Winnetka, IL Homes

/55
$4,650,000
- 6 Beds
- 5.5 Baths
90 Locust Rd, Winnetka, IL 60093

Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of land, this majestic brick Georgian welcomes you through wrought iron gates and along a newly crafted circular driveway to its grand entrance. Step into the exquisite parlor, adorned with high ceilings, stenciled wood floors, and intricate dentil moldings, serving as the heart of

Sarah Dwyer Compass

90 Locust Rd, Winnetka, IL 60093
/45
$2,300,000 Sold Mar 28, 2025
- 5,200 Sq Ft
- $442/SF
- 125 Days On Market
- 5 Beds
- 7 Baths
- Built 1906
399 Ridge Ave, Winnetka, IL 60093

Stunning Total Gut Rehab Project Resulting In A 3-Story Modern Victorian Farmhouse Of Nearly 5,200sf, 6 Bed/5.2 Bath On A Gorgeous Corner Lot In Walking Distance To All Winnetka Offers.

Rich Aronson Compass

399 Ridge Ave, Winnetka, IL 60093

/26
Est $1,538,577 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,784 Sq Ft
1305 Asbury Ave, Winnetka, IL 60093

1305 Asbury Ave, Winnetka, IL 60093

/55
$4,950,000
- 5 Beds
- 7 Baths
- 9,908 Sq Ft
32 Woodley Rd, Winnetka, IL 60093

Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal

Katharine Hackett @properties Christie's International Real Estate

32 Woodley Rd, Winnetka, IL 60093
/51
$1,540,000 Sold Mar 24, 2025
- 3,000 Sq Ft
- $513/SF
- 2 Days On Market
- 4 Beds
- 4 Baths
- Built 1954
686 Foxdale Ave, Winnetka, IL 60093

This fully renovated home in a prime East Winnetka location has been completely gutted in 2015 and is set on an extra wide lot (61x120). The renovation included an expansion on the first floor, and a completely reimagined brand-new second floor. The stunning chef's kitchen, featuring a walk-in pantry, island, and breakfast area, seamlessly flows into the great room. Through sliding barn doors

Paige Dooley Compass

686 Foxdale Ave, Winnetka, IL 60093

/28
Est $1,174,609 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

/15
$29,900
- 2 Beds
- 1 Bath
1327 W Branch Rd, Winnetka, IL 60093

Cash only for this fantastic MH opportunity at Sunset Village of Northfield (Glenview)! Low cost of living with $1,331.27 monthly lot rent. ------ This single-wide model with 2 parking spaces, has been updated inside & out, including new luxury vinyl plank flooring, appliances, fixtures, new ClimateGuard windows throughout, plus new exterior siding, skirting, gutters, and more! The bright

Bob Parris Manchester Realty

1327 W Branch Rd, Winnetka, IL 60093
/20
$1,000,000 Sold Mar 18, 2025
- 1,956 Sq Ft
- $511/SF
- 4 Days On Market
- 2 Beds
- 3 Baths
- Built 1926
624 Elder Ln, Winnetka, IL 60093

OFFERS DUE by 10:00 AM on Monday, 2/10. Vintage brick ranch oozes curb appeal and period charm with gracious rooms, high ceilings, arched doorways, hardwood floors, and other classic architectural details. Light-filled throughout, with a wonderful large living room with gas fireplace, entertainment-worthy dining room, and a lovely sun-washed den with access to the fabulous wraparound deck. Two of

Cathy Deutsch @properties Christie's International Real Estate

624 Elder Ln, Winnetka, IL 60093

/59
Est $1,520,667 Not Listed For Sale
- 6 Beds
- 5 Baths
- 3,358 Sq Ft
1321 Scott Ave, Winnetka, IL 60093

1321 Scott Ave, Winnetka, IL 60093

/3
$1,395,000
- Land
- 1.36 Acres
- $1,025,735 per Acre
2033 Winnetka Rd, Winnetka, IL 60093

Rare chance to own 1.36 acres of land on beautiful Winnetka rd will provide you endless possibilities to build your dream home. Incredible opportunity to collaborate with experienced luxury builder or bring your own builder. Winnetka High School District. Amazing location- close to Northfield Park District,Westfield Shopping Center, Edens Expressway,the Glen Metra station.

Natalya Gorodetsky Core Realty & Investments, Inc

2033 Winnetka Rd, Winnetka, IL 60093
/56
$1,640,000 Sold Mar 14, 2025
- 4,443 Sq Ft
- $369/SF
- 58 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1942
550 Sheridan Rd, Winnetka, IL 60093

With a beautiful presence perched up high on the premier corner of Sheridan Road & Elm Street, this coastal colonial captures the essence of East Winnetka living with the lake only a stone's throw away with access to 2 beaches, a 3 min walk to Village Green, 5 min walk to grab a Hometown bagel sandwich on the way before jumping on an express train to be downtown in 23 min. Yes, it's that easy...

