44 Holabird Loop, Highwood, IL 60040
Property image
Property image
OFF MARKET

44 Holabird Loop
Highwood, IL 60040

  • 5 Beds
  • 4.5 Baths
  • 4,636 sqft (on 0.46 acres)

$1,305,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,592/mo*
Refinance Your Home

$1,305,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,592/mo*
Refinance Your Home
5 Beds
4.5 Baths
4,636 sqft
(on 0.46 acres)

Home Value

Trulia Estimate
$1.3M
Since last month
Increased$7K (+0.5%)
Since last year
Increased$113K (+9.4%)
Since last sale
Increased$561K (+74.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +69% in the last 10 years
MonthEstimated value
2026
August 2026$1.31M
July 2026$1.3M
June 2026$1.31M
May 2026$1.28M
April 2026$1.27M
March 2026$1.25M
February 2026$1.19M
January 2026$1.18M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Holabird Loop, Highwood, IL
0.02
Single-Family Home
$1,020,000
08/04/26
5
3.5
3,072
3320 Krenn Ave, Highland Park, IL
0.43
Single-Family Home
$975,000
08/04/26
4
3.5
3,900
3290 Brook Rd, Highland Park, IL
0.36
Single-Family Home
$1,500,000
07/16/26
5
3.5
4,874
3272 Western Ave, Highland Park, IL
0.35
Single-Family Home
$700,000
06/01/26
4
2.5
3,872
786 Hill St, Highland Park, IL
0.56
Single-Family Home
$950,000
04/23/26
4
3.5
4,691
127 Leonard Wood N, Highland Park, IL
0.37
Single-Family Home
$1,300,000
06/01/26
4
4.5
4,142
1171 Beverly Pl, Lake Forest, IL
0.53
Single-Family Home
$850,000
08/29/25
4
3
3,041
3760 Gilgare Ln, Highland Park, IL
0.37
Single-Family Home
$1,025,000
12/16/25
6
5
5,004
3349 University Ave, Highland Park, IL
0.51
Single-Family Home
$750,000
02/20/26
4
2.5
3,562
581 Hill St, Highland Park, IL
0.39
Single-Family Home
$960,000
05/29/26
3
2.5
2,644

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
42 Holabird Loop, Highwood, IL 60040
0.02
$1,020,000
5
3.5
3,072
Recently Sold
47 Holabird Cir, Highwood, IL 60040
0.09
$1,199,000
4
3.5
4,222
For Sale
354 Leonard Wood S #103, Highland Park, IL 60035
0.15
$915,000
2
2.5
2,000
Off Market
314 Leonard Wood S #S-205, Highland Park, IL 60035
0.18
$799,600
3
2.5
2,284
Off Market
324 Leonard Wood S #203, Highland Park, IL 60035
0.18
$923,300
3
2.5
3,102
Off Market
314 Leonard Wood S #204, Highland Park, IL 60035
0.18
$1,086,200
3
2.5
2,614
Off Market
24 Pralls Loop, Highwood, IL 60040
0.18
$841,800
4
2.5
2,608
Off Market
852 N Lyster Rd, Highwood, IL 60040
0.19
$674,200
3
2.5
3,000
Off Market
314 Whistler Rd, Highland Park, IL 60035
0.22
$1,133,300
3
3.5
3,141
Off Market
264 Leonard Wood S #108, Highland Park, IL 60035
0.23
$687,600
3
3
2,660
Off Market
264 Leonard Wood S #207, Highland Park, IL 60035
0.23
$640,700
2
2
1,792
Off Market
290 Leonard Wood S #101, Highland Park, IL 60035
0.24
$992,800
4
3.5
3,491
Off Market

Local Information

  • Map ViewExplore the area around 44 Holabird Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.46 acres
Living Area
4,636 sqft
Price/Sqft
$282
Parking
Garage

