Real Estate Investment Properties for Sale in Winnetka, CA

Looking for investment property in Winnetka, CA with high ROI ?

Explore a variety of short-term homes & houses in Winnetka, CA. Invest wisely with VRBO & Winnetka, CA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Winnetka, CA

Search for Single Family Residential for Sale in Winnetka, California. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 56 Single Family Residential 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
7647 Mason Avenue Winnetka, CA Lush Pool Home with Solar & Fruit Trees in the Heart of Winnetka! Discover comfort, style,...	3 beds \| 2 baths \| 2,073 sq.ft.	$868,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 4.04% Airbnb Rental Income: $8334 Traditional Rental Income: $4775 Airbnb ROI: 6.49% Traditional ROI: 4.04%
8140 Quartz Avenue Winnetka, CA PRICE IMPROVEMENT Welcome to 8140 Quartz Avenueâa beautifully maintained two-story h...	4 beds \| 3 baths \| 2,791 sq.ft.	$1,150,000	Airbnb cash on cash: 7.71% Traditional cash on cash: 4.76% Airbnb Rental Income: $12488 Traditional Rental Income: $7056 Airbnb ROI: 7.71% Traditional ROI: 4.76%
19947 Cantara Street Winnetka, CA Price Improvement.!!!!!Welcome to your private resort style retreat, tucked away on a sere...	4 beds \| 3 baths \| 1,924 sq.ft.	$1,049,900	Airbnb cash on cash: 8.61% Traditional cash on cash: 3.13% Airbnb Rental Income: $12488 Traditional Rental Income: $4865 Airbnb ROI: 8.61% Traditional ROI: 3.13%
7936 Laramie Avenue Winnetka, CA NEW NEW NEW Elegant 4-Bed, 3-Bath Pool Home with Solar. Welcome to this beautifully upgrad...	4 beds \| 1 baths \| 2,212 sq.ft.	$970,000	Airbnb cash on cash: 9.46% Traditional cash on cash: 4.19% Airbnb Rental Income: $12488 Traditional Rental Income: $5460 Airbnb ROI: 9.46% Traditional ROI: 4.19%
20028 Strathern Street Winnetka, CA Welcome to 20028 Strathern St.âa truly exceptional residence nestled in the heart of Win...	4 beds \| 2 baths \| 1,924 sq.ft.	$1,079,000	Airbnb cash on cash: 8.54% Traditional cash on cash: 2.16% Airbnb Rental Income: $12488 Traditional Rental Income: $3809 Airbnb ROI: 8.54% Traditional ROI: 2.16%
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%
20254 Stagg Street Winnetka, CA Newly updated 4 BR 3BA detached home. 1 BR 1BA downstairs for easy living. Master BR with ...	4 beds \| 3 baths \| 2,288 sq.ft.	$998,500	Airbnb cash on cash: 9.14% Traditional cash on cash: 1.84% Airbnb Rental Income: $12488 Traditional Rental Income: $3433 Airbnb ROI: 9.14% Traditional ROI: 1.84%
7801 Kelvin Avenue Winnetka, CA Welcome to this stunning Winnetka corner-lot home sitting on a sprawling almost 11,000 sqf...	4 beds \| 3 baths \| 1,980 sq.ft.	$1,149,000	Airbnb cash on cash: 7.72% Traditional cash on cash: 2.3% Airbnb Rental Income: $12488 Traditional Rental Income: $4423 Airbnb ROI: 7.72% Traditional ROI: 2.3%
20428 Roscoe Boulevard Winnetka, CA Welcome to 20428 Roscoe Blvd, Winnetka, CA. A Thoughtfully Updated Home in the Heart of th...	3 beds \| 2 baths \| 1,380 sq.ft.	$878,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 1.3% Airbnb Rental Income: $8334 Traditional Rental Income: $2592 Airbnb ROI: 6.39% Traditional ROI: 1.3%
20431 Stagg Street Winnetka, CA This light-filled home sits on a spacious corner lot with full block walls for privacy. Th...	3 beds \| 2 baths \| 1,313 sq.ft.	$799,000	Airbnb cash on cash: 7.47% Traditional cash on cash: 3.12% Airbnb Rental Income: $8334 Traditional Rental Income: $3519 Airbnb ROI: 7.47% Traditional ROI: 3.12%
8401 Fullbright Avenue Winnetka, CA Welcome to your dream home in the heart of Winnetka, where comfort, charm, and modern livi...	3 beds \| 3 baths \| 1,375 sq.ft.	$949,998	Airbnb cash on cash: 5.86% Traditional cash on cash: 3.25% Airbnb Rental Income: $8334 Traditional Rental Income: $4448 Airbnb ROI: 5.86% Traditional ROI: 3.25%
