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Bucktown Real Estate

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The borders of Bucktown are often confused for those of nearby trendy Wicker Park. But, Bucktown is a neighborhood with a character all its own. Once a neighborhood of predominately Polish immigrants, Bucktown was named for the goats that were kept in many of the poorer residents' backyards (a male goat is called a "buck"). Later, Spanish-speaking families replaced most of the Polish community. More recently, due to the low rent and diversity, artists began to inhabit the area.

The gentrification of Bucktown has caused many of the artistic residents who came for the diversity and low rents to abandon the area for neighboring Wicker Park. These days, upscale restaurants, trendy nightclubs, and high-end clothing boutiques attract a more style-conscious sect. Rent prices have increased dramatically and real estate bargains in this area are becoming increasingly hard to come by.

Plenty of nightclubs can be found between Bucktown and bordering Wicker Park. When the sun goes down, the Northside Bar and Grill is a favorite hangout for neighborhood veterans. There you will find an eclectic group of people drinking everything from Bloody Mary's to Old Style Beer and enjoying a wide variety of comfort foods. The Map Room is just one of the many cozy neighborhood bars in the area, offering coffee, beer, pool tables and live weekend music.

As an artist's haven, Bucktown hosts quite a few galleries and artistic shops. Besides the landmark Flat Iron Building at 1579 N. Milwaukee Avenue, which houses numerous galleries, Bucktown boasts a number of artist-run stores. Bucktown art galleries open their doors during the Around the Coyote festival in early September, a good time to check out the local Bucktown artist scene.

BELOW IS THE LATEST LISTINGS.  USE THE QUICK SEARCH ABOVE TO SEARCH ALL PROPERTIES.

Bucktown Real Estate

2322 W Montana Street, Chicago image
2322 W Montana Street, Chicago $2,200,000

Welcome to 2322 W Montana St, a gut-rehabbed four-unit property on a quiet, tree-lined one-way street in Bucktown. The front building includes three units, with a detache...

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  • 7 Beds
  • 6 Baths
  • 12784462 MLS
  • NEW Status
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1835 N Milwaukee Avenue Unit #401, Chicago image
1835 N Milwaukee Avenue Unit #401, Chicago $799,000

Stunning, updated 3BR/2BA corner Penthouse in boutique elevator bldg in the heart of Bucktown! Soaring 14' ceilings & floor-to-ceiling windows fill this expansive home w/...

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  • 3 Beds
  • 2 Baths
  • 12791744 MLS
  • NEW Status
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1803 N Hoyne Avenue, Chicago image
1803 N Hoyne Avenue, Chicago $1,650,000

28' wide lot single family house in the heart of Bucktown, close to the neighborhood's best dining, shops and The 606. This home offers generous living spaces across four...

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  • 4 Beds
  • 4 Baths
  • 12790586 MLS
  • NEW Status
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1942 N Wolcott Avenue, Chicago image
1942 N Wolcott Avenue, Chicago $1,950,000

One-of-a-kind 4,000 SF Bucktown home offering exceptional space, natural light, and three incredible outdoor living areas at a compelling new price! Currently configured ...

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  • 5 Beds
  • 4 Baths
  • 12788674 MLS
  • ACTIVE Status
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2042 N Winchester Avenue Unit #2E, Chicago image
2042 N Winchester Avenue Unit #2E, Chicago — Bucktown $475,000

SHORT TERM RENTAL FRIENDLY HOA WITH NO RENTAL CAP OR MINIMUM LEASE REQUIREMENTS - RARE OPPORTUNITY! Sun-filled and full of character, this 2-bedroom, 2-bathroom duplex-up...

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  • 2 Beds
  • 2 Baths
  • 12787211 MLS
  • ACTIVE Status
  • Bucktown Bldg.
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1652 N Bosworth Avenue, Chicago image
1652 N Bosworth Avenue, Chicago $799,000

Amazing Billboard Advertising Opportunity and Office Along I-90/94! Own a 1,200 SF office space with a prominent, illuminated billboard offering exceptional visibility fo...

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  • 12786768 MLS
  • ACTIVE Status
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1852 W Wabansia Avenue, Chicago image
1852 W Wabansia Avenue, Chicago $1,945,000 ▼

Exclusively engaged to market for sale 1852 W. Wabansia Ave., a six-unit apartment building in the heart of Bucktown, one of Chicago's most sought-after neighborhoods. Id...

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  • 12786701 MLS
  • ACTIVE Status
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1656 N Bosworth Avenue Unit #PH-4S, Chicago image
1656 N Bosworth Avenue Unit #PH-4S, Chicago $924,000

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 4-bedroom, 2-bathroom Penthouse repres...

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  • 4 Beds
  • 2 Baths
  • 12786493 MLS
  • ACTIVE Status
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1656 N Bosworth Avenue Unit #3S, Chicago image
1656 N Bosworth Avenue Unit #3S, Chicago $799,000

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 3-bedroom, 2-bathroom condominium repr...

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  • 4 Beds
  • 2 Baths
  • 12786470 MLS
  • ACTIVE Status
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1656 N Bosworth Avenue Unit #2S, Chicago image
1656 N Bosworth Avenue Unit #2S, Chicago $749,000

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 4-bedroom, 2-bathroom condominium repr...

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  • 4 Beds
  • 2 Baths
  • 12786453 MLS
  • ACTIVE Status
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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Some listings have been excluded from this website.

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Menard,Johnson, Associates Inc
2200 West Roscoe, Chicago IL 60618

Phone: 773.472.6016  Fax: 773.472.9240

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