Finding the top real estate agents in Westport CT can make a big difference when you're buying or selling a home. Westport has a competitive luxury real estate market, so working with someone who knows the area, understands property values, and can negotiate confidently is important.

But choosing an agent isn't only about looking at sales numbers. You also want someone who communicates well, understands your goals, and makes the process feel manageable from start to finish. With that in mind, here are some of the best real estate agents in Westport CT worth considering.

Elite Luxury Real Estate Teams

Bross Chingas Bross Team – Coldwell Banker Realty

The Bross Chingas Bross Team has established a strong presence in Connecticut's luxury real estate market. The team has recorded more than $2.5 billion in lifetime sales and has ranked among the region's top teams for nearly a decade.

One of their notable transactions involved representing both the buyer and seller in the $10 million sale of Compo Point, one of Westport's standout transactions.

The team has also received national recognition, ranking #33 among U.S. real estate teams in the RealTrends + The Wall Street Journal rankings. Their experience makes them an appealing option for clients looking for high-end property expertise and extensive market knowledge.

Top-Producing Individual Real Estate Agents

Judy Michaelis – Coldwell Banker

With more than 32 years of real estate experience, Judy Michaelis has built a strong reputation in the Westport market.

Since 2016, she has been recognized as a leading listing agent in Westport and has closed more than $600 million in sales. Her background is also somewhat different from that of many real estate professionals. Judy has a CPA background and a Master's degree in Taxation, giving her additional financial knowledge that can be useful during complex transactions.

She is also part of Coldwell Banker's Presidential Premier group, which recognizes top-performing agents within the company's international network.

Judy Szablak – Coldwell Banker

With more than 42 years of experience, Judy Szablak is another established name in Westport real estate.

She has been recognized among the top 5% of Coldwell Banker's international network and has built a reputation for her knowledge of the local market. Her expertise has also led to appearances and mentions in publications and media outlets, including the Wall Street Journal, New York Times, HGTV, and Forbes.

Her decades of experience can be particularly valuable for buyers and sellers who want guidance from someone who has seen the local market change over many years.

Deirdre Andreoli – Compass

For clients focused on the luxury segment, Deirdre Andreoli is another agent worth considering.

She has recorded approximately $26.59 million in sales volume, with an average home price of around $4.43 million. Her sales performance places her among the notable agents in Westport by transaction volume.

Her experience with higher-value properties makes her a potential choice for buyers and sellers looking for an agent familiar with the luxury market.

Highly Rated Westport Real Estate Professionals

Mindy Wolkstein – William Raveis

Mindy Wolkstein has earned a 5.0-star rating from 17 reviews, with clients frequently highlighting her knowledge, organization, and patience.

Those qualities can be especially helpful during a real estate transaction, where there are often many details to manage at once. With more than 15 years of experience, she has worked with clients through both home purchases and sales.

Her approach appears to focus on making the process clear and comfortable rather than rushing clients into decisions.

Kim Harizman – Compass

Kim Harizman has earned strong feedback from clients who describe her as professional, dedicated, and highly skilled at negotiation.

Some past clients have referred to her as a "master negotiator" and praised her calm approach throughout the buying and selling process.

For people looking for a top Westport real estate agent who can handle negotiations while keeping communication straightforward, her reputation makes her a strong option to explore.

Kurt Jain – NextHome

Kurt Jain has also received positive feedback from clients, particularly for his patience, responsiveness, and professionalism.

Some clients have reported selling their homes very quickly after listing, while others have appreciated his help in finding a new home within a relatively short period.

His client-focused approach may appeal to buyers and sellers who value frequent communication and practical guidance throughout the transaction.

What Makes the Best Real Estate Agents in Westport CT Stand Out?

Although every agent has a different style, the best real estate agents in Westport CT tend to have several things in common.

Strong Local Market Knowledge

Westport isn't one uniform real estate market. Property values can differ depending on the neighborhood, home size, condition, waterfront access, and proximity to local amenities.

An experienced local agent can help clients understand these differences and make better-informed decisions.

Strong Negotiation Skills

Negotiation becomes especially important when dealing with expensive properties or multiple offers. A skilled agent knows when to push, when to compromise, and how to protect their client's interests throughout the transaction.

Personalized Service

Buying or selling a home is a personal experience. Good agents take the time to understand what their clients actually want instead of treating every transaction the same way.

Clear communication, quick responses, and attention to detail can make a stressful process much easier.

Proven Experience

Awards and sales numbers can provide useful information, but they shouldn't be the only things you consider. Look at an agent's recent transactions, experience with properties similar to yours, reviews, and understanding of your specific neighborhood.

How to Choose the Right Westport Real Estate Agent

Before choosing among the top real estate agents in Westport CT, consider speaking with two or three professionals.

Ask about their recent sales, experience in your price range, marketing strategy, communication style, and approach to negotiations. If you're selling a luxury or waterfront property, ask specifically about their experience with similar homes.

The right agent should be someone you trust and feel comfortable communicating with throughout the process.

Conclusion

Choosing among the top real estate agents in Westport CT ultimately comes down to your individual goals.

For luxury and waterfront properties, experienced professionals such as Judy Michaelis and the Bross Chingas Bross Team may be worth considering. Buyers and sellers looking for long-term market experience can explore professionals such as Judy Szablak, while Mindy Wolkstein may appeal to clients who value patient and organized guidance.