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
1590 Sylvaner Avenue Saint Helena, CA A magnificent 3662 sq ft, 4 beds, 3.5 baths, three-level custom home in a quiet west-side ...	4 beds \| 4 baths \| 3,662 sq.ft.	$2,400,000	Airbnb cash on cash: 6.84% Traditional cash on cash: 3.99% Airbnb Rental Income: $22716 Traditional Rental Income: $12394 Airbnb ROI: 6.84% Traditional ROI: 3.99%
2509 Madrona Ave Saint Helena, CA Beyond the gated enclave of Madrona Ranch is a private drive that winds through the scenic...	4 beds \| 4 baths \| 4,730 sq.ft.	$7,800,000	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%
1651 Spring Mountain Rd Saint Helena, CA Inspired by the architecture of the Edwardian era, this historic beauty assumes a prominen...	6 beds \| 4 baths \| 4,191 sq.ft.	$4,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $9069 Airbnb ROI: N/A Traditional ROI: 0.74%
708 Hunt Avenue Saint Helena, CA Updated tri-level residence with filtered vineyard views three blocks from Main Street. Th...	3 beds \| 3 baths \| 2,408 sq.ft.	$2,100,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 1.26% Airbnb Rental Income: $488 Traditional Rental Income: $5760 Airbnb ROI: -1.58% Traditional ROI: 1.26%
1843 Spring Mountain Court Saint Helena, CA Enjoy a resort like living experience in this sophisticated oasis on St. Helena's coveted ...	3 beds \| 2 baths \| 1,943 sq.ft.	$2,450,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 0.38% Airbnb Rental Income: $488 Traditional Rental Income: $4954 Airbnb ROI: -1.7% Traditional ROI: 0.38%
201 Silverado Trl N Saint Helena, CA This refined wine country residence is located on the famed Silverado Trail sitting just b...	3 beds \| 3 baths \| 3,144 sq.ft.	$2,195,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 1.55% Airbnb Rental Income: $488 Traditional Rental Income: $6236 Airbnb ROI: -1.4% Traditional ROI: 1.55%
1785 Pope Canyon Rd Saint Helena, CA The Historic Hardin Schoolhouse - this coveted 1900's era schoolhouse features 2 bedrooms,...	2 beds \| 1 baths \| 1,332 sq.ft.	$1,200,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 1.54% Airbnb Rental Income: $4664 Traditional Rental Income: $3768 Airbnb ROI: 1.48% Traditional ROI: 1.54%
1629 Hillview Pl Saint Helena, CA New co-ownership opportunity: Own 1/8 of this professionally managed, turnkey home. This 3...	3 beds \| 2 baths \| 1,818 sq.ft.	$507,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 8.12% Airbnb Rental Income: $488 Traditional Rental Income: $4772 Airbnb ROI: -1.49% Traditional ROI: 8.12%
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.	$1,595,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 1.43% Airbnb Rental Income: $488 Traditional Rental Income: $4811 Airbnb ROI: -1.67% Traditional ROI: 1.43%
1040 Valley View Street Saint Helena, CA Located on the west side of St. Helena and a close distance to downtown, one finds a nicel...	2 beds \| 2 baths \| 1,293 sq.ft.	$1,450,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 1% Airbnb Rental Income: $4664 Traditional Rental Income: $3571 Airbnb ROI: 1.09% Traditional ROI: 1%
1234 Davis Lane Saint Helena, CA This prime property, located at the end of a quiet lane, just south of downtown St. Helena...	2 beds \| 2 baths \| 1,671 sq.ft.	$2,995,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 1.2% Airbnb Rental Income: $4664 Traditional Rental Income: $7729 Airbnb ROI: -0.26% Traditional ROI: 1.2%
3630 Spring Mountain Road Saint Helena, CA An incredible opportunity to acquire this shockingly beautiful Napa Valley estate. Exquisi...	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%
1250 Oakwood Ln Saint Helena, CA Welcome to Daisy Hill, a stunning retreat nestled in the serene beauty of Saint Helena. Wi...	6 beds \| 7 baths \| 6,800 sq.ft.	$6,800,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $12183 Airbnb ROI: N/A Traditional ROI: 0.22%
