Real Estate Investment Properties for Sale in Portola Valley, CA

Looking for investment property in Portola Valley, CA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
76 Old Spanish Trl PORTOLA VALLEY, CA Beautifully Updated Cabin in the Woods meets Modern Mid Century. This updated 2 bed/2 bath...	2 beds \| 2 baths \| 1,205 sq.ft.	$1,849,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.94% Airbnb Rental Income: $2425 Traditional Rental Income: $3526 Airbnb ROI: -0.05% Traditional ROI: 0.94%
21 Valley Oak St PORTOLA VALLEY, CA Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,499,0...	4 beds \| 3 baths \| 3,470 sq.ft.	$3,499,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.33% Airbnb Rental Income: $4345 Traditional Rental Income: $8039 Airbnb ROI: -1.09% Traditional ROI: 0.33%
1019 Los Trancos Rd PORTOLA VALLEY, CA Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in th...	3 beds \| 2 baths \| 1,225 sq.ft.	$1,800,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 0.08% Airbnb Rental Income: $2095 Traditional Rental Income: $4002 Airbnb ROI: -1.39% Traditional ROI: 0.08%
176 Los Trancos PORTOLA VALLEY, CA A refined retreat in Los Trancos Woods, this thoughtfully reimagined estate blends natural...	4 beds \| 4 baths \| 2,960 sq.ft.	$3,500,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 0.8% Airbnb Rental Income: $4345 Traditional Rental Income: $8232 Airbnb ROI: -0.68% Traditional ROI: 0.8%
5660 Alpine Rd PORTOLA VALLEY, CA 5660 Alpine Rd, PORTOLA VALLEY, CA 94028 \| Single Family Residential	6 beds \| 9 baths \| 14,500 sq.ft.	$15,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.13% Airbnb Rental Income: $null Traditional Rental Income: $9134 Airbnb ROI: N/A Traditional ROI: -1.13%
310 Old Spanish Trl PORTOLA VALLEY, CA 310 Old Spanish Trl, PORTOLA VALLEY, CA 94028 \| Single Family Residential	3 beds \| 2 baths \| 3,200 sq.ft.	$3,625,000	Airbnb cash on cash: -1.32% Traditional cash on cash: -0.64% Airbnb Rental Income: $2095 Traditional Rental Income: $3837 Airbnb ROI: -1.32% Traditional ROI: -0.64%
670 La Mesa Dr PORTOLA VALLEY, CA 670 La Mesa Dr, PORTOLA VALLEY, CA 94028 \| Single Family Residential	5 beds \| 4 baths \| 3,522 sq.ft.	$6,695,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.79% Airbnb Rental Income: $null Traditional Rental Income: $6076 Airbnb ROI: N/A Traditional ROI: -0.79%
410 Conil Way PORTOLA VALLEY, CA 410 Conil Way, PORTOLA VALLEY, CA 94028 \| Single Family Residential	5 beds \| 3 baths \| 4,220 sq.ft.	$4,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $5217 Airbnb ROI: N/A Traditional ROI: -0.53%
60 Linaria Way PORTOLA VALLEY, CA 60 Linaria Way, PORTOLA VALLEY, CA 94028 \| Single Family Residential	4 beds \| 3 baths \| 3,072 sq.ft.	$4,250,000	Airbnb cash on cash: -0.91% Traditional cash on cash: -0.53% Airbnb Rental Income: $4345 Traditional Rental Income: $4927 Airbnb ROI: -0.91% Traditional ROI: -0.53%
7 Redberry Rdg PORTOLA VALLEY, CA 7 Redberry Rdg, PORTOLA VALLEY, CA 94028 \| Single Family Residential	5 beds \| 7 baths \| 7,180 sq.ft.	$8,748,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.66% Airbnb Rental Income: $null Traditional Rental Income: $9644 Airbnb ROI: N/A Traditional ROI: -0.66%
108 Santa Maria Ave PORTOLA VALLEY, CA 108 Santa Maria Ave, PORTOLA VALLEY, CA 94028 \| Single Family Residential	3 beds \| 2 baths \| 1,560 sq.ft.	$2,339,000	Airbnb cash on cash: -1.08% Traditional cash on cash: -0.04% Airbnb Rental Income: $2095 Traditional Rental Income: $3809 Airbnb ROI: -1.08% Traditional ROI: -0.04%
1 Redberry Rdg PORTOLA VALLEY, CA	5 beds \| 6 baths \| 6,620 sq.ft.	$8,275,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.59% Airbnb Rental Income: $null Traditional Rental Income: $9672 Airbnb ROI: N/A Traditional ROI: -0.59%
25 Siesta Ct PORTOLA VALLEY, CA 25 Siesta Ct, PORTOLA VALLEY, CA 94028 \| Single Family Residential	5 beds \| 3 baths \| 3,354 sq.ft.	$3,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.32% Airbnb Rental Income: $null Traditional Rental Income: $5397 Airbnb ROI: N/A Traditional ROI: -0.32%
578 CRESTA VISTA Ln PORTOLA VALLEY, CA 578 CRESTA VISTA Ln, PORTOLA VALLEY, CA 94028 \| Single Family Residential	3 beds \| 3 baths \| 3,729 sq.ft.	$6,998,000	Airbnb cash on cash: -1.53% Traditional cash on cash: -1.03% Airbnb Rental Income: $2095 Traditional Rental Income: $4778 Airbnb ROI: -1.53% Traditional ROI: -1.03%
145 Foxwood Road Rd PORTOLA VALLEY, CA 145 Foxwood Road Rd, PORTOLA VALLEY, CA 94028 \| Other	N/A beds \| N/A baths \| N/A	$499,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.66% Airbnb Rental Income: $1912 Traditional Rental Income: $1686 Airbnb ROI: 1.06% Traditional ROI: 1.66%
244 Bonita Rd PORTOLA VALLEY, CA 244 Bonita Rd, PORTOLA VALLEY, CA 94028 \| Single Family Residential	3 beds \| 2 baths \| 1,490 sq.ft.	$1,649,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.89% Airbnb Rental Income: $2095 Traditional Rental Income: $7200 Airbnb ROI: -0.8% Traditional ROI: 2.89%
3510 Alpine Rd PORTOLA VALLEY, CA 3510 Alpine Rd, PORTOLA VALLEY, CA 94028 \| Single Family Residential	4 beds \| 6 baths \| 6,593 sq.ft.	$12,650,000	Airbnb cash on cash: -1.47% Traditional cash on cash: -0.94% Airbnb Rental Income: $4345 Traditional Rental Income: $9613 Airbnb ROI: -1.47% Traditional ROI: -0.94%
50 Bear Gulch Dr PORTOLA VALLEY, CA 50 Bear Gulch Dr, PORTOLA VALLEY, CA 94028 \| Single Family Residential	5 beds \| 4 baths \| 3,718 sq.ft.	$6,395,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $7324 Airbnb ROI: N/A Traditional ROI: -0.53%
8 Hawkview St PORTOLA VALLEY, CA 8 Hawkview St, PORTOLA VALLEY, CA 94028 \| Single Family Residential	4 beds \| 3 baths \| 3,110 sq.ft.	$4,795,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -0.83% Airbnb Rental Income: $4345 Traditional Rental Income: $4848 Airbnb ROI: -1.15% Traditional ROI: -0.83%

