When it comes to selling a luxury home in Westport, Connecticut, you deserve more than just an agent — you deserve a local expert who lives and breathes Westport real estate. I’m Judy Michaelis, a longtime Westport resident and one of the most trusted names in Fairfield County luxury real estate.
Unlike many top agents who live in Fairfield or other nearby towns, I live right here in Westport, giving my clients insider knowledge of every neighborhood—from Compo Beach and Saugatuck Shores to Greens Farms and Coleytown. I understand what today’s high-end buyers are looking for, because I see it firsthand every day in our community.
When you hire me, you get my full attention, my marketing expertise, and my 30+ years of Westport experience—all focused on achieving your best possible result.
Record-Breaking Waterfront Sales
In the past year alone, Judy Michaelis represented the two highest-priced waterfront sales in Westport:
- 51 Compo Beach Road, Westport, CT 06880 – Sold by Judy Michaelis for $6,500,000
- A 2024 architectural retreat with floor-to-ceiling water views, smart-home features, a heated pool, and an expansive rooftop deck designed to elevate coastal living.
- 2 Owenoke Park, Westport, CT 06880 – Sold by Judy Michaelis for $8,999,000
- A newly built coastal masterpiece featuring five ensuite bedrooms, elevator access, a private pool and loggia, and direct dock access, all just steps from Compo Beach.
These results reflect more than market conditions — they represent strong local relationships, deep market knowledge, exceptional marketing, and a hands-on approach that consistently delivers outstanding outcomes for home sellers.
The Most Successful Solo Agent in Westport
Since 1993, no other real estate agent has listed and sold more homes in Westport, CT than Judy Michaelis. Her success comes from one-on-one attention, data-driven strategy, and an unwavering commitment to her clients. Luxury sellers value privacy and precision — and when you list with Judy, you work directly with her, not a team of assistants.
Why Local Expertise Matters
Every street in Westport tells a different story — flood zones, FEMA regulations, school districts, commuter access, and buyer demand vary block by block. Judy’s deep local insight and experience allow her to price your home competitively, market it strategically, and negotiate from a position of strength with high-end buyers who understand the value of living in this incredible town.
A Personalized, Proven Approach
From professional staging and cinematic video tours to luxury marketing and a global network, Judy ensures your home stands out across every platform — including top social networks, search engines, and the Coldwell Banker Global Luxury Network (where she’s sold more Global Luxury homes in Westport and Fairfield County than any other agent), James Edition, Robb Report, Homes.com, Mansion Global, Unique Homes, The Wall Street Journal, Properstar, HomeFinder.com, Barron’s, MarketWatch, AI Optimization, and top-tier digital outlets reaching affluent buyers across the U.S. and abroad.
Thinking about selling your Westport luxury or waterfront home? Let’s talk about how I can position your property for success in today’s market.
Call or text Judy Michaelis—Westport’s top luxury real estate expert.