Jena Radnay @properties Christie's International Real Estate

550 Sheridan Rd, Winnetka, IL 60093

/29
Est $3,276,846 Not Listed For Sale
- 5 Beds
- 9 Baths
- 9,000 Sq Ft
1008 Asbury Ct, Winnetka, IL 60093

1008 Asbury Ct, Winnetka, IL 60093

/50
$2,290,000
- 4 Beds
- 4 Baths
- 4,460 Sq Ft
803 Pine St, Winnetka, IL 60093

Absolute perfection in the heart of East Winnetka! Completed in 2022, this contemporary two-story masterpiece offers the perfect combination of luxury and convenience. Situated on a beautifully landscaped lot, the home is adorned with Brazilian Ipe Norwegian board siding, triple-pane windows, and a stunning modern front door, all adding to its striking curb appeal. The open-concept first floor

Michael Kelly Compass

803 Pine St, Winnetka, IL 60093
/26
$700,000 Sold Mar 07, 2025
- 1,218 Sq Ft
- $575/SF
- 13 Days On Market
- 2 Beds
- 2 Baths
- Built 1911
972 Tower Rd, Winnetka, IL 60093

Location, Location, Location! Charming East Winnetka home with finished basement! From the moment you enter the timeless foyer, you'll be welcomed by a sunlit living room featuring a large picture window overlooking the expansive backyard. The open-concept layout flows seamlessly into the dining room, complete with plantation shutters, custom built-ins, and an updated kitchen. The kitchen shines

Selma Nemeth @properties Christie's International Real Estate

972 Tower Rd, Winnetka, IL 60093

/26
Est $1,667,226 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

/21
$892,500
- 4 Beds
- 1.5 Baths
- 1,355 Sq Ft
979 Vine St, Winnetka, IL 60093

Winnetka introduces a nostalgic bungalow perfectly appointed between Hubbard elementary school, shops, entertainment and restaurants! A charming fenced in yard allures guests to a beautiful entry where the floor plan unveils an open concept with a sprawling family room filled with an abundance of natural light. The family overshadows a separate sitting room with a gorgeous brick fireplace and

Rob Morrison Coldwell Banker Realty

979 Vine St, Winnetka, IL 60093
/54
$2,130,000 Sold Mar 06, 2025
- 3,700 Sq Ft
- $576/SF
- 18 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2024
1087 Cherry St, Winnetka, IL 60093

Spectacular new construction in the heart of Winnetka's picturesque "tree streets" & minutes to Winnetka's vibrant downtown & award-winning schools. Unparalleled design & craftsmanship featuring 4 bedrooms / 4.1 baths expanding 3700 square feet. Expansive first floor level includes formal living, dining, family room, custom mudroom all with 9-6 ft ceilings, engineered hardwood floors & custom

Rachel Moltz @properties Christie's International Real Estate

1087 Cherry St, Winnetka, IL 60093

/23
Est $750,435 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

/26
$4,495,000 New Construction
- 5 Beds
- 7 Baths
- 7,500 Sq Ft
518 Elder Ln, Winnetka, IL 60093

Stunning new construction transitional home with approximately 7,500 square feet of meticulously finished space, the home is located on one of the most picturesque streets in East Winnetka in an unbeatable location. The home is close to town, walking distance to the beach, schools and train. This home features 6 bedrooms, 7 full baths, a show room worthy kitchen with luxury appliances including

Matan Aharoni Coldwell Banker Realty

518 Elder Ln, Winnetka, IL 60093
/32
$1,575,000 Sold Mar 05, 2025
- 3,153 Sq Ft
- $500/SF
- 4 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1924
928 Pine St, Winnetka, IL 60093

This Classic Nantucket Colonial blends timeless charm with modern updates and an effortless flow for everyday living and entertaining. The welcoming foyer leads into a formal living room, complete with a fireplace and charming built-ins. This living area opens seamlessly into the updated all white kitchen. Featuring stainless steel appliances and a gracious breakfast nook-this kitchen is happy

Carrie Tarzon @properties Christie's International Real Estate

928 Pine St, Winnetka, IL 60093

/72
Est $2,399,310 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 4,949 Sq Ft
945 Old Green Bay Rd, Winnetka, IL 60093