Real Estate investment in Portola-valley, CA

There are 19 properties for sale in the city of Portola Valley . The median list price in Portola Valley is $4,495,000 and the average price per square foot is $1,104. In March 2026, the average monthly cash on cash return in Portola Valley is -1.00%. The average monthly rental income in Portola Valley is $5,307.

Portola-valley, CA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 19 investment properties available for sale in Portola-valley.

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

The ROI for Short-Term is higher than the Long-Term in Portola-valley with average rental income of $2,095.

Your search for investment property begins and ends here

Investment Property for Sale in Portola Valley, CA

76 Old Spanish Trl

PORTOLA VALLEY, CA

2 beds | 2 baths | 1,205 sq.ft.

$1,849,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $2425

Traditional Rental Income: $3526

Airbnb ROI: -0.05%

Traditional ROI: 0.94%

21 Valley Oak St

PORTOLA VALLEY, CA

4 beds | 3 baths | 3,470 sq.ft.

$3,499,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $4345

Traditional Rental Income: $8039

Airbnb ROI: -1.09%

Traditional ROI: 0.33%

1019 Los Trancos Rd

PORTOLA VALLEY, CA

3 beds | 2 baths | 1,225 sq.ft.

$1,800,000

Airbnb cash on cash: -1.39%

Traditional cash on cash: 0.08%

Airbnb Rental Income: $2095

Traditional Rental Income: $4002

Airbnb ROI: -1.39%

Traditional ROI: 0.08%

176 Los Trancos

PORTOLA VALLEY, CA

4 beds | 4 baths | 2,960 sq.ft.

$3,500,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $4345

Traditional Rental Income: $8232

Airbnb ROI: -0.68%

Traditional ROI: 0.8%

5660 Alpine Rd

PORTOLA VALLEY, CA

6 beds | 9 baths | 14,500 sq.ft.

$15,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.13%

Airbnb Rental Income: $null

Traditional Rental Income: $9134

Airbnb ROI: N/A

Traditional ROI: -1.13%

310 Old Spanish Trl

PORTOLA VALLEY, CA

3 beds | 2 baths | 3,200 sq.ft.

$3,625,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: -0.64%

Airbnb Rental Income: $2095

Traditional Rental Income: $3837

Airbnb ROI: -1.32%

Traditional ROI: -0.64%

670 La Mesa Dr

PORTOLA VALLEY, CA

5 beds | 4 baths | 3,522 sq.ft.

$6,695,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.79%

Airbnb Rental Income: $null

Traditional Rental Income: $6076

Airbnb ROI: N/A

Traditional ROI: -0.79%

410 Conil Way

PORTOLA VALLEY, CA

5 beds | 3 baths | 4,220 sq.ft.

$4,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.53%

Airbnb Rental Income: $null

Traditional Rental Income: $5217

Airbnb ROI: N/A