Real Estate Investment Properties for Sale in Winters, CA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1320 Headlands Dr Winters, CA 1320 Headlands Dr, Winters, CA 94558 \| Other	N/A beds \| N/A baths \| N/A	$775,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 0.28% Airbnb Rental Income: $4857 Traditional Rental Income: $1635 Airbnb ROI: 3.36% Traditional ROI: 0.28%
8560 Holmes Lane Winters, CA 8560 and 8565 Holmes Ln. Exceptional Dual Home Estate. Custom-Built Home with a Beautiful ...	4 beds \| 5 baths \| 2,505 sq.ft.	$2,150,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.28% Airbnb Rental Income: $7416 Traditional Rental Income: $7736 Airbnb ROI: 1.41% Traditional ROI: 2.28%
26000 Venado Drive Winters, CA A rare 18.5-acre gated retreat in prestigious Golden Bear Estates featuring two distinctiv...	5 beds \| 5 baths \| 3,570 sq.ft.	$2,698,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.22% Airbnb Rental Income: $null Traditional Rental Income: $10049 Airbnb ROI: N/A Traditional ROI: 2.22%
8498 Freedom Lane Winters, CA Start your farming enterprise or just enjoy the peace. 10 acres with 2 wells and flat land...	3 beds \| 2 baths \| 1,657 sq.ft.	$1,050,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 2.49% Airbnb Rental Income: $5747 Traditional Rental Income: $3983 Airbnb ROI: 3.13% Traditional ROI: 2.49%
Investment Properties for Sale in Other Cities of California
642 Perugia Way Los Angeles , CA Extraordinary Estate by London-based Quinn Architects is a True Embodiment of Modern Luxur...	5 beds \| 9 baths \| 14,438 sq.ft.	$35,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.34% Airbnb Rental Income: $null Traditional Rental Income: $13563 Airbnb ROI: N/A Traditional ROI: -1.34%
12320 Ridge Cir Los Angeles , CA Incredibly priced country club custom designed home in 24HR Guard Gated - THE RIDGE enclav...	3 beds \| 4 baths \| 3,535 sq.ft.	$2,100,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 2.83% Airbnb Rental Income: $4895 Traditional Rental Income: $11107 Airbnb ROI: -0.88% Traditional ROI: 2.83%
2467 Century Hl Los Angeles , CA Welcome to your serene sanctuary in the heart of Century City, where luxury living is rede...	2 beds \| 3 baths \| 2,274 sq.ft.	$1,749,000	Airbnb cash on cash: -2.64% Traditional cash on cash: 2.6% Airbnb Rental Income: $2294 Traditional Rental Income: $10222 Airbnb ROI: -2.64% Traditional ROI: 2.6%
1813 N Avenue 55 Los Angeles , CA Welcome to your private compound in Highland Park! Behind the high hedges and gate, your n...	4 beds \| 4 baths \| 2,898 sq.ft.	$2,179,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.92% Airbnb Rental Income: $4554 Traditional Rental Income: $5503 Airbnb ROI: -0.02% Traditional ROI: 0.92%
3032 Future St Los Angeles , CA Perched in the foothills of Mount Washington, this striking 2 bedroom, 2 bathroom mid-cent...	2 beds \| 2 baths \| 1,110 sq.ft.	$1,295,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 1.08% Airbnb Rental Income: $3394 Traditional Rental Income: $3508 Airbnb ROI: 0.36% Traditional ROI: 1.08%
9418 Zamora Avenue Los Angeles , CA Discover this versatile property located in a prime area of Los Angeles, ideal for large f...	3 beds \| 2 baths \| 1,520 sq.ft.	$680,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.96% Airbnb Rental Income: $1700 Traditional Rental Income: $3719 Airbnb ROI: 0.03% Traditional ROI: 3.96%
10776 Wilshire Boulevard #901 Los Angeles , CA Presenting 10776 Wilshire Blvd, Unit 901, Westwood, an opulent sanctuary nestled within th...	2 beds \| 2 baths \| 2,837 sq.ft.	$4,600,000	Airbnb cash on cash: -2.27% Traditional cash on cash: -1.59% Airbnb Rental Income: $3057 Traditional Rental Income: $5288 Airbnb ROI: -2.27% Traditional ROI: -1.59%
10727 Wilshire Blvd #2002 Los Angeles , CA Built in 2001, The Remington is considered one of the most revered buildings on the Wilshi...	3 beds \| 4 baths \| 3,250 sq.ft.	$9,499,000	Airbnb cash on cash: -1.89% Traditional cash on cash: -1.27% Airbnb Rental Income: $4021 Traditional Rental Income: $8623 Airbnb ROI: -1.89% Traditional ROI: -1.27%
16632 Calle Jermaine Pacific Palisades , CA Perched in the exclusive Summit Club of the Palisades Highlands, this immaculate Mediterra...	4 beds \| 3 baths \| 2,781 sq.ft.	$2,895,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 0.91% Airbnb Rental Income: $14891 Traditional Rental Income: $7719 Airbnb ROI: 2.58% Traditional ROI: 0.91%
1100 Wilshire Boulevard #2607 Los Angeles , CA Not quite ready to move in? Even better! Hereâs your opportunity to OWN a PRESTIGIOUS pi...	1 beds \| 1 baths \| 800 sq.ft.	$579,000	Airbnb cash on cash: -0.7% Traditional cash on cash: -0.21% Airbnb Rental Income: $2584 Traditional Rental Income: $2230 Airbnb ROI: -0.7% Traditional ROI: -0.21%
23026 Mobile Street West Hills , CA Stunning Smart Home with Designer Finishes and Luxury Features. Welcome to this exception...	5 beds \| 5 baths \| 2,515 sq.ft.	$1,480,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.48% Airbnb Rental Income: $3431 Traditional Rental Income: $7284 Airbnb ROI: 0.12% Traditional ROI: 3.48%
5692 Holly Oak Dr Los Angeles , CA A designer upgraded midcentury with pool in the Los Feliz Oaks. Nestled on a quiet street,...	3 beds \| 2 baths \| 2,491 sq.ft.	$2,895,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.59% Airbnb Rental Income: $3825 Traditional Rental Income: $6397 Airbnb ROI: -0.67% Traditional ROI: 0.59%
5633 Observation Ln Los Angeles , CA Experience modern living at its best in this contemporary single-family home located in a ...	2 beds \| 3 baths \| 1,394 sq.ft.	$959,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 2.48% Airbnb Rental Income: $3503 Traditional Rental Income: $4034 Airbnb ROI: 1.02% Traditional ROI: 2.48%
1319 N Detroit Street #203 Los Angeles , CA Live at the center of it all in Hollywood. Just moments from Plummer Park, Runyon Canyon, ...	3 beds \| 3 baths \| 1,510 sq.ft.	$800,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.06% Airbnb Rental Income: $3590 Traditional Rental Income: $4433 Airbnb ROI: 0.88% Traditional ROI: 3.06%
3812 Park Blvd #209 San Diego , CA 3812 Park Blvd #209, San Diego, CA 92103 \| Condo/Coop	2 beds \| 2 baths \| 1,431 sq.ft.	$849,999	Airbnb cash on cash: 0.47% Traditional cash on cash: 1.26% Airbnb Rental Income: $3713 Traditional Rental Income: $3535 Airbnb ROI: 0.47% Traditional ROI: 1.26%

