Real Estate Investment Properties for Sale in Saint Helena, CA

Looking for investment property in Saint Helena, CA with high ROI ?

Explore a variety of short-term homes & houses in Saint Helena, CA. Invest wisely with VRBO & Saint Helena, CA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Saint Helena, CA

Search for Single Family Residential for Sale in Saint Helena, California. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 28 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2509 Madrona Avenue Saint Helena, CA Beyond the gated enclave of Madrona Ranch is a private drive that winds through the scenic...	4 beds \| 5 baths \| 4,730 sq.ft.	$7,795,000	Airbnb cash on cash: 1.18% Traditional cash on cash: -0.01% Airbnb Rental Income: $22716 Traditional Rental Income: $10162 Airbnb ROI: 1.18% Traditional ROI: -0.01%
1191 Hudson Avenue Saint Helena, CA Chic St. Helena Pied-a-Terre. St. Helena Lifestyle Awaits Discover the amazing St. Helena...	3 beds \| 2 baths \| 1,364 sq.ft.	$1,225,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 2.09% Airbnb Rental Income: $9511 Traditional Rental Income: $4476 Airbnb ROI: 4.96% Traditional ROI: 2.09%
3630 Spring Mountain Road Saint Helena, CA It is an incredible opportunity to acquire this shockingly beautiful Napa Valley estate. E...	4 beds \| 6 baths \| 5,595 sq.ft.	$4,995,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 0.02% Airbnb Rental Income: $22716 Traditional Rental Income: $8807 Airbnb ROI: 2.17% Traditional ROI: 0.02%
512 Meadowood Lane Saint Helena, CA An iconic legacy property, 512 is a masterwork of Wine Country living-gracefully perched a...	5 beds \| 7 baths \| 8,054 sq.ft.	$8,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.57% Airbnb Rental Income: $null Traditional Rental Income: $9391 Airbnb ROI: N/A Traditional ROI: -0.57%
1586 Arrowhead Drive Saint Helena, CA The owners of this property will pay closing costs and buy down rate! Welcome to your drea...	4 beds \| 4 baths \| 2,558 sq.ft.	$2,895,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 3.05% Airbnb Rental Income: $22716 Traditional Rental Income: $12986 Airbnb ROI: 5.19% Traditional ROI: 3.05%
2900 Spring Mountain Road Saint Helena, CA 2900 Spring Mountain Road, where every glance is a postcard. This private, gated 14.94+/-a...	5 beds \| 6 baths \| 9,600 sq.ft.	$12,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.02% Airbnb Rental Income: $null Traditional Rental Income: $8955 Airbnb ROI: N/A Traditional ROI: -1.02%
1503 Tainter Street Saint Helena, CA This lovingly maintained 1899 gem is ideally situated on St. Helena's coveted west side ju...	2 beds \| 2 baths \| 1,267 sq.ft.	$1,499,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 0.92% Airbnb Rental Income: $9542 Traditional Rental Income: $3033 Airbnb ROI: 4.32% Traditional ROI: 0.92%
850 Conn Valley Road Saint Helena, CA Located just five minutes from Meadowood Resort and downtown St. Helena, this 20-acre esta...	3 beds \| 3 baths \| 2,979 sq.ft.	$2,590,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 0.71% Airbnb Rental Income: $9511 Traditional Rental Income: $6016 Airbnb ROI: 1.43% Traditional ROI: 0.71%
1243 Stockton Street Saint Helena, CA Experience refined living at 1243 Stockton Street, designed to accommodate the needs of mo...	4 beds \| 3 baths \| 2,598 sq.ft.	$3,750,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 0.13% Airbnb Rental Income: $22716 Traditional Rental Income: $6317 Airbnb ROI: 3.71% Traditional ROI: 0.13%
1500 Big Rock Road Saint Helena, CA Perched atop Big Rock Road in St. Helena, this +/-16 acre estate offers sophistication and...	5 beds \| 7 baths \| 6,988 sq.ft.	$11,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.49% Airbnb Rental Income: $null Traditional Rental Income: $13017 Airbnb ROI: N/A Traditional ROI: -0.49%
1477 Oak Avenue Saint Helena, CA This meticulously updated Craftsman home on St. Helena's westside seamlessly blends timele...	2 beds \| 1 baths \| 986 sq.ft.	$1,450,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 1.37% Airbnb Rental Income: $9542 Traditional Rental Income: $3498 Airbnb ROI: 4.54% Traditional ROI: 1.37%
1185 Starr Avenue Saint Helena, CA This charming and well-designed single-story home in St. Helena features open-concept liv...	4 beds \| 2 baths \| 2,092 sq.ft.	$1,695,000	Airbnb cash on cash: 9.75% Traditional cash on cash: 1.01% Airbnb Rental Income: $22716 Traditional Rental Income: $4991 Airbnb ROI: 9.75% Traditional ROI: 1.01%
860 Meadowood Lane Saint Helena, CA Set on 40 private acres above the renowned Meadowood Resort, this exceptional estate captu...	3 beds \| 5 baths \| 4,320 sq.ft.	$11,500,000	Airbnb cash on cash: -0.48% Traditional cash on cash: -0.3% Airbnb Rental Income: $9511 Traditional Rental Income: $9636 Airbnb ROI: -0.48% Traditional ROI: -0.3%
