
Healdsburg, CA 95448
Analysis of 2291 Westside Road, Healdsburg, CA 95448 is currently available with a list price of $2,495,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Healdsburg Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
Despite the 1893 build date, the property has undergone a comprehensive high-end renovation within the last 5 years. Key systems are brand new or recently upgraded, including a 5-zone HVAC system, 400-amp electrical service, new roof, new septic, and updated windows. The addition of a modern 2,000 sqft deck and Italian tile pool confirms mint condition with no deferred maintenance.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 116741, living area = 1979.
Situated just five minutes from Healdsburg Plaza on the prestigious Westside Road, this property offers the perfect balance of secluded vineyard living with immediate access to world-class dining and amenities.
Despite its historic 1893 origins, the home features significant high-end upgrades including a new roof, 5-zone HVAC system, 400-amp electrical service, and advanced Starlink fiber distribution, ensuring modern reliability.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 1979, other record living area = 1008.
With only two bedrooms in the main residence, the property may not accommodate larger families or buyers requiring multiple dedicated guest rooms within the primary living space.
At a list price of $2.85M for under 2,000 square feet of living space, the property represents a significant premium that may challenge buyers seeking more interior volume for their investment.
Ride your bikes to town from your front door! Welcome to your private Sonoma Wine Country retreat, just five minutes from Healdsburg Plaza. Set on a gated 2.68-acre parcel, this single-level residence offers exceptional privacy and sweeping vineyard views across the Russian River Valley. Designed for effortless indoor-outdoor living, the home is encircled by a newly constructed 2,000-square-foot wraparound deck that seamlessly connects to an in-ground pool and hot tub, both finished in elegant Italian porcelain tile. A three-zone outdoor audio system enhances the experience, creating the perfect setting for entertaining or quiet relaxation. Originally built as an 1880s farmhouse, the home has been thoughtfully renovated to blend historic character with modern comfort. Recent upgrades include a new roof, updated windows, and a state-of-the-art five-zone heating and cooling system. The well-designed floor plan offers privacy and functionality, with two ensuite bedrooms positioned at opposite ends of the home. A detached room with panoramic views provides flexible space ideal for guests, a home office, or a creative studio. At the center of the home, the great room features a striking mid-century modern beam and shiplap ceiling, framed by windows that invite in serene woodland vistas. Modern infrastructure ensures convenience and peace of mind, including high-speed Starlink internet with underground fiber optic distribution and full property Wifi coverage, as well as upgraded 400-amp electrical service. Water systems are equally robust, featuring a rehabilitated well, an advanced treatment system, 25,000-gallon storage capacity, and a new three-bedroom septic system. The grounds are as captivating, with two seasonal creeks bordering the property, mature heritage oaks and redwoods, and over 30 fruit trees. With ample space for gardens, animals, or recreation, this property offers a rare combination of natural beauty, privacy, and refined living, an exceptional opportunity in the heart of Wine Country.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 2.0 | 3.0 | 28% |
| Baths | 2.0 | 2.0 | 50% |
| Square foot | 1,979 | 1,642 | 63% |
| Lot Size | 116,741 | 6,595.085 | 91% |
| Price | $2.50M | $895.8K | 96% |
| Price per sq ft | $1.3K | $566 | 93% |
| Built year | 1893 | 1985 | 15% |
| HOA | $0 | $0 | 50% |
| Days on market | 39 | 225 | 4% |
May 16, 2026
$2,495,000
$2,890,000
-14% Price Drop
Initial Listing
May 2, 2026
$2,890,000
$2,850,000
+1% Price Increase
Initial Listing
Apr 28, 2026
$2,850,000
Initial Listing
Jul 24, 2019
$1,091,500
Public Record