4400 N Paulina Street #3A
Chicago, IL, 60640
$575,000
3 Beds
2 Baths
1,832 SqFt
0 Acres
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$575,000
4400 N Paulina Street #3A
Chicago, IL, 60640
MLS #MRD12582467 image #0MLS #MRD12582467 image #1MLS #MRD12582467 image #2MLS #MRD12582467 image #3MLS #MRD12582467 image #4MLS #MRD12582467 image #5MLS #MRD12582467 image #6MLS #MRD12582467 image #7MLS #MRD12582467 image #8MLS #MRD12582467 image #9MLS #MRD12582467 image #10MLS #MRD12582467 image #11MLS #MRD12582467 image #12MLS #MRD12582467 image #13MLS #MRD12582467 image #14MLS #MRD12582467 image #15MLS #MRD12582467 image #16MLS #MRD12582467 image #17MLS #MRD12582467 image #18MLS #MRD12582467 image #19MLS #MRD12582467 image #20MLS #MRD12582467 image #21MLS #MRD12582467 image #22
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.

Property Details

Price:
$575,000
MLS #:
MRD12582467
Status:
Active
Beds:
3
Baths:
2
Type:
Condo
Neighborhood:
chiuptown
Listed Date:
Mar 8, 2026
Finished Sq Ft:
1,832
Year Built:
1905
Parking TotalChi – UptownChiuptownRavenswood Elementary SchoolAmundsen High School

Schools

School District:
299
Elementary School:
Ravenswood Elementary School
High School:
Amundsen High School

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Electric Cooktop, Electric Oven
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air
Laundry Features
Washer Hookup, Gas Dryer Hookup, In Unit, Laundry Closet

Exterior

Association Amenities
Bike Room/Bike Trails, Exercise Room, Storage, Patio
Construction Materials
Brick, Stucco
Parking Features
Garage Door Opener, Off Site, Garage Owned, Detached, Garage
Parking Spots
1
Roof
Rubber

Financial

HOA Fee
$407
HOA Frequency
Monthly
HOA Includes
Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
Tax Year
2024
Taxes
$8,278
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Condo in Chicago as of Mar 10, 2026
3,088
Condo Listed
63
Avg DOM
375
Avg $ / SqFt
$638,316
Avg List Price

Community

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Property Summary

    4400 N Paulina Street #3A Chicago IL is a Condo for sale in Chicago, IL, 60640. It is listed for $575,000 and features 3 beds, 2 baths, and has approximately 1,832 square feet of living space, and was originally constructed in 1905. The current price per square foot is $314. The average price per square foot for Condo listings in Chicago is $375. The average listing price for Condo in Chicago is $638,316. To schedule a showing of MLS#mrd12582467 at 4400 N Paulina Street #3A in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
4400 N Paulina Street #3A
Chicago, IL