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$575,000
44 Days On Site

4400 N Paulina Street 3A
Chicago, IL 60640

For Sale|Condominium|Pending
3
Beds
2
Total Baths
2
Full Baths
1,832
SqFt
$314
/SqFt
1905
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate
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(773) 998-2401
4400 N Paulina Street 3A4400 N Paulina Street 3A4400 N Paulina Street 3A4400 N Paulina Street 3A
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Welcome to the Chicago Lifestyle, a Ravenswood story. Some buildings hold history quietly. The Barrymore does not. Built in 1905 by Samuel N. Crowen - the architect behind the legendary Biograph Theater and the Willoughby Tower - this Egyptophile Art Nouveau courtyard building is one of Ravenswood's most architecturally significant residences. Step through the wrought iron gate, past the trellised entrance where symmetrical green trellises flank the courtyard on either side, and you understand immediately that this is not an ordinary address. Stucco cornices layer over brick prairie school patterns while decorative transoms and coved bulkheads frame every window - a composition you will study for years and never tire of. Unit 3A occupies the top floor corner of this intimate fifteen-unit building and is the only three-bedroom floor plan in the entire structure. With over 1,800 square feet, no shared walls, and three exposures of natural light, this home lives less like a condo and more like a single-family residence above the treetops. Southern light pours into every bedroom with nothing across the way to interrupt it. To the east, windows frame historic Paulina Street, its towering canopy, and direct skyline views stretching to the Hancock. To the north, you look into the courtyard itself - an architectural canvas that shifts beautifully with the seasons. A gracious private foyer, rare for a Chicago condo, sets the tone before you enter the living space. From there the home opens into a room generous enough to hold two full living areas and a separate dining room, all anchored by an original wood-burning fireplace that still fills the room with warmth on a winter night. The flexibility here is remarkable - sitting areas, dining, and a play space all fit within the same footprint, and every configuration feels intentional. Crown molding and timeless finishes carry the eye from room to room. The kitchen deserves its own moment. This is not the galley layout so common in Chicago courtyard buildings but a full suburban-sized kitchen with wrap-around granite countertops, dark wood cabinetry, dual lazy susans, built-in trash and recycling drawers, eat-in bar seating, a walk-in pantry, and a secondary pantry. A double sink sits beneath three windows looking onto the building's ornamental facade, turning an everyday task into something you genuinely enjoy. Set in its own room off the hallway, it offers the best of both worlds - open enough to entertain, closed enough to tuck away the mess. The primary suite sits at the back of the home bathed in southern light. Its ensuite features marble tiling, a double vanity, a walk-in shower and soaking tub, and an oversized linen closet. The second bath is equally generous with a large window and double-wide linen closet. Every closet throughout has been fitted with custom organizational systems. Side-by-side in-unit laundry, HVAC from 2017, and a brand new water heater mean the mechanicals are set for years. An exterior storage landing off the primary suite and a full walk-in basement room give you space most city homes cannot offer. The building features a wrought iron fenced courtyard, a basement gym rivaling most high-rise fitness centers, and a garage space included. Fifteen units - boutique, owner-proud, meticulously cared for. And then there is Ravenswood. Founded in 1868 as one of Chicago's original commuter suburbs, The Barrymore sits within its historic district surrounded by preserved homes and tree-lined streets. Ravenswood Elementary is directly across the street and Dollop Coffee steps from the front door. The Montrose Brown Line is two blocks away, the Lawrence Metra four. Spacca Napoli, Farm Bar, BienMeSabe, Koval Distillery, Lillstreet Art Center, and the Davis Theater are all within easy reach. This is a home for someone who appreciates architecture not as decoration, but as a way of living. This is the Chicago Lifestyle.

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Listing Snapshot
Price 
$575,000
Days On Site 
44 Days
Bedrooms 
3
Inside Area (SqFt) 
1,832 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1905
MLS® Number 
12582467
Status 
Pending
Property Tax 
$8,278
HOA/Condo/Coop Fees 
$407 monthly
Sq Ft Source 
Plans
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
4 days agoStatus changed to Pending
a month agoListing first seen on site
General Features
Direction Faces 
East
Foundation 
Brick/MortarConcrete Perimeter
Garage 
Yes
Garage Spaces 
1
Number Of Stories 
3
Parking 
Garage Door OpenerOff SiteDetachedGarage
Parking Spaces 
1
Pets 
Cats OKDogs OK
Property Sub Type 
Condominium
Sewer 
Public Sewer
Interior Features
Appliances 
RangeMicrowaveDishwasherRefrigeratorWasherDryerStainless Steel Appliance(s)Electric CooktopElectric Oven
Basement 
None
Cooling 
Ceiling Fan(s)Central Air
Electric 
100 Amp Service
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Fireplaces 
1
Flooring 
Hardwood
Heating 
Natural GasForced Air
Interior 
Entrance FoyerStorageBuilt-in FeaturesHigh CeilingsGranite CountersPantry
Laundry Features 
Washer HookupGas Dryer HookupIn UnitLaundry Closet
Window Features 
DrapesDouble Pane WindowsInsulated WindowsScreens
Bedroom 2 
Dimensions - 11X12Level - Main
Bedroom 3 
Dimensions - 11X11Level - Main
Bedroom 4 
Dining Room 
Dimensions - 11X13Level - Main
Family Room 
Foyer 
Dimensions - 4X9Level - Main
Kitchen 
Dimensions - 10X15Level - MainDescription - Eating Area-Breakfast Bar,Pantry-Closet,Custom Cabinetry,Granite Counters,Pantry
Laundry 
Dimensions - 3X6Level - Main
Living Room 
Dimensions - 16X18Level - Main
Master Bedroom 
Dimensions - 14X16Level - Main
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Exterior Features
Construction Details 
BrickStucco
Fencing 
Fenced
Lot Features 
Corner LotLandscaped
Patio And Porch 
Patio
Roof 
Rubber
Windows/Doors 
DrapesDouble Pane WindowsInsulated WindowsScreens
Community Features
Association Amenities 
Storage
Association Dues 
407
HOA Fee Frequency 
Monthly
MLS Area 
CHI - Uptown
School District 
Amundsen High School
Township 
Lake View
Schools
School District
Amundsen High School
Elementary School
Ravenswood Elementary School
Middle School
Unknown
High School
Amundsen High School
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-04-17 12:01 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.
Last checked: 2026-04-17 12:01 PM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

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