Real Estate Investment Properties for Sale in Cupertino, CA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
22330 Homestead RD 214 Cupertino, CA Welcome to this newly updated, luxurious two-story penthouse-style condo in an unbeatable ...	2 beds \| 2 baths \| 1,377 sq.ft.	$998,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 0.91% Airbnb Rental Income: $1421 Traditional Rental Income: $3505 Airbnb ROI: -1.79% Traditional ROI: 0.91%
21072 Red Fir Ct Cupertino, CA Welcome to 21072 Red Fir Ct. located in the heart of Cupertino in the sought-after Monta V...	2 beds \| 1 baths \| 1,003 sq.ft.	$998,888	Airbnb cash on cash: -0.8% Traditional cash on cash: 1.29% Airbnb Rental Income: $1421 Traditional Rental Income: $2945 Airbnb ROI: -0.8% Traditional ROI: 1.29%
18980 Newsom Ave Cupertino, CA	5 beds \| 4 baths \| 2,648 sq.ft.	$4,480,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.21% Airbnb Rental Income: $2237 Traditional Rental Income: $3555 Airbnb ROI: -0.66% Traditional ROI: -0.21%
10201 Sterling Blvd Cupertino, CA A contemporary brand-new home with attached ADU in a prime Cupertino location near the App...	5 beds \| 4 baths \| 2,899 sq.ft.	$3,988,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.65% Airbnb Rental Income: $2237 Traditional Rental Income: $4171 Airbnb ROI: -1.33% Traditional ROI: -0.65%
15060 Montebello RD Cupertino, CA Exceptional opportunity to acquire a rare Cupertino estate with panoramic views of Silicon...	3 beds \| 3 baths \| 5,576 sq.ft.	$6,950,000	Airbnb cash on cash: -1.36% Traditional cash on cash: -0.7% Airbnb Rental Income: $1600 Traditional Rental Income: $5392 Airbnb ROI: -1.36% Traditional ROI: -0.7%
11052 Canyon Vista Dr Cupertino, CA 11052 Canyon Vista Dr, Cupertino, CA 95014 \| Single Family Residential	2 beds \| 2 baths \| 2,119 sq.ft.	$2,098,000	Airbnb cash on cash: -1.87% Traditional cash on cash: -0.58% Airbnb Rental Income: $1421 Traditional Rental Income: $3503 Airbnb ROI: -1.87% Traditional ROI: -0.58%
22670 San Juan Rd Cupertino, CA 22670 San Juan Rd, Cupertino, CA 95014 \| Single Family Residential	4 beds \| 2 baths \| 3,000 sq.ft.	$3,188,000	Airbnb cash on cash: -1.29% Traditional cash on cash: -0.36% Airbnb Rental Income: $1995 Traditional Rental Income: $4229 Airbnb ROI: -1.29% Traditional ROI: -0.36%
10091 Santa Clara Ave Cupertino, CA 10091 Santa Clara Ave, Cupertino, CA 95014 \| Single Family Residential	2 beds \| 1 baths \| 1,292 sq.ft.	$1,708,888	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.01% Airbnb Rental Income: $1421 Traditional Rental Income: $2860 Airbnb ROI: -1.19% Traditional ROI: -0.01%
19999 Stevens Creek Blvd #209 Cupertino, CA 19999 Stevens Creek Blvd #209, Cupertino, CA 95014 \| Condo/Coop	2 beds \| 2 baths \| 1,039 sq.ft.	$998,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 0.7% Airbnb Rental Income: $1421 Traditional Rental Income: $2952 Airbnb ROI: -1.4% Traditional ROI: 0.7%
20882 Cherryland Dr Cupertino, CA 20882 Cherryland Dr, Cupertino, CA 95014 \| Single Family Residential	7 beds \| 5 baths \| 3,570 sq.ft.	$5,390,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.36% Airbnb Rental Income: $2237 Traditional Rental Income: $7357 Airbnb ROI: -1.49% Traditional ROI: -0.36%
22346 Regnart Rd Cupertino, CA 22346 Regnart Rd, Cupertino, CA 95014 \| Other	N/A beds \| N/A baths \| N/A	$2,488,000	Airbnb cash on cash: -1.27% Traditional cash on cash: -1.16% Airbnb Rental Income: $1778 Traditional Rental Income: $1545 Airbnb ROI: -1.27% Traditional ROI: -1.16%
7552 Tiptoe LN Cupertino, CA Price Reduction!!! Section 1 clearance. Welcome to a spacious and well-appointed, extensiv...	4 beds \| 3 baths \| 2,192 sq.ft.	$3,500,777	Airbnb cash on cash: -1% Traditional cash on cash: 0.14% Airbnb Rental Income: $1995 Traditional Rental Income: $5174 Airbnb ROI: -1% Traditional ROI: 0.14%
10621 Madera Dr Cupertino, CA 10621 Madera Dr, Cupertino, CA 95014 \| Single Family Residential	3 beds \| 2 baths \| 1,632 sq.ft.	$3,999,000	Airbnb cash on cash: -1.47% Traditional cash on cash: -0.76% Airbnb Rental Income: $1600 Traditional Rental Income: $3768 Airbnb ROI: -1.47% Traditional ROI: -0.76%
