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Property Description
Sophisticated perfection on an extra wide lot in one of Winnetka's most picturesque neighborhoods! Breathtaking 5BR/4.1BA beauty immediately captivates with its stately facade, grand walk-up entrance and exceptional curb appeal. A seamless blend of comfortable elegance and contemporary refinement, every detail reflects thoughtful design and superior craftsmanship.A bold designer palette complemented by crown moldings, French doors, arched entryways, expansive windows, rich hardwood floors, custom wall coverings, and stunning light fixtures- all contributing to an effortlessly flowing layout. An elegant dining room flows into the butler's pantry and an exceptionally scaled eat-in kitchen/family room with a large center island, walk-in pantry and top of the line appliances. A sunlit breakfast area opens directly to the backyard and adjoins the "heart of the home" great room, anchored by a cozy, gas burning fireplace. The framed French doors lead to everyone's favorite : a newly installed spacious "outdoor room" and a gorgeous Red Spade backyard redesign. Upstairs, the serene primary suite serves as a luxurious retreat with a lofted ceiling, custom built-ins, a balcony, generous walk-in closet and beautiful spa bath with double sink vanity, Toto bidet, steam shower and radiant heated floors. Three additional bedrooms and two handsome baths plus second floor laundry provides ultimate convenience. An additional layer of living space in the lower level with an oversized recreation room, custom wet bar with sink, dishwasher and refrigeration, fabulous temperature-controlled wine cellar, exercise room/fifth bedroom and full bath - making this area ideal for entertaining or unwinding in style. Outside, the picturesque and private setting with exterior lighting, blue stone patios, grey composite decking, elegant brick paver accents, thoughtfully constructed field stone retaining walls and elevated landscape beds - all highlight the gorgeous and professionally curated landscape with mature trees and blooming perennials. Flawlessly maintained and thoughtfully upgraded with many incredible recent updates: furnace, AC, hot water heater, attic insulation, sump pump, whole house filtration system, plant watering system, outdoor lighting, fresh paint, restained hardwood floors and many more.... This spectacular, turnkey home in a fabulous walk to everything location - including town, train, schools and parks - truly, leaves nothing to be desired in this don't miss opportunity. Home not in the floor plain -see property disclosure and FEMA attachment explaining.
Full Property Details
Full Property Details for 342 Rosewood Ave
General
- Sold For: $2,050,000
- Taxes: $25,014 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12488803
- Added to Site: 97 day(s) ago
Interior
- Interior Features: Vaulted Ceiling(s), Wet Bar, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room, Basement, Gas Log, Gas Starter
- Appliances: Range, Microwave, Dishwasher, High-End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Separate Shower, Steam Shower, Double Sink, Soaking Tub
Bedrooms
- Total Bedrooms: 5
- Bedrooms(Blw Grade): 1
Additional Information
- Equipment: Cable TV, Security System, Sump Pump, Lawn Sprinkler, Backup Sump Pump
Exterior
- Exterior Features: Balcony
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Location
- Area: Winnetka
- County: Cook
- Driving Directions: Willow Road, East of Hibbard or West of Green Bay, South at Rosewood to 342
School Information
- School District: 36
- Midd School District: 36
- Elementary School: Crow Island Elementary School
- Middle School: Carleton W Washburne School
- High School: New Trier Twp H.S. Northfield/Wi
- Private School: New Trier Twp H.S. Northfield/Wi
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air, Radiant Floor
Utilities
- Water: Lake Michigan
Structural Information
- Architectural Style: French Provincial
- Construction: Stucco
- Exterior Const.: Stucco
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Screens
- Sub-Flooring: Hardwood
- Square Feet: 4,585
- Sq. Ft. Source: Plans
- Year Built: 2011
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 61 x 143 x 62 x 138
- Lot Features: Landscaped, Mature Trees
Financial Considerations
- Parking Included: Yes
- Assessment Year: 2011
- Tax Amount: $25,014
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: Exclusions-Call List Office, List Broker Must Accompany
- Property ID: 5203040120000
Listed by Compass
Sold by Keller Williams ONEChicago
Get Pre-Approved Today
Schools
Schools serving 342 Rosewood Ave
School Districts:New Trier Township High School District 203, Winnetka School District 36
| Name | Grades | Distance |
|---|---|---|
Crow Island Elementary School 1112 Willow Road, Winnetka, IL 60093 | K-4 | 0.1 mi |
The Skokie School 520 Glendale Avenue, Winnetka, IL 60093 | 5-6 | 0.4 mi |
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093 | 7-8 | 0.5 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 1.3 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 342 Rosewood Ave
Date
Details
Price
Change
Source
12/12/2025
Sold
$2,050,000
2.76%
MLS
10/12/2025
Listed
$1,995,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
342 Rosewood Avenue, Winnetka, IL 60093 (MLS# 12488803) is a Single Family property that was sold at $2,050,000 on December 12, 2025. Want to learn more about 342 Rosewood Avenue? Do you have questions about finding other Single Family real estate for sale in Winnetka? You can browse all Winnetka real estate or contact a Coldwell Banker agent to request more information.

