277 Hibbard RD Winnetka, IL 60093 Active Under Contract

UPDATED: 03/20/2026 03:39 AM ON MARKET: 6 days on market

$1,499,000

5 Beds4.5 Baths3,338 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active Under Contract

Purchase Type For Sale

Square Footage 3,338 sqft

Price per Sqft $449

MLS Listing ID 12574265

Bedrooms 5

Full Baths 4

Half Baths 1

Year Built 1965

Annual Tax Amount $24,034

Tax Year 2023

Lot Size 0.342 Acres

Lot Dimensions 106X141

Property Sub-Type Detached Single

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.