North Shore
Homes for Sale in Winnetka
Every active listing in Winnetka, straight from the MLS, is on Jessica's Compass page: photos, prices, open houses and the option to save a search. Browse there, then come back here to see what the Coulson Collective has closed in the area and to book a showing.
Phase 2 of this site brings the live search back onto this page. Read the Winnetka neighborhood guide in the meantime.
- Where
- North Shore suburbs, Illinois
- ZIP code
- 60093
- Coulson Collective transactions
- 2
- Neighborhood guide
- Winnetka guide

Recently Closed in Winnetka
Questions About Winnetka
Where is Winnetka and how do you get downtown?
Winnetka is on Lake Michigan about 17 miles north of the Loop, between Kenilworth and Glencoe. Three Metra stations on the Union Pacific North line, Hubbard Woods, Winnetka on Elm Street and Indian Hill, reach Ogilvie Transportation Center in roughly 35 to 40 minutes. Sheridan Road and Green Bay Road are the main north-south drives.
What kinds of homes are in Winnetka?
Winnetka is estates and large single-family homes: lakefront properties on Sheridan Road, center-hall colonials and Tudors on deep lots in Hubbard Woods and around the village center, and a small number of condos and townhomes near Elm Street. Homes here rarely change hands, so the choice in any given season is small and competition for the right house is real.
Which schools serve Winnetka?
Winnetka Public Schools District 36 runs the village's elementary and middle schools, and Winnetka feeds New Trier High School in New Trier Township District 203. The far north end of the village near Hubbard Woods and the south end near Indian Hill can fall in different District 36 attendance areas, so confirm the assigned school for a specific address.
What is the ZIP code for Winnetka?
Winnetka, Illinois is ZIP code 60093.
See it in person
Book a Showing in Winnetka
Tell us which homes caught your eye, or what you are looking for, and we will set up a tour. Not ready to tour? Ask anything about Winnetka and Jessica will reply personally.
Client Reviews
“Everyone in my family works in real estate (a realtor, a broker, and a builder) so it hurts a little to admit that Jess is the best out there. Jess should be making millions of dollars at a hedge fund, VC firm, or some other job reserved for people that are way too smart and work way too hard. Instead she decided to be a ridiculously good realtor. I met her randomly at an open home and it was so obvious that she was the best realtor I would come across that I started working with her immediately. Since then I've bought and sold a million dollar plus home with her and there is absolutely no room for improvement in her work. She does tons of research, has a very realistic and logical approach, and is perfectly organized and professional. I've never worried that she is splitting her focus or letting things fall through the cracks, and I've always known she'll keep me in check if I get frustrated with a buyer or seller, or think my home is worth more than it is. If you've never bought or sold a home before, she'll walk you through every step and make sure you understand exactly what's going on. And if you've bought and sold dozens of homes, she'll keep everything organized and on track, make sure all goes smoothly, and when the inevitable hick-up occurs she will calmly facilitate solutions. I can't recommend her highly enough.”
Jordan M.Seller in Bucktown, Chicago“Jessica was everything you could hope for in an agent and more! We live on the other side of the country and were going through a bunch of very difficult life transitions. Jessica made the process of selling a house totally stress-free from start to finish. She helped communicate with the tenants we had living in our condo throughout the process and was able to negotiate a deal that was significantly better than the identical (and maybe even more polished) condo right next door. She even made it so that the gap between closing and our tenants leaving was non-existent which meant no lost income! She also went above and beyond by personally (with help from her husband) removing furniture and other stuff the previous tenants had left behind. She is amazing.”
AlexBuyer“I wanted to sell my condo in Chicago and I live on the west coast. I’ve tried to sell it before and had to delist due to lack of interest. Jessica went over and above what most agents do. She got my place fixed up and ready to show, meticulously determining what needed to be done, getting multiple quotes and managing the entire process. I could not have done this being remote. Then, she hosted many open houses and generated quite a lot of traffic. She landed an offer in less than 2 months with a close a month later. She also completely managed the close. I’ve worked with multiple agents before and Jessica is by far the best. I highly recommend Jessica to everyone in Chicago. I don’t think you can find a better agent.”
SamirSeller
