Urban-High Street
2138 Chestnut Street
2138 Chestnut St, San Francisco, CA 94123
Listing Price: $7,975,000
Investment Overview
2138 Chestnut Street is a high-profile, trophy 4-unit retail property positioned in the epicenter of Chestnut Street’s premier retail corridor — widely regarded as one of San Francisco’s most coveted and high-performing shopping and dining destinations.
This irreplaceable location sits directly across from Apple and GAP, surrounded by a powerhouse lineup of national retailers including Starbucks, Peet’s Coffee, Chase Bank, and Wells Fargo. The corridor’s combination of brand strength, constant pedestrian activity, and enduring neighborhood loyalty creates one of the most dynamic retail environments in the city.
The property itself reflects this unique balance of stability and vibrancy. Longtime community anchors Marina Lounge and Dragon Well continue to serve as neighborhood favorites, while Over the Moon Creamery and Boho Petite are fast becoming local destinations in their own right. Together, these tenants establish a compelling mix of heritage and fresh energy that resonates with both residents and visitors.
On the market for the first time since its construction in 1933, 2138 Chestnut Street represents more than just a fully-leased, income-producing asset — it is a generational foothold in a supply-constrained corridor where visibility, tenant demand, and long-term value creation converge. Opportunities of this caliber and location are extraordinarily rare, making this offering a true landmark investment.
Investment Highlights
- Premier Location on Chestnut Street Corridor
- 4 High-Profile Retail Units in SF's Hottest Zip Code
- Ultra Rare Legacy Investment
- First Time Ever On Market
- Once in a Generation Opportunity
Exclusively Listed By
Listing Price: $7,975,000
Investment Highlights
- Premier Location on Chestnut Street Corridor
- 4 High-Profile Retail Units in SF's Hottest Zip Code
- Ultra Rare Legacy Investment
- First Time Ever On Market
- Once in a Generation Opportunity
Investment Overview
2138 Chestnut Street is a high-profile, trophy 4-unit retail property positioned in the epicenter of Chestnut Street’s premier retail corridor — widely regarded as one of San Francisco’s most coveted and high-performing shopping and dining destinations. This irreplaceable location sits directly across from Apple and GAP, surrounded by a powerhouse lineup of national retailers including Starbucks, Peet’s Coffee, Chase Bank, and Wells Fargo. The corridor’s combination of brand strength, constant pedestrian activity, and enduring neighborhood loyalty creates one of the most dynamic retail environments in the city. The property itself reflects this unique balance of stability and vibrancy. Longtime community anchors Marina Lounge and Dragon Well continue to serve as neighborhood favorites, while Over the Moon Creamery and Boho Petite are fast becoming local destinations in their own right. Together, these tenants establish a compelling mix of heritage and fresh energy that resonates with both residents and visitors. On the market for the first time since its construction in 1933, 2138 Chestnut Street represents more than just a fully-leased, income-producing asset — it is a generational foothold in a supply-constrained corridor where visibility, tenant demand, and long-term value creation converge. Opportunities of this caliber and location are extraordinarily rare, making this offering a true landmark investment.
Exclusively Listed By

