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Featured Agents in Westport, CT

Joe Balestriere profile picture
Balestriere Real Estate Professionals

Joe Balestriere

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15years of experience
12sales in the last 12 months
Prime Agent Badge
PRIME AGENT
Todd Auslander profile picture
The Auslander Kasindorf Team @ Keller Williams

Todd Auslander

8 reviews
View Profile
24years of experience
67sales in the last 12 months
2,000transactions all-time
Prime Agent Badge
PRIME AGENT
Georgia Wasserman profile picture
Coldwell Banker

Georgia Wasserman

Completed Profile
1 review
View Profile
13years of experience
12sales in the last 12 months

Compare 15 top-performing real estate agents in Westport, CT

Re/max Right Choice

Paul Ferreira

14 reviews
Open 7:00 AM - 8:00 PM
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
28 years of experience
63 sales in last 12 months
2,007 transactions all-time
Serves Westport

About

Real Estate Advisor since 1997 | 1,943 Properties Sold | $627,991,000. in closed sales. Ranked among the elite real estate agents in RE/MAX Worldwide (Top 1 %). Always striving to lead the field in research, innovation, education and service. Understanding that buying or selling a home is more than just a transaction. My philosophy is simple ( My clients come first, I pledge to be in constant communication with you, keeping you fully informed throughout the entire process). I work on my client's behalf to strategically helping them achieve their real estate goals. I have spent my life living and learning this business from my mentors, my mother and grandfather, two generations of entrepreneurs who were top producing real estate professionals. Their training was a valuable asset that appears in my results. Real estate brings a culmination of the great interests in my life: strategic theories, mental competitive sports (poker, chess), athletic coaching and marketing.

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Achievements

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Top Listing Agent 2025
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Top Sales Producer 2025

TOP 4 RE/MAX teams in CT : TOP 25 RE/MAX Teams in New England

Bachelor's Degree, Yale
Business / Marketing

REALTOR®

Business Highlights

Condominiums, Distressed Properties, Farm/Ranch, Lot/Land
Real Estate Advisor since 1997
1,310 Properties Sold
$627,991,000. in closed sales

Nicole In The Neighborhood

Nicole In The Neighborhood Mansdorf Farrell

14 years of experience
Serves Westport

About

Nicole In The Neighborhood Mansdorf Farrell is a Real Estate Agent in Westport, CT with the brokerage Nicole In The Neighborhood. Over the last 14 years we have tracked null MLS listings by Nicole.

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Achievements

Bachelor's Degree

REALTOR®

Business Highlights

New Homes, Luxury Properties, Relocation, New Construction

Christine Oleynick Homes | Keller Williams

Christine Oleynick

Completed Profile
Usually responds in 5 minutes
10 years of experience
14 sales in last 12 months
Serves Westport

About

Christine Finch Oleynick brings years of experience in advertising, marketing, event planning and very importantly, sales. She is known for her design-savvy marketing, creative advertising strategies, innovative social media, technology expertise, in-depth market knowledge, and strategic local and global partnerships. She was the marketing ambassador for many luxury real estate brands and properties and is often asked to speak on the subject. She is frequently asked to be on News 12 CT as the local real estate expert has recently published two books “Savvy Strategies for Home-sellers” and “How to Advertise & Market your Home for the Most Exposure and Top Dollar” Her experience along with her local expertise (she has lived on many of the lower Fairfield County towns) help differentiate her as a highly recommended and trusted real estate professional in the area. She has many 5 star reviews on Zillow and on her website: https://www.christinefincholeynick.com/about

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Achievements

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Top Buyer's Agent 2025
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Top Listing Agent 2025
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Top Luxury Listing Agent 2025

Five Star Agent, Luxury Ambassador

Bachelor's Degree, Marymount College
Business

Christine Oleynick's Video

Keller Williams Realty

Debi Orr

7 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
36 years of experience
30 sales in last 12 months
1,000 transactions all-time
Serves Westport

About

Our clients say: Call HomeVision Group. This team SELLS! I've been an active Realtor since 1988, and have sold houses in every kind of market you can imagine. For sellers, we begin with a thorough understanding of the property and a consultation that identifies your likely buyer. My team then goes to work to find that buyer using a multi-media approach. Our philosophy is to leave no stone unturned and to showcase your property. Our marketing program includes high-tech and low-tech strategies that bring different results to our seller clients. My entire focus is SELLERS; and Buyers LOVE working with the buyer specialist team members who bring success to our buyers. This allows me to stay focused on your needs and interests as a seller. By paying attention to shifts in the market and responding with up-to-date strategies we remain relevant to the buying public. My team is dedicated to staying current with the most effective tools and strategies to bring you excellent results.

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Achievements

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Top Producer 2025
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Top Listing Agent 2025
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Top Negotiator 2025

5-Star Award

Graduate Degree, Fairleigh Dickinson Un.
Teaching English as a second language

GRI, e-PRO

Business Highlights

1031 Tax Exchange, Luxury Properties, Relocation, Seller Representative
I've lived in this area since 1982 so Fairfield County is very familiar to me.

Judy Michaelis

Judy Michaelis

Completed Profile
Open 24 hours
Usually responds in 5 minutes
32 years of experience
17 sales in last 12 months
394 transactions all-time
Serves Westport

About

Judy Michaelis is a highly respected REALTOR® serving Westport, Fairfield, Weston, Norwalk, and Wilton, CT, with over 30 years of experience and more than $600 million in career sales. Specializing in luxury homes, waterfront properties, and estates, she focuses on Westport’s premier neighborhoods, including Compo Beach, Greens Farms, and Saugatuck. In the last 3 years, she’s sold 75 homes totaling $150M, consistently ranking as Westport’s #1 listing agent since 2016. Judy holds a B.B.A. in Accounting and Marketing and an M.S. in Taxation, and began her career as a CPA in real estate partnerships and taxation at KPMG, a Big Four firm. She is a member of Coldwell Banker®'s International Society of Excellence, representing less than 1% of REALTORS® worldwide. In 2024, she ranked #6 among Connecticut agents and earned the International President's Premier award, recognizing the top 1% globally. With 350+ five-star reviews, Judy is known for her service, negotiation skills, and dedication.

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Achievements

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Top Listing Broker 2025
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Top Listing Agent 2025
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Top Westport Agent 2025

Coldwell Banker® International Society of Excellence

Bachelor's Degree, Baruch College, City University of New York
Marketing and Accounting

Judy Michaelis's Video

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Westport Housing Market Report

Market Action Index

We are extensively tracking the housing market in Westport, CT. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
89
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$3.00M

Per Square Foot

$653

Days on Market

75

Total Listings

106

Median List Price

Tue, Apr 14, 2026

Median List Price
1 Year

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