20341 Schoenborn Street Winnetka, CA Fully remodeled from top to bottom, this beautifully designed Winnetka home offers modern ...	3 beds \| 2 baths \| 1,330 sq.ft.	$979,900	Airbnb cash on cash: 5.93% Traditional cash on cash: 2.95% Airbnb Rental Income: $8334 Traditional Rental Income: $4038 Airbnb ROI: 5.93% Traditional ROI: 2.95%
20415 Roscoe Boulevard Winnetka, CA MAJOR PRICE REDUCTION!!! SELLER WANTS IT SOLD!!! Beautiful pool home in the city of Winn...	3 beds \| 2 baths \| 1,321 sq.ft.	$774,900	Airbnb cash on cash: 7.47% Traditional cash on cash: 2.98% Airbnb Rental Income: $8334 Traditional Rental Income: $3514 Airbnb ROI: 7.47% Traditional ROI: 2.98%
20308 Mobile St Winnetka, CA Amazing opportunity for buyers looking for an income property. Nestled in Winnetka's covet...	5 beds \| 4 baths \| 2,600 sq.ft.	$1,295,000	Airbnb cash on cash: 8.05% Traditional cash on cash: 1.01% Airbnb Rental Income: $14506 Traditional Rental Income: $3427 Airbnb ROI: 8.05% Traditional ROI: 1.01%
8467 Penfield Avenue Winnetka, CA The front of the home is beautifully manicured and features impressive Roman-style pillars...	3 beds \| 3 baths \| 2,276 sq.ft.	$959,000	Airbnb cash on cash: 5.71% Traditional cash on cash: 3.88% Airbnb Rental Income: $8334 Traditional Rental Income: $5118 Airbnb ROI: 5.71% Traditional ROI: 3.88%
7826 Winnetka Avenue Winnetka, CA Enjoy the best of San Fernando Valley living in this spacious and updated two-story home o...	3 beds \| 3 baths \| 2,070 sq.ft.	$919,000	Airbnb cash on cash: 6.03% Traditional cash on cash: 2.48% Airbnb Rental Income: $8334 Traditional Rental Income: $3714 Airbnb ROI: 6.03% Traditional ROI: 2.48%
6757 Stephanie Place Winnetka, CA Welcome to this beautifully renovated 3 Bedroom, 2 Bathroom single-family home in the hear...	3 beds \| 2 baths \| 1,246 sq.ft.	$848,800	Airbnb cash on cash: 6.67% Traditional cash on cash: 3.04% Airbnb Rental Income: $8334 Traditional Rental Income: $3881 Airbnb ROI: 6.67% Traditional ROI: 3.04%
19714 Lull Street Winnetka, CA This two-story home is on a quiet cul-de-sac in a charming neighborhood in Winnetka. It fe...	4 beds \| 3 baths \| 1,974 sq.ft.	$939,000	Airbnb cash on cash: 9.73% Traditional cash on cash: 4.19% Airbnb Rental Income: $12488 Traditional Rental Income: $5379 Airbnb ROI: 9.73% Traditional ROI: 4.19%
19910 Cantara Street Winnetka, CA Beautiful 2 story home in Winnetka. This well maintained home features hardwood floors and...	4 beds \| 3 baths \| 2,140 sq.ft.	$979,900	Airbnb cash on cash: 9.35% Traditional cash on cash: 2.73% Airbnb Rental Income: $12488 Traditional Rental Income: $4184 Airbnb ROI: 9.35% Traditional ROI: 2.73%
20322 Cantara Street Winnetka, CA Welcome to this beautifully updated 3bd/2ba home with a pool in Winnetka. Stunning curb ap...	3 beds \| 2 baths \| 1,241 sq.ft.	$950,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 2.34% Airbnb Rental Income: $8334 Traditional Rental Income: $3858 Airbnb ROI: 5.62% Traditional ROI: 2.34%
8366 Oakdale Avenue Winnetka, CA Versatile living with room to grow in the heart of Winnetka! This spacious and multi-funct...	3 beds \| 2 baths \| 2,115 sq.ft.	$1,019,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 2.59% Airbnb Rental Income: $8334 Traditional Rental Income: $4211 Airbnb ROI: 5.27% Traditional ROI: 2.59%
20450 Bassett Street Winnetka, CA Almost 2000 sq ft home located in a cul-de-sac. Formal Dining w attached Living room, as w...	3 beds \| 2 baths \| 1,908 sq.ft.	$873,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 3.51% Airbnb Rental Income: $8334 Traditional Rental Income: $4373 Airbnb ROI: 6.44% Traditional ROI: 3.51%
