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  1. Home
  2. /Chicago, IL
  3. /1555 W Pearson Street
  4. /D - 1555 W Pearson Street
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$749,900est. $3,792 MortgageInfo icon
Listed: $ 749,900 (Sold on: Sep 10, 2026) Days on Market:27

D- 1555 W Pearson Street, Chicago, IL 60642

1555 W Pearson Street

BEDS

beds

3

BATHS

baths

3

PARKING

parking

1

SQFT

sqft
1709

Description

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, AUGUST 17TH @ 7PM. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Positioned atop an intimate, architecturally distinctive six-residence elevator building where no two homes share the same floor plan, this exceptional 3-bedroom, 2.1-bathroom duplex penthouse pairs dramatic contemporary design with expansive outdoor living and thoughtful updates throughout. Offering nearly 30-foot ceilings, multiple private outdoor spaces, an attached garage parking space, and a private storage room, this is a truly one-of-a-kind residence designed for those seeking something beyond the ordinary. The main living space is defined by nearly 30-foot ceilings, oversized windows that flood the home with natural light, and a fireplace that creates a warm focal point for everyday living and entertaining. A 23-foot private balcony with a gas line extends the living space outdoors, providing the perfect setting for grilling, dining, or simply relaxing. Designed for both everyday functionality and entertaining, the chef's kitchen features rich walnut cabinetry, granite countertops, Sub-Zero and Viking appliances, and a spacious island with bar seating. Unlike a traditional duplex layout, the home's three bedrooms are thoughtfully arranged to maximize both privacy and outdoor access. Two bedrooms are located on the main level, including one with its own en-suite bathroom and another with direct access to the home's private exterior walkway-an uncommon architectural feature that adds both character and functionality. Occupying the entire upper level, the spacious primary suite serves as a true private retreat, complete with a custom California walk-in closet, dedicated office nook, beautifully finished natural stone bathroom with spa-inspired finishes, and its own direct access to the exterior walkway. Spanning more than 500 square feet, the private rooftop terrace is thoughtfully equipped with gas, water, and electric service, creating an exceptional outdoor living experience with panoramic skyline views. Throughout the home, dark-stained hardwood floors, 8-foot interior doors, and abundant custom storage further enhance both comfort and functionality. Residents also enjoy a shared landscaped courtyard with outdoor seating and a wood-burning fireplace. The courtyard is currently undergoing a comprehensive renovation, with completion anticipated by the end of summer, offering the next owner the opportunity to enjoy a beautifully refreshed outdoor retreat shortly after closing. Recent improvements include new roof coatings completed in 2025, a new blower motor for the high-efficiency furnace installed in 2026, and the seller has already paid in full their share of the building's 2026 capital improvement project, offering valuable peace of mind for the next owner. Perfectly positioned where East Village meets Wicker Park, the home is just moments from Chicago Avenue, Division Street, the Blue Line, and the Kennedy Expressway. Enjoy effortless access to some of Chicago's most acclaimed restaurants, neighborhood cafes, boutiques, parks, and nightlife, while remaining just minutes from downtown.

