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.
Investment Property for Sale in Winnetka, CA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7647 Mason AveWinnetka, CALush 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%
|
20253 Keswick St #325Winnetka, CA2 Bedrooms+2 bathrooms bright unit with open floor model. High ceiling living room and bed... |
2 beds | 2 baths | 880 sq.ft. |
$440,000 |
Airbnb cash on cash: 7.08%
|
19833 Bassett StWinnetka, CAImmaculate remodeled Winnetka home located in a quiet family neighborhood has 4 bedrooms a... |
4 beds | 2 baths | 1,742 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 7.33%
|
20318 Blythe StWinnetka, CACALL DAVE HOCHMAN FOR INFO (818) 469-9392, 20318 Blythe Street, Winnetka ***BIDS WILL BE A... |
5 beds | 3 baths | 2,707 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 8.84%
|
20134 Leadwell St #332Winnetka, CAWelcome to this move-in ready top-floor unit located in the heart of Winnetka. Inside, the... |
2 beds | 2 baths | 884 sq.ft. |
$399,000 |
Airbnb cash on cash: 7.89%
|
8846 Laramie AveWinnetka, CAINCREDIBLE PRICE! This is a rare opportunity in a prime location! Itâs not often you fin... |
4 beds | 3 baths | 2,399 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 7.71%
|
20027 Community St #55Winnetka, CACall Holly Patterson for a private tour: 818-521-0323 Located in the serene âWoodlands i... |
3 beds | 3 baths | 1,587 sq.ft. |
$645,000 |
Airbnb cash on cash: 8.65%
|
20134 Leadwell St #159Winnetka, CADonât miss this rare opportunity to own a premier ground-floor, 2-bedroom, 2-bathroom re... |
2 beds | 2 baths | 884 sq.ft. |
$425,000 |
Airbnb cash on cash: 7.43%
|
8446 Penfield AveWinnetka, CAMASSIVE 22,000 SQ FT FLAT LOT!!! Located just minutes away from Northridge Mall. What sets... |
6 beds | 4 baths | 2,697 sq.ft. |
$2,135,000 |
Airbnb cash on cash: 4.89%
|
8620 Lubao AveWinnetka, CAThis exceptional income property offers the potential to generate approximately $10,900 (!... |
7 beds | 7 baths | 3,280 sq.ft. |
$1,795,000 |
Airbnb cash on cash: 4.89%
|
7445 Oakdale AveWinnetka, CAExceptional Investment Opportunity in Prime Winnetka â Generating $10,500/month in Renta... |
6 beds | 4 baths | 2,570 sq.ft. |
$1,750,000 |
Airbnb cash on cash: N/A
|
7410 Cozycroft AveWinnetka, CAThis beautifully remodeled home is nestled on a picturesque tree lined street in one of Wi... |
4 beds | 2 baths | 1,557 sq.ft. |
$1,025,000 |
Airbnb cash on cash: 9.51%
|
20308 Mobile StWinnetka, CAAmazing opportunity to own a newly renovated, immaculate, move in ready home in Winnetka's... |
5 beds | 3 baths | 2,500 sq.ft. |
$1,295,000 |
Airbnb cash on cash: 8.05%
|
20235 Keswick St #212Winnetka, CADon't miss this Spacious Two Bedroom, Two Bath Second Floor Condo at the Back of the Prope... |
2 beds | 2 baths | 1,021 sq.ft. |
$549,000 |
Airbnb cash on cash: 5.48%
|
7439 Mason AveWinnetka, CACall Jessica Nieto (562) 714-2176 Cash only! Equity Opportunity in the City of Los Angel... |
3 beds | 2 baths | 1,293 sq.ft. |
$699,000 |
Airbnb cash on cash: 8.47%
|
8467 Penfield AveWinnetka, CAThe front of the home is beautifully manicured and features impressive Roman-style pillars... |
3 beds | 3 baths | 2,276 sq.ft. |
$939,000 |
Airbnb cash on cash: 5.87%
|
8600 Mason AveWinnetka, CAThis home is currently set up for SOBER LIVING ARRANGEMENTS and the details can be found i... |
4 beds | 3 baths | 1,958 sq.ft. |
$874,950 |
Airbnb cash on cash: 9.45%
|
7812 Fairchild AvenueWinnetka, CAWelcome to your next home in the heart of Winnetka! Nestled on a peaceful, tree-lined stre... |
3 beds | 2 baths | 1,787 sq.ft. |
$925,000 |
Airbnb cash on cash: 5.98%
|
7640 Oso Ave #316Winnetka, CAThis incredible 1+1 freshly painted penthouse unit with vaulted ceiling is very bright wit... |
1 beds | 1 baths | 648 sq.ft. |
$315,990 |
Airbnb cash on cash: 4.91%
|
20551 Saticoy StWinnetka, CAWOW!!! Great Opportunity for a large family. Fully remodeled, new roof, new copper plumbi... |
3 beds | 2 baths | 1,543 sq.ft. |
$865,000 |
Airbnb cash on cash: 6.52%
|
20329 Stagg StWinnetka, CAA newly constructed Spanish-style masterpiece offering top-of-the-line 2025 construction -... |
