44 Westover Road — Highwood, IL 60040
Closed
Highwood, IL 60040

44 Westover Road

$899,000
4 beds · 3 baths · 3,750 sqft
Listed at $899,000 4 days on market $17,147/yr taxes
01About this home

Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60" Wolf stove with grill and griddle, generous cabinetry, large central island with power, and plenty of counter space. The dining room and living room feature elegant mill work and are ideal for entertaining. The family room features a fireplace and large windows to the backyard. Between the first and lower level built in bookcases usher you to a large finished basement that is endlessly adaptable to any use and has abundant storage space including a chest freezer. The second floor features two full bathrooms and four spacious bedrooms including a luxurious master suite with two walk-in closets and a spa-like en suite bathroom. The second floor was remodeled extensively in 2023 including new flooring, crown molding, painting, and a full remodel of both bathrooms. The master bathroom features a standalone tub, "wet room" style shower, and LED mirror with modern lighting. In addition to the remodel of the second floor in 2023, the main floor was fully painted as well as the exterior of the house. New sump pump installed in 2026. Home includes a modern 2 car garage and beautiful backyard including two raised cedar garden beds. Across the street is a charming playground perfect for entertaining children. Enjoy the serenity and natural beauty of this historic neighborhood, excellent school districts, immediate access to nature, and easy access to the city via Metra.

02Inside the home
03By the numbers
$899,000
List price
3,750
Square feet
4
Bedrooms
2 full / 1 half
Bathrooms
1999
Year built
0.16 ac
Lot size
2
Garage spaces
$17,147
Annual taxes
Traditional
Style
4
Days on market
04Features
Heating
Natural Gas
Cooling
Central Air
Appliances
Double OvenMicrowaveDishwasherRefrigeratorFreezerDisposalIndoor GrillStainless Steel Appliance(s)Range Hood
Parking
Garage Door OpenerGarage OwnedDetachedGarage
Construction
BrickCedar
Equipment
TV-CableCO DetectorsCeiling Fan(s)Sump PumpBackup Sump Pump;
Sewer
Public Sewer
05Neighborhood
This home EElementary schoolMMiddle schoolHHigh school
E Elementary school
Wayne Thomas Elementary School
Highwood, IL
📍0.6 mi🚗2 min🚶15 min
M Middle school
Northwood Junior High School
Highwood, IL
📍33 mi🚗87 min
H High school
Highland Park High School
Highwood, IL
📍1.4 mi🚗4 min🚶33 min
  • McDonald's 0.4 mi
  • Billy Bricks 0.5 mi
  • Koya 0.6 mi
  • Humble Pub 0.6 mi
  • Santi's 0.6 mi
  • Disotto 0.7 mi
  • Citgo 0.3 mi
  • Poeta's Italian Food Mart 0.4 mi
  • Mobil Mart 0.5 mi
  • Casey's General Store 1.2 mi
  • Mobil Mart 1.3 mi
  • Sheridan Park 0.4 mi
  • Knoll Park 0.5 mi
  • Old Elm Park 0.5 mi
  • Everts Park 0.6 mi
  • Sleepy Hollow Park 0.9 mi
  • Port Clinton Park 1.0 mi
  • Starbucks 0.5 mi
  • Tala Coffee Roasters 0.5 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

Jun 1, 2026
SoldThis listing
$915,000
Feb 27, 2026
Listed for saleThis listing
Circle One Realty
$899,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by Circle One Realty · Ryan Cherney · 630-862-5181
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12579144
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