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Featured Agents in Winnetka, IL

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PRIME AGENT
Martha May profile picture
Berkshirehathaway Homeservices Chicago

Martha May

Completed Profile
62 reviews
View Profile
39years of experience
25sales in the last 12 months
775transactions all-time
Prime Agent Badge
PRIME AGENT
Patrick Dalessandro profile picture
Coachlight Realty And Property Mgmt. Inc.

Patrick Dalessandro

Completed Profile
View Profile
53years of experience
34sales in the last 12 months
2,000transactions all-time
Prime Agent Badge
PRIME AGENT
Sheila Doyle profile picture
Baird & Warner

Sheila Doyle

Completed Profile
View Profile
22years of experience
35sales in the last 12 months
600transactions all-time

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

@properties

Virginia Trux

6 reviews
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
37 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.

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Achievements

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Top Glenview Brokerage 2025
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Top Listing Agent 2025
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Top Negotiator 2025

@properties Rolex Award recipient

University Of Kansas
Communications

GRI, CRS, SRES

Business Highlights

Buyer Representative, Concierge Services, Luxury Properties, New Construction

Baird&warner

Alicja Skibicki

4 reviews
Open 10:00 AM - 4:00 PM
32 years of experience
33 sales in last 12 months
735 transactions all-time
Serves Winnetka

About

I work with buyers & sellers along the North Shore communities of Winnetka, Wilmette, Glencoe, Evanston, Glenview, Northbrook, Highland Park, Northfield, Skokie & throughout the neighborhood of near west suburbs. I specialize in single family homes, condos, town homes & luxury new construction. I am respectful of my clients time; my goal is to be the most efficient & accessible for them. 32 years of working as Realtor is a continual learning & constant problem-solving. I was awarded for consistent Excellence " Five Star Agent" by Chicago magazine every year since 2011. My sold volume & number f transactions was recognized in 2020 as "Top 15% Agents nationwide".

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Achievements

" Five Star Agent "-Chicago Magazine 2011-2023, Top Office Producer 2012, 2014 & 2018

Graduate Degree, University of Warsaw,
Masters of Musicology

GRI, CRS, SFR

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, First Time Buyers

Ar Home Realty

Mark Anthony

2 reviews
Open 10:00 AM - 9:00 PM
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
5 years of experience
19 sales in last 12 months
Serves Winnetka

About

I help homeowners sell with confidence by removing the stress of choosing an agent—especially if you don’t already have one you trust. My listings use 30-day agreements, not long-term contracts. If it’s a fit, we continue. If not, you’re free to move on. No upfront fees, no penalties, and no long-term lock-ins. Every home receives full-service marketing and hands-on representation from day one: professional photography, IMMERSIVE 3D & VIRTUAL REALITY TOURS, laser-measured floor plans, weekly performance analytics, and full management from listing through closing. VIRTUAL REALITY is a 24/7 open house, letting buyers explore anytime without constant foot traffic—so you keep privacy while buyers arrive better informed. I personally handle every listing—no assistants, no hand-offs—so communication stays clear and the process stays simple. This approach is designed to reduce anxiety and give homeowners clarity and flexibility, without 6- or 12-month traps.

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Achievements

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Top Sales Producer 2025
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Top Listing Broker 2025
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Top Negotiator 2025

Top Agent for 2021 and 2022

Bachelor's Degree
Business Management

REALTOR®, CRES, CLP, Real Estate Negotiation Expert

Business Highlights

VA loans, Distressed Properties, Luxury Properties, First Time Buyers
I'm also a licensed mortgage broker, which gives my buyers a seamless experience—working with one trusted professional to handle both the loan and the home purchase.
As a former full-time professional photographer for Homes.com, I provide all my sellers with full marketing at no extra cost—including aerial drone photography, 3D virtual reality tours, and weekly analytics reports that show exactly how many buyers are viewing your home online.
Certified Real Estate Negotiator

Coldwell Banker

Ali Ahmad

Completed Profile
Open 9:00 AM - 9:00 PM
Usually responds in 1 hr
12 years of experience
125 transactions all-time
Serves Winnetka

About

Ali Ahmad is a top-performing real estate professional with deep roots in Lake and Cook County, Illinois. With over 10 years of experience serving Lake and Cook Counties, Ali brings unmatched local knowledge, dedication, and professionalism to every transaction. His reputation is built on trust, and consistent results. Whether helping a first-time buyer find the perfect starter home, guiding a family through a seamless relocation, or marketing a luxury estate with precision, Ali is known for delivering outstanding outcomes. Clients appreciate his clear communication, strong negotiation skills, client-first approach and ability to make complex processes feel effortless. Backed by a strong network and innovative marketing tools, Ali ensures his listings stand out and his buyers stay competitive in today’s fast-moving market. Whether you’re a first-time buyer, seasoned investor, or looking to sell a high-end property, Ali Ahmad brings integrity, professionalism, and results to every deal.

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Achievements

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Top Glencoe Brokerage 2025
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Top Negotiator 2025

Master's Degree, DePaul University Chicago
Business and Finance, 2010 - 2014

REALTOR®

Business Highlights

First Time Buyers, Seller Representative, Single-Family Homes, Multi-Family Homes
10+ Years of Local Expertise in Lake & Cook Counties: Ali’s deep roots and experience in Lake and Cook County give his clients a powerful advantage—insider knowledge of neighborhoods, pricing trends, and local dynamics that can’t be Googled.
Master Negotiator with a Client-First Approach: Known for his strong negotiation skills and transparent communication, Ali puts his clients’ interests first—ensuring they get the best value, whether buying or selling, with confidence and clarity throughout the process.
Proven Success Across Every Price Point: From first-time buyers to luxury sellers, Ali consistently delivers results. His ability to simplify complex transactions and tailor strategies to each client’s unique needs sets him apart in a competitive market.

At Properties

Thomas Downing

9 years of experience
25 sales in last 12 months
300 transactions all-time
Serves Winnetka

About

Thomas Downing, Vice President of Brokerage Services and Designated Managing Broker for @properties' Winnetka office, the top-producing real estate office on the North Shore. The Winnetka office has more than 180 licensed brokers generating over $1 billion in annual closed sales volume. Tom began selling real estate in 2013 after a career in business management consulting, where he specialized in counseling and coaching businesses towards increased profits, and supported Fortune 500 companies like AT&T, Disney, and Pan Am. He joined @properties as an agent in 2015 and built a successful team, leveraging his passion for developing agents to their highest potential. A North Shore native, Tom can often be found at one of Chicagoland's many great restaurants. He has traveled to many places throughout the world and is an avid triathlete, having competed in the Chicago Triathlon and the Ironman Triathlon.

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Achievements

Agent Choice Awards, 2016, Top Producer 2017

Bachelor's Degree, Trinity University
BS

e-PRO, GRI, REALTOR®, ABR

Business Highlights

Buyer Representative, Concierge Services, Condominiums, First Time Buyers

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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:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
93
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$2.39M

Per Square Foot

$517

Days on Market

101

Total Listings

27

Median List Price

Sat, Mar 21, 2026

Median List Price
1 Year

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