About this House

An incredible value in Ft. Sheridan! This beautiful, 4,600 sq. ft. home has it all - 5 bedrooms, 4.1 bathrooms, a gourmet kitchen w/ high-end appliances, a spa-like Master Suite, amazing walnut hardwood floors throughout the 1st floor, a heated, 3-car garage w/ electric car charger, a full, finished lower level, a 1st floor office, and hospital-grade air filtration system - all for less than $168 per sq. ft. Built in 1999 and completely remodeled in 2009, the current homeowners spared no expense in updating the home with high-end amenities and user-friendly touches. The custom, gourmet kitchen (part of the 2009 remodel) features bamboo cabinetry by Grabil; a large island w/ breakfast bar, "hidden" pop-up electric outlets, and tons of storage; a large Thermador refrigerator/freezer; a Miele 5-burner cooktop; Thermador double overs; a Bosch dishwasher; a Danze pot filler; a Uline beverage refrigerator, and an eat-in area w/ large, casement windows that let in lots of natural light. The spacious, two-story family room has abundant light and a gas fireplace. The 1st floor office is perfect for working out of the house, with plenty of space and French doors for privacy. The sitting room/playroom can also serve as a 2nd office if needed. Upstairs, the Master Suite is large and luxurious. The Master bedroom has a tray ceiling and a huge walk-in closet. The Master bathroom has radiant heat flooring, a walk-in shower w/ rainfall shower head & double body sprayers, a large double vanity w/ granite countertop, and a Duravit whirlpool tub. 3 more bedrooms (including an ensuite guest bedroom), 2 full bathrooms (including a Jack & Jill bath), and a laundry closet round out the 2nd floor. The large, finished lower level contains a 5th bedroom, a full bathroom, and plenty of space for a variety of uses (exercise room, recreation room, game room, etc.). Outside, the open, professionally landscaped yard features a large, brick paver patio with multiple sitting areas, a pergola, and rock garden with water feature. And with all of the wonderful amenities that Ft. Sheridan offers (Lake Michigan beach/access, playgrounds, walking & bike trails, proximity to shops, restaurants, and the Ft. Sheridan Metra station), this is a rare opportunity at a fantastic price!! For people looking to "move right in and enjoy" their new home, you can't find a better deal on the North Shore!
44 Holabird Loop, Highwood, IL 60040 is a 5 bedroom, 5 bathroom, 4,636 sqft single-family home built in 1999. It last sold for $750,000 on Jan 28, 2021. It is currently off market. The Trulia Estimate is $1,305,100, with a rent estimate of $6,868/month.

Home Details for 44 Holabird Loop

Interior Features

Interior Details
BasementTypes of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckExterior: Stone, BrickPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price and Tax history

DateEventPrice
Jan 28, 2021
Source: MRED as distributed by MLS GRID #10853498
Sold
$750,000
Nov 3, 2020
Source: MRED as distributed by MLS GRID #10853498
Contingent
$775,000
Nov 3, 2020
Source: Agent Provided
Pending
$775,000
Oct 14, 2020
Source: Agent Provided
PendingToActive
$775,000
Sep 19, 2020
Source: Agent Provided
Pending
$775,000

Market trends in Highwood

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
7

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Highwood

At least 53 Trulia users voted on each feature.

  • 93 % Say it's walkable to restaurants

  • 86 % Say there are sidewalks

  • 85 % Say it's dog friendly

  • 79 % Say people would walk alone at night

  • 79 % Say it's quiet

  • 76 % Say they plan to stay for at least 5 years

  • 73 % Say kids play outside

  • 71 % Say streets are well-lit

  • 70 % Say it's walkable to grocery stores

  • 70 % Say parking is easy

  • 70 % Say yards are well-kept

  • 69 % Say there's holiday spirit

  • 57 % Say neighbors are friendly

  • 50 % Say there's wildlife

  • 49 % Say there are community events

  • 35 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Shannon B.
    "We have tons of festivals from Wednesday night Goumet Food in the Park to Pumkin Fest. Lots of great people supporting each other!"
    1
    Flag
  • Flingtime
    "Safe neighborhood, friendly people. Lots of parks and open spaces. Streets are small so not a lot of room"
    0
    Flag
  • Cisnerosclos
    "dont know. I dont live here just visiting family. big pumpkin carving event going on this weekend though"
    0
    Flag
  • Isabel
    "We get a Halloween event with rides, we get another event during the summer with rides and a lot more things, they put out stores on the road and a lot of people come to these kinds of event."
    0
    Flag
  • Insanebrainpain
    "The town is 1 square mile, which means the train station, restaurants and local businesses are within walking distance. People are friendly and social. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Holabird Loop

  • What is 44 Holabird Loop estimated to be worth?
    Trulia's estimated value for 44 Holabird Loop in Highwood, IL is $1,305,100.
  • What is the price history for 44 Holabird Loop?
    44 Holabird Loop in Highwood, IL last sold for $750,000 in January 2021.
  • Is Highwood a buyer's or seller's market?
    Highwood is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Highwood?
    Residents describe Highwood, IL as walkable to restaurants, pedestrian-friendly, and dog-friendly. See recently sold homes in Highwood, IL.
  • Does 44 Holabird Loop have air conditioning?
    Yes, 44 Holabird Loop in Highwood, IL has air conditioning.
  • Does 44 Holabird Loop have laundry facilities?
    Yes, 44 Holabird Loop in Highwood, IL has in-unit laundry.

Explore by feature - Pet Friendly

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