1355 W Winnemac Avenue #3
Chicago, IL, 60640
$899,900
3 Beds
2 Baths
0 SqFt
0 Acres
Add
Add
$899,900
1355 W Winnemac Avenue #3
Chicago, IL, 60640
MLS #MRD12592014 image #0MLS #MRD12592014 image #1MLS #MRD12592014 image #2MLS #MRD12592014 image #3MLS #MRD12592014 image #4MLS #MRD12592014 image #5MLS #MRD12592014 image #6MLS #MRD12592014 image #7MLS #MRD12592014 image #8MLS #MRD12592014 image #9MLS #MRD12592014 image #10MLS #MRD12592014 image #11MLS #MRD12592014 image #12MLS #MRD12592014 image #13MLS #MRD12592014 image #14MLS #MRD12592014 image #15MLS #MRD12592014 image #16MLS #MRD12592014 image #17MLS #MRD12592014 image #18MLS #MRD12592014 image #19MLS #MRD12592014 image #20MLS #MRD12592014 image #21MLS #MRD12592014 image #22MLS #MRD12592014 image #23MLS #MRD12592014 image #24MLS #MRD12592014 image #25MLS #MRD12592014 image #26MLS #MRD12592014 image #27MLS #MRD12592014 image #28MLS #MRD12592014 image #29MLS #MRD12592014 image #30MLS #MRD12592014 image #31MLS #MRD12592014 image #32MLS #MRD12592014 image #33MLS #MRD12592014 image #34MLS #MRD12592014 image #35
Meticulously maintained and perfectly positioned, this rare 3BD/2BA simplex penthouse in the heart of Andersonville offers the ultimate blend of modern luxury and expansive private outdoor living. Built in 2018, this all-brick residence retains its “like-new” luster with high-end finishes and an intelligent, open-concept layout. The light-filled interior features a stunning living area anchored by a gas fireplace, flowing into a chef’s kitchen with premium Thermador appliances and a dedicated dining space. Step out onto the wide front balcony to enjoy morning coffee overlooking a quiet, tree-lined one-way street. The primary suite is a true retreat, featuring a private back balcony, a large walk-in closet, and a spa-inspired ensuite bath with heated floors and steam shower. Two additional generous bedrooms are located on the main level. Ascend to the versatile upper-level bonus space-ideal for a high-performance home office-which opens to a massive private rooftop deck with breathtaking, unobstructed views of the Chicago skyline. This location is a commuter’s dream, offering effortless access to both the Red Line and the UP-N Metra, placing the entire city within reach. Includes 1 garage space and storage. This is a pristine, move-in-ready asset in one of Chicago’s most coveted walk-to-everything pockets.

Property Details

Price:
$899,900
MLS #:
MRD12592014
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Neighborhood:
chiuptown
Listed Date:
Mar 16, 2026
Year Built:
2018
Parking TotalChi – UptownChiuptownMccutcheon Elementary SchoolMcclellan Elementary SchoolSenn High School

Schools

School District:
299
Elementary School:
Mccutcheon Elementary School
Middle School:
Mcclellan Elementary School
High School:
Senn High School

Interior

Appliances
Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Radiant Floor
Interior Features
Storage, Walk-In Closet(s), Dining Combo, Pantry
Laundry Features
In Unit

Exterior

Construction Materials
Brick
Garage Spaces
1
Parking Features
Garage Door Opener, Yes, Detached, Garage
Parking Spots
1
Parking Total
1

Financial

HOA Fee
$190
HOA Fee Frequency
Monthly
HOA Includes
Water, Insurance, Exterior Maintenance, Scavenger
Tax Year
2024
Taxes
$15,422
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

More About Debra

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chicago as of Apr 30, 2026
2,777
Single Family Listed
69
Avg DOM
236
Avg $ / SqFt
$588,863
Avg List Price

Community

Similar Listings Nearby

broker reciprocity
MLS# MRD12593651broker reciprocity
5231 N Lakewood Avenue
Chicago, IL

$1,150,000

0.3 miles away

broker reciprocity
MLS# MRD12532260broker reciprocity
6106 N Hermitage Avenue
Chicago, IL

$1,149,000

1.5 miles away

broker reciprocity
MLS# MRD12607622broker reciprocity
832 W Junior Terrace
Chicago, IL

$1,125,000

1.1 miles away

broker reciprocity
MLS# MRD12616224broker reciprocity
5426 N Kildare Avenue
Chicago, IL

$1,115,000

3.7 miles away

broker reciprocity
MLS# MRD12602558broker reciprocity
3033 N Leavitt Street
Chicago, IL

$1,100,000

2.7 miles away

broker reciprocity
MLS# MRD12613580broker reciprocity
1516 W Sherwin Avenue
Chicago, IL

$1,100,000

2.9 miles away

broker reciprocity
MLS# MRD12613166broker reciprocity
4542 N Ashland Avenue
Chicago, IL

$1,099,900

0.7 miles away

broker reciprocity
MLS# MRD12618896broker reciprocity
208 W St Paul Avenue
Chicago, IL

$1,099,000

4.4 miles away

broker reciprocity
MLS# MRD12597943broker reciprocity
2710 N Sacramento Avenue
Chicago, IL

$1,075,000

3.6 miles away

broker reciprocity
MLS# MRD12609597broker reciprocity
1463 W SUNNYSIDE Avenue
Chicago, IL

$1,050,000

0.7 miles away

Property Summary

    1355 W Winnemac Avenue #3 Chicago IL is a Single Family for sale in Chicago, IL, 60640. It is listed for $899,900 and features 3 beds, 2 baths, and has approximately 0 square feet of living space, and was originally constructed in 2018. The average price per square foot for Single Family listings in Chicago is $236. The average listing price for Single Family in Chicago is $588,863. To schedule a showing of MLS#mrd12592014 at 1355 W Winnemac Avenue #3 in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
1355 W Winnemac Avenue #3
Chicago, IL