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.	$1,050,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 0.84% Airbnb Rental Income: $1421 Traditional Rental Income: $3505 Airbnb ROI: -1.73% Traditional ROI: 0.84%
22540 Stevens Creek BLVD Cupertino, CA LOOKING IN CUPERTINO for an award-winning custom modern home in a vibrant, prestigious cit...	4 beds \| 4 baths \| 2,501 sq.ft.	$3,288,888	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.31% Airbnb Rental Income: $1995 Traditional Rental Income: $5546 Airbnb ROI: -1.03% Traditional ROI: 0.31%
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%
20564 Kirwin LN Cupertino, CA A brand-new, PRE-CONSTRUCTION home in prime Cupertino location near Monta Vista High & App...	3 beds \| 3 baths \| 2,039 sq.ft.	$4,480,000	Airbnb cash on cash: -1.5% Traditional cash on cash: -0.7% Airbnb Rental Income: $1600 Traditional Rental Income: $4470 Airbnb ROI: -1.5% Traditional ROI: -0.7%
10900 Lucky Oak St Cupertino, CA Exceptionally bright and beautifully updated, this rarely available detached, tri-level co...	3 beds \| 3 baths \| 2,082 sq.ft.	$1,999,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 0.49% Airbnb Rental Income: $1600 Traditional Rental Income: $4743 Airbnb ROI: -1.45% Traditional ROI: 0.49%
21697 Rainbow DR Cupertino, CA Perched on a hill, this 5,960 sq ft home combines elegance, comfort, and breathtaking view...	4 beds \| 4 baths \| 5,890 sq.ft.	$5,700,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.29% Airbnb Rental Income: $1995 Traditional Rental Income: $7822 Airbnb ROI: -1.49% Traditional ROI: -0.29%
7552 Tiptoe LN Cupertino, CA Welcome to a spacious and well-appointed, extensively remodeled, move-in ready home nestle...	4 beds \| 3 baths \| 2,192 sq.ft.	$3,799,000	Airbnb cash on cash: -1% Traditional cash on cash: 0.05% Airbnb Rental Income: $1995 Traditional Rental Income: $5174 Airbnb ROI: -1% Traditional ROI: 0.05%
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%
21504 Point Reyes TER Cupertino, CA Welcome to 21504 Point Reyes Terrace modern Spanish-style, newly built (2024) home in the ...	3 beds \| 3 baths \| 1,596 sq.ft.	$1,648,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 0.54% Airbnb Rental Income: $1600 Traditional Rental Income: $4084 Airbnb ROI: -1.38% Traditional ROI: 0.54%
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%
10177 Camberley LN Cupertino, CA Experience SPACIOUS ELEGANCE in this beautifully renovated 5-bedroom, 2.5-bath, 1936sf hom...	5 beds \| 3 baths \| 1,936 sq.ft.	$1,998,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.78% Airbnb Rental Income: $2237 Traditional Rental Income: $4838 Airbnb ROI: -0.92% Traditional ROI: 0.78%
11032 Firethorne DR Cupertino, CA Completely remodeled this stunning 2-bedroom, 2.5-bath townhome offers 1,385 sq ft of mode...	2 beds \| 3 baths \| 1,385 sq.ft.	$1,398,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 0.66% Airbnb Rental Income: $1421 Traditional Rental Income: $3854 Airbnb ROI: -1.54% Traditional ROI: 0.66%
10350 Imperial AVE Cupertino, CA Nestled on a tranquil street in Cupertinos premier Monta Vista neighborhood, this masterfu...	3 beds \| 2 baths \| 1,646 sq.ft.	$3,500,000	Airbnb cash on cash: -1.43% Traditional cash on cash: -0.44% Airbnb Rental Income: $1600 Traditional Rental Income: $4358 Airbnb ROI: -1.43% Traditional ROI: -0.44%
22044 Creekside CT Cupertino, CA 1st time on the market after 60+ years of single ownership, set on a nearly Â½ acre flat l...	4 beds \| 3 baths \| 2,095 sq.ft.	$3,880,000	Airbnb cash on cash: -1.37% Traditional cash on cash: -0.35% Airbnb Rental Income: $1995 Traditional Rental Income: $5152 Airbnb ROI: -1.37% Traditional ROI: -0.35%
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: N/A Airbnb Rental Income: $2237 Traditional Rental Income: $0 Airbnb ROI: -1.32% Traditional ROI: N/A
7577 Bollinger RD Cupertino, CA Nestled at the quiet and desirable end of Bollinger Rd, at the end of the cul-de-sac, with...	4 beds \| 2 baths \| 1,728 sq.ft.	$3,049,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.37% Airbnb Rental Income: $1995 Traditional Rental Income: $4257 Airbnb ROI: -0.61% Traditional ROI: 0.37%
10170 Firwood DR Cupertino, CA Single Family like Living in this Gorgeous Cupertino ONE LEVEL Home with Versatile 2BR + B...	2 beds \| 2 baths \| 1,009 sq.ft.	$1,488,888	Airbnb cash on cash: -1.46% Traditional cash on cash: 0.6% Airbnb Rental Income: $1421 Traditional Rental Income: $3840 Airbnb ROI: -1.46% Traditional ROI: 0.6%
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: -0.41% Airbnb Rental Income: $1995 Traditional Rental Income: $6000 Airbnb ROI: -1.44% Traditional ROI: -0.41%
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.	$995,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.54% Airbnb Rental Income: $1421 Traditional Rental Income: $3205 Airbnb ROI: -0.85% Traditional ROI: 1.54%
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.	$4,888,888	Airbnb cash on cash: -1.41% Traditional cash on cash: -0.05% Airbnb Rental Income: $2237 Traditional Rental Income: $7836 Airbnb ROI: -1.41% Traditional ROI: -0.05%
10507 Manzanita Ct. Cupertino, CA Situated on a premier 14,135 sq. ft. cul-de-sac lot in the sought-after Oak Valley neighbo...	5 beds \| 4 baths \| 3,563 sq.ft.	$5,295,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.04% Airbnb Rental Income: $2237 Traditional Rental Income: $8058 Airbnb ROI: -1.34% Traditional ROI: -0.04%
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.	$3,888,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.76% Airbnb Rental Income: $2237 Traditional Rental Income: $6919 Airbnb ROI: -0.7% Traditional ROI: 0.76%
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.	$998,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 1.69% Airbnb Rental Income: $1421 Traditional Rental Income: $3840 Airbnb ROI: -1.37% Traditional ROI: 1.69%

