Lisa FinksLourdes ArencibiaCarolyn Duris
North Shore Town Quiz
Five questions. No wrong answers. A short list of towns you may want to know better.
Your commute, yard, downtown habits and renovation tolerance know more about your North Shore match than you think.
Your results
This is a discovery shortlist, not a ranking of towns. It is a feature match based on the five answers you just gave.
Town boundaries, inventory, prices and commute schedules change. Use this as a discovery tool, then verify the specific property, commute and school assignment that matter to your search.
How the quiz works
Each answer nudges some towns up the list. No single answer rules a town out, so the result reflects the whole picture rather than one preference.
When you finish, you see your closest match and two more towns worth exploring, with the answers that brought each one forward. It is a starting point for comparing towns, not a ranking of them, and every town on the list has a mix of older and newer homes, larger and smaller lots.
Pick the answers that sound most like you, and we’ll point you toward three North Shore towns worth exploring first.
The towns in the quiz
The quiz covers Wilmette, Winnetka, Kenilworth, Glencoe, Northfield, Glenview, Evanston and Northbrook. The search doesn’t have to stop there: we also help buyers throughout the north suburbs, into the city and well beyond.
A lakefront village with Metra and the northern end of the CTA Purple Line. In 2025, about a quarter of its sales were condominiums and townhouses.
Parks and open spaceThe Park District maintains 314 acres of parks, including Gillson Park on the lake, with the main swimming beach, a sailing beach and the Wallace Bowl.
Explore Wilmette →A lakefront village with three Metra stations and three business districts: Elm Street, Hubbard Woods and Indian Hill.
Parks and open spaceThe Park District runs twenty-five parks, five Lake Michigan beaches and a boat launch, plus the Winnetka Golf Club.
Explore Winnetka →A small lakefront village between Wilmette and Winnetka, with one Metra station. In 2025, nearly all of its sales were detached houses.
Parks and open spaceThe Village runs Kenilworth Beach, and the Park District’s parks include Mahoney Park, a wildflower and bird sanctuary designed by Jens Jensen.
Explore Kenilworth →A lakefront village of 3.72 square miles, with a Metra station and a downtown small enough to walk end to end.
Parks and open spaceMore than two dozen parks and Glencoe Beach, with the Chicago Botanic Garden and the Skokie Lagoons also in Glencoe.
Explore Glencoe →A village between Winnetka and Glenview, with the Edens Expressway running through it and no Metra station of its own.
Parks and open spaceThe Park District runs the village’s parks and playing fields, including Clarkson Park near downtown, renovated in 2021 with a splash pad, playground and bandshell.
Explore Northfield →A larger village with two Metra stations and The Glen, its newest neighborhood, on the former naval air station.
Parks and open spaceThe Park District’s parks include The Grove, about 150 acres of oak-hickory savanna and wetland with trails, and Wagner Farm, a working farm.
Explore Glenview →A lakefront city on Chicago’s northern border, with three Metra stations and seven CTA stops. In 2025, most of its sales were condominiums and townhouses.
Parks and open spaceMuch of the Lake Michigan shoreline is public parkland, with six lifeguarded beaches and a lakefront path; Ladd Arboretum is inland.
Explore Evanston →A village north of Glenview, with a Metra station on Shermer Road, nearby expressway access and a market that runs from condominiums to new construction.
Parks and open spaceVillage Green Park on Shermer Road, plus larger open spaces at Techny Prairie Park and Fields and Wood Oaks Green Park.
Explore Northbrook →A quiz, not a verdict
If two or three towns keep surfacing, that is useful. We can compare current inventory, commute, housing stock and your actual trade-offs before narrowing the search.