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Open House. Open House on Sunday, November 1, 2026 12:00PM - 1:00PM

Please visit our Open House at 4W 1433 Ashland Avenue N in Chicago. See details here

Open House on Sunday, November 1, 2026 12:00PM - 1:00PM

Rarely available Wicker Park 3 bedroom/2 bath PENTHOUSE condo in boutique 9 nine-unit ELEVATOR building. This designer unit is flooded with light and offers gorgeous views everywhere you look from the oversized windows in the unit to the kitchen BALCONY for grilling, to your private, elevator accessed ROOF DECK showcasing a panoramic city skyline. This highly upgraded unit features a custom kitchen with Archisesto cabinetry, massive Calcatta quartz breakfast bar and backsplash, Lightology pendant lighting and integrated luxury Thermador appliances. The kitchen is part of one big GREAT ROOM with plenty of options for your living and dining furniture. A king-size primary suite has an oversized walk-in closet and spa bath with heated porcelain tile, glass steam shower, Grohe rain showerhead, custom double-bowl vanity & linen storage. The super-wide split floorplan is great for privacy and offers 2 additional bedrooms that share a modern bath. Additional upgraded finishes include premium hardwood floors, 11' ceilings, 8' doors, custom Lutron Triathlon motorized shades and lighting controls, built-in Ubiquiti enterprise-grade gigabit WiFi, USB charging ports, finished Elfa closets, and so much more. To complete the package you have a washer/dryer in the unit, attached heated garage parking and storage. Rock star location just minutes to the BLUE LINE and multiple bus lines, easy access to the 90/94 expressway, and walkable to shopping, dining & night life on Division, North & Milwaukee. This condo checks all the boxes!

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Open House. Open House on Saturday, October 24, 2026 10:00AM - 12:00PM

Please visit our Open House at 4W 1433 Ashland Avenue N in Chicago. See details here

Open House on Saturday, October 24, 2026 10:00AM - 12:00PM

Rarely available Wicker Park 3 bedroom/2 bath PENTHOUSE condo in boutique 9 nine-unit ELEVATOR building. This designer unit is flooded with light and offers gorgeous views everywhere you look from the oversized windows in the unit to the kitchen BALCONY for grilling, to your private, elevator accessed ROOF DECK showcasing a panoramic city skyline. This highly upgraded unit features a custom kitchen with Archisesto cabinetry, massive Calcatta quartz breakfast bar and backsplash, Lightology pendant lighting and integrated luxury Thermador appliances. The kitchen is part of one big GREAT ROOM with plenty of options for your living and dining furniture. A king-size primary suite has an oversized walk-in closet and spa bath with heated porcelain tile, glass steam shower, Grohe rain showerhead, custom double-bowl vanity & linen storage. The super-wide split floorplan is great for privacy and offers 2 additional bedrooms that share a modern bath. Additional upgraded finishes include premium hardwood floors, 11' ceilings, 8' doors, custom Lutron Triathlon motorized shades and lighting controls, built-in Ubiquiti enterprise-grade gigabit WiFi, USB charging ports, finished Elfa closets, and so much more. To complete the package you have a washer/dryer in the unit, attached heated garage parking and storage. Rock star location just minutes to the BLUE LINE and multiple bus lines, easy access to the 90/94 expressway, and walkable to shopping, dining & night life on Division, North & Milwaukee. This condo checks all the boxes!

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Open House. Open House on Sunday, October 11, 2026 10:00AM - 12:00PM

Please visit our Open House at 4W 1433 Ashland Avenue N in Chicago. See details here

Open House on Sunday, October 11, 2026 10:00AM - 12:00PM

Rarely available Wicker Park 3 bedroom/2 bath PENTHOUSE condo in boutique 9 nine-unit ELEVATOR building. This designer unit is flooded with light and offers gorgeous views everywhere you look from the oversized windows in the unit to the kitchen BALCONY for grilling, to your private, elevator accessed ROOF DECK showcasing a panoramic city skyline. This highly upgraded unit features a custom kitchen with Archisesto cabinetry, massive Calcatta quartz breakfast bar and backsplash, Lightology pendant lighting and integrated luxury Thermador appliances. The kitchen is part of one big GREAT ROOM with plenty of options for your living and dining furniture. A king-size primary suite has an oversized walk-in closet and spa bath with heated porcelain tile, glass steam shower, Grohe rain showerhead, custom double-bowl vanity & linen storage. The super-wide split floorplan is great for privacy and offers 2 additional bedrooms that share a modern bath. Additional upgraded finishes include premium hardwood floors, 11' ceilings, 8' doors, custom Lutron Triathlon motorized shades and lighting controls, built-in Ubiquiti enterprise-grade gigabit WiFi, USB charging ports, finished Elfa closets, and so much more. To complete the package you have a washer/dryer in the unit, attached heated garage parking and storage. Rock star location just minutes to the BLUE LINE and multiple bus lines, easy access to the 90/94 expressway, and walkable to shopping, dining & night life on Division, North & Milwaukee. This condo checks all the boxes!

