DeWolfe Living

For Tammy DeWolfe, real estate has never been just about buying and selling homes. It is about understanding people, recognizing opportunity, and helping clients make some of the most important decisions of their lives with confidence.

As the founder of DeWolfe Living and a Realtor with Gibson Sotheby’s International Realty, Tammy brings more than 25 years of experience, deep local knowledge, sophisticated marketing, and the global reach of the Sotheby’s brand to buyers and sellers throughout Westwood and the surrounding communities.

Her connection to real estate also carries a meaningful legacy. Tammy began her career working alongside Dick DeWolfe, founder of The DeWolfe Company, once one of New England’s largest and most respected residential real estate firms. That experience shaped the principles that still guide DeWolfe Living today: service, integrity, preparation, strong relationships, and an unwavering commitment to the client.

Today, Tammy is building the next generation of the DeWolfe name in real estate with a modern approach centered on local intelligence, elevated presentation, and strategic advice.

While many agents focus on transactions, Tammy focuses on positioning.

For sellers, that means understanding how a home should be prepared, priced, presented, marketed, and negotiated to create the strongest possible outcome. Every property has a story, and Tammy believes exceptional marketing begins by identifying what makes a home distinctive and presenting it in a way that creates both emotional connection and perceived value.

For buyers, Tammy serves as an advisor and advocate, helping clients understand not only what they are purchasing, but also the neighborhood, market dynamics, long-term value, and negotiating strategy behind the decision.

Westwood is at the center of DeWolfe Living’s focus. Through market analysis, property insights, community stories, local business features, and lifestyle content, Tammy’s goal is to become a trusted resource for people who want to understand what it truly means to live, buy, and sell in Westwood.

Her work also extends beyond traditional real estate marketing. As a featured host on American Dream TV, Tammy has the opportunity to showcase remarkable homes, local businesses, community leaders, and the lifestyle that makes Greater Boston communities unique.

Backed by Gibson Sotheby’s International Realty, DeWolfe Living combines the personal service of a deeply local advisor with the exposure, technology, network, and international reputation of one of the world’s most recognized luxury real estate brands.

Whether a client is preparing to sell a longtime family home, searching for their next property, relocating, downsizing, or simply trying to understand what their home may be worth in today’s market, Tammy’s approach begins the same way:

Listen first. Understand the goal. Build the right strategy.

DeWolfe Living represents a new chapter in a longstanding Massachusetts real estate legacy—rooted in experience, elevated by modern marketing, and focused on helping clients make smarter real estate decisions.

DeWolfe Living — Westwood Real Estate, Elevated.

MEET THE TEAM