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Monthly Rent
$1,999 - $4,743
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Bedrooms
Studio - 2 bd
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Bathrooms
1 - 2 ba
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Square Feet
533 - 1,573 sq ft
Discover historic charm and modern convenience in the heart of Chicago's Old Town at Cobbler Square Lofts. Our pet-friendly studio, one-, and two-bedroom homes offer inspired design, impeccable features, and all the elegant touches you deserve.
Pricing & Floor Plans
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Unit D310price $2,175square feet 767availibility Now
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Unit D309price $1,999square feet 657availibility Jul 23
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Unit D210price $2,225square feet 713availibility Sep 19
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Unit D405price $2,025square feet 560availibility Now
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Unit D510price $2,099square feet 634availibility Now
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Unit D411price $2,099square feet 644availibility Jul 29
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Unit D303price $2,099square feet 657availibility Now
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Unit D202price $2,053square feet 610availibility Aug 21
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Unit G314price $2,399square feet 856availibility Now
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Unit D106price $2,499square feet 592availibility Now
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Unit C500price $1,999square feet 600availibility Aug 3
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Unit C400price $2,092square feet 610availibility Sep 3
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Unit C300price $2,107square feet 603availibility Oct 10
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Unit E100price $2,375square feet 803availibility Aug 16
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Unit A209price $3,099square feet 1,079availibility Aug 21
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Unit F414price $2,522square feet 691availibility Aug 30
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Unit F406price $2,562square feet 799availibility Aug 30
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Unit F515price $2,652square feet 757availibility Aug 30
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Unit F118price $2,718square feet 853availibility Aug 30
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Unit F102price $2,953square feet 761availibility Aug 30
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Unit E403price $2,043square feet 615availibility Sep 12
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Unit C402price $2,500square feet 900availibility Sep 23
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Unit B200price $2,399square feet 846availibility Now
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Unit F401price $3,738square feet 1,081availibility Now
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Unit G309price $2,825square feet 938availibility Aug 28
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Unit A213price $3,699square feet 1,573availibility Now
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Unit D310price $2,175square feet 767availibility Now
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Unit D309price $1,999square feet 657availibility Jul 23
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Unit D210price $2,225square feet 713availibility Sep 19
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Unit D405price $2,025square feet 560availibility Now
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Unit D510price $2,099square feet 634availibility Now
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Unit D411price $2,099square feet 644availibility Jul 29
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Unit D303price $2,099square feet 657availibility Now
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Unit D202price $2,053square feet 610availibility Aug 21
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Unit G314price $2,399square feet 856availibility Now
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Unit D106price $2,499square feet 592availibility Now
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Unit C500price $1,999square feet 600availibility Aug 3
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Unit C400price $2,092square feet 610availibility Sep 3
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Unit C300price $2,107square feet 603availibility Oct 10
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Unit E100price $2,375square feet 803availibility Aug 16
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Unit A209price $3,099square feet 1,079availibility Aug 21
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Unit F414price $2,522square feet 691availibility Aug 30
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Unit F406price $2,562square feet 799availibility Aug 30
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Unit F515price $2,652square feet 757availibility Aug 30
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Unit F118price $2,718square feet 853availibility Aug 30
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Unit F102price $2,953square feet 761availibility Aug 30
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Unit E403price $2,043square feet 615availibility Sep 12
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Unit C402price $2,500square feet 900availibility Sep 23
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Unit B200price $2,399square feet 846availibility Now
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Unit F401price $3,738square feet 1,081availibility Now
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Unit G309price $2,825square feet 938availibility Aug 28
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Unit A213price $3,699square feet 1,573availibility Now
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
- One-Time Move-In Fees
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Administrative Fee$450
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Application Fee$60
- Dogs Allowed
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No fees required
- Cats Allowed
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No fees required
- Parking
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Garage--
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Other--
Details
Lease Options
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12 - 15 Month Leases
Property Information
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Built in 1985
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292 units/5 stories
Matterport 3D Tours
About Cobbler Square Lofts
Discover historic charm and modern convenience in the heart of Chicago's Old Town at Cobbler Square Lofts. Our pet-friendly studio, one-, and two-bedroom homes offer inspired design, impeccable features, and all the elegant touches you deserve.