999 Pratt Avenue Saint Helena, CA Contemporary Napa Valley Hideaway Near Downtown St. Helena ...	4 beds \| 5 baths \| 3,650 sq.ft.	$2,999,995	Airbnb cash on cash: 5.67% Traditional cash on cash: 2.96% Airbnb Rental Income: $22716 Traditional Rental Income: $11205 Airbnb ROI: 5.67% Traditional ROI: 2.96%
1664 Spring Street Saint Helena, CA Down a gravel drive and peacefully situated near a 100 year old oak tree, a design-inspire...	2 beds \| 1 baths \| 544 sq.ft.	$1,595,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 0.39% Airbnb Rental Income: $9542 Traditional Rental Income: $2716 Airbnb ROI: 3.8% Traditional ROI: 0.39%
1335 Madrona Avenue Saint Helena, CA Early 1900's bungalow on the desirable west side of St. Helena, just a block off Main St. ...	2 beds \| 1 baths \| 1,035 sq.ft.	$995,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 3.01% Airbnb Rental Income: $9542 Traditional Rental Income: $3896 Airbnb ROI: 7.19% Traditional ROI: 3.01%
2225 Palmer Drive Saint Helena, CA Welcome to your dream hideaway just one mile from downtown St. Helena. This modern split-l...	3 beds \| 4 baths \| 3,049 sq.ft.	$4,100,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 0.46% Airbnb Rental Income: $9511 Traditional Rental Income: $8525 Airbnb ROI: 0.26% Traditional ROI: 0.46%
1540 West Zinfandel Lane Saint Helena, CA Located within the prestigious St. Helena AVA on the coveted west end of Zinfandel Lane, t...	5 beds \| 8 baths \| 7,484 sq.ft.	$21,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.1% Airbnb Rental Income: $null Traditional Rental Income: $12806 Airbnb ROI: N/A Traditional ROI: -1.1%
1773 Crinella Drive Saint Helena, CA Motivated Seller...Across from charming McCullagh Park, this classic California Ranch blen...	3 beds \| 3 baths \| 1,486 sq.ft.	$1,100,000	Airbnb cash on cash: 5.72% Traditional cash on cash: 2.58% Airbnb Rental Income: $9511 Traditional Rental Income: $4531 Airbnb ROI: 5.72% Traditional ROI: 2.58%
1330 Pine Street Saint Helena, CA Nestled just a block from downtown St. Helena's Main Street, the charming yellow two-story...	4 beds \| 4 baths \| 3,316 sq.ft.	$3,950,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 0.47% Airbnb Rental Income: $22716 Traditional Rental Income: $8183 Airbnb ROI: 3.36% Traditional ROI: 0.47%
613 Harvest Lane Saint Helena, CA Welcome to this beautifully remodeled 2,626 sq. ft. 2 story St. Helena home nestled on a g...	4 beds \| 3 baths \| 2,626 sq.ft.	$1,800,000	Airbnb cash on cash: 9.83% Traditional cash on cash: 2.27% Airbnb Rental Income: $22716 Traditional Rental Income: $6112 Airbnb ROI: 9.83% Traditional ROI: 2.27%
1388 Sulphur Springs Avenue Saint Helena, CA A lovely vintage cottage lovingly cared for over the years, and ready for a new owner to r...	2 beds \| 2 baths \| 1,063 sq.ft.	$895,000	Airbnb cash on cash: 8.1% Traditional cash on cash: 3.79% Airbnb Rental Income: $9542 Traditional Rental Income: $4177 Airbnb ROI: 8.1% Traditional ROI: 3.79%
691 Silverado Trail S Saint Helena, CA Set on a 1.14 acre parcel along the Napa River with riverside views and rolling hillside v...	2 beds \| 2 baths \| 1,321 sq.ft.	$1,700,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 0.82% Airbnb Rental Income: $9542 Traditional Rental Income: $4158 Airbnb ROI: 3.1% Traditional ROI: 0.82%
3057 St. Helena Highway Saint Helena, CA This stunning St. Helena contemporary estate spans 1.27 acres, featuring impressive archit...	3 beds \| 4 baths \| 4,987 sq.ft.	$2,950,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.05% Airbnb Rental Income: $9511 Traditional Rental Income: $8678 Airbnb ROI: 1.71% Traditional ROI: 2.05%
1003 Charter Oak Avenue Saint Helena, CA PRICED TO SELL WITH INSTANT EQUITY!!! Rare Napa Valley estate on 1.29 acres, under constru...	4 beds \| 3 baths \| 4,488 sq.ft.	$4,490,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 0.77% Airbnb Rental Income: $22716 Traditional Rental Income: $7583 Airbnb ROI: 3.45% Traditional ROI: 0.77%
1233 Kearney Street Saint Helena, CA Charming single-level home in the heart of downtown St. Helena. Located on the coveted wes...	2 beds \| 1 baths \| 746 sq.ft.	$795,000	Airbnb cash on cash: 8.6% Traditional cash on cash: 2.32% Airbnb Rental Income: $9542 Traditional Rental Income: $3113 Airbnb ROI: 8.6% Traditional ROI: 2.32%
1055 Crinella Court Saint Helena, CA St. Helena classic mid-century cottage waiting for a makeover into a masterpiece! All the ...	3 beds \| 2 baths \| 1,476 sq.ft.	$875,000	Airbnb cash on cash: 7.63% Traditional cash on cash: 3.42% Airbnb Rental Income: $9511 Traditional Rental Income: $4307 Airbnb ROI: 7.63% Traditional ROI: 3.42%
400 Meadowood Lane Saint Helena, CA Discover this iconic Napa Valley compound blending historic architecture with sophisticate...	4 beds \| 5 baths \| 5,775 sq.ft.	$14,000,000	Airbnb cash on cash: -0.32% Traditional cash on cash: -0.98% Airbnb Rental Income: $22716 Traditional Rental Income: $10138 Airbnb ROI: -0.32% Traditional ROI: -0.98%

