Chicago's Leafy Street Hideaway - 1 Bedroom Condo with a Side of Sass | Condo in Chicago

Vintage charm meets modern upgrades in this remodeled 1BR apartment. High ceilings, original hardwoods, and a kitchen with smart appliances, granite counters, and all the cookware you’ll actually need. Relax with a cappuccino on one of two outdoor spaces or stream your favorite shows on “The Frame” smart TV. Dreamy marble walk-in shower with rain shower head, organic Avocado mattress, and thoughtful touches throughout. Quiet leafy street, historic vibe, zero tourist chaos.
Top 5 Highlights
Vintage charm, modern comfort — high ceilings, hardwood floors + fully remodeled in 2024
Two outdoor spaces — furnished patio + back deck with Weber grill
Dream kitchen — smart appliances, granite counters, Nespresso machine & nontoxic cookware
Spa vibes — marble walk-in rain shower + organic Avocado mattress for great sleep
Unbeatable location — 2 blocks to top dining (Michelin-star to fried chicken), bakeries, cafés, shops + 3 CTA lines within 10 minutes
This apartment balances vintage charm with modern practicality — high ceilings and original hardwood floors meet a full 2024 remodel designed for comfort (not just looks).
The kitchen is equipped for real cooking, not just reheating: granite countertops, smart appliances (all barely a year old), nontoxic cookware, and utensils chosen by someone who actually uses them. A Breville Nespresso machine and milk frother are on hand for the morning cappuccino ritual.
The bathroom is spa-level: a marble-finished walk-in shower with rain shower head and built-in shelf that makes you forget it’s “just” a rental.
In the bedroom and living room, you’ll find spacious closets (mirrored doors included), a curated mix of books and board games for offline entertainment, and thoughtful furniture — much of it secondhand, so the space feels lived-in instead of showroom-staged. The dining set once belonged to the host’s grandparents, and yes, it’s sentimental, but it deserves to be used and enjoyed.
For sleeping, there’s an Avocado organic mattress with cotton bedding and a fluffy duvet. Curtains and shades on all windows ensure privacy and the bedroom has a window AC unit for Chicago's hot spells.
Other small luxuries: Onsen-style waffle towels, natural fiber rugs, and “The Frame” TV (art by day, Netflix by night).
Laundry-wise, there’s a washer but no dryer — clothes dry discreetly in the closet.
Outdoor space is a rare treat in Chicago, and here you get two: a patio off the living room and a back deck with a Weber grill. Both are furnished for dining, lounging, or just avoiding emails for a while.
The apartment sits on a quiet, leafy, one-way street with historic brick buildings and residential permit parking. The neighborhood is safe, authentic, and blissfully non-touristy — but not boring. Within two blocks, you can grab a cappuccino at Foxtrot, dive into tallow-fried indulgence at Red Light Chicken, or pick up a croissant at Floriole, widely considered the best bakery around. For dinner, options range from Range (seasonal, local plates) to Armitage Alehouse (trendy with a stylish crowd) to John’s Food and Wine (yes, Michelin-starred). Mexican? You’ve got Old Pueblo Cantina and Don Pez. Burgers. Butcher and the Burger has you covered, with fries and frozen custard on the side. And with a new Italian restaurant opening at the end of the block — plus boutique shops, yoga, and Pilates on Armitage Ave — your toughest decision will be where to go first.
Beyond the block, the location makes Chicago easy: downtown, the lakefront, DePaul, Wrigleyville, and Advocate Medical Center are all within reach. Three CTA lines (red, brown, purple) are a 10-minute walk away, so getting around the city is a non-issue.
Finally, a personal note: your host has traveled to 53 countries, often with just a 40L backpack, couchsurfing and hitchhiking along the way. We know what it means to be welcomed into someone else’s space, so this apartment is rooted in that same spirit of hospitality — thoughtful, practical, and created for guests to feel at home.

Chicago's Leafy Street Hideaway - 1 Bedroom Condo with a Side of Sass is located in Sheffield Neighbors. Chicago's Leafy Street Hideaway - 1 Bedroom Condo with a Side of Sass provides accommodation, featuring Air Conditioner, TV, Balcony/Terrace, among other amenities. This Condo features Air Conditioner, TV, Balcony/Terrace, to make your stay a comfortable one.

Chicago's Leafy Street Hideaway - 1 Bedroom Condo with a Side of Sass has 1 Bedroom , 1 Bathroom, and max occupancy of 2 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Sheffield Neighbors has interesting places to visit. If you want to learn more about the Condo in Sheffield Neighbors, such as places to visit and things to do nearby, you can check below to learn more.