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
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%
10481 N Stelling Rd Cupertino, CA Rare Fixer Upper Cupertino Home With a Large 9375 +/- SQF Lot Near The Sunnyvale Border. C...	6 beds \| 5 baths \| 3,753 sq.ft.	$5,398,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 0.04% Airbnb Rental Income: $2237 Traditional Rental Income: $9082 Airbnb ROI: -1.44% Traditional ROI: 0.04%
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%
10178 Alpine Dr Cupertino, CA EXCITING INVESTMENT OPPORTUNITY NEAR APPLE \| Without any through-traffic, this triplex in ...	7 beds \| 4 baths \| 3,136 sq.ft.	$3,300,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.21% Airbnb Rental Income: $2237 Traditional Rental Income: $7959 Airbnb ROI: -0.84% Traditional ROI: 1.21%
22540 Stevens Creek Blvd Cupertino, CA PREPARE TO BE CAPTIVATED!!! This award-winning custom contemporary masterpiece redefines m...	4 beds \| 4 baths \| 2,501 sq.ft.	$3,265,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.32% Airbnb Rental Income: $1995 Traditional Rental Income: $5546 Airbnb ROI: -1.03% Traditional ROI: 0.32%
21685 Olive Ave Cupertino, CA 21685 Olive Ave, Cupertino, CA 95014 \| Single Family Residential	3 beds \| 1 baths \| 1,015 sq.ft.	$1,998,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.17% Airbnb Rental Income: $1600 Traditional Rental Income: $3025 Airbnb ROI: -1.19% Traditional ROI: -0.17%
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	$2,000,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -1.01% Airbnb Rental Income: $1778 Traditional Rental Income: $1545 Airbnb ROI: -1.15% Traditional ROI: -1.01%
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%
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%
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%
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.	$2,599,999	Airbnb cash on cash: -1.1% Traditional cash on cash: 0.12% Airbnb Rental Income: $2237 Traditional Rental Income: $4618 Airbnb ROI: -1.1% 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.	$4,250,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.35% Airbnb Rental Income: $1995 Traditional Rental Income: $5611 Airbnb ROI: -1.4% Traditional ROI: -0.35%
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 \| 2 baths \| 1,435 sq.ft.	$1,598,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 0.79% Airbnb Rental Income: $1600 Traditional Rental Income: $4353 Airbnb ROI: -1.37% Traditional ROI: 0.79%
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 \| 3 baths \| 2,408 sq.ft.	$3,488,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.22% Airbnb Rental Income: $1995 Traditional Rental Income: $5048 Airbnb ROI: -1.33% Traditional ROI: -0.22%
19811 Portal Plz Cupertino, CA Welcome to this beautifully updated end-unit townhome in the sought-after Portal Plaza com...	2 beds \| 2 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%
19997 Twilight Ct Cupertino, CA 19997 Twilight Ct, Cupertino, CA 95014 \| Single Family Residential	4 beds \| 2 baths \| 1,989 sq.ft.	$3,448,888	Airbnb cash on cash: -1.32% Traditional cash on cash: -0.55% Airbnb Rental Income: $1995 Traditional Rental Income: $3939 Airbnb ROI: -1.32% Traditional ROI: -0.55%
20488 Stevens Creek Blvd #1114 Cupertino, CA 20488 Stevens Creek Blvd #1114, Cupertino, CA 95014 \| Condo/Coop	1 beds \| 1 baths \| 949 sq.ft.	$749,888	Airbnb cash on cash: -1.47% Traditional cash on cash: 0.39% Airbnb Rental Income: $1603 Traditional Rental Income: $2492 Airbnb ROI: -1.47% Traditional ROI: 0.39%
7509 Orange Blossom Dr Cupertino, CA 7509 Orange Blossom Dr, Cupertino, CA 95014 \| Single Family Residential	5 beds \| 3 baths \| 1,664 sq.ft.	$2,950,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.26% Airbnb Rental Income: $2237 Traditional Rental Income: $4185 Airbnb ROI: -1.18% Traditional ROI: -0.26%
10191 Vicksburg Dr Cupertino, CA Nestled in one of Silicon Valley's most sought-after neighborhoods, this NorthEast facing ...	4 beds \| 2 baths \| 1,732 sq.ft.	$2,999,999	Airbnb cash on cash: -1.26% Traditional cash on cash: -0.2% Airbnb Rental Income: $1995 Traditional Rental Income: $4419 Airbnb ROI: -1.26% Traditional ROI: -0.2%
10476 S Stelling Rd Cupertino, CA 10476 S Stelling Rd, Cupertino, CA 95014 \| Single Family Residential	7 beds \| 5 baths \| 4,128 sq.ft.	$5,398,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.27% Airbnb Rental Income: $2237 Traditional Rental Income: $7528 Airbnb ROI: -1.44% Traditional ROI: -0.27%
20582 Murano Cir Cupertino, CA 20582 Murano Cir, Cupertino, CA 95014 \| Single Family Residential	4 beds \| 4 baths \| 1,948 sq.ft.	$2,288,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.06% Airbnb Rental Income: $1995 Traditional Rental Income: $4176 Airbnb ROI: -1.21% Traditional ROI: 0.06%
21075 Greenleaf Dr Cupertino, CA 21075 Greenleaf Dr, Cupertino, CA 95014 \| Single Family Residential	8 beds \| 5 baths \| 4,132 sq.ft.	$3,880,000	Airbnb cash on cash: -1.32% Traditional cash on cash: -0.21% Airbnb Rental Income: $2237 Traditional Rental Income: $5636 Airbnb ROI: -1.32% Traditional ROI: -0.21%
22330 Homestead Rd #226 Cupertino, CA Bright, move-in-ready condo ideally located on the Cupertino-Los Altos border, with peacef...	2 beds \| 2 baths \| 1,249 sq.ft.	$899,888	Airbnb cash on cash: -1.35% Traditional cash on cash: 1.91% Airbnb Rental Income: $1421 Traditional Rental Income: $3723 Airbnb ROI: -1.35% Traditional ROI: 1.91%
10380 Lockwood Dr Cupertino, CA Prime Cupertino location in a quiet, safe, and highly desirable neighborhood near Apple ca...	4 beds \| 4 baths \| 2,878 sq.ft.	$2,980,000	Airbnb cash on cash: -1.68% Traditional cash on cash: -0.44% Airbnb Rental Income: $1995 Traditional Rental Income: $4899 Airbnb ROI: -1.68% Traditional ROI: -0.44%
10157 Camberley Ln Cupertino, CA Luxe Contemporary END-UNIT Residence Adjacent to Park & Playground! Stunning 4-bedroom, 2....	4 beds \| 2 baths \| 1,936 sq.ft.	$1,900,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 0.29% Airbnb Rental Income: $1995 Traditional Rental Income: $4658 Airbnb ROI: -1.51% Traditional ROI: 0.29%
10730 La Roda Dr Cupertino, CA 10730 La Roda Dr. has been in the same family for close to 60 years, Freshly Painted throu...	3 beds \| 2 baths \| 2,378 sq.ft.	$3,598,800	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.18% Airbnb Rental Income: $1600 Traditional Rental Income: $5350 Airbnb ROI: -1.44% Traditional ROI: -0.18%
820 Hooshang Ct Cupertino, CA 820 Hooshang Ct, Cupertino, CA 95014 \| Townhouse	3 beds \| 1 baths \| 1,406 sq.ft.	$1,299,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.61% Airbnb Rental Income: $1600 Traditional Rental Income: $3358 Airbnb ROI: -1.22% Traditional ROI: 0.61%
20488 Stevens Creek Blvd #2302 Cupertino, CA 20488 Stevens Creek Blvd #2302, Cupertino, CA 95014 \| Condo/Coop	1 beds \| 1 baths \| 875 sq.ft.	$778,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 0.31% Airbnb Rental Income: $1603 Traditional Rental Income: $2401 Airbnb ROI: -1.42% Traditional ROI: 0.31%
19503 Stevens Creek Blvd #223 Cupertino, CA 19503 Stevens Creek Blvd #223, Cupertino, CA 95014 \| Condo/Coop	2 beds \| 2 baths \| 1,087 sq.ft.	$1,248,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 0.3% Airbnb Rental Income: $1421 Traditional Rental Income: $3032 Airbnb ROI: -1.46% Traditional ROI: 0.3%
19681 Drake Dr Cupertino, CA Fabulous value! Welcome to single-level perfection in a highly desirable Cupertino enclave...	4 beds \| 2 baths \| 1,640 sq.ft.	$2,488,000	Airbnb cash on cash: -1.16% Traditional cash on cash: -0.12% Airbnb Rental Income: $1995 Traditional Rental Income: $3869 Airbnb ROI: -1.16% Traditional ROI: -0.12%
10977 Northseal Sq Cupertino, CA 10977 Northseal Sq, Cupertino, CA 95014 \| Townhouse	2 beds \| 2 baths \| 1,060 sq.ft.	$998,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 0.51% Airbnb Rental Income: $1421 Traditional Rental Income: $2936 Airbnb ROI: -1.58% Traditional ROI: 0.51%