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Penthouse Condo for Sale in Wicker Park: 1433 N. Ashland Ave #4W

I’m excited to bring 1433 N. Ashland Avenue #4W to market. It’s a rare three-bedroom, two-bath penthouse in a boutique nine-unit elevator building in Wicker Park, with a private roof deck and panoramic city skyline views. You don’t find that combination often in this neighborhood.

Listed at $865,000

Quick facts

  • Address: 1433 N. Ashland Avenue #4W, Chicago, IL 60622 (Wicker Park / West Town)

  • Price: $865,000

  • Bedrooms / Bathrooms: 3 bed, 2 bath

  • Building: Boutique nine-unit elevator building

  • Parking: Attached heated garage parking, plus storage

  • Laundry: Washer/dryer in the unit

  • Ceilings: 11'

  • Outdoor space: Kitchen balcony and private, elevator-accessed roof deck

  • Status: Active

What makes this penthouse special

  • Private roof deck: Elevator access straight to a panoramic city skyline view.

  • Light everywhere: Oversized windows and a kitchen balcony made for grilling.

  • Designer kitchen: Custom cabinetry, a Calacatta quartz breakfast bar and backsplash, Lightology pendant lighting, and integrated Thermador appliances.

  • Great room layout: The kitchen opens into one big living and dining space with room for your own furniture plan.

  • Spa-style primary suite: King-size bedroom, oversized walk-in closet, and a bath with heated porcelain tile, glass steam shower, Grohe rain showerhead, and custom double-bowl vanity.

  • Smart, well-finished details: Premium hardwood floors, 8' doors, Lutron Triathlon motorized shades and lighting controls, built-in Ubiquiti gigabit WiFi, USB charging ports, and finished Elfa closets.

  • Split floor plan: Two additional bedrooms on the opposite side of the home share a modern bath, so everyone gets privacy.

Why Wicker Park

This is a rock star location. The Blue Line and multiple bus lines are minutes away, the 90/94 expressway is easy to reach, and you can walk to shopping, dining, and nightlife along Division, North, and Milwaukee. For a buyer who wants city energy without giving up space and outdoor living, it checks a lot of boxes.

Frequently Asked Questions about 1433 N. Ashland Ave., Chicago

Is parking included?
Yes. The unit comes with attached heated garage parking and storage.

Does the condo have outdoor space?
Yes, two kinds. There’s a kitchen balcony and a private roof deck with skyline views, reached by elevator.

Is laundry in the unit?
Yes. There’s a washer and dryer in the unit.

How close is public transportation?
The Blue Line and several bus lines are minutes away, and the 90/94 expressway is easy to reach.

See it in person

I’d love to show you this one. Call me at 773-398-2976 or send me a message to schedule a private showing.

View full listing details

Grace Flatt is a Winnetka-based broker with @properties Christie’s International Real Estate, with 26 years of experience across Chicago and the North Shore.

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I have sold a property at PENT 1717 NORTH Avenue W in Chicago

I have sold a property at PENT 1717 NORTH Avenue W in Chicago on Dec 15, 2025. See details here

Sun 11/16 Yours Cancelled!! Don't miss this extraordinary full-floor 2 bedroom plus office/den/potential 3rd bedroom, 2 bathroom penthouse in the heart of Wicker Park/Bucktown. This chic boutique building offers easy elevator access directly into your unit and the most incredible skyline views! The wide, open concept floor plan is flooded with natural light, featuring 12'+ ceilings, hardwood floors, updated moldings, and so much more. The designer kitchen has granite countertops, a huge island with stainless steel appliances, a wine fridge, and opens up to the large living room with an incredible floor-to-ceiling fireplace and separate dining room with stunning views. Access to the 745 sqft private roof deck is available through 2 separate doors allowing for easy indoor/outdoor living from your main living area. Relax under the beautiful pergola and enjoy the composite decking and built in planter boxes while you take in the fabulous views of the city skyline. Plus you get a second upper rooftop deck displaying even more exceptional views. Retreat indoors to the generously sized main bedroom equipped with a walk-in closet with custom organizers, a private balcony and an en-suite main bathroom with custom tile work, a steam shower and a whirlpool tub. A second bedroom and newly renovated bathroom completes this perfect package. This amazing penthouse includes an attached 2-car garage plus additional tandem spots. Truly a rare find in a fabulous location - just steps from North/Damen, many restaurants and nightlife, public transportation and 90/94.