8527 Casaba Avenue Winnetka, CA Move-In-Ready 3 Bed \| 2 Bath Pool Home on Oversized Lot in Winnetka, CA (Income Potential ...	3 beds \| 2 baths \| 1,300 sq.ft.	$895,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 2.45% Airbnb Rental Income: $8334 Traditional Rental Income: $3601 Airbnb ROI: 6.24% Traditional ROI: 2.45%
7800 Winnetka Avenue Winnetka, CA Charming Winnetka Home with endless potential! Welcome to 7800 Winnetka Ave, offer a spac...	3 beds \| 3 baths \| 2,039 sq.ft.	$799,950	Airbnb cash on cash: 7.18% Traditional cash on cash: 3.96% Airbnb Rental Income: $8334 Traditional Rental Income: $4353 Airbnb ROI: 7.18% Traditional ROI: 3.96%
20612 Covello Street Winnetka, CA Discover the charm and comfort of 20612 Covello St, Winnetka, CA 91306. This inviting 3-be...	3 beds \| 2 baths \| 2,129 sq.ft.	$899,999	Airbnb cash on cash: 6.2% Traditional cash on cash: 3.42% Airbnb Rental Income: $8334 Traditional Rental Income: $4433 Airbnb ROI: 6.2% Traditional ROI: 3.42%
8328 N Cooper Place Winnetka, CA Welcome to Cooper Place! This newer-built traditional Modern Farmhouse features 4 bedrooms...	4 beds \| 3 baths \| 2,507 sq.ft.	$1,290,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 3% Airbnb Rental Income: $12488 Traditional Rental Income: $5779 Airbnb ROI: 6.7% Traditional ROI: 3%
20828 Blythe Street Winnetka, CA Here's the deal of the month! An amazing opportunity to roll up your sleeves, add your per...	3 beds \| 2 baths \| 2,258 sq.ft.	$879,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 3.27% Airbnb Rental Income: $8334 Traditional Rental Income: $4204 Airbnb ROI: 6.39% Traditional ROI: 3.27%
7830 Fairchild Avenue Winnetka, CA Stylishly Renovated Pool Home in Winnetka Welcome to 7830 Fairchild Ave â a 4-bedroom...	4 beds \| 2 baths \| 1,704 sq.ft.	$999,000	Airbnb cash on cash: 9.14% Traditional cash on cash: 3.05% Airbnb Rental Income: $12488 Traditional Rental Income: $4561 Airbnb ROI: 9.14% Traditional ROI: 3.05%
20646 Hatton Street Winnetka, CA OUTSTANDING MODERN MASTERPIECE \| WELCOME TO THIS 3 BEDROOMS 2 FULL BATHS HOME BEAUTIFULLY ...	3 beds \| 2 baths \| 1,986 sq.ft.	$1,154,777	Airbnb cash on cash: 4.45% Traditional cash on cash: 2.12% Airbnb Rental Income: $8334 Traditional Rental Income: $4250 Airbnb ROI: 4.45% Traditional ROI: 2.12%
20716 Community Street Winnetka, CA This well-maintained family home has been filled with years of love and lifeâand it show...	3 beds \| 2 baths \| 1,566 sq.ft.	$800,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 3.62% Airbnb Rental Income: $8334 Traditional Rental Income: $4102 Airbnb ROI: 7.18% Traditional ROI: 3.62%
20406 Londelius Street Winnetka, CA TWO HOUSES ON ONE LOT !! EACH WITH A SEPARATE PRIVATE ENTRANCE AND SEPARATE ADDRESS. A RAR...	4 beds \| 3 baths \| 2,184 sq.ft.	$1,349,500	Airbnb cash on cash: 6.32% Traditional cash on cash: 2.21% Airbnb Rental Income: $12488 Traditional Rental Income: $5063 Airbnb ROI: 6.32% Traditional ROI: 2.21%
20401 Napa Street Winnetka, CA Welcome to this beautifully maintained turnkey 3-bedroom, 2-bath home featuring a bonus co...	3 beds \| 2 baths \| 1,625 sq.ft.	$899,900	Airbnb cash on cash: 6.2% Traditional cash on cash: 2.6% Airbnb Rental Income: $8334 Traditional Rental Income: $3740 Airbnb ROI: 6.2% Traditional ROI: 2.6%
19931 LORNE Winnetka, CA Huge price reduction Motivated seller wants to see all the offers. Winnetka great locatio...	3 beds \| 2 baths \| 1,627 sq.ft.	$849,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 3.52% Airbnb Rental Income: $8334 Traditional Rental Income: $4263 Airbnb ROI: 6.67% Traditional ROI: 3.52%