20488 Stevens Creek Blvd #1607 Cupertino, CA 20488 Stevens Creek Blvd #1607, Cupertino, CA 95014 \| Condo/Coop	2 beds \| 2 baths \| 1,187 sq.ft.	$1,098,888	Airbnb cash on cash: -1.8% Traditional cash on cash: 0.17% Airbnb Rental Income: $1421 Traditional Rental Income: $3005 Airbnb ROI: -1.8% Traditional ROI: 0.17%
10745 N De Anza BLVD 215 Cupertino, CA Welcome home to a beautiful gated complex in a great location. Discover comfort and conven...	2 beds \| 2 baths \| 1,169 sq.ft.	$1,080,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 0.75% Airbnb Rental Income: $1421 Traditional Rental Income: $3366 Airbnb ROI: -1.61% Traditional ROI: 0.75%
20666 Celeste Cir Cupertino, CA 20666 Celeste Cir, Cupertino, CA 95014 \| Condo/Coop	1 beds \| 1 baths \| 871 sq.ft.	$749,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 0.47% Airbnb Rental Income: $1603 Traditional Rental Income: $2200 Airbnb ROI: -1.04% Traditional ROI: 0.47%
21468 Krzich Pl Cupertino, CA 21468 Krzich Pl, Cupertino, CA 95014 \| Single Family Residential	5 beds \| 4 baths \| 3,721 sq.ft.	$6,500,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.77% Airbnb Rental Income: $2237 Traditional Rental Income: $6050 Airbnb ROI: -1.49% Traditional ROI: -0.77%
22081 Caroline Dr Cupertino, CA 22081 Caroline Dr, Cupertino, CA 95014 \| Single Family Residential	3 beds \| 2 baths \| 1,416 sq.ft.	$2,398,000	Airbnb cash on cash: -1.28% Traditional cash on cash: -0.2% Airbnb Rental Income: $1600 Traditional Rental Income: $3551 Airbnb ROI: -1.28% Traditional ROI: -0.2%
10477 Mary Ave Cupertino, CA 10477 Mary Ave, Cupertino, CA 95014 \| Townhouse	2 beds \| 1 baths \| 1,216 sq.ft.	$999,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 0.32% Airbnb Rental Income: $1421 Traditional Rental Income: $2757 Airbnb ROI: -1.58% Traditional ROI: 0.32%
20888 Cherryland Dr Cupertino, CA 20888 Cherryland Dr, Cupertino, CA 95014 \| Single Family Residential	6 beds \| 5 baths \| 3,867 sq.ft.	$4,980,000	Airbnb cash on cash: -1.47% Traditional cash on cash: -0.24% Airbnb Rental Income: $2237 Traditional Rental Income: $7381 Airbnb ROI: -1.47% Traditional ROI: -0.24%
10140 Hillcrest Rd Cupertino, CA 10140 Hillcrest Rd, Cupertino, CA 95014 \| Single Family Residential	4 beds \| 2 baths \| 2,170 sq.ft.	$3,688,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.59% Airbnb Rental Income: $1995 Traditional Rental Income: $4081 Airbnb ROI: -1.35% Traditional ROI: -0.59%
18940 Loree Ave Cupertino, CA This is a great opportunity to bring your vision and unlock this homes full potential. Wit...	5 beds \| 3 baths \| 1,615 sq.ft.	$2,990,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.12% Airbnb Rental Income: $2237 Traditional Rental Income: $4618 Airbnb ROI: -1.18% Traditional ROI: -0.12%
22141 Wallace Dr Cupertino, CA 22141 Wallace Dr, Cupertino, CA 95014 \| Single Family Residential	3 beds \| 2 baths \| 1,531 sq.ft.	$2,980,000	Airbnb cash on cash: -1.37% Traditional cash on cash: -0.4% Airbnb Rental Income: $1600 Traditional Rental Income: $3848 Airbnb ROI: -1.37% Traditional ROI: -0.4%
19423-19425 Greenwood Dr Cupertino, CA Please Do Not Disturb Tenants Fully occupied fourplex in a prime Cupertino location, o...	12 beds \| 11 baths \| 4,832 sq.ft.	$3,888,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 1.14% Airbnb Rental Income: $2237 Traditional Rental Income: $10543 Airbnb ROI: -1.32% Traditional ROI: 1.14%
17599 Montebello RD Cupertino, CA This French Country inspired residence offers rare serenity just minutes from top Cupertin...	4 beds \| 3 baths \| 2,867 sq.ft.	$4,750,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.5% Airbnb Rental Income: $1995 Traditional Rental Income: $5611 Airbnb ROI: -1.44% Traditional ROI: -0.5%
20212 Northcove SQ Cupertino, CA Beautifully remodeled townhome with vaulted ceilings and abundant natural light in the hea...	2 beds \| 2 baths \| 1,060 sq.ft.	$1,129,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 0.5% Airbnb Rental Income: $1421 Traditional Rental Income: $3205 Airbnb ROI: -1.6% Traditional ROI: 0.5%
22551 Ricardo RD Cupertino, CA A masterful blend of Mediterranean architecture and refined European finishes, this estate...	5 beds \| 4 baths \| 3,618 sq.ft.	$4,825,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.02% Airbnb Rental Income: $2237 Traditional Rental Income: $7836 Airbnb ROI: -1.4% Traditional ROI: -0.02%
