About
About Michael Winter
Michael Winter is highly communicative and detail oriented, and he ensures every real estate transaction is seamless and professional. Clients and customers trust his intuition and knowledge, and, known for his honesty and integrity, he makes the process enjoyable and as stress free as possible.
Experience & Approach
Michael was a former CEO and senior executive at Brand-Aid, Nautica, and Ralph Lauren. He has the unique combination of a fashion background, an in-depth knowledge of the market, and an unparalleled customer service approach, and his strength in creative sales and marketing plays an important role in his real estate career.
Known across Northern Westchester as “The Westchester Guy,” Michael has built one of the area's most recognizable personal real estate brands, a video-forward presence followed by more than 22,000 people on Instagram. His excellent negotiation skills and customer service consistently produce positive results for his clients.
See what that approach looks like in practice for buyers and sellers.
Communities Served
Michael's market is Northern Westchester: Bedford, Bedford Hills, Katonah, Chappaqua, Pound Ridge, North Salem, South Salem, Armonk, Mount Kisco, and the surrounding towns. Explore the community guides for a closer look at each market.
The Westchester Guy
Around Northern Westchester, Michael is known as The Westchester Guy, the voice behind a video series followed by more than 22,000 people, spotlighting the towns, the local businesses, and the real questions buyers and sellers ask.
Frequently Asked Questions
What areas does Michael Winter serve?
Michael serves buyers and sellers across Northern Westchester County, New York (Bedford, Bedford Hills, Katonah, Chappaqua, Pound Ridge, North Salem, South Salem, Armonk, and Mount Kisco) and the surrounding towns.
Is Michael licensed in both New York and Connecticut?
Yes. Michael is a Licensed Real Estate Salesperson in both New York and Connecticut, working from Julia B. Fee Sotheby's International Realty in Bedford, NY.
Who is The Westchester Guy?
The Westchester Guy is Michael Winter, the name he's known by across Northern Westchester through his video series and social media (@westchesternyhomes), where more than 22,000 people follow his town tours, local business spotlights, and Ask Michael Q&A.
Ready to make a move, or just exploring? Let's talk.