Winnetka Apartments

Winnetka is one of the most iconic and affluent suburbs along Chicago’s North Shore, located about 16 miles north of downtown. Nestled between Wilmette and Glencoe, Winnetka is known for its stately homes, lakefront parks, and prestigious school system. With tree-canopied streets and a charming, historic downtown, it offers renters a rare combination of tranquility, beauty, and high-end suburban living.

From the shores of Lake Michigan to its landmark architecture and boutique shopping district, Winnetka radiates classic charm. While most homes are owner-occupied, renters occasionally find unique opportunities in vintage apartments, coach houses, or luxury townhomes. For those looking to live in one of the most admired communities in the region—with top-tier schools, walkable neighborhoods, and lake access—Winnetka is in a class of its own.

Demographics of Winnetka

Winnetka has a population of approximately 12,500 residents and a median age in the mid-40s. The community is predominantly made up of families and professionals with a strong emphasis on education, civic participation, and residential preservation. Known for its generational ties and philanthropic involvement, Winnetka has a reputation for being both elite and community-minded—where tradition and neighborhood pride are deeply valued.

Weather in Winnetka

Winnetka experiences four distinct seasons. Winters can bring heavy lake-effect snow, ideal for sledding or ice skating in village parks. Spring softens the landscape with flowering trees and lake breezes, while summers are filled with beach days, farmer’s markets, and outdoor concerts. Autumn transforms the town into a scenic mix of crisp air and fall colors. Renters should plan accordingly for heating in older homes and cooling needs in warm summer months, particularly in historic rentals.

Overview of the Winnetka Rental Market

Rentals in Winnetka are limited but coveted. The housing stock is largely made up of single-family homes and luxury estates, though there are a handful of apartment buildings, carriage houses, and private in-law units available. One-bedroom units typically rent for $1,800 to $2,500, with two-bedrooms averaging $2,400 to $3,200 depending on location and amenities. Detached homes and lakefront rentals can command premium prices. Renters should be prepared for competitive applications and limited availability—but those who find a place in Winnetka rarely want to leave.

Where to Eat and Drink in Winnetka

Winnetka’s food scene is small but refined, with a focus on quality and local charm. Towne & Oak, a café and event space in the Hubbard Woods district, offers a sun-filled setting for all-day dining with a seasonal menu of tartines, salads, cheese boards, and heartier daily specials. Fred’s Garage, housed in a renovated service station on Green Bay Road, delivers reimagined American classics—from burgers and wings to tacos and sandwiches—in a bold, industrial‑chic space with indoor seating and a lively outdoor patio

Avli in Winnetka brings contemporary Greek cuisine to the neighborhood, serving dishes like grilled octopus, spanakopita, and lamb chops in a modern yet welcoming setting. For sushi lovers, Jimoto Sushi is a local gem known for its fresh ingredients, creative rolls, and intimate atmosphere. Hometown Coffee and Juice remains a reliable go-to for smoothies, espresso, and light bites, blending wellness-focused fare with community comfort. 

Schools and Higher Education in Winnetka

Public, Private, and Charter Schools

Winnetka is known for academic excellence and is served by Winnetka School District 36 for elementary and middle schools. High school students attend New Trier High School, one of the highest-ranked public high schools in Illinois, known for academics, arts, and college prep. Schools like Greeley Elementary and Skokie School offer strong reputations and walkable access for most residents.

Private and parochial options include North Shore Country Day and Sacred Heart School. Early childhood centers and Montessori programs also provide education options for younger families. For renters seeking proximity to elite education, Winnetka consistently ranks among the state’s best.

Colleges and Universities

Winnetka is located just minutes from Northwestern University in Evanston and has access to continuing education and certification programs through Oakton College. Its proximity to downtown Chicago also places renters within commuting distance of DePaul, Loyola, and UIC for graduate programs or remote coursework.

History of Winnetka, IL

Winnetka was incorporated in 1869 and quickly developed as a lakeside commuter town for wealthy Chicagoans. With its roots in early railroad expansion and progressive community planning, the village has maintained its reputation as a quiet, elegant enclave. Notable for its historic homes—including several Frank Lloyd Wright designs—Winnetka is also famous as the filming location for the classic film Home Alone. Its blend of architectural heritage and high-end suburban living continues to make it one of the most prestigious addresses in the Midwest.

Getting Around Winnetka

Public Transportation

Winnetka is served by three stations on the Metra Union Pacific North Line, providing convenient access to downtown Chicago in under 40 minutes. While there is no CTA service in town, Pace Bus Routes including Route 213 and Route 423 offer connections to Evanston, Highland Park, and surrounding suburbs. Many residents bike or walk to the train, thanks to safe sidewalks and a well-maintained village layout.

Parking

Parking in Winnetka is generally easy to navigate, with permit parking near Metra stations and time-limited street parking downtown. Residential rentals typically include garage or driveway parking, and public lots near the beach, parks, and shops are available with a daily or seasonal pass.

Traffic

Traffic in Winnetka is light compared to other North Shore suburbs. Congestion may occur during school hours or weekend events near the lakefront. Green Bay Road, Sheridan Road, and Willow Road provide easy access to I-94 and US-41 for drivers commuting to the city or surrounding suburbs. The village also supports a strong biking culture, with designated lanes and local trails.