2543 Pinot Way Saint Helena, CA Beautifully updated single-level home in desirable Sylvaner Estates, now featuring newly i...	3 beds \| 2 baths \| 1,671 sq.ft.	$1,800,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 5.58% Airbnb Rental Income: $488 Traditional Rental Income: $12315 Airbnb ROI: -1.66% Traditional ROI: 5.58%
1726 Crinella Drive Saint Helena, CA Midcentury design plus a great neighborhood, just blocks from vibrant downtown St. Helena!...	3 beds \| 2 baths \| 1,350 sq.ft.	$1,190,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 1.98% Airbnb Rental Income: $488 Traditional Rental Income: $4222 Airbnb ROI: -1.64% Traditional ROI: 1.98%
2501 Pinot Way Saint Helena, CA Welcome to 2501 Pinot Way in the heart of St. Helena, CA. This extensively renovated singl...	5 beds \| 3 baths \| 3,541 sq.ft.	$3,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.62% Airbnb Rental Income: $null Traditional Rental Income: $9553 Airbnb ROI: N/A Traditional ROI: 0.62%
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: N/A Traditional cash on cash: -2.48% Airbnb Rental Income: $null Traditional Rental Income: $5513 Airbnb ROI: N/A Traditional ROI: -2.48%
921 Chiles Avenue Saint Helena, CA Located just three blocks from the heart of downtown St. Helena, 921 Chiles Avenue offers ...	3 beds \| 3 baths \| 1,351 sq.ft.	$1,050,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 2.56% Airbnb Rental Income: $488 Traditional Rental Income: $4310 Airbnb ROI: -1.63% Traditional ROI: 2.56%
850 Conn Valley Road Saint Helena, CA A sanctuary in the heart of St. Helena, 850 Conn Valley Road offers something increasingly...	3 beds \| 3 baths \| 2,979 sq.ft.	$2,295,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 1.03% Airbnb Rental Income: $488 Traditional Rental Income: $6016 Airbnb ROI: -1.7% Traditional ROI: 1.03%
1830 Spring Mountain Rd Saint Helena, CA Amazing opportunity to own on the West Side of St. Helena. Charming 3 bed 2 bath home wit...	3 beds \| 2 baths \| 1,645 sq.ft.	$1,795,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 1.23% Airbnb Rental Income: $488 Traditional Rental Income: $4288 Airbnb ROI: -1.21% Traditional ROI: 1.23%
860 Meadowood Lane Saint Helena, CA Set on 40 private acres above the renowned Meadowood Resort, this exceptional estate captu...	3 beds \| 5 baths \| 4,723 sq.ft.	$9,250,000	Airbnb cash on cash: -1.42% Traditional cash on cash: -0.32% Airbnb Rental Income: $488 Traditional Rental Income: $9636 Airbnb ROI: -1.42% Traditional ROI: -0.32%
999 Pratt Avenue Saint Helena, CA Light-Filled Contemporary Retreat Privately set down a secluded flag lot in St. Helena, th...	4 beds \| 5 baths \| 3,650 sq.ft.	$2,795,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 3.25% Airbnb Rental Income: $22716 Traditional Rental Income: $11205 Airbnb ROI: 6.16% Traditional ROI: 3.25%
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.	$3,500,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 0.66% Airbnb Rental Income: $22716 Traditional Rental Income: $8183 Airbnb ROI: 3.91% Traditional ROI: 0.66%
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.	$12,000,000	Airbnb cash on cash: -0.08% Traditional cash on cash: -0.85% Airbnb Rental Income: $22716 Traditional Rental Income: $10138 Airbnb ROI: -0.08% Traditional ROI: -0.85%
1551 Spring Street Saint Helena, CA Tucked just 3 blocks from Main Street St. Helena, this gated oasis feels like a secret gar...	4 beds \| 5 baths \| 4,300 sq.ft.	$5,895,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 0.2% Airbnb Rental Income: $22716 Traditional Rental Income: $10749 Airbnb ROI: 1.66% Traditional ROI: 0.2%
1430 Wallis Court Saint Helena, CA Modern comfort meets timeless design in this beautifully remodeled St. Helena townhouse. O...	3 beds \| 2 baths \| 1,916 sq.ft.	$978,000	Airbnb cash on cash: -1.98% Traditional cash on cash: 3.31% Airbnb Rental Income: $488 Traditional Rental Income: $5036 Airbnb ROI: -1.98% Traditional ROI: 3.31%
