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Featured Agents in Westport, CT

Anthony Parenti profile picture
Berkshire Hathaway Home Services

Anthony Parenti

41 reviews
View Profile
30years of experience
Prime Agent Badge
PRIME AGENT
Kat Hendrickson profile picture
Coldwell Banker

Kat Hendrickson

View Profile
18years of experience
33sales 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

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

Cheryl Scott-Daniels Realty

Cheryl Scott Daniels

37 years of experience
25 sales in last 12 months
775 transactions all-time
Serves Westport

About

I have been a licensed real estate broker for more than 30 years. I have earned 10 real estate certifications in various specialties. Our son graduated from Staples High School in Westport, thereafter earning BS and MBA at the University of Michigan and NYU Stern Business School. My husband and I conveniently commuted to jobs in NYC before beginning our work locally. We each have been pleased to contribute to the community with our leadership roles in various organizations, including Westport Sunrise Rotary Club, A Better Chance of Westport, United Way of Westport/Weston, Earthplace Nature Discovery Center, TEAM Westport. I have also served as President of the CT Certified Residential Specialists, Fairfield County Women's Council of REALTORS, Mid-Fairfield County Association of REALTORS and SMART Statewide Multiple Listing System; Treasurer of CT Association of REALTORS and Chairperson of many real estate committees.

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Achievements

CT State Realtor of the Year 2010, Mid-Fairfield County Realtor of the Year '93,'01,06,'10;

Graduate Degree, BS & MBA
Chemistry and Marketing

GRI, CRB, ABR, CRP, CRS, REALTOR®, ASP, SRES, AWHD

Business Highlights

Buyer Representative, Condominiums, First Time Buyers, Lot/Land
Lived in and loved Fairfield County for more than 30 years

Keller Williams Prestige Properties

The Boxer Realty Group

Completed Profile
19 reviews
Open 24 hours
Prime Agent Badge
PRIME AGENT
31 years of experience
150 sales in last 12 months
Serves Westport

About

Jodi Boxer has lived in the area since 1983. She has been a professional Realtor since 1994, and takes pride in being able to help people make the moves the need to make in a timely, ethical, and rewarding manner. For that effort, she has been celebrated within the Fairfield County real estate community as a top producing agent and praised as a mentor to others. She ranks in the top 2% nationally, having been awarded International President's Elite status at her former company and is currently in Gary Keller's Mastermind Group, reserved only for the top agents in the company countrywide. My satisfaction comes when the client has sold their current home and found their new home. Listen, listen, listen to what the client wants and put their needs first. It makes for a smooth transaction, a happy, lasting relationship, and many referrals down the line. Jodi has a history of numerous awards and positive team effort and mentoring.

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Achievements

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Top Stamford Agent 2025
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Top Producer 2025
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Top Negotiator 2025

Bachelor's Degree, NYU
B.S.

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Over 30 years worth of knowledge in the business

The Riverside Realty Group

Doug Bross

11 years of experience
Serves Westport

About

Doug Bross is a Real Estate Agent in Westport, CT with the brokerage The Riverside Realty Group. Over the last 11 years we have tracked null MLS listings by Doug.

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Achievements

Bachelor's Degree, Univ. of Mass @ Amherst
Finance

REALTOR®

Business Highlights

New Homes, Relocation, First Time Buyers, Buyer Representative

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

Judy Michaelis Group

Judy Michaelis

Open 24 hours
Usually responds in 1 hr
30 years of experience
25 sales in last 12 months
302 transactions all-time
Serves Westport

About

Judy Michaelis has been bringing financial expertise and acumen to her Fairfield County real estate practice since 1994. Having raised a family in Westport, CT, she has a reputation as a hard-working Real Estate Broker, on both sides of the transaction, dedicated to getting the job done. With over 300 million dollars in closed sales over 30 years of practice, Judy is a member of the Coldwell Banker's Presidential Premier Group, which represents the top 1% of sales associates internationally. With a real understanding of the local marketplace, whether representing buyers or sellers, all clients are guided through the process with attention to detail and a very high level of expertise and professionalism. Believing that buying and selling real estate is one of the most unique transactions many will undertake, one that is both financial and emotional, Judy meets each client where they are. Working with a top realtor is important when it comes to selling your house. Contact Judy today.

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Achievements

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Top Westport Agent 2025
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Top Listing Agent 2025
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Sells Homes Fast 2025

•Voted Westport, CT's #1 listing agent since 2016! •Top 1% of all Realtors in the U.S. •Coldwell Banker's Presidential Premier Group •Graduate of the Real Estate Institute (GRI) •Previews International, Luxury Homes Specialist

Master's Degree, Baruch College City University of NY
Taxation

Business Highlights

Buyer Representative, Condominiums, Luxury Properties, New Construction
•Voted number 1 listing agent in Westport, CT since 2016!
•Top 1% of all Realtors in the U.S.
•Coldwell Banker's Presidential Premier Group

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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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

Wed, May 6, 2026

Median List Price
1 Year

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