Income: $4451

Airbnb ROI: 8.71%

Traditional ROI: 3.07%

20243 Gifford St

Winnetka, CA

4 beds | 2 baths | 2,004 sq.ft.

$1,089,000

Airbnb cash on cash: 8.24%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $12488

Traditional Rental Income: $4575

Airbnb ROI: 8.24%

Traditional ROI: 2.67%

20159 Cohasset St #9

Winnetka, CA

2 beds | 1 baths | 890 sq.ft.

$359,000

Airbnb cash on cash: 9.43%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $5460

Traditional Rental Income: $2521

Airbnb ROI: 9.43%

Traditional ROI: 3.97%

20807 Vose Street

Winnetka, CA

3 beds | 3 baths | 1,380 sq.ft.

$999,000

Airbnb cash on cash: 5.41%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $8334

Traditional Rental Income: $3901

Airbnb ROI: 5.41%

Traditional ROI: 2.34%

7211 Cozycroft Avenue #34

Winnetka, CA

2 beds | 2 baths | 1,033 sq.ft.

$455,000

Airbnb cash on cash: 6.83%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $5460

Traditional Rental Income: $3153

Airbnb ROI: 6.83%