$995,000
1335 W Hollywood Avenue
Chicago, IL, 60660
This one is special! Truly unique, move in ready, classic Andersonville vintage brick 2 flat with custom condo quality owners unit 3bed/2bath duplex down and sunny vintage 3bed/1bath rental up! Unlike every other 2 flat in the city, this one has fantastic light & views due to it’s unique lot next to 4 SFH to the west with leafy backyard gardens with wide setbacks and NO alley or garages! A unique, mid-block position on this quiet, one-way tree lined street gives you a nice backyard view & sunny, south facing garden! Bright & light filled units — even on the 1st floor. A slightly extra long 130′ lot with an adorable brick 2 car garage with a fully fenced yard with just enough grass & a paver patio are ready for your kids, pets and parties! So much has been done to this c. 1913 gem and yet so much could still be done to give it a 21st century upgrade. Would make an amazing investment property for a live in owner or perfect candidate for SFH deconversion. Basement has a side AND back entry with potential to add a 3rd rental unit/ADU. HUGE Upgrade – all new lead free water service installed 2026! Original woodwork, hardware, built-ins, and vintage details remain beautifully intact throughout! .3 miles to Bryn Mawr red line, .7 miles to Peterson Metra, .7 miles to Hollywood Beach & lakefront trails. Incredible walkable location a block and a half off Clark St. with some of the north side’s best cafes, dining, shopping & entertainment just steps from your front door! See additional docs for list of improvements.
Property Details
Price:
$995,000
MLS #:
MRD12747849
Status:
Active
Beds:
6
Baths:
3
Type:
Multi Family
Subdivision:
Andersonville
Neighborhood:
chiedgewater
Listed Date:
Sep 23, 2026
Year Built:
1913
Schools
School District:
299
Elementary School:
Peirce Elementary School Intl St
Middle School:
Peirce Elementary School Intl St
High School:
Senn High School
Interior
Heating
Natural Gas
Exterior
Construction Materials
Brick
Fencing
Fenced
Garage Spaces
2
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Patio And Porch Features
Patio
Roof
Asphalt, Tile, Flat
Window Features
Screens
Financial
Tax Year
2025
Taxes
$11,349
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Multi Family in Chicago as of Sep 24, 2026
1,392
Multi Family Listed
80
Avg DOM
$534,225
Avg List Price
Community
- Address1335 W Hollywood Avenue Chicago IL
- SubdivisionAndersonville
- CityChicago
- CountyCook
- Zip Code60660
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Property Summary
- Located in the Andersonville subdivision, 1335 W Hollywood Avenue Chicago IL is a Multi Family for sale in Chicago, IL, 60660. It is listed for $995,000 To schedule a showing of MLS#mrd12747849 at 1335 W Hollywood Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

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1335 W Hollywood Avenue
Chicago, IL


