5 beds | 5 baths | 3,700 sq.ft. |
$1,795,000 |
Airbnb cash on cash: 5.2%
|
7463 Mason AveWinnetka, CAFantastic Opportunity for you to own your own Private Oasis! You are welcomed by a beauti... |
3 beds | 3 baths | 2,111 sq.ft. |
$855,000 |
Airbnb cash on cash: 6.3%
|
7812-7812 Fairchild AveWinnetka, CAWelcome to your next home in the heart of Winnetka! Nestled on a peaceful, tree-lined stre... |
3 beds | 2 baths | 1,787 sq.ft. |
$925,000 |
Airbnb cash on cash: 5.98%
|
20651 Roscoe Blvd #LWinnetka, CAPrice Improvement!!! This two-story, three-bedroom 2.5 bath townhouse is a rare find!! W... |
3 beds | 2 baths | 1,586 sq.ft. |
$660,000 |
Airbnb cash on cash: 8.12%
|
7230 Kelvin Ave #6Winnetka, CAWelcome to Kelvin Court, a gated and well maintained community where comfort meets conveni... |
3 beds | 2 baths | 1,488 sq.ft. |
$589,000 |
Airbnb cash on cash: 9.42%
|
20258 Cohasset St #4Winnetka, CABeautiful bright 2 level townhouse with back patio. 2 bedroom and 1 1/2 bath. Central Heat... |
2 beds | 1 baths | 1,050 sq.ft. |
$438,000 |
Airbnb cash on cash: 7.44%
|
7107 CozycroftWinnetka, CA7107 Cozycroft, Winnetka, CA 91306 | Single Family Residential |
9 beds | 8 baths | 3,624 sq.ft. |
$1,998,000 |
Airbnb cash on cash: 4.61%
|
20134 Leadwell St #374Winnetka, CASeller is very motivated. Lots of amenities . style Modern construction, the condo is situ... |
2 beds | 2 baths | 888 sq.ft. |
$395,000 |
Airbnb cash on cash: 8.12%
|
7414 QuartzWinnetka, CAThis beautiful home in nestled on one of Winnetkaâs most sought-after family neighborhoo... |
3 beds | 2 baths | 1,588 sq.ft. |
$950,000 |
Airbnb cash on cash: 5.78%
|
20737 Roscoe #704Winnetka, CAWindsor Park 2 + 2 1/2 Townhome with Great Floorplan. Laminate Floors, Recessed Lights, Gr... |
2 beds | 2 baths | 1,580 sq.ft. |
$620,000 |
Airbnb cash on cash: 4.56%
|
20528 Hamlin StWinnetka, CA20528-& 20526 Hamlin St, Winnetka, CA 91306 | Single Family Residential |
5 beds | 3 baths | 1,788 sq.ft. |
$1,229,777 |
Airbnb cash on cash: 8.57%
|
8021 NW Mcnulty AveWinnetka, CA8021 NW Mcnulty Ave, Los Angeles, CA 91306 | Single Family Residential |
3 beds | 2 baths | 1,592 sq.ft. |
$1,450,000 |
Airbnb cash on cash: 3.19%
|
20819 W Seasons LnWinnetka, CANEW CONSTRUCTION â Welcome to gated Kelvin Homes! Modern home 4 bed/3 bath with a Great ... |
4 beds | 3 baths | 2,575 sq.ft. |
$1,395,000 |
Airbnb cash on cash: 5.95%
|
8636 DelcoWinnetka, CAWelcome to this spacious single-story retreat, perfectly tucked away at the end of a cul-d... |
3 beds | 2 baths | 2,024 sq.ft. |
$914,900 |
Airbnb cash on cash: 6.07%
|
20456 W Strathern StWinnetka, CA20456 W Strathern St, Los Angeles, CA 91306 | Single Family Residential |
8 beds | 5 baths | 3,022 sq.ft. |
$1,589,000 |
Airbnb cash on cash: 6.24%
|
20528 Hamlin StreetWinnetka, CAOutstanding Modern Masterpiecce | Welcome To This 2 Homes In One Lot Beautifully Designed ... |
5 beds | 3 baths | 1,788 sq.ft. |
$1,229,777 |
Airbnb cash on cash: 8.89%
|
20327 Saticoy St #102Winnetka, CAIn the heart of Winnetka, this well-maintained 1-bedroom condo offers a secured entrance a... |
1 beds | 1 baths | 640 sq.ft. |
$299,999 |
Airbnb cash on cash: 5.72%
|
8353 Lurline AveWinnetka, CA8353 Lurline Ave, Winnetka, CA 91306 | Single Family Residential |
3 beds | 2 baths | 1,482 sq.ft. |
$849,950 |
Airbnb cash on cash: 6.66%
|
20327 Saticoy #304Winnetka, CAWelcome home to this beautifully maintained and thoughtfully laid-out residence that blend... |
1 beds | 1 baths | 640 sq.ft. |
$349,000 |
Airbnb cash on cash: 4.68%
|
19950 Sherman Way #A #AWinnetka, CASpectacular 3BD/3.5BA Townhouse corner unit highlighting refined finishes and effortless l... |
3 beds | 4 baths | 1,860 sq.ft. |
$549,000 |
Airbnb cash on cash: 9.59%
|
Real Estate investment in Winnetka, CA
There are 60 properties for sale in the city of Winnetka . The median list price in Winnetka is $865,000 and the average price per square foot is $452. In March 2026, the average monthly cash on cash return in Winnetka is 3.00%. The average monthly rental income in Winnetka is $3,979.