Cobbler Square Lofts is an apartment community located in Cook County and the 60610 ZIP Code. This area is served by the Chicago Public Schools attendance zone.
Unique Features
- Central Heat
- Large Windows for Natural Light
- Tiled Shower & Bathtub
- Bike Racks
- Concrete Loft Finishes in Select Units
- Gas Stovetop
- Loft Finishes in Select Units
- Expansive Closets
- Lounge and Sunbathing Area
- Central Air
- Grilling Station
- Pet Friendly
- BBQ/Picnic Area
- Community Computers
- Exposed Wood Beams in Select Units
- Party Room with Billiards Table
- Classic Finishes
- Overhead Track Lighting
- Conference Room with WiFi
- Exposed Brick in Select Units
- 10'+ Ceilings
- Historic Building
- On-Site Parking
- Renovated
Community Amenities
Fitness Center
Laundry Facilities
Elevator
Business Center
- Package Service
- Laundry Facilities
- 24 Hour Access
- Elevator
- Business Center
- Lounge
- Fitness Center
- Gated
- Sundeck
- Courtyard
- Picnic Area
Apartment Features
- Wi-Fi
- Air Conditioning
- Walk-In Closets
- Package Service
- Laundry Facilities
- 24 Hour Access
- Elevator
- Business Center
- Lounge
- Gated
- Sundeck
- Courtyard
- Picnic Area
- Fitness Center
- Central Heat
- Large Windows for Natural Light
- Tiled Shower & Bathtub
- Bike Racks
- Concrete Loft Finishes in Select Units
- Gas Stovetop
- Loft Finishes in Select Units
- Expansive Closets
- Lounge and Sunbathing Area
- Central Air
- Grilling Station
- Pet Friendly
- BBQ/Picnic Area
- Community Computers
- Exposed Wood Beams in Select Units
- Party Room with Billiards Table
- Classic Finishes
- Overhead Track Lighting
- Conference Room with WiFi
- Exposed Brick in Select Units
- 10'+ Ceilings
- Historic Building
- On-Site Parking
- Renovated
- Wi-Fi
- Air Conditioning
- Walk-In Closets
Monday | 9am - 6pm |
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Tuesday | 9am - 6pm |
Wednesday | 9am - 6pm |
Thursday | 9am - 6pm |
Friday | 9am - 6pm |
Saturday | 10am - 5pm |
Sunday | Closed |
The historic neighborhood of Old Town is located in the North Side of Chicago, adjacent to Lincoln Park. Its buildings date back to the Victorian era, but the pace is anything but old-fashioned.
Old Town is lively both day and night – residents enjoy the cool, eclectic shops as well as rustic taverns along Wells Street. When you first step into the community, you’ll probably notice the iron “Old Town” sign. You’ll also discover the diversity here, both in food and culture. The comedy zone is a great place to go for a good laugh – check out the Second City or Zanies Comedy Club for weekly shows.
In addition to the eclectic shops along Wells Street, residents find comfort in the local market where they can purchase fragrant spices, imported oils, and blended wines. Many family-owned restaurants reside here - from pizza parlors to steakhouses and sushi.
Learn more about living in Old TownColleges & Universities | Distance | ||
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Colleges & Universities | Distance | ||
Walk: | 12 min | 0.6 mi | |
Drive: | 3 min | 1.2 mi | |
Drive: | 3 min | 1.3 mi | |
Drive: | 4 min | 1.7 mi |

View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2025. All rights reserved.
Transportation options available in Chicago include Sedgwick Station, located 0.4 mile from Cobbler Square Lofts. Cobbler Square Lofts is near Chicago Midway International, located 12.8 miles or 22 minutes away, and Chicago O'Hare International, located 16.4 miles or 25 minutes away.
