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$1,499,000
20 Days On Site

277 Hibbard Road
Winnetka, IL 60093

For Sale|Single Family Residence|Pending
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,338
SqFt
$449
/SqFt
1965
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate
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(773) 998-2401
277 Hibbard Road277 Hibbard Road277 Hibbard Road277 Hibbard Road
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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.

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Listing Snapshot
Price 
$1,499,000
Days On Site 
20 Days
Bedrooms 
5
Inside Area (SqFt) 
3,338 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.3421 Acres
Year Built 
1965
MLS® Number 
12574265
Status 
Pending
Property Tax 
$24,034
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
5 days agoStatus changed to Pending
3 weeks agoListing first seen on site
General Features
Acres 
0.3421
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2.5
Parking 
AsphaltGarage Door OpenerHeated GarageAttachedGarage
Parking Spaces 
2.5
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Interior Features
Basement 
FinishedFull
Cooling 
Central Air
Electric 
Circuit Breakers200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Family RoomDouble SidedWood Burning
Fireplaces 
1
Flooring 
Hardwood
Heating 
Natural GasForced Air
Interior 
Dry Bar
Laundry Features 
Main Level
Window Features 
Skylight(s)
Bedroom 2 
Dimensions - 14X12Level - Main
Bedroom 3 
Dimensions - 14X10Level - Main
Bedroom 4 
Dimensions - 18X11Level - Second
Bedroom 5 
Dimensions - 12X12Level - Second
Dining Room 
Dimensions - 14X13Level - Main
Exercise Room 
Dimensions - 19X11Level - Lower
Family Room 
Dimensions - 23X14Level - Main
Game Room 
Dimensions - 18X19Level - Lower
Kitchen 
Dimensions - 18X14Level - Main
Laundry 
Dimensions - 7X5Level - Main
Living Room 
Dimensions - 17X14Level - Main
Master Bedroom 
Dimensions - 21X14Level - Main
Recreation Room 
Dimensions - 26X20Level - Lower
Utility Room-Lower Level 
Dimensions - 21X15Level - Basement
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Exterior Features
Construction Details 
Brick
Exterior 
BarbecueOutdoor Grill
Patio And Porch 
Patio
Roof 
Asphalt
Windows/Doors 
Skylight(s)
Community Features
Accessibility Features 
Therapeutic Whirlpool
MLS Area 
Winnetka
School District 
New Trier Twp H.S. Northfield/Wi
Township 
New Trier
Schools
School District
New Trier Twp H.S. Northfield/Wi
Elementary School
Crow Island Elementary School
Middle School
Unknown
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-04-02 06:14 AM UTC. 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.
Last checked: 2026-04-02 06:14 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

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