$1,499,000

beds

baths

half bath

3,338

square ft

277 Hibbard Road

Winnetka, Illinois 60093

New / MLS #12574265 / Single Family / Winnetka

Listing information updated 3/18/2026 at 8:43pm

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 Features

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

61-70 Years

Roof Type:

Asphalt

Parking Type:

Garage - Asphalt,Garage Door Opener,Heated Garage,Yes,Garage Owned,Attached,Garage

Parking Spaces:

2.5

Garage:

Attached

Room Count:

Water Front:

Square Feet:

3,338

Lot Size:

.25-.49 Acre

Acreage:

0.3421

Internal Features:

Dry Bar, 1st Floor Bedroom, 1st Floor Full Bath

External Features:

Outdoor Grill, Patio/Porch

Room Information

Living Room:

17x14 - Main

Dining Room:

14x13 - Main

Kitchen:

18x14 - Main

Family Room:

23x14 - Main

Primary Bedroom:

21x14 - Main Level

2nd Bedroom:

14x12 - Main

3rd Bedroom:

14x10 - Main

4th Bedroom:

18x11 - Second

Bedroom 5:

12x12 - Second Level

Exercise Room:

19x11 - Lower Level

Utility Room-Lower Level:

21x15 - Basement Level

Recreation Room:

26x20 - Lower Level

Game Room:

18x19 - Lower Level

Taxes & Assessments

Tax Amount:

$24,034

Tax Year:

2023

Location

Zip Code:

60093

City:

Winnetka

County:

Cook

Schools

School District(s):

36, 203

Elementary School:

Crow Island Elementary School

Middle School:

N/A

High School:

New Trier Twp H.s. Northfield/Wi

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

61-70 Years

Roof Type:

Asphalt

Parking Type:

Garage - Asphalt,Garage Door Opener,Heated Garage,Yes,Garage Owned,Attached,Garage

Parking Spaces:

2.5

Garage:

Attached

Room Count:

Water Front:

Square Feet:

3,338

Lot Size:

.25-.49 Acre

Acreage:

0.3421

Internal Features:

Dry Bar, 1st Floor Bedroom, 1st Floor Full Bath

External Features:

Outdoor Grill, Patio/Porch

Living Room:

17x14 - Main

Dining Room:

14x13 - Main

Kitchen:

18x14 - Main

Family Room:

23x14 - Main

Primary Bedroom:

21x14 - Main Level

2nd Bedroom:

14x12 - Main

3rd Bedroom:

14x10 - Main

4th Bedroom:

18x11 - Second

Bedroom 5:

12x12 - Second Level

Exercise Room:

19x11 - Lower Level

Utility Room-Lower Level:

21x15 - Basement Level

Recreation Room:

26x20 - Lower Level

Game Room:

18x19 - Lower Level

Tax Amount:

$24,034

Tax Year:

2023

Zip Code:

60093

City:

Winnetka

County:

Cook

School District(s):

36, 203

Elementary School:

Crow Island Elementary School

Middle School:

N/A

High School:

New Trier Twp H.s. Northfield/Wi

Listing Office: @PROPERTIES

Listing Office Phone: 847.881.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 3/18/2026 at 8:43pm. 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. Some listings have been excluded from this website.