10536 Davison AVE Cupertino, CA This beautiful home is situated in the heart of Cupertino in one of the area's most desira...	5 beds \| 4 baths \| 2,686 sq.ft.	$3,600,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.9% Airbnb Rental Income: $2237 Traditional Rental Income: $6919 Airbnb ROI: -0.67% Traditional ROI: 0.9%
21063 Red Fir CT Cupertino, CA Welcome to 21063 Red Fir Ct, a beautifully updated 2-bedroom townhouse in a quiet Cupertin...	2 beds \| 2 baths \| 1,003 sq.ft.	$899,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 0.45% Airbnb Rental Income: $1421 Traditional Rental Income: $3118 Airbnb ROI: -2.09% Traditional ROI: 0.45%
22336 Palm Ave Cupertino, CA Here is your opportunity! Fix the way you want. 3 bedrooms and 2 baths on a 7500 sq ft lot...	2 beds \| 1 baths \| 1,268 sq.ft.	$2,200,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.06% Airbnb Rental Income: $1421 Traditional Rental Income: $3545 Airbnb ROI: -1.31% Traditional ROI: -0.06%
21543 Point Reyes TER Cupertino, CA A modern Spanish-style home built in 2024 in the desirable Arroyo Village community of Cup...	3 beds \| 3 baths \| 1,435 sq.ft.	$1,688,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 0.66% Airbnb Rental Income: $1600 Traditional Rental Income: $4353 Airbnb ROI: -1.39% Traditional ROI: 0.66%
10101 Richwood DR Cupertino, CA Set along a tree-lined Cupertino street, this inviting home rests on an expansive 9,100 sq...	3 beds \| 2 baths \| 1,512 sq.ft.	$2,988,000	Airbnb cash on cash: -1.38% Traditional cash on cash: -0.22% Airbnb Rental Income: $1600 Traditional Rental Income: $4360 Airbnb ROI: -1.38% Traditional ROI: -0.22%
10200 Empire AVE Cupertino, CA Exceptional sophisticated thoughtfully designed newer custom home built in 2019 featuring ...	4 beds \| 4 baths \| 2,408 sq.ft.	$3,648,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.29% Airbnb Rental Income: $1995 Traditional Rental Income: $5048 Airbnb ROI: -1.35% Traditional ROI: -0.29%
22835 Poplar Grove SQ Cupertino, CA Modern Elegance Awaits in this Stunningly Renovated 3-Bedroom, 2.5-bath Home in Cupertinos...	3 beds \| 3 baths \| 1,727 sq.ft.	$1,850,000	Airbnb cash on cash: -1.43% Traditional cash on cash: 0.39% Airbnb Rental Income: $1600 Traditional Rental Income: $4260 Airbnb ROI: -1.43% Traditional ROI: 0.39%
19811 Portal PLZ Cupertino, CA Welcome to this beautifully updated end-unit townhome in the sought-after Portal Plaza com...	2 beds \| 3 baths \| 1,166 sq.ft.	$1,098,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 0.62% Airbnb Rental Income: $1421 Traditional Rental Income: $3306 Airbnb ROI: -1.64% Traditional ROI: 0.62%
20558 Kirwin Ln Cupertino, CA A brand-new, PRE-CONSTRUCTION home in prime Cupertino location near Monta Vista High & App...	4 beds \| 3 baths \| 2,039 sq.ft.	$4,250,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.65% Airbnb Rental Income: $1995 Traditional Rental Income: $4436 Airbnb ROI: -1.4% Traditional ROI: -0.65%
22415 Rancho Deep Cliff Dr Cupertino, CA 22415 Rancho Deep Cliff Dr, Cupertino, CA 95014 \| Single Family Residential	2 beds \| 2 baths \| 1,983 sq.ft.	$1,998,000	Airbnb cash on cash: -1.88% Traditional cash on cash: -0.46% Airbnb Rental Income: $1421 Traditional Rental Income: $3627 Airbnb ROI: -1.88% Traditional ROI: -0.46%
22645 San Juan Rd Cupertino, CA 22645 San Juan Rd, Cupertino, CA 95014 \| Single Family Residential	5 beds \| 4 baths \| 3,500 sq.ft.	$2,838,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -0.67% Airbnb Rental Income: $2237 Traditional Rental Income: $2939 Airbnb ROI: -1.15% Traditional ROI: -0.67%
10536 S Tantau Ave Cupertino, CA 10536 S Tantau Ave, Cupertino, CA 95014 \| Single Family Residential	6 beds \| 5 baths \| 2,611 sq.ft.	$4,398,000	Airbnb cash on cash: -1.37% Traditional cash on cash: -0.37% Airbnb Rental Income: $2237 Traditional Rental Income: $5741 Airbnb ROI: -1.37% Traditional ROI: -0.37%
22213 Quinterno CT Cupertino, CA Lots of potentialVery comfortable living spaces and amenities*Located at the end of a Co...	4 beds \| 3 baths \| 2,703 sq.ft.	$2,888,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 0.6% Airbnb Rental Income: $1995 Traditional Rental Income: $5324 Airbnb ROI: -0.84% Traditional ROI: 0.6%