945 Old Green Bay Rd, Winnetka, IL 60093

/46
$2,195,000 Pending
- 5 Beds
- 4.5 Baths
- 4,916 Sq Ft
577 Ash St, Winnetka, IL 60093

Award winning home, professionally manicured corner lot, on one of the most desirable blocks in Winnetka (Ash Street). Recipient of the prestigious Winnetka Preservation Award, due to the thoughtful gut-renovation with Kip & Keeler which honored the vintage details while also modernizing all systems. The 5Bd + office/4.5Ba layout is paired with gracious living spaces on the main level, 9-foot

Julie Cassin @properties Christie's International Real Estate

577 Ash St, Winnetka, IL 60093
/35
$1,550,000 Sold Mar 03, 2025
- 3,222 Sq Ft
- $481/SF
- 3 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1987
1340 Edgewood Ln, Winnetka, IL 60093

This spacious, sun-filled newer construction home in the desirable Hubbard Woods neighborhood is a must-see! Come inside to see all of its magic plus the gorgeous & huge one third acre yard. Located close to Hubbard Woods school, the Metra, and town, this home is tucked away on a quiet cul-de-sac and sits on a generous .34-acre lot (67 x 233!!). Offering an open floor plan and many updated

Chris Veech @properties Christie's International Real Estate

1340 Edgewood Ln, Winnetka, IL 60093

/50
Est $1,968,110 Not Listed For Sale
- 5 Beds
- 6 Baths
- 4,311 Sq Ft
1162 Scott Ave, Winnetka, IL 60093

1162 Scott Ave, Winnetka, IL 60093

/45
$2,195,000 Pending
- 4 Beds
- 5 Baths
- 5,073 Sq Ft
1170 Oakley Ave, Winnetka, IL 60093

Exquisitely maintained and masterfully designed, this stunning residence on one of Winnetka's most beloved lanes offers the perfect blend of luxury, functionality, and charm. Nestled on an oversized .32-acre, park-like lot, the home is ideally located within walking distance to Hubbard Woods School, Sacred Heart, the Metra, parks, boutique shops, restaurants, coffee houses, the Green Bay Trail,

Laura Fitzpatrick @properties Christie's International Real Estate

1170 Oakley Ave, Winnetka, IL 60093
/35
$4,350,000 Sold Mar 03, 2025
- 9,754 Sq Ft
- $446/SF
- 64 Days On Market
- 5 Beds
- 8 Baths
- Built 2013
780 Lincoln Ave, Winnetka, IL 60093

Better than new stunning house that is an entertainer's dream- a gorgeously appointed luxury oasis with designer finishes, tucked away in highly sought after Prime East Winnetka! Great street appeal with stone and brick exterior. Incredible backyard landscaping provided by renowned Midwest Arbor with custom new pool and spa, two large multi season pergolas with automated louvers and built in

Milena Birov @properties Christie's International Real Estate

780 Lincoln Ave, Winnetka, IL 60093

/24
Est $1,566,441 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,538 Sq Ft
740 Humboldt Ave, Winnetka, IL 60093

740 Humboldt Ave, Winnetka, IL 60093

/30
$950,000 Pending
- 3 Beds
- 3 Baths
- 2,297 Sq Ft
867 Lincoln Ave, Winnetka, IL 60093

Ideally located between downtown Hubbard Woods and Tower Road Beach, this beautifully maintained Colonial blends timeless charm with thoughtful modern updates. Step inside to find warm hardwood floors and sun-filled rooms that create an inviting, elegant atmosphere. The traditional floor plan offers a formal living room with a wood-burning fireplace, a spacious dining room perfect for gatherings,

Cricket King @properties Christie's International Real Estate

867 Lincoln Ave, Winnetka, IL 60093
/30
$2,200,000 Sold Feb 28, 2025
- 5,300 Sq Ft
- $415/SF
- 4 Beds
- 6.5 Baths
- Built 2024
901 Greenwood Ave, Winnetka, IL 60093

Stunning New Construction in Hubbard Woods. This 5300+ square foot Hardie Shingled Cape Cod Home offers 5 Bed/6.1 Bath with the finest appointments throughout. The considered floor plan offers the best in modern living with a massive Kitchen/Family Room combo. Kitchen is equipped with a beautiful mixture of White/White Oak Custom Cabinetry, high end appliance package, and a massive 15-foot

Stephen Todd Jameson Sotheby's Intl Realty

901 Greenwood Ave, Winnetka, IL 60093

/36
Est $1,678,282 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

/18
$570,000 Pending
- 3 Beds
- 2 Baths
- 1,960 Sq Ft
711 Oak St Unit 408, Winnetka, IL 60093