Real Estate investment in Cupertino, CA

There are 60 properties for sale in the city of Cupertino . The median list price in Cupertino is $3,228,068 and the average price per square foot is $1,570. In July 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 60 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

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%

10481 N Stelling Rd

Cupertino, CA

6 beds | 5 baths | 3,753 sq.ft.

$5,398,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $2237

Traditional Rental Income: $9082

Airbnb ROI: -1.44%

Traditional ROI: 0.04%

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%

10178 Alpine Dr

Cupertino, CA

7 beds | 4 baths | 3,136 sq.ft.

$3,300,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $2237

Traditional Rental Income: $7959

Airbnb ROI: -0.84%

Traditional ROI: 1.21%

22540 Stevens Creek Blvd

Cupertino, CA

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

$3,265,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $1995

Traditional Rental Income: $5546

Airbnb ROI: -1.03%

Traditional ROI: 0.32%

21685 Olive Ave

Cupertino, CA

3 beds | 1 baths | 1,015 sq.ft.

$1,998,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: -0.17%

Airbnb Rental Income: $1600

Traditional Rental Income: $3025

Airbnb ROI: -1.19%

Traditional ROI: -0.17%

20882 Cherryland Dr

Cupertino, CA

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

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

$2,000,000

Airbnb cash on cash: -1.15%

Traditional cash on cash: -1.01%

Airbnb Rental Income: $1778

Traditional Rental Income: $1545

Airbnb ROI: -1.15%