Real Estate Investment Properties for Sale in Healdsburg, CA
Looking for investment property in Healdsburg, CA with high ROI ?
Explore a variety of short-term homes & houses in Healdsburg, CA. Invest wisely with VRBO & Healdsburg, 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 Healdsburg, CA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
9400 Chalk Hill RoadHealdsburg, CAPerched on a peaceful hillside along Chalk Hill's coveted wine-country corridor, this styl... |
4 beds | 3 baths | 2,746 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -1.29%
|
620 Alta Vista DriveHealdsburg, CAThis charming 3-bedroom, 2.5-bathroom home spanning 2,208 square feet and situated on near... |
3 beds | 3 baths | 2,208 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 0.77%
|
3025 W Dry Creek RoadHealdsburg, CAWelcome to your dream home in the coveted W Dry Creek Road in Healdsburg! This single st... |
3 beds | 3 baths | 2,195 sq.ft. |
$2,985,000 |
Airbnb cash on cash: -0.49%
|
2267 Westside RoadHealdsburg, CACharming 1920s Home with Modern Upgrades on 3.2 Acres. Experience timeless elegance in thi... |
2 beds | 2 baths | 1,535 sq.ft. |
$1,659,000 |
Airbnb cash on cash: 0.33%
|
1315 W Dry Creek RoadHealdsburg, CAExperience the pinnacle of wine country living at this exceptional Dry Creek Valley estate... |
3 beds | 5 baths | 3,648 sq.ft. |
$3,995,000 |
Airbnb cash on cash: -0.99%
|
1708 Latigo LaneHealdsburg, CABack on the Market with Stunning Kitchen & Bathroom Updates! Welcome to this must-see Bra... |
4 beds | 2 baths | 2,212 sq.ft. |
$999,949 |
Airbnb cash on cash: -1.16%
|
1558 Magnolia DriveHealdsburg, CAA Century-Old Legacy and a Rare Opportunity to Build the Future. Tucked along a tree-lined... |
3 beds | 3 baths | 7,208 sq.ft. |
$4,500,000 |
Airbnb cash on cash: -0.4%
|
219 Burgundy RoadHealdsburg, CADiscover this gracious, single-level 4-bedroom home on an in-town 1.01+/- acre lot. A perf... |
4 beds | 2 baths | 2,402 sq.ft. |
$1,895,000 |
Airbnb cash on cash: -1.48%
|
532 Grove StreetHealdsburg, CAWelcome to the Grove Lofts, a collection of 23 luxury townhomes situated within walking di... |
2 beds | 2 baths | 1,100 sq.ft. |
$1,379,783 |
Airbnb cash on cash: 0.45%
|
124 Grayson WayHealdsburg, CAWelcome to 124 Grayson Way, a beautifully upgraded home in the heart of Healdsburg that co... |
4 beds | 4 baths | 1,889 sq.ft. |
$959,000 |
Airbnb cash on cash: -1%
|
820 Brown StreetHealdsburg, CABeloved Healdsburg Home on Coveted Brown Street. Steeped in history and warmth, this 3-be... |
3 beds | 2 baths | 1,389 sq.ft. |
$899,000 |
Airbnb cash on cash: 2.98%
|
910 Lytton Springs RoadHealdsburg, CALytton Manor Vineyard is a private 20.05-acre estate just 10 minutes from Healdsburg's ren... |
3 beds | 3 baths | 2,637 sq.ft. |
$3,500,000 |
Airbnb cash on cash: -0.78%
|
1676 Chiquita RoadHealdsburg, CANestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the w... |
3 beds | 3 baths | 2,118 sq.ft. |
$1,995,000 |
Airbnb cash on cash: 0.67%
|
620 Brown StreetHealdsburg, CAOriginally built in 1890 and reimagined beginning in 2021, this Healdsburg home blends his... |
4 beds | 5 baths | 2,800 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -1.21%
|
Real Estate investment in Healdsburg, CA
There are 14 properties for sale in the city of Healdsburg . The median list price in Healdsburg is $1,945,000 and the average price per square foot is $754. In December 2025, the average monthly cash on cash return in Healdsburg is 1.00%. The average monthly rental income in Healdsburg is $4,506.