Description

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, AUGUST 17TH @ 7PM. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Positioned atop an intimate, architecturally distinctive six-residence elevator building where no two homes share the same floor plan, this exceptional 3-bedroom, 2.1-bathroom duplex penthouse pairs dramatic contemporary design with expansive outdoor living and thoughtful updates throughout. Offering nearly 30-foot ceilings, multiple private outdoor spaces, an attached garage parking space, and a private storage room, this is a truly one-of-a-kind residence designed for those seeking something beyond the ordinary. The main living space is defined by nearly 30-foot ceilings, oversized windows that flood the home with natural light, and a fireplace that creates a warm focal point for everyday living and entertaining. A 23-foot private balcony with a gas line extends the living space outdoors, providing the perfect setting for grilling, dining, or simply relaxing. Designed for both everyday functionality and entertaining, the chef's kitchen features rich walnut cabinetry, granite countertops, Sub-Zero and Viking appliances, and a spacious island with bar seating. Unlike a traditional duplex layout, the home's three bedrooms are thoughtfully arranged to maximize both privacy and outdoor access. Two bedrooms are located on the main level, including one with its own en-suite bathroom and another with direct access to the home's private exterior walkway-an uncommon architectural feature that adds both character and functionality. Occupying the entire upper level, the spacious primary suite serves as a true private retreat, complete with a custom California walk-in closet, dedicated office nook, beautifully finished natural stone bathroom with spa-inspired finishes, and its own direct access to the exterior walkway. Spanning more than 500 square feet, the private rooftop terrace is thoughtfully equipped with gas, water, and electric service, creating an exceptional outdoor living experience with panoramic skyline views. Throughout the home, dark-stained hardwood floors, 8-foot interior doors, and abundant custom storage further enhance both comfort and functionality. Residents also enjoy a shared landscaped courtyard with outdoor seating and a wood-burning fireplace. The courtyard is currently undergoing a comprehensive renovation, with completion anticipated by the end of summer, offering the next owner the opportunity to enjoy a beautifully refreshed outdoor retreat shortly after closing. Recent improvements include new roof coatings completed in 2025, a new blower motor for the high-efficiency furnace installed in 2026, and the seller has already paid in full their share of the building's 2026 capital improvement project, offering valuable peace of mind for the next owner. Perfectly positioned where East Village meets Wicker Park, the home is just moments from Chicago Avenue, Division Street, the Blue Line, and the Kennedy Expressway. Enjoy effortless access to some of Chicago's most acclaimed restaurants, neighborhood cafes, boutiques, parks, and nightlife, while remaining just minutes from downtown.
listing image
listing image 2
listing image 3
D - 1555 W Pearson Street
$749,900
est. $3,791.9 MortgageInfo icon
Listed: $ 749,900 (Sold on: Sep 10, 2026)
Days on Market:27

D - 1555 W Pearson Street

1555 W Pearson Street #D, Chicago, IL 60642

BEDS

3

BATHS

3

PARKING

1

SQFT

1,709

Description

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, AUGUST 17TH @ 7PM. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Positioned atop an intimate, architecturally distinctive six-residence elevator building where no two homes share the same floor plan, this exceptional 3-bedroom, 2.1-bathroom duplex penthouse pairs dramatic contemporary design with expansive outdoor living and thoughtful updates throughout. Offering nearly 30-foot ceilings, multiple private outdoor spaces, an attached garage parking space, and a private storage room, this is a truly one-of-a-kind residence designed for those seeking something beyond the ordinary. The main living space is defined by nearly 30-foot ceilings, oversized windows that flood the home with natural light, and a fireplace that creates a warm focal point for everyday living and entertaining. A 23-foot private balcony with a gas line extends the living space outdoors, providing the perfect setting for grilling, dining, or simply relaxing. Designed for both everyday functionality and entertaining, the chef's kitchen features rich walnut cabinetry, granite countertops, Sub-Zero and Viking appliances, and a spacious island with bar seating. Unlike a traditional duplex layout, the home's three bedrooms are thoughtfully arranged to maximize both privacy and outdoor access. Two bedrooms are located on the main level, including one with its own en-suite bathroom and another with direct access to the home's private exterior walkway-an uncommon architectural feature that adds both character and functionality. Occupying the entire upper level, the spacious primary suite serves as a true private retreat, complete with a custom California walk-in closet, dedicated office nook, beautifully finished natural stone bathroom with spa-inspired finishes, and its own direct access to the exterior walkway. Spanning more than 500 square feet, the private rooftop terrace is thoughtfully equipped with gas, water, and electric service, creating an exceptional outdoor living experience with panoramic skyline views. Throughout the home, dark-stained hardwood floors, 8-foot interior doors, and abundant custom storage further enhance both comfort and functionality. Residents also enjoy a shared landscaped courtyard with outdoor seating and a wood-burning fireplace. The courtyard is currently undergoing a comprehensive renovation, with completion anticipated by the end of summer, offering the next owner the opportunity to enjoy a beautifully refreshed outdoor retreat shortly after closing. Recent improvements include new roof coatings completed in 2025, a new blower motor for the high-efficiency furnace installed in 2026, and the seller has already paid in full their share of the building's 2026 capital improvement project, offering valuable peace of mind for the next owner. Perfectly positioned where East Village meets Wicker Park, the home is just moments from Chicago Avenue, Division Street, the Blue Line, and the Kennedy Expressway. Enjoy effortless access to some of Chicago's most acclaimed restaurants, neighborhood cafes, boutiques, parks, and nightlife, while remaining just minutes from downtown.

