Winnetka, IL Homes

/38
$1,675,000 Sold Mar 28, 2025

429 Walnut St, Winnetka, IL 60093
- 4 Beds
- 3.5 Baths
- 3,200 Sq Ft
- Built 1930
Last Sold Summary
- 18% Above List Price
- $523/SF
- 2 Days On Market
Current Estimated Value $1,726,909

Last Listing Agent Katie Hauser Compass

429 Walnut St, Winnetka, IL 60093

/31
Est $3,019,333 Not Listed For Sale
- 5 Beds
- 7 Baths
- 6,300 Sq Ft
824 Boal Pkwy, Winnetka, IL 60093

824 Boal Pkwy, Winnetka, IL 60093

/36
$950,000
- 4 Beds
- 1.5 Baths
- 2,100 Sq Ft
979 Vine St, Winnetka, IL 60093

Nestled just blocks from Winnetka's famed lakefront, this 4-bed/1.5-bath single-family home at 979 Vine St offers approximately 2,100 sq ft of living space, hardwood floors, a spacious kitchen, and thoughtful layout across levels. Located a few blocks to Tower Road Park/ beach - Lake Michigan and Lloyd Park Boat Launch.. Steps to Green Bay Train - for biking, running, and casual strolls. Plus

Vernon Spence Jason Mitchell Real Estate IL

979 Vine St, Winnetka, IL 60093
/2
$935,000 Sold Jul 30, 2025

1442 Asbury Ave, Winnetka, IL 60093
- 3 Beds
- 2.5 Baths
- 2,264 Sq Ft
- Built 1925
Last Sold Summary
- $413/SF
- 4 Days On Market
Current Estimated Value $990,590

Last Listing Agent Sherry Molitor Compass

1442 Asbury Ave, Winnetka, IL 60093

/5
Est $1,624,882 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,462 Sq Ft
1501 Tower Rd, Winnetka, IL 60093

1501 Tower Rd, Winnetka, IL 60093

/10
$70,000
- 3 Beds
- 2 Baths
431 4th St, Winnetka, IL 60093

This mobile home features 3 bedrooms and 2 bathrooms and is located within the desirable Glenview School District. The home offers an large kitchen with an additional eating area, in addition to the large dining room. A laundry room is right off the kitchen. The master bathroom includes a full bath. Two additional bedrooms round out this spaces 45X25 mobile home. The furnace and boiler are newer.

Michelle Galindo Baird & Warner

431 4th St, Winnetka, IL 60093
/2
$750,000 Sold Jul 03, 2025

736 Oak St Unit 736, Winnetka, IL 60093
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 1965
Last Sold Summary
- 19% Above List Price
- $469/SF
- 1 Day On Market
Current Estimated Value $723,012

Last Listing Agent David Chung Compass

736 Oak St Unit 736, Winnetka, IL 60093

/28
Est $1,339,136 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,970 Sq Ft
1476 Scott Ave, Winnetka, IL 60093

1476 Scott Ave, Winnetka, IL 60093

/28
$1,099,000
- 4 Beds
- 2.5 Baths
- 2,380 Sq Ft
1492 Asbury Ave, Winnetka, IL 60093

Rehabbers-Opportunity Awaits! Have you been searching for a home on one of Hubbard Woods' most cherished streets? A place where your family can grow, in a community known for its charm and friendly community? This is that rare opportunity. This solid 4 bed, 2.5 bath home is full of potential and perfectly situated in a sought-after neighborhood with top-rated schools. With thoughtful updates and

Maria Welch Perennial Properties

1492 Asbury Ave, Winnetka, IL 60093
/44
$4,625,000 Sold Jun 16, 2025

66 Fox Ln, Winnetka, IL 60093
- 6 Beds
- 8 Baths
- 8,025 Sq Ft
- Built 1926
Last Sold Summary
- 12% Below List Price
- $576/SF
- 84 Days On Market
Current Estimated Value $4,653,585

Last Listing Agent Jena Radnay @properties Christie's International Real Estate

66 Fox Ln, Winnetka, IL 60093

/59
Est $1,686,252 Not Listed For Sale
- 6 Beds
- 5 Baths
- 3,358 Sq Ft
1321 Scott Ave, Winnetka, IL 60093

1321 Scott Ave, Winnetka, IL 60093

/43
$1,795,000 Pending
- 4 Beds
- 4.5 Baths
- 3,128 Sq Ft
983 Cherry St, Winnetka, IL 60093

Solid red-brick home on one of Winnetka's most beloved streets. Built in 2002, this beautifully proportioned home offers impressive ceiling height on every level and hardwood floors throughout, combining timeless craftsmanship with a bright, open layout perfectly suited for today's living. A welcoming covered front porch sets the tone, ideal for enjoying the charm and energy of the neighborhood.

