19450 Old Winery Road, Sonoma, CA 95476, Sonoma, 95476 - 6 bed, 5 bath

19450 Old Winery Road
Sonoma, CA 95476
Property Price
SUMMARY
Analysis of 19450 Old Winery Road, Sonoma, CA 95476 is currently available with a list price of $2,495,000. The property maintains a Fair Condition Rating (50/100), suggesting the property is in acceptable condition with potential for value enhancement through selective updates and improvements. Located in a high-demand neighborhood within the Sonoma 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.
Condition Analysis
OVERALL CONDITION SCORE
Property is moderate renovation needed.
Built in 1910, this historic Craftsman estate is described as 'vintage' and 'rambling,' indicating that while the structures are functional and maintained, they likely feature outdated kitchens, bathrooms, and mechanical systems. The property analysis specifically notes 'aging systems' and 'high maintenance requirements,' which aligns with the Fair category for homes over 20 years old that have not undergone a recent comprehensive renovation. The significant price reduction in recent years further suggests the condition requires updates to meet modern market expectations.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 145926, living area = 4148.
- Multi-Structure Compound Potential
The 3.35-acre parcel features multiple dwellings including a vintage Craftsman home, a two-bedroom tank house, and a duplex gatehouse, offering exceptional versatility for a family compound or rental income.
- Expansive Level Acreage
Rarely found in Sonoma, this level acreage includes mature Monterey Cypress trees and a diverse orchard of fruit and olive trees, providing a private, park-like setting just minutes from the Sonoma Plaza.
CONSRISKS & DEFICIENCIES
- High Maintenance Requirements
With multiple structures dating back to 1910, the property likely demands significant ongoing maintenance and capital investment to modernize aging systems and preserve the vintage architecture.
- Downward Price Trend
The property's sales history shows a notable decline from $3.5M in 2021 to its current list price of $2.495M, which may indicate previous overvaluation or underlying condition issues that buyers should investigate.
About 19450 Old Winery Road
An amazing country property of this sort rarely becomes available. With enduring Sonoma Valley charm, this iconic 3.35 +/- acre parcel includes multiple homes, a picturesque barn as well as outbuildings, and would make an ideal family compound or Wine Country escape. Convenient to the Sonoma Plaza yet away from the bustle of town, the property is a small slice of heaven with level acreage and mature trees. The property's existing dwellings include a sprawling vintage California Craftsman-style home, a converted two-bedroom tank house/workshop, and a former two-story gatehouse which was the original home on the property and now is a Duplex with two units. The quintessential red barn is constructed of redwood and was once used for commercial apple packing. Currently, the property offers public power and gas as well as city water but includes its own cistern for rainwater collection. Throughout the rambling property, find towering evergreens including four vintage Monterey Cypress trees. A mix of fruit trees includes walnut, fig, pear, peach, pomegranate, apricot and olive trees.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1910
- Lot Size
- 145,926 Sq. Ft.
Interior
- Total Bedrooms
- 6
- Total Bathrooms
- 5 (5 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 6.0 | 3.0 | 98% |
| Baths | 5.0 | 2.0 | 93% |
| Square foot | 4,148 | 1,667 | 96% |
| Lot Size | 145,926 | 7,635.5 | 92% |
| Price | $2.50M | $1.00M | 84% |
| Price per sq ft | $601 | $605 | 49% |
| Built year | 1910 | 1976 | 6% |
| HOA | $0 | $0 | 50% |
| Days on market | 32 | 188 | 2% |
Pricing History
Listed for Sale
Feb 3, 2026
$2,495,000
Initial Listing
Sold
Jun 6, 2022
$3,075,000
Public Record
Sold
Jan 15, 2021
$3,500,000
Public Record



















