5 Bedroom Homes in Winnetka, IL

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10 listings

5 Bedroom Homes in Winnetka, IL

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10 Listings

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5 Bedroom Homes in Winnetka, IL

10 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

65Active
$1,999,000
5 bd · 5 ba · 3,914 sqft
1288 Sunview Lane, Winnetka, IL
Michael LeFevere · Compass
65Active
$1,999,000
5 bd · 5 ba · 3,914 sqft
1288 Sunview Lane, Winnetka, IL
Michael LeFevere · Compass
51Active
$4,500,000
5 bd · 9 ba · 7,480 sqft
1380 Westmoor Trail, Winnetka, IL
Jena Radnay · @properties Christie's International Real Estate

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-23 05:09:51 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Winnetka housing market

August 2026

Selling at 109.0% of asking price

Buyers here are paying above asking. MLS · 19 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 27, 2026

Median sale price: $1,750,000$1,230,500–$2,750,000 typical range
Price per sq. ft.: $710
Sales: 21
Paid in cash: 38.1%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 5 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 8.8%

Winnetka, IL community profile

Population: 12,508
Median income: $268,126
Housing units: 4,214
People per sq. mi.: 1,276.3
Area: 9.8 sq. mi.

Source: HJN community data

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-23 05:09:51 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Winnetka, IL community profile

Population: 12,508
Median income: $268,126
Housing units: 4,214
People per sq. mi.: 1,276.3
Area: 9.8 sq. mi.

Source: HJN community data

Winnetka housing market

August 2026

Selling at 109.0% of asking price

Buyers here are paying above asking. MLS · 19 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 27, 2026

Median sale price: $1,750,000$1,230,500–$2,750,000 typical range
Price per sq. ft.: $710
Sales: 21
Paid in cash: 38.1%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 5 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 8.8%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Listing data & MLS disclosures

Winnetka housing market

Homes that sold · County records, as of Aug 27, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Winnetka, IL community profile

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Winnetka, IL community profile

Winnetka housing market

Homes that sold · County records, as of Aug 27, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026