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Galewood
Real Estate and Neighborhood Information

Galewood Overview

Nestled between the city and the lovely suburb of Oak Park, Galewood is an ideal community for families, young couples, and people from all walks of life. If you are looking for the perfect marriage of suburb and city, you'll feel right at home on the beautiful tree-lined streets of this picturesque neighborhood. Well-maintained homes, many from the 1920s and 1930s, give Galewood a noticeably old-fashioned appeal that carries over from generation to generation. An international parade of dining options span from hearty, deep-dish pizza to Cuban seafood specialties. To kick back in the evenings and weekends, Galewooders pop over to the local sports bar and grill to meet up with friends, watch the game and catch a nightcap.

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Because the majority of Galewood homes were built before World War II, the residences in this neighborhood have a stunning luster of antiquity that you won’t find in such abundance in other Chicago neighborhoods.

Situated on wide, well-maintained tree-lined streets are single-family brick homes of all prices and styles: bungalows, Colonial, Georgian and Tudor-style homes have been lovingly maintained by generations of Galewood residents. In fact, many homes here are simply passed down through the family, and that Old World air is apparent on any stroll through the neighborhood. Estates here were built on larger lots, which means they have sprawling yards, ample parking, and plenty of room for home expansion—all common perks of purchasing a home in this area.

Because so many residences were being built between the 1920s and mid ‘30s, it wasn’t uncommon to share blueprints, and it can be fun to walk through the neighborhood and find your home’s twin. Actually, it’s fun to walk through this neighborhood just for the heck of it—the unique architectural styles anchored by landscaped yards makes a journey through Galewood one of the most magnificent promenades in the city.

The average sale price for a three-bedroom single-family detached home in this northwest side Chicago neighborhood is $320,000, although there are several dwellings this size that sell for over $400,000. Some of the larger Galewood homes on the market cost over $600,000, but the average sale price for a four to six-bedroom house is around $336,000.


Galewood History

Like Monteclare, its neighbor to the north, Galewood is a paradoxical suburb within a city. The picturesque streets of this Chicago neighborhood owe their existence to a lively history of prescient homesteading, booming industry, and the ingenuity of early settlers.

When Abram and Sarah Gale relocated to the Midwest from New York, they brought with them a strong work ethic, keen business sense, and a grand piano. The year was 1835, and the city of Chicago was just beginning to grow skyward from the lakeside lot populated by Native American tribes. Legend has it that Sarah’s was the first piano ever played in Chicago and when her hands danced over the keys, the audience of native people thought that birds must live inside the magical wooden box.

At the time, the couple lived upstairs from the downtown Chicago shops they had opened. Soon, it became apparent that Sarah’s business—a boutique that sold fancy hats to the elite ladies of the city—had the potential to make some real dough. Abram dutifully closed his own shop and set out to keep the books for his wife’s business, all the while putting aside the profits to invest in local real estate. By 1837, the Gales had enough money to pay for 320 acres of farmland stretching from Grand Avenue to Lake Street. The total transaction was around $200.

In 1889 the sparsely populated neighborhood where the Gales had settled was annexed to the city of Chicago as part of Jefferson Township. The neighborhood, by then known as Galewood, didn’t really draw many visitors until 1899, when the Gale family leased some 65 acres for the development of the Ho Golf Club—one of the first golf clubs built in the Chicagoland area. The 18-hole course filled the space on North Avenue between Oak Park Road and Ridgeland, and although it was only in operation from 1899 to 1927, it peeked the interest of many well-to-do Chicago residents who later decided to move to the neighborhood to raise families.

It was during this surge, which lasted from the late 1920s until the mid ‘30s, that the majority of homes in the Galewood area were built. Since that time, the neighborhood has been a magnet for young families, upper-class professionals and its fair share of celebrities (silver-screen siren Kim Novak used to call Galewood home, as did publishing mogul Hugh Hefner, in addition to several local and national politicians). During the mid 1900s, many Norwegians immigrated to the community and their distinctive cultural mark is still apparent here today.


Dream Town Knows Galewood

As Chicago neighborhood experts, Dream Town has successfully sold over number properties in Galewood. Dream Town holds a well-earned reputation for its impressive sales volume and dedication to personal, attentive service. Benefit from the Dream Town advantage when selling your Galewood home. Utilizing state-of-the-art technology, Dream Town drives more sales than any other Chicago brokerage.

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The Sights of Galewood

Galewood Neighborhood Photo
Galewood Neighborhood Photo
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Galewood Neighborhood Photo
Galewood Neighborhood Photo
Galewood Neighborhood Photo
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Schools In The Galewood Area

See grade levels, address, and scores for schools in the Galewood area.

School Type Grade Rating

Bridge Elementary School

3800 North New England Ave - public

Preschool - Middle PK-8
8

Horace Mann Elementary School

921 North Kenilworth Ave - public

Elementary K-5
8

Oliver W Holmes Elementary School

508 North Kenilworth Ave - public

Preschool - Elementary PK-5
7

Guerin College Prep High School

8001 Belmont Avenue - private

High 9-12
NR

Notre Dame High School For Girls

3115 North Mason Avenue - private

High 9-12
NR

CICS West Belden

2245 N. McVicker - charter

Elementary - Middle K-8
NR

Discovery Ranch

1308 Mapleton Avenue - private

Elementary - High n/a
NR

Elmwood Park Community Unit School District 401

8201 West Fullerton Ave -

Preschool - High PK-12
NR

Dever Elementary School

3436 North Osceola Ave - public

Preschool - Middle PK-8
7

Lyon Elementary School

2941 North Mcvicker Ave - public

Elementary - Middle K-8
6

Sayre Elementary Language Academy

1850 North Newland Avenue - public

Preschool - Middle PK-8
4

Elmwood Elementary School

2319 North 76th Ave - public

Elementary 1-6
6

Willard Elementary School

1250 Ashland Ave - public

Preschool - Elementary PK-4
10

St Giles School

1034 Linden Avenue - private

Preschool - Middle PK-8
NR

Icci Academy

6435 West Belmont Avenue - private

Preschool - Elementary PK-2
NR

Pactt-Oak Park

714 Belleforte Avenue - private

Elementary - High n/a
NR

Elmwood Park High School

8201 West Fullerton Ave - public

High 9-12
8

Elm Middle School

7607 West Cortland St - public

Middle 7-8
6

Keystone Montessori School

7415 West North Avenue - private

Preschool - Middle PK-8
NR

St. Francis Borgia School

3535 N Panama Ave - private

Preschool - Middle PK-9
NR

School data provided by GreatSchools.School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly. GreatSchools Ratings provided by GreatSchools.org.

Surrounding Neighborhoods

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