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New property listed in CHI - West Town

I have listed a new property at PENT 1717 NORTH Avenue W in Chicago. See details here

Don't miss this extraordinary full-floor 2 bedroom plus office/den/potential 3rd bedroom, 2 bathroom penthouse in the heart of Wicker Park/Bucktown. This chic boutique building offers easy elevator access directly into your unit and the most incredible skyline views! The wide, open concept floor plan is flooded with natural light, featuring 12'+ ceilings, hardwood floors, updated moldings, and so much more. The designer kitchen has granite countertops, a huge island with stainless steel appliances, a wine fridge, and opens up to the large living room with an incredible floor-to-ceiling fireplace and separate dining room with stunning views. Access to the 745 sqft private roof deck is available through 2 separate doors allowing for easy indoor/outdoor living from your main living area. Relax under the beautiful pergola and enjoy the composite decking and built in planter boxes while you take in the fabulous views of the city skyline. Plus you get a second upper rooftop deck displaying even more exceptional views. Retreat indoors to the generously sized main bedroom equipped with a walk-in closet with custom organizers, a private balcony and an en-suite main bathroom with custom tile work, a steam shower and a whirlpool tub. A second bedroom and newly renovated bathroom completes this perfect package. This amazing penthouse includes an attached 2-car garage plus additional tandem spots. Truly a rare find in a fabulous location - just steps from North/Damen, many restaurants and nightlife, public transportation and 90/94.

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Open House. Open House on Saturday, November 15, 2025 12:00PM - 2:00PM

Please visit our Open House at PENT 1717 NORTH Avenue W in Chicago. See details here

Open House on Saturday, November 15, 2025 12:00PM - 2:00PM

Don't miss this extraordinary full-floor 2 bedroom plus office/den/potential 3rd bedroom, 2 bathroom penthouse in the heart of Wicker Park/Bucktown. This chic boutique building offers easy elevator access directly into your unit and the most incredible skyline views! The wide, open concept floor plan is flooded with natural light, featuring 12'+ ceilings, hardwood floors, updated moldings, and so much more. The designer kitchen has granite countertops, a huge island with stainless steel appliances, a wine fridge, and opens up to the large living room with an incredible floor-to-ceiling fireplace and separate dining room with stunning views. Access to the 745 sqft private roof deck is available through 2 separate doors allowing for easy indoor/outdoor living from your main living area. Relax under the beautiful pergola and enjoy the composite decking and built in planter boxes while you take in the fabulous views of the city skyline. Plus you get a second upper rooftop deck displaying even more exceptional views. Retreat indoors to the generously sized main bedroom equipped with a walk-in closet with custom organizers, a private balcony and an en-suite main bathroom with custom tile work, a steam shower and a whirlpool tub. A second bedroom and newly renovated bathroom completes this perfect package. This amazing penthouse includes an attached 2-car garage plus additional tandem spots. Truly a rare find in a fabulous location - just steps from North/Damen, many restaurants and nightlife, public transportation and 90/94.

Read

Open House. Open House on Sunday, November 16, 2025 12:00PM - 2:00PM

Please visit our Open House at PENT 1717 NORTH Avenue W in Chicago. See details here

Open House on Sunday, November 16, 2025 12:00PM - 2:00PM

Don't miss this extraordinary full-floor 2 bedroom plus office/den/potential 3rd bedroom, 2 bathroom penthouse in the heart of Wicker Park/Bucktown. This chic boutique building offers easy elevator access directly into your unit and the most incredible skyline views! The wide, open concept floor plan is flooded with natural light, featuring 12'+ ceilings, hardwood floors, updated moldings, and so much more. The designer kitchen has granite countertops, a huge island with stainless steel appliances, a wine fridge, and opens up to the large living room with an incredible floor-to-ceiling fireplace and separate dining room with stunning views. Access to the 745 sqft private roof deck is available through 2 separate doors allowing for easy indoor/outdoor living from your main living area. Relax under the beautiful pergola and enjoy the composite decking and built in planter boxes while you take in the fabulous views of the city skyline. Plus you get a second upper rooftop deck displaying even more exceptional views. Retreat indoors to the generously sized main bedroom equipped with a walk-in closet with custom organizers, a private balcony and an en-suite main bathroom with custom tile work, a steam shower and a whirlpool tub. A second bedroom and newly renovated bathroom completes this perfect package. This amazing penthouse includes an attached 2-car garage plus additional tandem spots. Truly a rare find in a fabulous location - just steps from North/Damen, many restaurants and nightlife, public transportation and 90/94.

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I have sold a property at G 1247 GREENVIEW Avenue N in CHICAGO

I have sold a property at G 1247 GREENVIEW Avenue N in CHICAGO on Dec 26, 2007. See details here

UNIQUE WICKER PARK 2BEDROOM W/SUNROOM, IN 1904 BROWNSTONE WALK-UP. COURTYARD LEVEL W/LARGE, STANDARD SIZE WINDOWS. FUN INTERGRATION OF VINTAGE & CONTEMPORARY. AMAZING KITCHEN W/SLATE BKSPLSH, SS APPLIANCES & UNDER CAB LIGHTING. SUNRM OPENS TO PATIO & YARD. IN-UNIT, SIDE BY SIDE LAUNDRY. EXCELLENT LOCATION, EVERYTHING IN WALKING DISTANCE!

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Listings courtesy of Midwest Real Estate Data as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of November 9, 2026 at 06:00 PM (UTC). All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.
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