
San Francisco, CA 94123
Analysis of 2401 Chestnut Street, San Francisco, CA 94123 is currently available with a list price of $11,000,000. 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 San Francisco 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 moderate renovation needed.
Built in 1928 and held by the same family for over 75 years, this pride-of-ownership asset appears well-maintained but is significantly aged. Without mention of recent gut renovations to the 21 residential units or major system overhauls (HVAC/Electric), the property is considered dated and likely requires modernization of kitchens, baths, and infrastructure to meet current luxury standards in the Marina District.
Elementary School: Chinese Immersion School At Deavila (9/10). Middle School: Lilienthal (Claire) Elementary School (9/10). High School: Lowell High School (10/10).
Situated on the southwest corner of Chestnut and Divisadero in the heart of the Marina District, this flagship property occupies a high-visibility, high-traffic location in one of San Francisco's most affluent neighborhoods.
The mixed-use composition of 6 ground-floor commercial spaces and 21 residential units provides a balanced and robust income profile, mitigating vacancy risks across both the retail and housing sectors.
Given the 1928 construction and long-term family ownership, the building may require significant capital expenditure for modernizing aging systems or meeting current seismic safety standards.
Managing 21 residential units in San Francisco involves navigating strict rent control ordinances and tenant protections, which can limit immediate rental upside and increase operational oversight.
2401-2419 Chestnut Street represents a truly rare, generational investment opportunity to acquire a flagship mixed-use property in the heart of the Marina District, one of San Francisco's most affluent, high barrier to entry neighborhoods. Held by the same family for over 75 years, this pride-of-ownership asset is positioned on the southwest corner of Chestnut and Divisadero Street. Featuring 6 ground-floor commercial spaces (two historically combined into a larger anchor layout) and 21 residential units above.
No exterior & parking available.
Grades K-5 • 0.7 mi
Grades K-5 • 0.8 mi
Grades K-5 • 1.9 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 9.0 | 5.5 |
| Baths | 0.0 | 4.0 |
| Square foot | 19,484 | 4,754.5 |
| Lot Size | 5,859 | 1,647.5 |
| Price | $11.00M | $2.60M |
| Price per sq ft | $565 | $541 |
| Built year | 1928 | 1917 |
| HOA | $0 | $0 |
| Days on market | 42 | 116 |
Jul 29, 2026
$11,000,000
Initial Listing