376 Rosewood Avenue, Winnetka, IL 60093 - Photo 1

1/1

$900,000

Sold
Closed
Single Family
2 Beds
2 Full Baths
1,938 Sq. Ft.
2 Car Garage

1/1

Property Description

Don't let the storybook cottage charm fool you-this home lives much larger than it appears from the outside. Thoughtfully expanded and beautifully maintained, it offers generous living spaces while retaining all the warmth, character, and timeless appeal that make cottage-style homes so beloved. The main level features a spacious, sun-filled living room anchored by a beautiful wood-burning fireplace, an expansive updated kitchen with abundant cabinetry, and a dining area flanked by windows with plantation shutters. A bonus family room with vaulted ceilings and skylights, along with a full bathroom, adds valuable flexibility and completes the main level. Upstairs, you'll find two bedrooms with hardwood floors and a shared hall bath. The finished basement offers even more living space, featuring a second fireplace, a wall of closets, and a utility room with additional storage. Step outside to a picturesque, professionally landscaped garden with two patios and plenty of space for relaxing or entertaining. From its inviting curb appeal to its surprisingly spacious interior, this home strikes the perfect balance between charm and function. Timeless details and thoughtful updates are complimented by a versatile layout designed for comfortable everyday living and effortless entertaining.

Full Property Details

Full Property Details for 376 Rosewood Ave

General

Sold For: $900,000
Taxes: $11,504 (2024)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12671135
Added to Site: 77 day(s) ago

Interior

Interior Features: Vaulted Ceiling(s), 1st-Floor Bath
Fireplace: Yes
Fireplace(s): Living Room, Basement, Wood-Burning
Flooring: Hardwood

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 2

Additional Information

Equipment: Carbon Monoxide Detectors, Ceiling Fan(s), Lawn Sprinkler
Other Features: School Bus Service

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 2
Parking Features: Concrete, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

Area: Winnetka
County: Cook
Driving Directions: Willow Road East of Hibbard to Rosewood. North on Rosewood to 376

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

Utilities

Water: Lake Michigan, Public

Structural Information

Architectural Style: Cape Cod
Construction: Cedar, Stone
Exterior Const.: Cedar, Stone
Basement Desc.: Partially Finished, Partial
Foundation: Concrete Perimeter
Roof: Asphalt
Windows: Skylight(s), Plantation Shutters
Sub-Flooring: Hardwood
Square Feet: 1,938
Sq. Ft. Source: Assessor
Year Built: 1954
Built Before 1978: Yes

Lot Features

Lot Size Range: Less than .25 Acre
Lot Dimensions: 80 x 99

Financial Considerations

Parking Included: Yes
Assessment Year: 1954
Tax Amount: $11,504
Tax Year: 2024

Disclosures and Reports

Ownership: Fee Simple
Property ID: 5201210210000

Listed by Jameson Sotheby's International Realty
Sold by @properties Christie's International Real Estate

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agent

— 376 Rosewood Ave —

Jameson Sotheby's International Realty

(847) 951-5677

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 376 Rosewood Ave

School Districts:Winnetka School District 36, New Trier Township High School District 203

Name	Grades	Distance
Crow Island Elementary School 1112 Willow Road, Winnetka, IL 60093	K-4	0.1 mi
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093	7-8	0.4 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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 376 Rosewood Ave

Date

Details

Price

Change

Source

7/24/2026

Sold

$900,000

9.09%

MLS

6/11/2026

Listed

$825,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

1109 Hohlfelder Rd, Glencoe, IL 60022 - Photo 1

Just Listed

$2,099,000

Open House

1109 Hohlfelder Rd Glencoe, IL 60022

Single Family
Active
Updated 19 hours ago

4
Beds
5
Total Baths
4,300
Sq. Ft.

1106 Astor Pl, Glencoe, IL 60022 - Photo 1

Just Listed

$2,175,000

Open House

1106 Astor Pl Glencoe, IL 60022

Single Family
Active
Updated 1 day ago

6
Beds
8
Total Baths
5,630
Sq. Ft.

320 N Happ Rd, Northfield, IL 60093 - Photo 1

Just Listed

$52

320 N Happ Rd Northfield, IL 60093

Commercial Lease
Active
Updated 21 hours ago

2740 Orchard Ln, Wilmette, IL 60091 - Photo 1

Just Listed

$1,195,000

Open House

2740 Orchard Ln Wilmette, IL 60091

Single Family
Active
Updated 1 day ago

4
Beds
3
Total Baths
3,400
Sq. Ft.

630 Green Bay Rd, Kenilworth, IL 60043 - Photo 1

Price Reduced

-$200,000 (-10.53%)

$1,700,000

630 Green Bay Rd Kenilworth, IL 60043

Commercial
Active
Updated 3 days ago

10,925
Sq. Ft.

1035 Meadow Rd, Glencoe, IL 60022 - Photo 1

1035 Meadow Rd Glencoe, IL 60022

Single Family
Active
Updated 2 days ago

6
Beds
5
Total Baths
5,240
Sq. Ft.

158 Green Bay Rd, Glencoe, IL 60022 - Photo 1

Price Reduced

-$14,600 (-2.98%)

$474,900

158 Green Bay Rd Glencoe, IL 60022

Townhouse
Active
Updated 3 days ago

3
Beds
3
Total Baths
1,550
Sq. Ft.

1304 Central Ave, Wilmette, IL 60091 - Photo 1

Price Reduced

-$11,000 (-1.83%)

$589,000

1304 Central Ave Wilmette, IL 60091

Townhouse
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,328
Sq. Ft.

882 Willow Rd, Winnetka, IL 60093 - Photo 1

Sold

$999,000

882 Willow Rd Winnetka, IL 60093

Single Family
Closed
Updated 13 days ago

4
Beds
4
Total Baths
2,427
Sq. Ft.

574 Orchard Ln, Winnetka, IL 60093 - Photo 1

Sold

$1,000,000

574 Orchard Ln Winnetka, IL 60093

Single Family
Closed

3
Beds
3
Total Baths

2645 Lake Ave, Wilmette, IL 60091 - Photo 1

Sold

$1,030,000

2645 Lake Ave Wilmette, IL 60091

Lots/Land
Closed

0.61
Acres

2611 Lake Ave, Wilmette, IL 60091 - Photo 1

Sold

$820,000

2611 Lake Ave Wilmette, IL 60091

Single Family
Closed

6
Beds
3
Total Baths

376 Rosewood Avenue, Winnetka, IL 60093 (MLS# 12671135) is a Single Family property that was sold at $900,000 on July 24, 2026. Want to learn more about 376 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.

376 Rosewood Ave Winnetka, IL 60093