277 Hibbard Road, Winnetka, IL 60093 - Photo 1

1/1

$1,860,000

Sold
Closed
Single Family
5 Beds
4 Full Baths
1 Partial Bath
3,338 Sq. Ft.
2.5 Car Garage

1/1

Property Description

This beautifully renovated Hemphill Cape Cod lives effortlessly with a coveted first-floor primary suite. Offering five bedrooms and four and a half baths, the layout includes two additional bedrooms on the main level for exceptional flexibility. A full gut renovation and two-story expansion completed in 2015 by Twenty 9, Inc. of Highland Park seamlessly blends classic architectural character with modern functionality. The main living spaces flow effortlessly, anchored by a spacious kitchen that opens to the informal dining area and Great Room, highlighted by a wood-burning see-through fireplace and timeless architectural details. Two additional bedrooms are located on the second floor, while the finished basement provides flexible additional living space for recreation for guests or work-from-home needs. The fully fenced backyard offers a private outdoor retreat with a large bluestone patio, storage shed, and professionally landscaped grounds complete with irrigation and front-yard executive lighting. A semicircular driveway enhances curb appeal and provides convenient parking, complemented by an attached 2.5-car heated garage with built-in cabinetry and rack storage systems, plus an additional grass-covered parking pad. A full-height attic provides excellent storage and future expansion potential. Ideally located within the highly regarded New Trier High School district and just a short walk to Skokie Playfields, parks, recreation, and everyday amenities.

Full Property Details

Full Property Details for 277 Hibbard Rd

General

Sold For: $1,860,000
Taxes: $24,034 (2023)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12574265

Interior

Interior Features: Dry Bar, 1st-Floor Bedroom, 1st-Floor Bath
Fireplace: Yes
Fireplace(s): Family Room, Double Sided, Wood-Burning
Flooring: Hardwood

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 4
Half Bathrooms: 1
Basement Baths: Yes
Bathroom Features: Whirlpool, Separate Shower, Steam Shower, Double Sink

Bedrooms

Total Bedrooms: 5

Additional Information

Other Features: School Bus Service

Exterior

Exterior Features: Outdoor Grill

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2.5
Total Spaces: 2
Parking Features: Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage

Location

Area: Winnetka
County: Cook
Driving Directions: Winnetka Road to Hibbard Road

School Information

School District: 36
Midd School District: 36
Elementary School: Crow Island Elementary 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

Utilities

Water: Lake Michigan

Structural Information

Construction: Brick
Exterior Const.: Brick
Basement Desc.: Finished, Full
Foundation: Concrete Perimeter
Roof: Asphalt
Windows: Skylight(s)
Sub-Flooring: Hardwood
Square Feet: 3,338
Sq. Ft. Source: Estimated
Year Built: 1965
Built Before 1978: Yes
Remodeled/Updated: 2015

Lot Features

Lot Size (Acres): 0.3421
Lot Size Range: .25 to .49 Acre
Lot Dimensions: 106 x 141

Financial Considerations

Assessment Year: 1965
Tax Amount: $24,034
Tax Year: 2023

Disclosures and Reports

Ownership: Fee Simple
Property ID: 5203000610000

Listed by @properties Christie's International Real Estate
Sold by @properties Christie's International Real Estate

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Schools

Schools serving 277 Hibbard Rd

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	0.3 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-	0.9 mi
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093	10-12	1.7 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

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277 Hibbard Road, Winnetka, IL 60093 (MLS# 12574265) is a Single Family property that was sold at $1,860,000 on April 17, 2026. Want to learn more about 277 Hibbard Road? 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.

277 Hibbard Rd Winnetka, IL 60093