Your search for investment property begins and ends here

Single Family Homes for Sale in Winnetka, CA

7647 Mason Avenue

Winnetka, CA

3 beds | 2 baths | 2,073 sq.ft.

$868,000

Airbnb cash on cash: 6.49%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $8334

Traditional Rental Income: $4775

Airbnb ROI: 6.49%

Traditional ROI: 4.04%

8140 Quartz Avenue

Winnetka, CA

4 beds | 3 baths | 2,791 sq.ft.

$1,150,000

Airbnb cash on cash: 7.71%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $12488

Traditional Rental Income: $7056

Airbnb ROI: 7.71%

Traditional ROI: 4.76%

19947 Cantara Street

Winnetka, CA

4 beds | 3 baths | 1,924 sq.ft.

$1,049,900

Airbnb cash on cash: 8.61%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $12488

Traditional Rental Income: $4865

Airbnb ROI: 8.61%

Traditional ROI: 3.13%

7936 Laramie Avenue

Winnetka, CA

4 beds | 1 baths | 2,212 sq.ft.

$970,000

Airbnb cash on cash: 9.46%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $12488

Traditional Rental Income: $5460

Airbnb ROI: 9.46%

Traditional ROI: 4.19%

20028 Strathern Street

Winnetka, CA

4 beds | 2 baths | 1,924 sq.ft.

$1,079,000

Airbnb cash on cash: 8.54%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $12488

Traditional Rental Income: $3809

Airbnb ROI: 8.54%

Traditional ROI: 2.16%

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%

20254 Stagg Street

Winnetka, CA

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

$998,500

Airbnb cash on cash: 9.14%

Traditional cash on cash: 1.84%

Airbnb Rental Income: $12488

Traditional Rental Income: $3433

Airbnb ROI: 9.14%

Traditional ROI: 1.84%

7801 Kelvin Avenue

Winnetka, CA

4 beds | 3 baths | 1,980 sq.ft.

$1,149,000

Airbnb cash on cash: 7.72%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $12488

Traditional Rental Income: $4423

Airbnb ROI: 7.72%