February 19, 2026
If you are weighing the North Shore and want a refined lifestyle without overpaying, Wilmette belongs on your short list. Many buyers compare it with Winnetka, Kenilworth, and Glencoe, then wonder if Wilmette delivers the right blend of schools, lake access, commute, and architecture. In this guide, you will see how Wilmette stacks up, with a close look at the Wilmette Golf Course area for space, privacy, and daily convenience. You will come away with clear next steps and a sharper sense of fit. Let’s dive in.
Wilmette gives you classic North Shore living at a price that is often more accessible than its neighbors. As of a December 2025 snapshot, Redfin reported a Wilmette median sale price of about $881,000, with the upper tier pushing well above that in lake and golf corridors. Use $900,000 to $1.5 million as a working band for much of Wilmette’s luxury segment, with premier lakefront and designer rebuilds above that range. Always recheck current numbers before you write an offer. Source: Redfin, Dec 2025.
When you compare, Winnetka, Kenilworth, and Glencoe often sit higher on the price ladder. Winnetka’s Redfin median hovered near $1.55 million in Dec 2025, reflecting a larger share of lakefront estates and high‑end infill. Glencoe’s medians vary by pocket, with snapshots in the $1.8 million to $2.4 million range depending on neighborhood and data source. Kenilworth typically ranks among the very highest medians on the North Shore, but its tiny inventory makes month‑to‑month medians volatile. Winnetka Redfin. Glencoe snapshot example. Kenilworth Redfin.
If you want a quiet, green backdrop and larger lots without a private club requirement, focus on the Wilmette Golf Course area along Fairway Drive, Lake Avenue, and Harms Road. The Wilmette Park District operates the 18‑hole course, clubhouse, and driving range, which anchors a relaxed, recreation‑forward feel. Homes around the course often combine interior space with deeper backyards and privacy that appeal to today’s luxury buyer. For many, it is the best of both worlds: a park‑like setting close to schools, train, and village life. Wilmette Park District.
All four communities in this comparison feed into New Trier Township High School District 203, a consistently well regarded public high school known for extensive academics, arts, and athletics. For families who prioritize a strong high school experience, New Trier is a major draw across the North Shore. You should confirm current programs and any recent distinctions directly with the district. New Trier High School.
For K–8 in Wilmette, District 39 serves neighborhood elementary schools with grades 5–8 at Highcrest Middle School and Wilmette Junior High School. The district maintains active strategic planning and strong community engagement. Always verify your specific address against official boundary maps and check the latest Illinois Report Card data during your search. Wilmette District 39.
Wilmette sits about 14 miles north of downtown Chicago with easy rail and road options. The Metra Union Pacific North line provides direct service from Wilmette and nearby stations into the city. Typical scheduled trip times from Wilmette to downtown are about 30 to 40 minutes on express trains, depending on time of day and stop pattern. Check the timetable that fits your routine before you purchase. Metra UP‑N schedule examples.
Driving is straightforward via Lake Avenue to the Edens Expressway, and Sheridan Road gives you a scenic north‑south option. Commute times vary by traffic and season, so test your route at your target hours. If daily convenience matters, compare proximity to train, schools, and parks during tours.
Wilmette’s signature lakefront hub is Gillson Park, with a public beach, marina at Wilmette Harbor, sailing and boating access, a dog area, and summer programming. For buyers who want daily lake time without paying the very top of the North Shore market, east‑side Wilmette near Sheridan Road and Gillson is a high‑interest zone. These homes often command a premium because they deliver effortless access to the water and park amenities. Gillson Park and Park District facilities.
If you are also touring nearby options, Glencoe pairs a village lakefront with the Chicago Botanic Garden, a major regional cultural asset and a lifestyle differentiator. Families and garden lovers often place Glencoe high on the list for this reason alone. If you prioritize formal gardens and cultural programming nearby, make sure to compare those experiences during showings. Chicago Botanic Garden.
Wilmette carries a wide architectural mix: early 20th‑century Tudors and Colonials, Prairie influences, 1950s and 60s bungalows, and a steady stream of modern rebuilds. This variety lets you choose between historic character and newer, turnkey construction, especially near the lake and along the golf course corridor. The upper end has risen as more high‑quality renovations and custom homes come to market, while the village’s overall residential feel remains intact. Wilmette overview.
Winnetka and Glencoe tend to show more historic estates and, in many pockets, larger lots that support grander footprints and landscaping. Kenilworth is the smallest and most tightly scaled of the four, with careful preservation and low density. If your priority is an intimate village with very large lots and high privacy, expect to compete for scarce inventory and to pay a premium.
Market numbers fluctuate. Use these late 2025 snapshots as directional anchors and verify current comps before you make a move.
Use this quick checklist to focus your time:
If you want North Shore schools, parks, and water access with strong value at the luxury level, Wilmette deserves serious consideration. The Wilmette Golf Course corridor adds larger lots, a tranquil setting, and easy access to daily conveniences. When you compare it to Winnetka, Kenilworth, and Glencoe, the decision often comes down to how you balance price, lot scale, and specific lifestyle priorities.
If you would like a curated tour of Wilmette’s lake and golf corridors, or discreet guidance across the entire North Shore, request a private, confidential conversation with Jena Radnay. You will get refined, on‑the‑ground advice and access to select on and off‑market opportunities.
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Jena Radnay, and the focus of her real estate business, is all about people. Radnay’s love for real estate, houses, marketing, and people have allowed her business to grow organically, albeit explosively, in large part from referrals from her extensive network of contacts and connections.