Real Estate Investment Properties for Sale in San Mateo, CA

Looking for investment property in San Mateo, CA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
320 Peninsula Ave #409 San Mateo, CA 320 Peninsula Ave #409, San Mateo, CA 94401 \| Condo/Coop	2 beds \| 2 baths \| 930 sq.ft.	$719,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 0.93% Airbnb Rental Income: $4569 Traditional Rental Income: $2649 Airbnb ROI: 2.38% Traditional ROI: 0.93%
241 42nd Ave San Mateo, CA Magnificent 5-bedroom estate located in the highly desirable neighborhood. As you step ins...	5 beds \| 4 baths \| 2,855 sq.ft.	$2,849,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $7677 Airbnb ROI: N/A Traditional ROI: 1.12%
58 Bel Aire Ln San Mateo, CA Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With...	4 beds \| 4 baths \| 3,664 sq.ft.	$4,775,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.79% Airbnb Rental Income: $8351 Traditional Rental Income: $9285 Airbnb ROI: 0.23% Traditional ROI: 0.79%
934 Peninsula Ave #301 San Mateo, CA 934 Peninsula Ave #301, San Mateo, CA 94401 \| Condo/Coop	1 beds \| 1 baths \| 693 sq.ft.	$519,995	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.59% Airbnb Rental Income: $2735 Traditional Rental Income: $1922 Airbnb ROI: 0.94% Traditional ROI: 0.59%
932 Peninsula Ave #406 San Mateo, CA 932 Peninsula Ave #406, San Mateo, CA 94401 \| Condo/Coop	2 beds \| 1 baths \| 894 sq.ft.	$667,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.58% Airbnb Rental Income: $4569 Traditional Rental Income: $2431 Airbnb ROI: 2.49% Traditional ROI: 0.58%
422 Peninsula Ave San Mateo, CA 422 Peninsula Ave, San Mateo, CA 94401 \| Multi Family	8 beds \| N/A baths \| 3,450 sq.ft.	$2,200,000	Airbnb cash on cash: -0.03% Traditional cash on cash: -0.18% Airbnb Rental Income: $4569 Traditional Rental Income: $3300 Airbnb ROI: -0.03% Traditional ROI: -0.18%
740 Promontory Pt #3109 San Mateo, CA 740 Promontory Pt #3109, San Mateo, CA 94404 \| Condo/Coop	3 beds \| 2 baths \| 2,264 sq.ft.	$1,530,000	Airbnb cash on cash: -1.62% Traditional cash on cash: -0.32% Airbnb Rental Income: $2493 Traditional Rental Income: $3737 Airbnb ROI: -1.62% Traditional ROI: -0.32%
212 Eaton Rd #1 San Mateo, CA 212 Eaton Rd #1, San Mateo, CA 94402 \| Condo/Coop	2 beds \| 1 baths \| 1,019 sq.ft.	$999,888	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.79% Airbnb Rental Income: $2673 Traditional Rental Income: $2820 Airbnb ROI: -0.05% Traditional ROI: 0.79%
74 Crystal Springs Rd San Mateo, CA 74 Crystal Springs Rd, San Mateo, CA 94402 \| Single Family Residential	5 beds \| 3 baths \| 3,730 sq.ft.	$3,795,000	Airbnb cash on cash: -0.32% Traditional cash on cash: -0.39% Airbnb Rental Income: $6387 Traditional Rental Income: $4880 Airbnb ROI: -0.32% Traditional ROI: -0.39%
101 Blossom Cir #H San Mateo, CA 101 Blossom Cir #H, San Mateo, CA 94403 \| Condo/Coop	1 beds \| 1 baths \| 528 sq.ft.	$480,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1% Airbnb Rental Income: $1982 Traditional Rental Income: $1704 Airbnb ROI: 0.46% Traditional ROI: 1%
327 Rosilie St San Mateo, CA 327 Rosilie St, San Mateo, CA 94403 \| Single Family Residential	3 beds \| 2 baths \| 1,325 sq.ft.	$1,998,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -0.18% Airbnb Rental Income: $2900 Traditional Rental Income: $3019 Airbnb ROI: -0.6% Traditional ROI: -0.18%
833 N Humboldt St #201 San Mateo, CA 833 N Humboldt St #201, San Mateo, CA 94401 \| Condo/Coop	1 beds \| 1 baths \| 693 sq.ft.	$579,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 0.35% Airbnb Rental Income: $2735 Traditional Rental Income: $1922 Airbnb ROI: 0.66% Traditional ROI: 0.35%
835 N Humboldt St #203 San Mateo, CA 835 N Humboldt St #203, San Mateo, CA 94401 \| Condo/Coop	1 beds \| 1 baths \| 693 sq.ft.	$549,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.46% Airbnb Rental Income: $2735 Traditional Rental Income: $1922 Airbnb ROI: 0.79% Traditional ROI: 0.46%
195 Warren Rd San Mateo, CA 195 Warren Rd, San Mateo, CA 94401 \| Single Family Residential	3 beds \| 2 baths \| 2,659 sq.ft.	$3,680,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -0.5% Airbnb Rental Income: $4090 Traditional Rental Income: $4362 Airbnb ROI: -0.84% Traditional ROI: -0.5%
50 Mounds Rd #108 San Mateo, CA 50 Mounds Rd #108, San Mateo, CA 94402 \| Condo/Coop	2 beds \| 2 baths \| 2,036 sq.ft.	$1,288,888	Airbnb cash on cash: -1.9% Traditional cash on cash: -0.39% Airbnb Rental Income: $2294 Traditional Rental Income: $3537 Airbnb ROI: -1.9% Traditional ROI: -0.39%

