$2,050,000 SOLD Dec 2025
Listed at $1,995,000

342 Rosewood Avenue, Winnetka, IL 60093

Closed
4 beds (5 possible) 4.5 baths 4,585 sqft (plans) Built 2011 Residential MLS #MRD12488803 7 days on market
Listing courtesy of Compass · 847-446-9600 · MLS #MRD12488803 · Status: Closed
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.

Property details

Interior

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator
Interior features
Vaulted Ceiling(s), Wet Bar, Walk-In Closet(s)
Flooring
Hardwood
Fireplaces
2
Fireplace details
Gas Log, Gas Starter
Basement
Finished, Full
Laundry
Upper Level
Additional rooms
Office, Bedroom 5, Breakfast Room, Game Room, Mud Room, Storage, Pantry, Other Room, Foyer
Total rooms
12

Building & exterior

Style
French Provincial
Age
11-15 Years
Exterior
Stucco
Exterior features
Balcony
Roof
Asphalt
Foundation
Concrete Perimeter
Windows
Screens
Patio & porch
Deck, Patio

Parking

Garage spaces
2
Total spaces
2
Parking details
Asphalt, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Lot & location

Lot dimensions
61 X 143 X 62 X 138
Lot description
Landscaped, Mature Trees
Township
New Trier
County
Cook

Utilities

Heating
Natural Gas, Forced Air, Radiant Floor
Cooling
Central Air
Water
Lake Michigan
Sewer
Public Sewer
Electricity
200+ Amp Service
Equipment
TV-Cable, Security System, Sump Pump, Sprinkler-Lawn, Backup Sump Pump;

HOA & community

Assessment includes
None
Community features
Sidewalks, Street Paved

Schools

Elementary
Crow Island Elementary School (36)
Junior high
Carleton W Washburne School (36)
High school
New Trier Twp H.S. Northfield/Wi (203)

Taxes & terms

Annual taxes
$25,014 (2023)
Parcel number (PIN)
05203040120000
PIN
05203040120000
Ownership
Fee Simple
Possession
Closing
Special conditions
Exclusions-Call List Office, List Broker Must Accompany
Listed
10/12/2025
Sold
12/12/2025
Sold price
$2,050,000
Want to see this home?

The Dawn Simmons Team (RE/MAX Suburban) can show you any listed property and give you a straight answer on what it's really worth. Call/text Josh at (224) 628-4013.

Ask About This Home →

Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

Based on information submitted to the MLS GRID as of 2026-09-05 04:00:02. 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. Properties displayed may be listed or sold by various participants in the MLS.

IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MLS GRID. Use of this site's search and display of listing data is subject to our Terms of Use. Some listings have been excluded from this website.

Any use or search of data on this website, other than by a consumer looking to purchase real estate, is prohibited. © 2026 MRED. See our DMCA notice.

Call now Text Josh
Text Josh