Description

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, AUGUST 17TH @ 7PM. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Positioned atop an intimate, architecturally distinctive six-residence elevator building where no two homes share the same floor plan, this exceptional 3-bedroom, 2.1-bathroom duplex penthouse pairs dramatic contemporary design with expansive outdoor living and thoughtful updates throughout. Offering nearly 30-foot ceilings, multiple private outdoor spaces, an attached garage parking space, and a private storage room, this is a truly one-of-a-kind residence designed for those seeking something beyond the ordinary. The main living space is defined by nearly 30-foot ceilings, oversized windows that flood the home with natural light, and a fireplace that creates a warm focal point for everyday living and entertaining. A 23-foot private balcony with a gas line extends the living space outdoors, providing the perfect setting for grilling, dining, or simply relaxing. Designed for both everyday functionality and entertaining, the chef's kitchen features rich walnut cabinetry, granite countertops, Sub-Zero and Viking appliances, and a spacious island with bar seating. Unlike a traditional duplex layout, the home's three bedrooms are thoughtfully arranged to maximize both privacy and outdoor access. Two bedrooms are located on the main level, including one with its own en-suite bathroom and another with direct access to the home's private exterior walkway-an uncommon architectural feature that adds both character and functionality. Occupying the entire upper level, the spacious primary suite serves as a true private retreat, complete with a custom California walk-in closet, dedicated office nook, beautifully finished natural stone bathroom with spa-inspired finishes, and its own direct access to the exterior walkway. Spanning more than 500 square feet, the private rooftop terrace is thoughtfully equipped with gas, water, and electric service, creating an exceptional outdoor living experience with panoramic skyline views. Throughout the home, dark-stained hardwood floors, 8-foot interior doors, and abundant custom storage further enhance both comfort and functionality. Residents also enjoy a shared landscaped courtyard with outdoor seating and a wood-burning fireplace. The courtyard is currently undergoing a comprehensive renovation, with completion anticipated by the end of summer, offering the next owner the opportunity to enjoy a beautifully refreshed outdoor retreat shortly after closing. Recent improvements include new roof coatings completed in 2025, a new blower motor for the high-efficiency furnace installed in 2026, and the seller has already paid in full their share of the building's 2026 capital improvement project, offering valuable peace of mind for the next owner. Perfectly positioned where East Village meets Wicker Park, the home is just moments from Chicago Avenue, Division Street, the Blue Line, and the Kennedy Expressway. Enjoy effortless access to some of Chicago's most acclaimed restaurants, neighborhood cafes, boutiques, parks, and nightlife, while remaining just minutes from downtown.

1555 W Pearson Street Market Stats Last 12 months

LOCKER
Contact Us for Info

POSSESSION
Closing
HOA FEESinfo
$563 /Monthly

OUTDOOR SPACE
Balcony, Roo
TAXES
$15,323.14 (2025)

BUILDING AGE
19 Years
BASEMENT FEATURE
None

PRICE PER SQFTinfo
$439

Market Stats

HOA FEESinfo
$563 /Monthly

OUTDOOR SPACE
Balcony, Roo
TAXES
$15,323.14 (2025)

BUILDING AGE
19 Years
BASEMENT FEATURE
None

PRICE PER SQFTinfo
$439

Amenities

Parking
Parking
Check Icon
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
Check Icon
Pool
Pool
-
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
-

Amenities

Unit
ParkingParking
Parking GarageParking Garage
Building

Policies

Pet Allowed
Check
Pet Allowed Info icon
Check Icon
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
Sep 2026MLS#: 12732075Closed$785,000

Unit Price History

$785,000

Closed

Sep 2026MLS#: 12732075

Monthly Payment Calculator

$5,772 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

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$5,772
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Listing Price
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Monthly Payment Calculator

$5,772
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$5,772 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

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Monthly Mortgage: $3,792
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The Neighborhood: 1555 W Pearson Street, Chicago, IL

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  1. Home
  2. /Chicago, IL
  3. /1555 W Pearson Street
  4. /D - 1555 W Pearson Street
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