Your search for investment property begins and ends here

Single Family Homes for Sale in Saint Helena, CA

2509 Madrona Avenue

Saint Helena, CA

4 beds | 5 baths | 4,730 sq.ft.

$7,795,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $22716

Traditional Rental Income: $10162

Airbnb ROI: 1.18%

Traditional ROI: -0.01%

1191 Hudson Avenue

Saint Helena, CA

3 beds | 2 baths | 1,364 sq.ft.

$1,225,000

Airbnb cash on cash: 4.96%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $9511

Traditional Rental Income: $4476

Airbnb ROI: 4.96%

Traditional ROI: 2.09%

3630 Spring Mountain Road

Saint Helena, CA

4 beds | 6 baths | 5,595 sq.ft.

$4,995,000

Airbnb cash on cash: 2.17%

Traditional cash on cash: 0.02%

Airbnb Rental Income: $22716

Traditional Rental Income: $8807

Airbnb ROI: 2.17%

Traditional ROI: 0.02%

512 Meadowood Lane

Saint Helena, CA

5 beds | 7 baths | 8,054 sq.ft.

$8,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.57%

Airbnb Rental Income: $null

Traditional Rental Income: $9391

Airbnb ROI: N/A

Traditional ROI: -0.57%

1586 Arrowhead Drive

Saint Helena, CA

4 beds | 4 baths | 2,558 sq.ft.

$2,895,000

Airbnb cash on cash: 5.19%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $22716

Traditional Rental Income: $12986

Airbnb ROI: 5.19%

Traditional ROI: 3.05%

2900 Spring Mountain Road

Saint Helena, CA

5 beds | 6 baths | 9,600 sq.ft.

$12,995,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.02%

Airbnb Rental Income: $null

Traditional Rental Income: $8955

Airbnb ROI: N/A

Traditional ROI: -1.02%

1503 Tainter Street

Saint Helena, CA

2 beds | 2 baths | 1,267 sq.ft.

$1,499,000

Airbnb cash on cash: 4.32%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $9542

Traditional Rental Income: $3033

Airbnb ROI: 4.32%

Traditional ROI: 0.92%

850 Conn Valley Road

Saint Helena, CA

3 beds | 3 baths | 2,979 sq.ft.

$2,590,000

Airbnb cash on cash: 1.43%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $9511

Traditional Rental Income: $6016

Airbnb ROI: 1.43%