Katie Hauser Compass

983 Cherry St, Winnetka, IL 60093
/71
$3,900,000 Sold May 14, 2025

865 Gordon Terrace, Winnetka, IL 60093
- 5 Beds
- 6.5 Baths
- 9,350 Sq Ft
- Built 2017
Last Sold Summary
- 7% Below List Price
- $417/SF
- 45 Days On Market
Current Estimated Value $4,342,828

Last Listing Agent Jena Radnay @properties Christie's International Real Estate

865 Gordon Terrace, Winnetka, IL 60093

/26
Est $1,655,237 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
850 Eldorado St, Winnetka, IL 60093

850 Eldorado St, Winnetka, IL 60093

/35
$1,650,000
- 4 Beds
- 3 Baths
- 3,737 Sq Ft
303 Auburn Ave, Winnetka, IL 60093

Come one, come all to this beautifully updated and refreshed colonial-style house tucked away on a quiet, tree-lined street. This home offers the rare combination of peaceful surroundings and an unbeatable location: walking distance to elementary and middle schools, and is in the New Trier High School district. Step into the welcoming entryway that flows easily to all parts of the house. A

Tim Chung Berkshire Hathaway HomeServices Chicago

303 Auburn Ave, Winnetka, IL 60093
/10
$705,000 Sold May 01, 2025

826 Humboldt Ave, Winnetka, IL 60093
- 3 Beds
- 1.5 Baths
- 1,059 Sq Ft
Last Sold Summary
- 20% Below List Price
- $666/SF
- 873 Days On Market
Current Estimated Value $885,121

Last Listing Agent Paul Harb Wilmette Real Estate & Management Company LLC

826 Humboldt Ave, Winnetka, IL 60093

/25
Est $545,197 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,559 Sq Ft
778 Green Bay Rd, Winnetka, IL 60093

778 Green Bay Rd, Winnetka, IL 60093

/17
$489,000
- 2 Beds
- 2 Baths
- 1,630 Sq Ft
650 Winnetka Mews Unit 310, Winnetka, IL 60093

Fabulous opportunity to own this 2 Bed/2 Bath condo in sought after Winnetka Mews building. Conveniently located near downtown Winnetka's shops, restaurants, train, bike path, park district facilities, Winnetka Community House and beaches. The two bedroom floor plan includes a large living room, dining room, kitchen, and East facing private balcony. The primary suite is highlighted by a spacious

Sarah Dwyer Compass

650 Winnetka Mews Unit 310, Winnetka, IL 60093
/2
$31,250,000 Sold Aug 29, 2025

419 Sheridan Rd, Winnetka, IL 60093
- 7 Beds
- 13 Baths
- 13,894 Sq Ft
- Built 1928
Last Sold Summary
- 11% Below List Price
- $2,249/SF
- 145 Days On Market
Current Estimated Value $5,005,286

Last Listing Agent Jena Radnay @properties Christie's International Real Estate

419 Sheridan Rd, Winnetka, IL 60093

/23
Est $836,698 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
800 Green Bay Rd, Winnetka, IL 60093

800 Green Bay Rd, Winnetka, IL 60093

/30
$1,425,000
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
Unlisted Address

Great opportunity to own this one of a kind 4 bed, 3.5 bath townhome situated in the heart of Winnetka; close to beach, parks, schools, Metra station and shops. Exquisite finishes including 10-foot ceilings, white custom cabinets, top-of-the-line appliances (Sub-Zero, Bosch, Thermador), hardwood floors & more. The Open concept on the first floor is perfect for your daily lifestyle or

Rita Rezko Coldwell Banker Realty

Unlisted Address
/36
$1,716,000 Sold Aug 15, 2025

567 Provident Ave, Winnetka, IL 60093
- 5 Beds
- 4.5 Baths
- 3,747 Sq Ft
- Built 2002
Last Sold Summary
- 11% Above List Price
- $458/SF
- 6 Days On Market
Current Estimated Value $1,719,400

Last Listing Agent Kathryn Moor Compass

567 Provident Ave, Winnetka, IL 60093

/50
Est $2,176,143 Not Listed For Sale
- 5 Beds
- 6 Baths
- 4,311 Sq Ft
1162 Scott Ave, Winnetka, IL 60093

1162 Scott Ave, Winnetka, IL 60093

/2
$950,000 Sold Jan 20, 2026

Unlisted Address
- 4 Beds
- 3 Baths
- 2,062 Sq Ft
- Built 1928
Last Sold Summary
- $461/SF
- 2 Days On Market
Last Listing Agent Susan Duffey @properties Christie's International Real Estate

Unlisted Address

/36
Est $1,809,115 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,178 Sq Ft
385 Provident Ave, Winnetka, IL 60093

