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$1,499,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,338 Sq. Ft.
  • 2.5 Car Garage
  • Updated 1 hour ago
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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.

Full Property Details for 277 Hibbard Rd

General

  • Price: $1,499,000
  • Taxes: $24,034 (2023)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12574265
  • Updated: Today (3/17/2026)
  • Added to Site: Today

Interior

  • Basement: Finished, F
  • Interior Features: Dry Bar, 1st-Floor Bedroom, 1st-Floor Bath
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • 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
  • Township: New Trier
  • Driving Directions: Winnetka Road to Hibbard Road

School Information

  • School District: 36
  • Elem School District: 36
  • Midd School District: 36
  • High School District: 203
  • 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

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • 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
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 5203000610000

Listed by @properties Christie's International Real Estate

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— 277 Hibbard Rd —

  • @properties Christie's International Real Estate

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Schools serving 277 Hibbard Rd

School Districts:New Trier Township High School District 203, Winnetka School District 36
NameGradesDistance
Crow Island Elementary School
1112 Willow Road, Winnetka, IL 60093
K-40.3 mi
Carleton W Washburne School
515 Hibbard Road, Winnetka, IL 60093
7-80.4 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
10-121.7 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 277 Hibbard Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/17/2026
Listed
$1,499,000
53.74%
MLS
7/23/2015
Sold
$975,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 277 Hibbard Rd

Year
Property Taxes
Change
Tax Assessment
Change
2023
$24,034
6%
$106,983
—
2022
$22,603
45%
$106,983
68%
2021
$15,616
1%
$63,501
—
2020
$15,425
1%
$63,501
-8%
2019
$15,296
-12%
$69,023
-9%
2018
$17,359
3%
$75,808
—
2017
$16,837
-2%
$75,808
-6%
2016
$17,209
2%
$80,226
17%
2015
$16,850
2%
$68,486
—
2014
$16,488
5%
$68,486
—
2013
$15,727
-10%
$68,486
-15%
2012
$17,512
—
$80,106
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by @properties Christie's International Real Estate

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277 Hibbard Road, Winnetka, IL 60093 (MLS# 12574265) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 277 Hibbard Road is currently listed for $1,499,000 and was received on March 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.

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