2294 Boysen Lane Saint Helena, CA Located at the end of a private country lane just moments from downtown St. Helena, this r...	3 beds \| 5 baths \| 2,776 sq.ft.	$3,500,000	Airbnb cash on cash: -1.72% Traditional cash on cash: -0.62% Airbnb Rental Income: $488 Traditional Rental Income: $3783 Airbnb ROI: -1.72% Traditional ROI: -0.62%
756 Sunnyside Rd Saint Helena, CA 756 Sunnyside Rd, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| N/A	$295,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 2.89% Airbnb Rental Income: $477 Traditional Rental Income: $1383 Airbnb ROI: -1.34% Traditional ROI: 2.89%
2910 Spring Mountain Rd Saint Helena, CA 2910 Spring Mountain Rd, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| N/A	$2,950,000	Airbnb cash on cash: -1.71% Traditional cash on cash: -1.22% Airbnb Rental Income: $477 Traditional Rental Income: $1562 Airbnb ROI: -1.71% Traditional ROI: -1.22%
218 Zinfandel Ln Saint Helena, CA 218 Zinfandel Ln, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| 1,200 sq.ft.	$10,900,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -1.51% Airbnb Rental Income: $477 Traditional Rental Income: $2523 Airbnb ROI: -1.74% Traditional ROI: -1.51%
0 Pratt Ave Saint Helena, CA 0 Pratt Ave, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| N/A	$6,900,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -1.53% Airbnb Rental Income: $477 Traditional Rental Income: $1549 Airbnb ROI: -1.74% Traditional ROI: -1.53%
110 Pine Pl Saint Helena, CA 110 Pine Pl, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| N/A	$799,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 0.2% Airbnb Rental Income: $477 Traditional Rental Income: $1549 Airbnb ROI: -1.6% Traditional ROI: 0.2%
806 Chiles Avenue Saint Helena, CA Experience the quintessential Napa Valley lifestyle from this beautiful single-level resid...	3 beds \| 3 baths \| 2,463 sq.ft.	$2,250,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 0.85% Airbnb Rental Income: $488 Traditional Rental Income: $5354 Airbnb ROI: -1.61% Traditional ROI: 0.85%
1547 Allyn Ave Saint Helena, CA 1547 Allyn Ave, Saint Helena, CA 94574 \| Single Family Residential	5 beds \| 5 baths \| 3,800 sq.ft.	$6,450,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.54% Airbnb Rental Income: $null Traditional Rental Income: $7340 Airbnb ROI: N/A Traditional ROI: -0.54%
4040 Spring Mountain Rd Saint Helena, CA 4040 Spring Mountain Rd, Saint Helena, CA 94574 \| Single Family Residential	5 beds \| 5 baths \| 6,494 sq.ft.	$2,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $7862 Airbnb ROI: N/A Traditional ROI: 1.73%
1530 Voorhees Circle Saint Helena, CA Exceptional opportunity at 1530 Voorhees Circle, just moments from the vibrant heart of do...	2 beds \| 2 baths \| 1,254 sq.ft.	$959,500	Airbnb cash on cash: 1.22% Traditional cash on cash: 0.5% Airbnb Rental Income: $4664 Traditional Rental Income: $3048 Airbnb ROI: 1.22% Traditional ROI: 0.5%
101 Pine Pl Saint Helena, CA 101 Pine Pl, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| N/A	$195,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 6.36% Airbnb Rental Income: $477 Traditional Rental Income: $1597 Airbnb ROI: -1.13% Traditional ROI: 6.36%
2 La Cuesta Ct Saint Helena, CA 2 La Cuesta Ct, Saint Helena, CA 94574 \| Manufactured Home	2 beds \| 2 baths \| 1,535 sq.ft.	$399,550	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.92% Airbnb Rental Income: $4664 Traditional Rental Income: $3184 Airbnb ROI: 4.29% Traditional ROI: 2.92%
3880 Spring Mountain Rd Saint Helena, CA 3880 Spring Mountain Rd, Saint Helena, CA 94574 \| Single Family Residential	2 beds \| 2 baths \| 2,038 sq.ft.	$1,490,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.67% Airbnb Rental Income: $4664 Traditional Rental Income: $3455 Airbnb ROI: 0.85% Traditional ROI: 0.67%
807 Deer Park Rd Saint Helena, CA 807 Deer Park Rd, Saint Helena, CA 94574 \| Single Family Residential	3 beds \| 2 baths \| 1,600 sq.ft.	$895,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 2.18% Airbnb Rental Income: $488 Traditional Rental Income: $3375 Airbnb ROI: -1.61% Traditional ROI: 2.18%