385 Provident Ave, Winnetka, IL 60093

/2
$910,000 Sold Dec 17, 2025

158 Woodland Ave, Winnetka, IL 60093
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 1920
Last Sold Summary
- 2% Above List Price
- $414/SF
Last Listing Agent Catherine O'Connell @properties Christie's International Real Estate

158 Woodland Ave, Winnetka, IL 60093

/19
Est $5,187,021 Not Listed For Sale
- 6 Beds
- 8 Baths
- 6,650 Sq Ft
41 Indian Hill Rd, Winnetka, IL 60093

41 Indian Hill Rd, Winnetka, IL 60093

/35
$4,350,000 Sold Mar 03, 2025

780 Lincoln Ave, Winnetka, IL 60093
- 5 Beds
- 8 Baths
- 9,754 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $446/SF
- 64 Days On Market
Current Estimated Value $3,975,712

Last Listing Agent Milena Birov @properties Christie's International Real Estate

780 Lincoln Ave, Winnetka, IL 60093

/39
Est $1,733,081 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,111 Sq Ft
1271 Asbury Ave, Winnetka, IL 60093

1271 Asbury Ave, Winnetka, IL 60093

/44
$3,750,000 Sold Aug 01, 2025

180 De Windt Rd, Winnetka, IL 60093
- 5 Beds
- 3.5 Baths
- 5,735 Sq Ft
- Built 1930
Last Sold Summary
- 3% Above List Price
- $654/SF
- 2 Days On Market
Current Estimated Value $3,696,779

Last Listing Agent Grace Goro Compass

180 De Windt Rd, Winnetka, IL 60093

/37
Est $1,608,442 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 2,284 Sq Ft
807 Cherry St, Winnetka, IL 60093

807 Cherry St, Winnetka, IL 60093

/2
$4,700,000 Sold Aug 05, 2025

775 Sumac Ln, Winnetka, IL 60093
- 5 Beds
- 8.5 Baths
- 6,240 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $753/SF
- 9 Days On Market
Current Estimated Value $4,601,782

Last Listing Agent Annie flanagan @properties Christie's International Real Estate

775 Sumac Ln, Winnetka, IL 60093

/30
Est $609,436 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,870 Sq Ft
711 Oak St Unit 210, Winnetka, IL 60093

711 Oak St Unit 210, Winnetka, IL 60093

/46
$2,200,000 Sold Oct 15, 2025

1503 Edgewood Ln, Winnetka, IL 60093
- 4 Beds
- 5 Baths
- 3,319 Sq Ft
- Built 1927
Last Sold Summary
- 23% Above List Price
- $663/SF
- 3 Days On Market
Current Estimated Value $2,148,492

Last Listing Agent Sarah Lyons @properties Christie's International Real Estate

1503 Edgewood Ln, Winnetka, IL 60093

/38
Est $2,923,366 Not Listed For Sale
- 5 Beds
- 8 Baths
- 5,619 Sq Ft
1024 Westmoor Rd, Winnetka, IL 60093

1024 Westmoor Rd, Winnetka, IL 60093

/41
$1,950,000 Sold May 29, 2025

54 Indian Hill Rd, Winnetka, IL 60093
- 4 Beds
- 3.5 Baths
- 4,206 Sq Ft
- Built 1961
Last Sold Summary
- 15% Above List Price
- $464/SF
- 2 Days On Market
Current Estimated Value $1,749,980

Last Listing Agent Paige Dooley Compass

54 Indian Hill Rd, Winnetka, IL 60093

/48
Est $2,918,616 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 4,600 Sq Ft
1016 Westmoor Rd, Winnetka, IL 60093

1016 Westmoor Rd, Winnetka, IL 60093

/49
$2,350,000 Sold Jan 09, 2026

180 Apple Tree Rd, Winnetka, IL 60093
- 5 Beds
- 3.5 Baths
- 4,800 Sq Ft
- Built 1955
Last Sold Summary
- 6% Below List Price
- $490/SF
- 45 Days On Market
Last Listing Agent Jena Radnay @properties Christie's International Real Estate

180 Apple Tree Rd, Winnetka, IL 60093

/50
Est $1,921,294 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,123 Sq Ft
1509 Asbury Ave, Winnetka, IL 60093

1509 Asbury Ave, Winnetka, IL 60093

/45
$2,300,000 Sold Mar 28, 2025

399 Ridge Ave, Winnetka, IL 60093
- 5 Beds
- 7 Baths
- 5,200 Sq Ft
Last Sold Summary
- $442/SF
- 125 Days On Market
Current Estimated Value $2,209,950

Last Listing Agent Rich Aronson Compass

399 Ridge Ave, Winnetka, IL 60093

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