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.

Investment Property for Sale in Saint Helena, CA

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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%
945 Brown Street Saint Helena, CA Step into this charming 1940's bungalow situated in the heart of wine country, just minute...	3 beds \| 2 baths \| 1,733 sq.ft.	$1,695,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.24% Airbnb Rental Income: $9511 Traditional Rental Income: $4811 Airbnb ROI: 3.1% Traditional ROI: 1.24%
1191 Hudson Avenue Saint Helena, CA Drastic Price Reduction - Seize the Moment! Chic St. Helena Pied-a-Terre. St. Helena Lifes...	3 beds \| 2 baths \| 1,364 sq.ft.	$995,000	Airbnb cash on cash: 6.5% Traditional cash on cash: 2.98% Airbnb Rental Income: $9511 Traditional Rental Income: $4476 Airbnb ROI: 6.5% Traditional ROI: 2.98%
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%
1001 Silverado Trail South Saint Helena, CA Welcome to Napa Valleyâs most serene and prestigious winery estate, where heritage, luxu...	4 beds \| 3 baths \| 3,518 sq.ft.	$15,500,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -2.46% Airbnb Rental Income: $9542 Traditional Rental Income: $5513 Airbnb ROI: -1.34% Traditional ROI: -2.46%
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.	$2,465,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 0.83% Airbnb Rental Income: $9511 Traditional Rental Income: $6016 Airbnb ROI: 1.59% Traditional ROI: 0.83%
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.	$2,998,995	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%
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 \| 4 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%
1565 Pine Street Saint Helena, CA Welcome to this exceptional opportunity on the west side of St. Helena, where a charming s...	2 beds \| 2 baths \| 1,557 sq.ft.	$1,060,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 3.66% Airbnb Rental Income: $9542 Traditional Rental Income: $4766 Airbnb ROI: 6.7% Traditional ROI: 3.66%
1291 Sylvaner Avenue Saint Helena, CA Set on St. Helena's coveted west side, 1291 Sylvaner Avenue is a stylish single-level home...	3 beds \| 2 baths \| 1,511 sq.ft.	$1,675,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 0.79% Airbnb Rental Income: $9511 Traditional Rental Income: $4401 Airbnb ROI: 2.93% Traditional ROI: 0.79%

Real Estate investment in Saint-helena, CA

There are 31 properties for sale in the city of Saint Helena . The median list price in Saint Helena is $2,465,000 and the average price per square foot is $770. In September 2025, the average monthly cash on cash return in Saint Helena is 1.00%. The average monthly rental income in Saint Helena is $4,566.

Saint-helena, CA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 31 investment properties available for sale in Saint-helena.

In 2025, the best neighborhood to buy investment property is Saint Helena.

The ROI for Short-Term is higher than the Long-Term in Saint-helena with average rental income of $9,542.

Your search for investment property begins and ends here

Investment Property 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%

945 Brown Street

Saint Helena, CA

3 beds | 2 baths | 1,733 sq.ft.

$1,695,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 1.24%

Airbnb Rental Income: $9511

Traditional Rental Income: $4811

Airbnb ROI: 3.1%

Traditional ROI: 1.24%

1191 Hudson Avenue

Saint Helena, CA

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

$995,000

Airbnb cash on cash: 6.5%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $9511

Traditional Rental Income: $4476

Airbnb ROI: 6.5%

Traditional ROI: 2.98%

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%