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Winnetka, IL Homes for Sale | Realty.com

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3 beds New construction With a pool

13 listings

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Homes for Sale in Winnetka, IL

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13 Listings

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13 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

45Active
$1,400,000
5 bd · 5 ba · — sqft
874 Boal Parkway, Winnetka, IL
Christie Ascione · @properties Christie's International Real Estate
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

21Active
$1,350,000
4 bd · 3 ba · 2,000 sqft
640 Winnetka Mews 403, Winnetka, IL
Jenny Fisher · @properties Christie's International Real Estate
41Active
$2,695,000
4 bd · 5 ba · 4,509 sqft
1140 Oakley Avenue, Winnetka, IL
Anne Maitland · Jameson Sotheby's International Realty
58Active
$4,200,000
5 bd · 9 ba · 6,950 sqft
1128 Mt. Pleasant Road, Winnetka, IL
Eugene Fu · @properties Christie's International Real Estate
Price Reduced43Active
$2,675,000
5 bd · 6 ba · 4,089 sqft
73 Locust Road, Winnetka, IL
Beverly Smith · @properties Christie's International Real Estate
53Active
$4,949,000
5 bd · 7 ba · 13,000 sqft
320 Woodley Road, Winnetka, IL
Susan Maman · @properties Christie's International Real Estate
21Active
$2,785,000
6 bd · 6 ba · — sqft
82 Woodley Road, Winnetka, IL
Michael Mitchell · @properties Christie's International Real Estate
81Active
$29,900,000
7 bd · 13 ba · 20,000 sqft
319 Sheridan Road, Winnetka, IL
Jena Radnay · @properties Christie's International Real Estate
63Active
$2,250,000
4 bd · 6 ba · 4,225 sqft
42 Woodley Road, Winnetka, IL
Peggy Lewis · @properties Christie's International Real Estate
43Active
$2,569,900
6 bd · 6 ba · 7,000 sqft
62 Woodley Road, Winnetka, IL
Jena Radnay · @properties Christie's International Real Estate
14Active
$16,900,000
6 bd · 10 ba · 15,000 sqft
915 Sunset Road, Winnetka, IL
Mary Maris · Village Realty Group Inc

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-21 16:27:31 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: 2.0%

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

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-21 16:27:31 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

New construction
With a pool

Nearby areas

ZIP codes

60611 (395)
60610 (135)
60016 (116)
60615 (116)
60148 (115)
60654 (115)
60607 (110)
60616 (103)

Cities

Chicago (3,165)
Des Plaines (157)
Schaumburg (124)
Lombard (115)
Palatine (112)
Arlington Heights (105)
Evanston (97)
Skokie (96)

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

Nearby areas

ZIP codes

60611 (395)
60610 (135)
60016 (116)
60615 (116)
60148 (115)
60654 (115)
60607 (110)
60616 (103)

Cities

Chicago (3,165)
Des Plaines (157)
Schaumburg (124)
Lombard (115)
Palatine (112)
Arlington Heights (105)
Evanston (97)
Skokie (96)

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: 2.0%