Transit / Subway | Distance | ||
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Transit / Subway | Distance | ||
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Walk: | 7 min | 0.4 mi |
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Walk: | 8 min | 0.5 mi |
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Walk: | 18 min | 0.9 mi |
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Drive: | 3 min | 1.1 mi |
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Drive: | 3 min | 1.2 mi |
Commuter Rail | Distance | ||
---|---|---|---|
Commuter Rail | Distance | ||
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Drive: | 4 min | 2.2 mi |
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Drive: | 6 min | 2.3 mi |
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Drive: | 6 min | 2.3 mi |
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Drive: | 8 min | 2.7 mi |
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Drive: | 7 min | 3.8 mi |
Airports | Distance | ||
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Airports | Distance | ||
Chicago Midway International
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Drive: | 22 min | 12.8 mi |
Chicago O'Hare International
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Drive: | 25 min | 16.4 mi |
Time and distance from Cobbler Square Lofts.
Shopping Centers | Distance | ||
---|---|---|---|
Shopping Centers | Distance | ||
Walk: | 6 min | 0.3 mi | |
Walk: | 6 min | 0.4 mi | |
Walk: | 7 min | 0.4 mi |
Parks and Recreation | Distance | ||
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Parks and Recreation | Distance | ||
Lincoln Park Zoo
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Walk: | 16 min | 0.8 mi |
Lincoln Park
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Walk: | 17 min | 0.9 mi |
Oz Park
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Drive: | 3 min | 1.3 mi |
Notebaert Nature Museum
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Drive: | 4 min | 2.2 mi |
Lake Shore Park
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Drive: | 4 min | 2.2 mi |
Hospitals | Distance | ||
---|---|---|---|
Hospitals | Distance | ||
Drive: | 4 min | 1.6 mi | |
Drive: | 4 min | 1.8 mi | |
Drive: | 5 min | 2.6 mi |
Military Bases | Distance | ||
---|---|---|---|
Military Bases | Distance | ||
Drive: | 34 min | 24.0 mi |
Property Ratings at Cobbler Square Lofts
I lived in Cobbler Square Lofts for three years and thoroughly enjoyed my time here. The building has unmatched character in its common spaces and in the units themselves. Friends and family were always impressed with the charm of the building. Front desk staff were always kind, friendly, and helpful. Maintenance team was responsive to issues and able to fix problems quickly. Common spaces were well maintained. There’s a great sunroof with communal grills, a fire pit, and great views of the north side. There are, of course, some downsides to the building. The walls and floors are quite thin, so you’ll hear any loud music or conversations in your neighbors’ units. I rarely experienced “disruptive” noise from neighbors - more just general awareness of TVs, music, or phone calls. External brick walls can be a bit drafty, so I usually requested maintenance each fall/spring to seal up gaps in mortar. Overall, I definitely recommend living here. It’s a great location and a unique building. Get yourself a unit with a view of the internal courtyards and you should find it very comfortable.
Property Manager at Cobbler Square Lofts, Responded To This Review
We are happy that you enjoyed your time with us. It's wonderful to know that you found our building charming and our team responsive and helpful. We acknowledge your concerns about the sound insulation and will continue to work on improving our living community. Your recommendation means a lot to us. Sincerely, The Cobbler Square Lofts Management Team
There was a security incident earlier this year. An intruder had gotten in the building. Additionally the garbage disposal on my floor (building F) has not been working. Sometimes the laundry machines don’t work. Additionally, they told me I couldn’t renew my lease due to the new construction and asked me to reapply to move to a different unit within cobbler square (would have to pay application fee and would still have to pay double rent if timeline doesn’t work). This is incredibly inconsiderate and not what I would expect from management.
Property Manager at Cobbler Square Lofts, Responded To This Review
Hello, thank you for sharing your feedback. We’re sorry to hear about the challenges you’ve experienced and appreciate you bringing them to our attention. We’re actively working to address all resident concerns and are committed to providing the best possible living experience. Please feel free to reach out if you’d like to discuss anything further, we’re here to help!