Real Estate investment in Cupertino, CA

There are 23 properties for sale in the city of Cupertino . The median list price in Cupertino is $3,288,890 and the average price per square foot is $1,364. In April 2026, the average monthly cash on cash return in Cupertino is N/A%. The average monthly rental income in Cupertino is $4,433.

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

There are 23 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 $4,433.

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.

$1,050,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $1421

Traditional Rental Income: $3505

Airbnb ROI: -1.73%

Traditional ROI: 0.84%

22540 Stevens Creek BLVD

Cupertino, CA

4 beds | 4 baths | 2,501 sq.ft.

$3,288,888

Airbnb cash on cash: -1.03%

Traditional cash on cash: 0.31%

Airbnb Rental Income: $1995

Traditional Rental Income: $5546

Airbnb ROI: -1.03%

Traditional ROI: 0.31%

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%

20564 Kirwin LN

Cupertino, CA

3 beds | 3 baths | 2,039 sq.ft.

$4,480,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: -0.7%

Airbnb Rental Income: $1600

Traditional Rental Income: $4470

Airbnb ROI: -1.5%

Traditional ROI: -0.7%

10900 Lucky Oak St

Cupertino, CA

3 beds | 3 baths | 2,082 sq.ft.

$1,999,000

Airbnb cash on cash: -1.45%

Traditional cash on cash: 0.49%

Airbnb Rental Income: $1600

Traditional Rental Income: $4743

Airbnb ROI: -1.45%

Traditional ROI: 0.49%

21697 Rainbow DR

Cupertino, CA

4 beds | 4 baths | 5,890 sq.ft.

$5,700,000

Airbnb cash on cash: -1.49%

Traditional cash on cash: -0.29%

Airbnb Rental Income: $1995

Traditional Rental Income: $7822

Airbnb ROI: -1.49%

Traditional ROI: -0.29%

7552 Tiptoe LN

Cupertino, CA

4 beds | 3 baths | 2,192 sq.ft.

$3,799,000

Airbnb cash on cash: -1%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $1995

Traditional Rental Income: $5174

Airbnb ROI: -1%

Traditional ROI: 0.05%

10745 N De Anza BLVD 215

Cupertino, CA

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%