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
9 Bournemouth Rd Saint Helena, CA This private and gated sanctuary is the perfect blend of in-town living and hillside seren...	4 beds \| 5 baths \| 5,800 sq.ft.	$5,450,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 0.64% Airbnb Rental Income: $39547 Traditional Rental Income: $12281 Airbnb ROI: 4.69% Traditional ROI: 0.64%
16 Upland Rd Saint Helena, CA This is the home you've been dreaming abouta private retreat where luxury, comfort, and co...	4 beds \| 4 baths \| 3,993 sq.ft.	$3,479,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 0.31% Airbnb Rental Income: $39547 Traditional Rental Income: $6746 Airbnb ROI: 8.37% Traditional ROI: 0.31%
471 Crystal Springs Rd Saint Helena, CA Cross a charming bridge and arrive at this private retreat in the heart of St. Helena. Set...	2 beds \| 2 baths \| 1,314 sq.ft.	$1,395,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 2.04% Airbnb Rental Income: $5647 Traditional Rental Income: $4107 Airbnb ROI: 2.36% Traditional ROI: 2.04%
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.	$7,499,999	Airbnb cash on cash: 3.28% Traditional cash on cash: 0.03% Airbnb Rental Income: $39547 Traditional Rental Income: $10162 Airbnb ROI: 3.28% Traditional ROI: 0.03%
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 Ave Saint Helena, CA Tucked quietly just three blocks from Main Street and moments from the Silverado Trail, 70...	3 beds \| 2 baths \| 2,408 sq.ft.	$2,100,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 1.1% Airbnb Rental Income: $3544 Traditional Rental Income: $5453 Airbnb ROI: -0.28% Traditional ROI: 1.1%
1814 Spring St Saint Helena, CA WOW! Newly constructed Modern farmhouse provides rare & thoughtful combination of design, ...	3 beds \| 3 baths \| 2,196 sq.ft.	$3,400,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 0.13% Airbnb Rental Income: $3544 Traditional Rental Income: $4600 Airbnb ROI: -0.46% Traditional ROI: 0.13%
1417 Kearney St Saint Helena, CA 1417 Kearney St, Saint Helena, CA 94574 \| Single Family Residential	4 beds \| 5 baths \| 3,620 sq.ft.	$5,295,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 0.72% Airbnb Rental Income: $39547 Traditional Rental Income: $10577 Airbnb ROI: 5.24% Traditional ROI: 0.72%
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: -0.15% Traditional cash on cash: 1.55% Airbnb Rental Income: $3544 Traditional Rental Income: $6236 Airbnb ROI: -0.15% Traditional ROI: 1.55%
1242 Madrona Ave Saint Helena, CA Own 1/8 of this completely reimagined home & ADU in the heart of St. Helena rebuilt inside...	3 beds \| 2 baths \| 2,124 sq.ft.	$765,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.79% Airbnb Rental Income: $3544 Traditional Rental Income: $4757 Airbnb ROI: 1.99% Traditional ROI: 4.79%
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: 2.21% Traditional cash on cash: 1.54% Airbnb Rental Income: $5647 Traditional Rental Income: $3768 Airbnb ROI: 2.21% 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.	$489,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 8.47% Airbnb Rental Income: $3544 Traditional Rental Income: $4772 Airbnb ROI: 4.08% Traditional ROI: 8.47%
945 Brown St 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: 0.05% Traditional cash on cash: 1.43% Airbnb Rental Income: $3544 Traditional Rental Income: $4811 Airbnb ROI: 0.05% Traditional ROI: 1.43%
1121 Valley View St Saint Helena, CA Nestled in the heart of St. Helena and bordering picturesque vineyard views, this charming...	3 beds \| 2 baths \| 1,270 sq.ft.	$1,249,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 5.65% Airbnb Rental Income: $3544 Traditional Rental Income: $8696 Airbnb ROI: 0.55% Traditional ROI: 5.65%
750 Deer Park Rd Saint Helena, CA The perfect combination of country and contemporary in this single-story home has a wonder...	3 beds \| 4 baths \| 3,180 sq.ft.	$1,575,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 4.57% Airbnb Rental Income: $3544 Traditional Rental Income: $9349 Airbnb ROI: 0.07% Traditional ROI: 4.57%
1040 Valley View St 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.	$1,200,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 1.41% Airbnb Rental Income: $5647 Traditional Rental Income: $3571 Airbnb ROI: 2.26% Traditional ROI: 1.41%
1234 Davis Ln Saint Helena, CA This prime property, located at the end of a quiet lane, just south of downtown St. Helena...	2 beds \| 1 baths \| 1,671 sq.ft.	$2,995,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.2% Airbnb Rental Income: $5647 Traditional Rental Income: $7729 Airbnb ROI: 0.04% Traditional ROI: 1.2%
3630 Spring Mountain Rd Saint Helena, CA An incredible opportunity to acquire this shockingly beautiful Napa Valley estate. Exquisi...	4 beds \| 4 baths \| 5,595 sq.ft.	$4,995,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 0.02% Airbnb Rental Income: $39547 Traditional Rental Income: $8807 Airbnb ROI: 5.19% 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.	$5,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $12183 Airbnb ROI: N/A Traditional ROI: 0.51%