Dear Cobbler Square Team, My experience at Cobbler Square Lofts Apartments has been wonderful overall. I truly enjoy living here and like it so much that I’ve resigned my lease for another year! The only slight confusion has been the number of times our property management has changed over the two years I’ve been a resident. Despite that, I’m happy with my home and look forward to continuing to call Cobbler Square my home. Thank you,
Property Manager at Cobbler Square Lofts, Responded To This Review
We're grateful for your positive feedback and your decision to continue calling our community your home. We understand that changes in property management can be confusing, and we're committed to ensuring a smooth transition each time. We're glad to hear that you're enjoying your experience with us. Sincerely, The Cobbler Square Lofts Management Team
People in building are generally nice and dogs stay quiet. Building is big so you will find occasional unfriendly people. Noise insulation from inside and outside is questionable at best. Someone broke into the building twice (March 2025) (April 2025) and tried to get into my and my neighbors’ apartments. Main elevator in lobby breaks kinda often. Maintenance is EXTREMELY quick (but you’ll find that with any large complex like this).
Property Manager at Cobbler Square Lofts, Responded To This Review
We appreciate your feedback and are sorry to hear about the issues you've experienced. It's great to hear that you find our community generally friendly and our maintenance prompt. However, we regret to hear about the other concerns you've mentioned. We invite you to reach out to us at 1 312-585-8508 or cobblersquaremgr@willowbridgepc.com so we can discuss your experience further and work towards improving our community. Sincerely, The Cobbler Square Lofts Management Team
Generally a good place to live. There are some issues I would like to see resolved: garbage shutes clogged, rooftop very messy with broken chairs and overflowing garbage cans. There is also a large issue with the laundry. Many washers and dryers are broken/out of order and the ones that do work range from $1.75 - $3.50 even though they are the exact same machine.
Property Manager at Cobbler Square Lofts, Responded To This Review
We are sorry to hear about the issues you've encountered. We strive to maintain a clean and functional environment for all our residents. We encourage you to reach out to us directly at 312-585-8508 or cobblersquaremgr@willowbridgepc.com so we can address your concerns more effectively. Sincerely, The Cobbler Square Lofts Management Team
Really nice staff and beautiful place, only woe is that the elevator is never working :( Location is great and the aesthetic of the place is very unique. Really beautiful units. One thing to note is that the walls can be a bit thin, other than that great place to stay!
Property Manager at Cobbler Square Lofts, Responded To This Review
We appreciate your feedback and are glad to hear that you find our place beautiful and unique. We understand your concern about the elevator and the thin walls. We are continuously working on improving our services and your feedback is valuable in this process. Please feel free to reach out to us at 1 312-585-8508 or cobblersquaremgr@willowbridgepc.com with any further comments or suggestions you wish to share. Sincerely, The Cobbler Square Lofts Management Team
I moved in with my partner here this month, and have had a great experience! Our apartment is spacious, with plenty of storage, and the management has been nothing but kind and accommodating!
Property Manager at Cobbler Square Lofts, Responded To This Review
We're truly grateful to know that you and your partner are enjoying your new home and finding our management team to be accommodating. We strive to provide a welcoming and comfortable environment for all our residents. Sincerely, The Cobbler Square Lofts Management Team
I was so excited to move into Cobbler and finally live in Old Town in a charming loft unit. However, the charm was quickly lost as I learned about all the “perks” I get living in the building. I’ll start with pests. I can count 3 different species of spiders that I find and kill nearly daily that regular sprays do not stop. Spiders have been found in my bathroom, closet, kitchen, BED - you name it. I also have the joy of finding earthworms (yes, you read that right), rollie pollies, and now centipedes. Additionally, I’ve had to invest hundreds of dollars in heaters, fans, and humidifiers due to a horribly inefficient and outdated HVAC system. Think: 80 upstairs and barely 65 downstairs with no air circulation. Brick falls apart if you touch certain areas in the unit due to negligence, and management’s fix is a temporary sealer that looks like whitewash painted on the bricks. Other building perks include hearing your neighbors’ every conversation, smelling their dinner or when they decide to smoke, and oh! I also don’t think they’ve ever cleaned the gym. There have been handprints on the mirror since I’ve moved in. I’m in an outdated split-level unit, and I truly hope this isn’t everyone’s experience. However, I thought I would share before someone else naively signs without seeing their unit or an honest review.
Ali and Rafael came quickly to fix my drain issues and did so effectively. Very happy to live in a place with great staff.
