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Welcome to 1000 N Damen Avenue #5, a truly exceptional penthouse residence offering sophisticated design, dramatic skyline views and incredible private outdoor space in one of Chicago's most sought-after locations. This stunning 2-bedroom, 2-bath residence offers approximately 1,300 square feet of beautifully designed living space highlighted by soaring 12-foot ceilings and walls of floor-to-ceiling windows that flood the home with natural light and showcase unobstructed views of the Chicago skyline. The extra-wide, open-concept floor plan is equally impressive for everyday living and entertaining. The sleek modern kitchen features luxury Italian cabinetry, natural stone surfaces, a large island and premium Miele and Thermador appliances, opening seamlessly to the spacious living and dining areas. Gorgeous 6-inch-wide maple hardwood floors and sophisticated contemporary finishes carry throughout the home. The primary suite is a true retreat, featuring a walk-in closet and spa-inspired bath with Italian cabinetry, a freestanding stone soaking tub, separate shower, designer fixtures and heated floors. A generously sized second bedroom and full guest bath provide excellent flexibility for guests, a home office or additional living space. Then take the experience outside. The showstopper is the enormous private rooftop deck, approximately 40' 25', with a pergola and spectacular downtown skyline views. Whether hosting friends, dining outdoors or simply enjoying a Chicago summer evening, this is the kind of private outdoor space that completely changes city living. An additional main-level balcony provides even more outdoor space. Thoughtful technology and energy-efficient features include LEED certification, an ERV air-filtration/HVAC system, tankless hot-water system, smart-home capabilities and EV-charger readiness. And one of the rarest amenities for a Chicago condo: two tandem parking spaces in the attached heated garage, plus additional storage. All of this in an intimate five-unit boutique building near the incredible restaurants, shopping, nightlife and neighborhood amenities surrounding Damen, Division and Chicago Avenue. Floor-to-ceiling glass. 12-foot ceilings. Designer finishes. Private rooftop. Skyline views. Two-car heated garage. 1000 N Damen #5 isn't your typical two-bedroom condo, it's a complete Chicago lifestyle.
| DAYS ON MARKET | 1 | LAST UPDATED | 9/29/2026 |
|---|---|---|---|
| YEAR BUILT | 2016 | COMMUNITY | CHI - West Town |
| GARAGE SPACES | 2.0 | COUNTY | Cook |
| STATUS | Active | PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
| ADDITIONAL DETAILS | |
| AIR | Ceiling Fan(s), Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Insurance, Snow Removal, Water |
| APPLIANCES | Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer |
| AREA | CHI - West Town |
| BASEMENT | None |
| CONSTRUCTION | Brick |
| EXTERIOR | Balcony |
| GARAGE | Attached Garage, Yes |
| HEAT | Forced Air, Natural Gas, Radiant Floor |
| HOA DUES | 351 |
| INTERIOR | Walk-In Closet(s) |
| LOT | 0 |
| LOT DIMENSIONS | COMMON |
| PARKING | Garage Door Opener, Attached, Garage |
| SEWER | Public Sewer |
| STORIES | 4 |
| TAXES | 13284 |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.