1975 Whitehall Ln Saint Helena, CA This multi-generational estate is located on the western hills of the Napa Valley with stu...	5 beds \| 5 baths \| 4,333 sq.ft.	$6,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.97% Airbnb Rental Income: $null Traditional Rental Income: $4801 Airbnb ROI: N/A Traditional ROI: -0.97%
1726 Crinella Dr 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: 0.66% Traditional cash on cash: 1.98% Airbnb Rental Income: $3544 Traditional Rental Income: $4222 Airbnb ROI: 0.66% 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.	$3,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $9553 Airbnb ROI: N/A Traditional ROI: 0.83%
2900 Spring Mountain Rd Saint Helena, CA 2900 Spring Mountain Road, where every glance is a postcard. This private, gated 14.94+/-a...	6 beds \| 5 baths \| 9,600 sq.ft.	$18,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.22% Airbnb Rental Income: $null Traditional Rental Income: $8955 Airbnb ROI: N/A Traditional ROI: -1.22%
1001 Silverado Trail South Saint Helena, CA Welcome to Napa Valleyâs most serene and prestigious winery estate, where heritage, luxu...	4 beds \| 2 baths \| 18,938 sq.ft.	$15,500,000	Airbnb cash on cash: 0.39% Traditional cash on cash: -1.51% Airbnb Rental Income: $39547 Traditional Rental Income: $5513 Airbnb ROI: 0.39% Traditional ROI: -1.51%
921 Chiles Ave Saint Helena, CA Located just three blocks from the heart of downtown St. Helena, 921 Chiles Avenue offers ...	3 beds \| 2 baths \| 1,351 sq.ft.	$995,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 2.8% Airbnb Rental Income: $3544 Traditional Rental Income: $4310 Airbnb ROI: 1.13% Traditional ROI: 2.8%
850 Conn Valley Rd 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.	$1,995,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.44% Airbnb Rental Income: $3544 Traditional Rental Income: $6016 Airbnb ROI: -0.31% Traditional ROI: 1.44%
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.	$1,698,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.36% Airbnb Rental Income: $3544 Traditional Rental Income: $4288 Airbnb ROI: 0.39% Traditional ROI: 1.36%
860 Meadowood Ln Saint Helena, CA Set on 40 private acres above the renowned Meadowood Resort, this exceptional estate captu...	3 beds \| 3 baths \| 4,723 sq.ft.	$8,995,000	Airbnb cash on cash: -1.12% Traditional cash on cash: -0.3% Airbnb Rental Income: $3544 Traditional Rental Income: $9636 Airbnb ROI: -1.12% Traditional ROI: -0.3%
1626 Whitehall Ln Saint Helena, CA Located on the cooler western slope of Napa Valley, this stunning vineyard retreat offers ...	5 beds \| 7 baths \| 6,226 sq.ft.	$7,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.63% Airbnb Rental Income: $null Traditional Rental Income: $13419 Airbnb ROI: N/A Traditional ROI: 0.63%
1773 Crinella Dr Saint Helena, CA Located in one of St. Helena's beloved neighborhoods, this inviting corner lot wine countr...	3 beds \| 2 baths \| 1,486 sq.ft.	$975,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.14% Airbnb Rental Income: $3544 Traditional Rental Income: $4531 Airbnb ROI: 1.19% Traditional ROI: 3.14%
691 Silverado Trl 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.	$1,600,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 0.98% Airbnb Rental Income: $5647 Traditional Rental Income: $4158 Airbnb ROI: 1.22% Traditional ROI: 0.98%
1291 Sylvaner Ave Saint Helena, CA This meticulously updated 3-bedroom, 2-bath west side St. Helena residence offers 1,511 sq...	3 beds \| 2 baths \| 1,511 sq.ft.	$1,595,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 0.87% Airbnb Rental Income: $3544 Traditional Rental Income: $4401 Airbnb ROI: -0.23% Traditional ROI: 0.87%
1551 Spring St Saint Helena, CA Tucked just 3 blocks from Main Street St. Helena, this gated oasis feels like a secret gar...	4 beds \| 4 baths \| 4,300 sq.ft.	$5,895,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 0.2% Airbnb Rental Income: $39547 Traditional Rental Income: $10749 Airbnb ROI: 4.23% Traditional ROI: 0.2%
109 Glass Mountain Ln Saint Helena, CA All offers will be considered! A true Napa Valley sanctuary, this refined single-level est...	3 beds \| 2 baths \| 2,423 sq.ft.	$1,798,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.78% Airbnb Rental Income: $3544 Traditional Rental Income: $6460 Airbnb ROI: 0.56% Traditional ROI: 2.78%
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: -1.68% Traditional cash on cash: 2.89% Airbnb Rental Income: $364 Traditional Rental Income: $1383 Airbnb ROI: -1.68% 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	$10,000,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -1.6% Airbnb Rental Income: $364 Traditional Rental Income: $1562 Airbnb ROI: -1.75% Traditional ROI: -1.6%
218 Zinfandel Ln Saint Helena, CA 218 Zinfandel Ln, Saint Helena, CA 94574 \| Other	N/A beds \| N/A baths \| 1,200 sq.ft.	$9,850,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -1.49% Airbnb Rental Income: $364 Traditional Rental Income: $2523 Airbnb ROI: -1.75% Traditional ROI: -1.49%
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: -1.75% Traditional cash on cash: -1.53% Airbnb Rental Income: $364 Traditional Rental Income: $1549 Airbnb ROI: -1.75% 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: -1.73% Traditional cash on cash: 0.2% Airbnb Rental Income: $364 Traditional Rental Income: $1549 Airbnb ROI: -1.73% Traditional ROI: 0.2%