Property Manager at Cobbler Square Lofts, Responded To This Review
Hello, and thank you for sharing your positive review with us! We're happy to hear that our maintenance team provided such prompt, professional service. We will share your input with Ali and Rafael and hope to continue to provide you with a wonderful experience. Sincerely, The Cobbler Square Lofts Management Team
Ali is on the maintenance team at Cobbler Square. He is friendly, efficient and always goes above and beyond to make tenants happy and take care of building and apartment repairs in a prompt manner. It is employees like Ali at Cobbler Square that make living here worth it.
Property Manager at Cobbler Square Lofts, Responded To This Review
Hi there, thank you for your positive review! Our team works diligently to provide a wonderful community for our residents, and we're thrilled our efforts are recognized in your feedback. Thank you for choosing Cobbler Square as your home! Sincerely, The Cobbler Square Management Team
I love the location, service, amenities, and staff! There is so much to do on Wells and Division, all within walking distance. The beach and the park are a 10 minute walk, it’s incredible. The service technicians have always responded same day for any issue, and they’ve fixed everything correctly the first time. The fitness center and sun deck allow me to enjoy community events (stand up comedy!) and avoid a gym membership. I love the staff here. The concierge, Theo, always welcomes me home! He’s more than just a front desk fixture - he puts a smile on my face every time I walk into the front of the building. My wife and I have been here for three years, and we intend on staying here until we decide to buy a place.
Property Manager at Cobbler Square Lofts, Responded To This Review
Thank you for complimenting our wonderful community and team with this fantastic review! At Cobbler Square Lofts, we provide all the amenities you'll love alongside an incredibly convenient location. We're glad you and your wife have enjoyed these last 3 years and we look forward to you continuing to enjoy the remainder of your stay! Sincerely, The Cobbler Square Lofts Management Team
I’ve lived at Cobbler for about two years now and absolutely love it. Staff is amazing and always helpful. Location is unbeatable heart of Old Town and apartments are full of character. I look forward to living here for many more years!
They never help out, if there’s a problem the owners in the management office just say “you’re on your own.” Every day there is some new kind of construction that they never informed any of the residents about, so we get woken up to LOUD drilling, knocking, and every noise you can think of. This has been going on since late April. They said it would only take two weeks.. clearly not. The sound is so loud that it is impossible to sleep in or just focus on work. It goes from 6 am all the way into the evening. Don’t even get me started on the creepy construction workers peeping into my windows and yelling very loudly. I have informed the office multiple times and every single time they do nothing to help me. I do not feel safe or at peace in my own apartment. Additionally, I was promised to have the same rent for five years that’s why I chose this complex, but the new owners are pushing and pushing and cancelling all of it for everyone expecting us to pay hundreds of dollars more just SUDDENLY. I will be getting out of my lease as soon as possible. Two years of dealing with this since the new owners came is ENOUGH.
I live in a 2 bedroom converted loft apartment in Cobbler Square in the heart of Old Town and I couldn't be happier here. The staff is friendly and helpful. The maintenance is great and the location is perfect. Easy to get to public transit and Lake Shore Drive or 90/94. I walk to everything I need and feel completely safe. Best decision I made.
This once Dr Sholls factory turned modern loft is a great place to call home here in the best area of Chicago. Huge vaulted ceilings, exposed brick back wall and fully updated kitchen/bathroom are just a small part of this very cool building. Sun deck,hot tub, billiards and shuffleboard add to the modern feel and fun iof the area. Step outside and you have access to over 20 bars and restaurants along with waking distance to beaches and downtown.
Cobbler Square Lofts Photos
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Studio, 1 BA - 730 sq ft
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Models
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Studio
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Studio
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Studio
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Studio
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Studio
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Studio
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Cobbler Square Lofts has studios to two bedrooms with rent ranges from $1,999/mo. to $4,743/mo.
You can take a virtual tour of Cobbler Square Lofts on Apartments.com.
Cobbler Square Lofts is in Old Town in the city of Chicago. Here you’ll find three shopping centers within 0.4 mile of the property. Five parks are within 2.2 miles, including Lincoln Park Zoo, Lincoln Park, and Oz Park.
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
What is a Sound Score Rating?
A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources
Responded To This Review