1355 W Winnemac Avenue #3 — Chicago, IL 60640
Closed
Chicago, IL 60640

1355 W Winnemac Avenue #3

$899,900
3 beds · 2 baths
Listed at $899,900 8 days on market $15,422/yr taxes
01About this home

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.

02Inside the home
03By the numbers
$899,900
List price
Square feet
3
Bedrooms
2 full
Bathrooms
2018
Year built
Lot size
1
Garage spaces
$15,422
Annual taxes
Attached Single
Style
8
Days on market
04Features
Heating
Natural GasForced AirRadiant Floor
Cooling
Central Air
Appliances
MicrowaveDishwasherHigh End RefrigeratorWasherDryerStainless Steel Appliance(s)
Parking
Garage Door OpenerDetachedGarage
Construction
Brick
Sewer
Public Sewer
05Neighborhood
This home EElementary schoolMMiddle schoolHHigh school
E Elementary school
Mccutcheon Elementary School
Chicago, IL
📍0.5 mi🚗1 min🚶12 min
M Middle school
Mcclellan Elementary School
Chicago, IL
📍265 mi🚗689 min
H High school
Senn High School
Chicago, IL
📍1.1 mi🚗3 min🚶26 min
  • Ba Le 950 ft
  • Sun Wah Bar-B-Que 0.2 mi
  • Phở Xe Tăng (Tank Noodle) 0.2 mi
  • Immm 0.2 mi
  • Marty's Martini Bar 0.2 mi
  • Phở Việt 0.2 mi
  • BP Shop 0.2 mi
  • Argyle Store 0.2 mi
  • Clark Haus 0.2 mi
  • Old World Market 0.2 mi
  • Tai Nam Market 0.3 mi
  • J&A Convenience Store 0.3 mi
  • Carmen Park 850 ft
  • Hickory Park 0.4 mi
  • Andersonville Park 0.4 mi
  • Chase Park 0.5 mi
  • Gooseberry Park 0.5 mi
  • Cedar Playlot Park 0.5 mi
  • Bambu 950 ft
  • Fat Miilk Uptown 950 ft
  • Dunkin' 0.2 mi
  • Uni Uni 0.2 mi
  • Pick Me Up Cafe 0.3 mi
  • La Colombe Coffee 0.3 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

May 20, 2026
SoldThis listing
$955,000
Mar 17, 2026
Listed for saleThis listing
@properties Christie's International Real Estate
$899,900
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by @properties Christie's International Real Estate · Michael McGuinness
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12592014
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