Real Estate investment in Saint-helena, CA

There are 90 properties for sale in the city of Saint Helena . The median list price in Saint Helena is $1,995,000 and the average price per square foot is $671. In August 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 90 investment properties available for sale in Saint-helena.

In 2026, 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 $5,207.

Your search for investment property begins and ends here

Investment Property for Sale in Saint Helena, CA

9 Bournemouth Rd

Saint Helena, CA

4 beds | 5 baths | 5,800 sq.ft.

$5,450,000

Airbnb cash on cash: 4.69%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $39547

Traditional Rental Income: $12281

Airbnb ROI: 4.69%

Traditional ROI: 0.64%

16 Upland Rd

Saint Helena, CA

4 beds | 4 baths | 3,993 sq.ft.

$3,479,000

Airbnb cash on cash: 8.37%

Traditional cash on cash: 0.31%

Airbnb Rental Income: $39547

Traditional Rental Income: $6746

Airbnb ROI: 8.37%

Traditional ROI: 0.31%

471 Crystal Springs Rd

Saint Helena, CA

2 beds | 2 baths | 1,314 sq.ft.

$1,395,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $5647

Traditional Rental Income: $4107

Airbnb ROI: 2.36%

Traditional ROI: 2.04%

2509 Madrona Ave

Saint Helena, CA

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

$7,499,999

Airbnb cash on cash: 3.28%

Traditional cash on cash: 0.03%

Airbnb Rental Income: $39547

Traditional Rental Income: $10162

Airbnb ROI: 3.28%

Traditional ROI: 0.03%

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 Ave

Saint Helena, CA

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

$2,100,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $3544

Traditional Rental Income: $5453

Airbnb ROI: -0.28%

Traditional ROI: 1.1%

1814 Spring St

Saint Helena, CA

3 beds | 3 baths | 2,196 sq.ft.

$3,400,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $3544

Traditional Rental Income: $4600

Airbnb ROI: -0.46%

Traditional ROI: 0.13%

1417 Kearney St

Saint Helena, CA

4 beds | 5 baths | 3,620 sq.ft.

$5,295,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $39547

Traditional Rental Income: $10577

Airbnb ROI: 5.24%