Sought after Oak Hill condominium building in the heart of Winnetka. Spacious 1960 sq ft condo on the 4th floor looking west for beautiful sunsets. This 3 bedroom (3rd bedroom currently used as a family room with kitchen access), 2 bath condo offers plentiful closets and has a side by side washer and dryer along with more storage in the laundry room. The primary bedroom is huge with a private

Laurie Baker Lawlor @properties Christie's International Real Estate

711 Oak St Unit 408, Winnetka, IL 60093
/3
$260,000 Sold Feb 28, 2025
- 627 Sq Ft
- $415/SF
- 20 Days On Market
- 1 Bed
- 1 Bath
- Built 1920
1099 Merril St Unit 2, Winnetka, IL 60093

Multiple offers received. Best and final offers requested by Thursday 12/26/24 at 1pm. Thanks! Nestled in the heart of Hubbard Woods, just off Greenbay Road, this beautifully renovated 1-bedroom, 1-bathroom condo invites you to experience refined North Shore living at its finest. Step into a sophisticated space featuring high ceilings and new solid hardwood floors that add warmth and elegance

Paul Frischer Berkshire Hathaway HomeServices Chicago

1099 Merril St Unit 2, Winnetka, IL 60093

/19
Est $5,205,751 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

/26
$85,000 Pending
- 3 Beds
- 2 Baths
84 N Branch Rd, Winnetka, IL 60093

Beautiful Regan model prefab home with spacious floor plan that accommodates the whole family and is perfect for hosting guests! Large living room and kitchen that's equipped with a full set of modern appliances, granite countertops, tons of cabinet space and an island. The cabinets compliment the rustic wood finish of the floor and kitchen island top, creating a harmonious, charming atmosphere.

Kevin Roy HomeSmart Connect LLC

84 N Branch Rd, Winnetka, IL 60093
/31
$3,988,472 Sold Feb 27, 2025
- 7,500 Sq Ft
- $532/SF
- 3 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2026
870 Heather Ln, Winnetka, IL 60093

Spectacular opportunity to customize this beautiful proposed new construction property on a HALF ACRE in gorgeous Winnetka. Featuring 6-bedrooms, 6.1-bathrooms, and over 7,000 square feet of total living space, every detail in this program has been thoughtfully crafted to suit your needs. The elegantly designed floor plan includes a gorgeous chef's kitchen flooded with natural light, custom white

Grace Goro Compass

870 Heather Ln, Winnetka, IL 60093

/39
Est $1,553,629 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

/54
$2,195,000 Pending
- 5 Beds
- 4.5 Baths
- 4,819 Sq Ft
800 Lincoln Ave, Winnetka, IL 60093

Come see this classic Winnetka beauty: packed with both vintage charm and all the updates of today! 800 Lincoln Avenue is a beautiful home perfectly situated in sought after East Winnetka location where you can walk to town and the lake. Enter through the charming front porch to a lovely foyer with hand-stenciled floor. Enjoy the bright living and dining room overlooking the tree-lined street,

Katharine Hackett @properties Christie's International Real Estate

800 Lincoln Ave, Winnetka, IL 60093
/44
$1,450,000 Sold Feb 21, 2025
- 2,907 Sq Ft
- $499/SF
- 3 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1930
538 Meadow Rd, Winnetka, IL 60093

Fall in love with the curb appeal and All-American charm of this beautiful home in Kenilworth's Award-Winning Joseph Sears School District! 4 bedrooms, 3 1/2 baths - this beauty boasts a surprisingly deep lot for the area (50 x 190!) The first floor has great circular flow - perfect for entertaining in the large, sunny living room with handsome fireplace and cozy bay window. You can host large

Megan Mawicke @properties Christie's International Real Estate

538 Meadow Rd, Winnetka, IL 60093

/30
Est $1,533,401 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,670 Sq Ft
1311 Asbury Ave, Winnetka, IL 60093

1311 Asbury Ave, Winnetka, IL 60093

/41
$1,599,000 Pending
- 5 Beds
- 3.5 Baths
- 3,468 Sq Ft
251 Scott Ave, Winnetka, IL 60093

Charming red brick Georgian nestled in highly coveted East Winnetka area of Hubbard Woods, just steps to schools, shops, restaurants, train and Green Bay Trail. This inviting home on an oversized lot (62'x 297') offers 5+ bedrooms and 3.1 bathrooms, plus comfortable living space for your lifestyle needs. Warm and welcoming, the 1st floor features an ideal floor plan for everyday living and

Paige Dooley Compass

251 Scott Ave, Winnetka, IL 60093

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