Caleb Bennett-Waugh

Caleb Bennett-Waugh represents buyers and sellers of properties from $1M-$10M, offering the highest level of service and market knowledge. While Caleb represents clients transacting across the City and the East Bay, he specializes in San Francisco’s Downtown districts with over $65,000,000 in closed transactions since 2022. Caleb artfully navigates the nuances of the area’s signature high-rise and boutique residential buildings. Find Caleb leading tours throughout the Financial District, South of Market, the East Cut (formerly Rincon Hill), the Arts District in Yerba Buena, Mission Bay, South Park, and more. 

Buyer Representation

Local, national and International buyers searching for property appreciate Caleb’s commitment to understanding their needs and his careful consideration of near- and long-term goals. During the offer and negotiation process buyers benefit from Caleb’s keen ability to analyze values and trends, to successfully present offers at fair market value. Select buyer representation highlights include:

• 319 Lark, Alamo, international buyer represented at $9,000,000
• 1 South Park Penthouse, buyer and seller represented at $6,100,000
• Four Seasons Residence 23G, buyer represented at $3,100,000
• $20,000,000 in closed transactions at 301 Mission since 2022 
• 130 Valdez, buyer represented at $2,450,000

World-Class Representation for Sellers 

Sellers respect Caleb’s honest and direct approach to client representation. Analysis of data combined with years of experience as the market-share leader for the sale of condominiums enables Caleb Bennett-Waugh and the Gregg Lynn Team to achieve the highest possible price for sellers. Select seller representation highlights include:

• 1 South Park Penthouse, seller and buyer represented at $6,100,000
• Lumina 33B, seller represented at $4,850,000
• Lumina Penthouse 42AB, seller represented at $4,200,000
• $20,000,000 in closed transactions at 301 Mission since 2022 
• 75 Folsom #1502-1503, seller representation at $3,100,000

On behalf of his clients Caleb leverages the unrivaled marketing leadership of the Team and Sotheby’s International Realty to deliver the gold standard of property presentation and global exposure. 

Prior to landing in the San Francisco Bay Area, Caleb spent years in New York City. A firm believer in community, he has been active in a number of volunteer activities involving youth, the developmentally disabled, those in crises, and the arts.