Real Estate investment in Winters, CA

There are 4 properties for sale in the city of Winters . The median list price in Winters is $352,000 and the average price per square foot is $160. In October 2025, the average monthly cash on cash return in Winters is 6.00%. The average monthly rental income in Winters is $1,756.

Winters, CA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 4 investment properties available for sale in Winters.

In 2025, the best neighborhood to buy investment property is Winters.

The ROI for Long-Term is higher than the Short-Term in Winters with average rental income of $1,756.

Your search for investment property begins and ends here

Investment Property for Sale in Winters, CA

1320 Headlands Dr

Winters, CA

N/A beds | N/A baths | N/A

$775,000

Airbnb cash on cash: 3.36%

Traditional cash on cash: 0.28%

Airbnb Rental Income: $4857

Traditional Rental Income: $1635

Airbnb ROI: 3.36%

Traditional ROI: 0.28%

8560 Holmes Lane

Winters, CA

4 beds | 5 baths | 2,505 sq.ft.

$2,150,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $7416

Traditional Rental Income: $7736

Airbnb ROI: 1.41%

Traditional ROI: 2.28%

26000 Venado Drive

Winters, CA

5 beds | 5 baths | 3,570 sq.ft.

$2,698,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.22%

Airbnb Rental Income: $null

Traditional Rental Income: $10049

Airbnb ROI: N/A

Traditional ROI: 2.22%

8498 Freedom Lane

Winters, CA

3 beds | 2 baths | 1,657 sq.ft.

$1,050,000

Airbnb cash on cash: 3.13%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $5747

Traditional Rental Income: $3983

Airbnb ROI: 3.13%

Traditional ROI: 2.49%

Investment Properties for Sale in Other Cities of California

Los Angeles , CA

5 beds | 9 baths | 14,438 sq.ft.

$35,000,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.34%

Airbnb Rental Income: $null

Traditional Rental Income: $13563

Airbnb ROI: N/A

Traditional ROI: -1.34%

Los Angeles , CA

3 beds | 4 baths | 3,535 sq.ft.

$2,100,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $4895

Traditional Rental Income: $11107

Airbnb ROI: -0.88%

Traditional ROI: 2.83%

Los Angeles , CA

2 beds | 3 baths | 2,274 sq.ft.

$1,749,000

Airbnb cash on cash: -2.64%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2294

Traditional Rental Income: $10222

Airbnb ROI: -2.64%

Traditional ROI: 2.6%

Los Angeles , CA

4 beds | 4 baths | 2,898 sq.ft.

$2,179,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $4554

Traditional Rental Income: $5503

Airbnb ROI: -0.02%

Traditional ROI: 0.92%

Los Angeles , CA

2 beds | 2 baths | 1,110 sq.ft.