Real Estate investment in Cupertino, CA

There are 69 properties for sale in the city of Cupertino . The median list price in Cupertino is $3,226,334 and the average price per square foot is $1,581. In June 2026, the average monthly cash on cash return in Cupertino is N/A%. The average monthly rental income in Cupertino is $4,156.

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

There are 69 investment properties available for sale in Cupertino.

In 2026, the best neighborhood to buy investment property is Cupertino.

The ROI for Long-Term is higher than the Short-Term in Cupertino with average rental income of $4,156.

Your search for investment property begins and ends here

Investment Property for Sale in Cupertino, CA

22330 Homestead RD 214

Cupertino, CA

2 beds | 2 baths | 1,377 sq.ft.

$998,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1421

Traditional Rental Income: $3505

Airbnb ROI: -1.79%

Traditional ROI: 0.91%

21072 Red Fir Ct

Cupertino, CA

2 beds | 1 baths | 1,003 sq.ft.

$998,888

Airbnb cash on cash: -0.8%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $1421

Traditional Rental Income: $2945

Airbnb ROI: -0.8%

Traditional ROI: 1.29%

18980 Newsom Ave

Cupertino, CA

5 beds | 4 baths | 2,648 sq.ft.

$4,480,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $2237

Traditional Rental Income: $3555

Airbnb ROI: -0.66%

Traditional ROI: -0.21%

10201 Sterling Blvd

Cupertino, CA

5 beds | 4 baths | 2,899 sq.ft.

$3,988,000

Airbnb cash on cash: -1.33%

Traditional cash on cash: -0.65%

Airbnb Rental Income: $2237

Traditional Rental Income: $4171

Airbnb ROI: -1.33%

Traditional ROI: -0.65%

15060 Montebello RD

Cupertino, CA

3 beds | 3 baths | 5,576 sq.ft.

$6,950,000

Airbnb cash on cash: -1.36%

Traditional cash on cash: -0.7%

Airbnb Rental Income: $1600

Traditional Rental Income: $5392

Airbnb ROI: -1.36%

Traditional ROI: -0.7%

11052 Canyon Vista Dr

Cupertino, CA

2 beds | 2 baths | 2,119 sq.ft.

$2,098,000

Airbnb cash on cash: -1.87%

Traditional cash on cash: -0.58%

Airbnb Rental Income: $1421

Traditional Rental Income: $3503

Airbnb ROI: -1.87%

Traditional ROI: -0.58%

22670 San Juan Rd

Cupertino, CA

4 beds | 2 baths | 3,000 sq.ft.

$3,188,000

Airbnb cash on cash: -1.29%

Traditional cash on cash: -0.36%

Airbnb Rental Income: $1995

Traditional Rental Income: $4229

Airbnb ROI: -1.29%

Traditional ROI: -0.36%

10091 Santa Clara Ave

Cupertino, CA

2 beds | 1 baths | 1,292 sq.ft.

$1,708,888

Airbnb cash on cash: -1.19%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $1421

Traditional Rental Income: $2860

Airbnb ROI: -1.19%