Real Estate investment in San-mateo, CA

There are 16 properties for sale in the city of San Mateo . The median list price in San Mateo is $1,144,390 and the average price per square foot is $654. In February 2026, the average monthly cash on cash return in San Mateo is 1.00%. The average monthly rental income in San Mateo is $3,811.

San-mateo, CA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 16 investment properties available for sale in San-mateo.

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

The ROI for Long-Term is higher than the Short-Term in San-mateo with average rental income of $3,811.

Your search for investment property begins and ends here

Investment Property for Sale in San Mateo, CA

320 Peninsula Ave #409

San Mateo, CA

2 beds | 2 baths | 930 sq.ft.

$719,000

Airbnb cash on cash: 2.38%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $4569

Traditional Rental Income: $2649

Airbnb ROI: 2.38%

Traditional ROI: 0.93%

241 42nd Ave

San Mateo, CA

5 beds | 4 baths | 2,855 sq.ft.

$2,849,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.12%

Airbnb Rental Income: $null

Traditional Rental Income: $7677

Airbnb ROI: N/A

Traditional ROI: 1.12%

58 Bel Aire Ln

San Mateo, CA

4 beds | 4 baths | 3,664 sq.ft.

$4,775,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $8351

Traditional Rental Income: $9285

Airbnb ROI: 0.23%

Traditional ROI: 0.79%

934 Peninsula Ave #301

San Mateo, CA

1 beds | 1 baths | 693 sq.ft.

$519,995

Airbnb cash on cash: 0.94%

Traditional cash on cash: 0.59%

Airbnb Rental Income: $2735

Traditional Rental Income: $1922

Airbnb ROI: 0.94%

Traditional ROI: 0.59%

932 Peninsula Ave #406

San Mateo, CA

2 beds | 1 baths | 894 sq.ft.

$667,000

Airbnb cash on cash: 2.49%

Traditional cash on cash: 0.58%

Airbnb Rental Income: $4569

Traditional Rental Income: $2431

Airbnb ROI: 2.49%

Traditional ROI: 0.58%

422 Peninsula Ave

San Mateo, CA

8 beds | N/A baths | 3,450 sq.ft.

$2,200,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: -0.18%

Airbnb Rental Income: $4569

Traditional Rental Income: $3300

Airbnb ROI: -0.03%

Traditional ROI: -0.18%

740 Promontory Pt #3109

San Mateo, CA

3 beds | 2 baths | 2,264 sq.ft.

$1,530,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: -0.32%

Airbnb Rental Income: $2493

Traditional Rental Income: $3737

Airbnb ROI: -1.62%

Traditional ROI: -0.32%

212 Eaton Rd #1

San Mateo, CA

2 beds | 1 baths | 1,019 sq.ft.

$999,888

Airbnb cash on cash: -0.05%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $2673

Traditional Rental Income: $2820

Airbnb ROI: -0.05%