Real Estate investment in Saint-helena, CA

There are 62 properties for sale in the city of Saint Helena . The median list price in Saint Helena is $2,250,000 and the average price per square foot is $810. In May 2026, the average monthly cash on cash return in Saint Helena is 1.00%. The average monthly rental income in Saint Helena is $3,934.

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

There are 62 investment properties available for sale in Saint-helena.

In 2026, the best neighborhood to buy investment property is Saint Helena.

The ROI for Long-Term is higher than the Short-Term in Saint-helena with average rental income of $3,934.

Your search for investment property begins and ends here

Investment Property for Sale in Saint Helena, CA

1590 Sylvaner Avenue

Saint Helena, CA

4 beds | 4 baths | 3,662 sq.ft.

$2,400,000

Airbnb cash on cash: 6.84%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $22716

Traditional Rental Income: $12394

Airbnb ROI: 6.84%

Traditional ROI: 3.99%

2509 Madrona Ave

Saint Helena, CA

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

$7,800,000

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%

1651 Spring Mountain Rd

Saint Helena, CA

6 beds | 4 baths | 4,191 sq.ft.

$4,950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.74%

Airbnb Rental Income: $null

Traditional Rental Income: $9069

Airbnb ROI: N/A

Traditional ROI: 0.74%

708 Hunt Avenue

Saint Helena, CA

3 beds | 3 baths | 2,408 sq.ft.

$2,100,000

Airbnb cash on cash: -1.58%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $488

Traditional Rental Income: $5760

Airbnb ROI: -1.58%

Traditional ROI: 1.26%

1843 Spring Mountain Court

Saint Helena, CA

3 beds | 2 baths | 1,943 sq.ft.

$2,450,000

Airbnb cash on cash: -1.7%

Traditional cash on cash: 0.38%

Airbnb Rental Income: $488

Traditional Rental Income: $4954

Airbnb ROI: -1.7%

Traditional ROI: 0.38%

201 Silverado Trl N

Saint Helena, CA

3 beds | 3 baths | 3,144 sq.ft.

$2,195,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $488

Traditional Rental Income: $6236

Airbnb ROI: -1.4%

Traditional ROI: 1.55%

1785 Pope Canyon Rd

Saint Helena, CA

2 beds | 1 baths | 1,332 sq.ft.

$1,200,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $4664

Traditional Rental Income: $3768

Airbnb ROI: 1.48%

Traditional ROI: 1.54%

1629 Hillview Pl

Saint Helena, CA

3 beds | 2 baths | 1,818 sq.ft.

$507,000

Airbnb cash on cash: -1.49%

Traditional cash on cash: 8.12%

Airbnb Rental Income: $488

Traditional Rental Income: $4772

Airbnb ROI: -1.49%