City hero
IllinoisWinnetka

Find and Compare the Best Real Estate Agents in Winnetka, IL

Tell us about your home buying or selling needs and instantly see a personalized list of agents to choose from.

Takes less than 2 mins
100% free service
No strings attached

Featured Agents in Winnetka, IL

Prime Agent Badge
PRIME AGENT
Sheila Doyle profile picture
Baird & Warner

Sheila Doyle

Completed Profile
View Profile
23years of experience
35sales in the last 12 months
600transactions all-time
Prime Agent Badge
PRIME AGENT
Patrick Dalessandro profile picture
Coachlight Realty And Property Mgmt. Inc.

Patrick Dalessandro

Completed Profile
View Profile
54years of experience
34sales in the last 12 months
2,000transactions all-time
Jackie Mack profile picture
Jameson Sotheby's International Realty

Jackie Mack

48 reviews
View Profile
26years of experience
84sales in the last 12 months

Compare 15 top-performing real estate agents in Winnetka, IL

@properties

Alan Meyerowitz

10 years of experience
Serves Winnetka

About

Alan Meyerowitz is a Real Estate Agent in Winnetka, IL with the brokerage @properties. Over the last 10 years we have tracked null MLS listings by Alan.

Read more

Achievements

Bachelor's Degree, Bradley University
BS

ABRĀ®, REALTORĀ®

Business Highlights

Concierge Services, Condominiums, Lot/Land, Buyer Representative

@properties

Lyn Flannery

12 years of experience
Serves Winnetka

About

Lyn Flannery is a Real Estate Agent in Winnetka, IL with the brokerage @properties. Over the last 12 years we have tracked null MLS listings by Lyn.

Read more

Achievements

Prudential Leading Edge Award, Coldwell Banker Prestige Award

Graduate Degree, University of Chicago,
MBA

REALTORĀ®

Business Highlights

Buyer Representative, First Time Buyers, Relocation, New Homes

@properties

Craig Tinder

Completed Profile
Open 5:00 PM - 8:00 PM
24 years of experience
33 sales in last 12 months
460 transactions all-time
Serves Winnetka

About

Craig has become a trusted partner to many in the buying and selling of their homes and has over $215 million in real estate sales. Craig received his BA from Wheaton College in 1992 and his MA at the University of Chicago in 1998. Prior to his work in real estate, he spent nine years as a therapist, social worker, and college lecturer. He's been married since 1995 and has one son, a dog, and a cat.

Read more

Achievements

Trophy Icon
Top Buyer's Broker 2025
Trophy Icon
Top Listing Broker 2025
Trophy Icon
Top Negotiator 2025

Multiple Centurion Award Winner, Top 10 Agent

Graduate Degree, University of Chicago
Masters in Arts

Licensed real estate agent

Business Highlights

Buyer Representative, Condominiums, First Time Buyers, Lot/Land
Certified Residential Specialist - only 4% of agents have this designation
Certified Negotiation Expert - only 1 % of agents have this designation
Married since 1995, Father since 2005

@properties

Megan Livatino

Open 24 hours
Usually responds in 1 hr
5 years of experience
Serves Winnetka

About

Megan has excelled at everything she's done throughout her career. From athletics to academics to business success, she brings a passion to an industry that she's always loved in real estate. Megan is an Evanstonian through and through. Born on the north side of Chicago, she moved to Evanston as a young child with her family in 1976. Megan graduated from Evanston Township High School in 1991 where she excelled at volleyball, basketball, and soccer all 4 years. She went on to play volleyball at Northwestern University, graduating with a BS in Organizational Studies. She also earned an MS in Human Resources from Loyola University and an MA in Elementary Education from National Louis University. Megan co-founded the Evanston-based nonprofit, Girls Play Sports, where she served as Executive Director and Board Member. Megan prides herself on her role as a trusted real estate advisor; perfectly combining that passion she carries for both her love of real estate and the Evanston community.

Read more

Achievements

Trophy Icon
Sells Homes Fast 2025
Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Buyer's Broker 2025

Top Agent Area Specialist, Rising Star Real Estate Agent,Chicago Association of Realtors Top Team Producer 2021, Chicago Association of Realtors Top Team Producer 2022, Chicago Association of Realtors Top Team Producer 2023

Bachelor's Degree, Northwestern University
Organizational Studies, 1991 - 1995

Business Highlights

New Homes, Luxury Properties, Relocation, First Time Buyers
Over 800 group transactions and $400 million in sales
Founder and Board Member of local non-profit, Girls Play Sports
Born on the north side of Chicago and raised in Evanston for 48 years

@properties

Virginia Trux

6 reviews
Usually responds in 1 hr
38 years of experience
31 sales in last 12 months
400 transactions all-time
Serves Winnetka

About

If you are looking for the trusted local real estate leader, look no further! Virginia Trux's business is based on integrity and perseverance partnered with a straightforward approach. Clients and colleagues alike consider her to be knowledgeable, resourceful and savvy. A history of solid customer service and out-of-the-box thinking put her at the top of her market. Whether buying or selling, Virginia is hired for her results! Gingi, as she is affectionately known, listens to fully understand clients' objectives in order to find a house AND a community they will love to call home. Virginia's successful listing process is strategically aimed at securing the highest sale price in the shortest amount of time. Whether helping to right-size, down-size or relocate, Virginia's dedication and knowledge make her a recognized industry leader.

Read more

Achievements

Trophy Icon
Top Glenview Brokerage 2025
Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Negotiator 2025

@properties Rolex Award recipient

University Of Kansas
Communications

GRI, CRS, SRES

Business Highlights

Buyer Representative, Concierge Services, Luxury Properties, New Construction

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

  • R V

    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
  • A C

    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
    Alexis C. from Iowa / Bought a home using RealEstateAgents.com
  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
  • S M

    "We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
    Steve M. from Florida / Sold a home using RealEstateAgents.com
  • J B

    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
  • S K

    "The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
  • J L

    "Great realtors. My home sold in five days!"
    Joe L. from Illinois / Sold a home using RealEstateAgents.com
  • B W

    "My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
    John S. from Arizona / Sold a home using RealEstateAgents.com
  • J H

    "We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Winnetka home with confidence

Why use RealEstateAgents.com to find a top Winnetka real estate agent

RealEstateAgents.com puts you in touch with the best real estate agents in your area given your unique real estate needs.

Only Top Agents

RealEstateAgents.com’s network covers the entire country and features top closers in every market.

Expert Recommendations

Our AI-powered, machine learning-backed platform leverages millions of data points to connect you with a custom real estate agent list.

Compare Real Estate Agents

Our profiles include information to help you compare agents and find the perfect local licensed real estate agent!

Contact Us to Find a Top Agent in Winnetka

+ 1 (888) 586 2349

Mon - Fri, 6 am to 6 pm PST

customer support on phone
We can help you move forward in your agent search

Winnetka Housing Market Report

Market Action Index

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

Homes are not reducing their prices more quickly this month
Fewer homes have reduced their offer prices
86
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$2.80M

Per Square Foot

$604

Days on Market

172

Total Listings

12

Market Action Index

86

Median List Price

Sun, Sep 20, 2026

Median List Price
1 Year

We can help you move forward in your agent search