Looking for the fun and convenience of city living but want a space that lives like a true home? Look no further - 1428 W Olive #2 has perfect blend of vintage charm and modern luxury on one of Andersonville's most beautiful and peaceful residential streets with all the spaces you'd enjoy in a single family home. This sun-drenched, completely renovated 3-bedroom, 2-bathroom + office/den/second living space home offers an open-concept layout today's buyers crave, but with the timeless character only vintage Chicago buildings can offer. The heart of the home is a stunningly updated kitchen (2020) that flows seamlessly into extra wide, expansive living and dining spaces, making entertaining effortless. Vintage hardwood floors run throughout, while beautifully remodeled bathrooms (2020 & 2021), custom-built closet systems, dedicated office space, and abundant natural light create a home that is as functional as it is stylish. Original stained-glass windows and a charming fireplace provide warmth and character rarely found in such a thoughtfully updated residence. Enjoy morning coffee or summer dinners & wine from your wine fridge (2023) on the covered rear deck, plus the convenience of a private garage parking space complete with an EV charger (2025), dedicated storage, and a well-maintained building featuring a new roof (2023). Located just steps from Andersonville's beloved Clark Street corridor, you'll find neighborhood favorites like Hopleaf, Big Jones, & Bar Roma, along with boutique shopping at Andersonville Galleria, Foursided Card + Gift - Andersonville, Milk Handmade, and Five Elements Home. Andersonville is known as Chicago's "shop local" capital, filled with independent restaurants, cafes, bookstores, and galleries to explore. Spend your weekends strolling the Andersonville Farmers Market, attending the neighborhood's iconic Midsommarfest, enjoying Taste of Andersonville, Wine Walks, Arts Weekend, and countless other community events that make this one of Chicago's most vibrant neighborhoods. A rare opportunity to enjoy turnkey living, historic Greystone character, and a true walk-to-everything lifestyle in the heart of Andersonville - and within the coveted Peirce school district on this extra wide 35 foot lot.

Property Details

PRICE
$649,000
BEDROOMS
3
BATHROOMS
2
SQFT
1650
YEAR BUILT
1915
PARKING SPOTS
1
MLS #
12672574
FULL ADDRESS
1428 1428 Olive Avenue 2
NEIGHBORHOOD
Andersonville
CITY
Chicago, IL
ZIP
60660

Listing Details

Listing Office
Baird & Warner
Listing Agent
Jacqueline Patton
Contact
312-640-7010
Last Data Update
2026-06-18T15:32:19Z

Interior

BATHROOMS
2 Full Bathrooms

Schools

School District
299
Elementary School
Peirce Elementary School Intl St
High School
Senn Achievement Academy High Sc

Other important details

HOA FEE
420
HOA FREQUENCY
Monthly
HOA INCLUDES
Water
TAX YEAR
2024
TAXES
8467.37

Buy This Home With a Local Expert

22 years. 600+ Chicago closings. Individual, hands-on representation from first tour through close. Ken can be your buyer's agent on this property. Call 773.398.5585 or drop your details below.

MRED Logo
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by MRED (Midwest Real Estate Data). Properties may or may not be listed by the office/agent presenting the information.

Some listings have been excluded from this website.

© 2026 At World Properties, LLC. All rights reserved

Other listings you might like

Let’s start the conversation!

Whether you’re buying, selling, or just exploring your options. I’m happy to share insights and expert guidance, no pressure, no obligations. Simply enter your contact below, and I’ll get back to you.

    By submitting this form, you acknowledge that no agency relationship is created by this submission; such a relationship requires a written agreement (Illinois Real Estate License Act of 2000). The personal information you provide will be used solely to respond to your inquiry and will not be sold or shared with third parties. See Privacy Policy for full details.

    NEWS & INFORMATION

    North Shore Market Sees Rising Competition

    The North Shore continues to see increased demand for luxury homes priced between $2 million and $3 million. Properties that once lingered on the market for six months or more are now selling within 60 days due to height...

    Read More

    Cirrus Penthouse Sale Reflects Downtown Condo Strength

    Downtown Chicago’s luxury condo market remains robust, as evidenced by the recent $4.1 million sale of a penthouse in the Cirrus condo tower. Located along the lakefront, this property offers breathtaking views and pre...

    Read More

    West Town Modern Home Highlights Buyer Preferences

    In Chicago’s West Town neighborhood, a contemporary single-family home listed at $1.5 million exemplifies the evolving tastes of luxury buyers. This five-bedroom, 3.5-bath property features modern amenities, sleek arch...

    Read More
    Office location - Ken JUNGWIRTH