Andersonville Homes under $750,000

Welcome to Andersonville, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its rich history and diverse community, Andersonville is a charming enclave that beautifully blends the old with the new. Once a Swedish immigrant hub, the area has transformed into a lively destination filled with unique boutiques, eclectic restaurants, and inviting cafes, making it an ideal spot for families, young professionals, and anyone looking to experience the warmth of a close-knit community.

One of the standout features of Andersonville is its strong sense of local pride. Residents enjoy a variety of community events throughout the year, from street fairs to farmers' markets, fostering connections and celebrating the neighborhood's cultural heritage. The tree-lined streets are perfect for leisurely strolls, and the historic architecture adds character to the landscape, showcasing a mix of vintage homes and modern developments.

For those seeking to make Andersonville their home, you’ll be delighted to find an array of charming properties available for under $750,000. Whether you’re looking for a cozy single-family home, a stylish condo, or a classic Victorian, the housing market here offers a range of options to suit various tastes and lifestyles. With its welcoming atmosphere and convenient access to public transportation, shopping, and parks, Andersonville is not just a place to live, but a community to thrive in. Discover your dream home in this delightful neighborhood and become a part of the Andersonville story!

Newest Andersonville Homes under $750,000

1425 W Summerdale Avenue Unit #3A, Chicago

$425,000

2 Beds ⋅ 1 Baths ⋅ 12775941 MLS ⋅ NEW Status ⋅ Andersonville BLDG.

Spectacular Penthouse views from this classic courtyard building in the heart of Andersonville. Open concept 2BR condo with abundant light. Original hardwood flooring and natural light streaming in through the bay window area. The living room features a wood burning fireplace and leads to a seating area with bay window--perfect for a reading nook or gazing out beautiful Andersonville from above the tree tops. The dining area is large enough to accommodate an 8-top table. The kitchen is well-equipped with new KitchenAid stainless appliances (2019/2020), ample cabinet storage and a unique mosaic countertop. The kitchen leads to a small balcony that only this unit has access to , and is large enough for a small love seat. Both bedrooms are typical vintage bedroom sizes and have great closet space. The primary bedroom looks out into the treetops, while the second bedroom has a murphy bed--perfect for a work from home space. Bathroom was a total gut in the last 2 years, all marble, Kohler air bath tub and Kohler fixtures. 2 new smart LG A/C units. Walking distance to everything Andersonville has to offer, just one block away. The best restaurants, nightlife, grocery stores, coffee shops, summer festivals (like Midsommar Fest!) and public transit are all at the end of the street. Rental parking options in the area.

1425 W Summerdale Avenue Unit #3A, Chicago

$625,000

3 Beds ⋅ 2 Baths ⋅ 12771934 MLS ⋅ NEW Status

Andersonville at its best. Bright and beautifully refreshed 3-bedroom, 2-bathroom condo on a quiet, tree-lined street, just steps from the heart of the neighborhood's iconic Clark Street corridor. This updated second-floor unit offers abundant natural light, vintage character, and thoughtful modern touches. The spacious, well-maintained home features real hardwood floors, a gas fireplace with built-ins, and an open kitchen, living, and dining layout with room for a full-size table. The home features stainless steel kitchen appliances, in-unit laundry, crown moldings, and brand-new high-quality fabric window shades installed in September 2026, with top-down privacy features and room-darkening functionality in the bedrooms. The primary bedroom includes an en-suite bathroom and a generous walk-in closet. Enjoy a large back deck perfect for entertaining or relaxing and an additional shared community patio area and fire pit. Private end-unit basement storage, and plentiful bike storage. Conveniently located in the highly rated Chappell Elementary and Amundsen High School attendance boundaries, as well as within a short walk of several private and charter schools, including Rogers Park Montessori School, Chicago Waldorf School, and Passages Charter School. Exceptional walkability and transit access put Andersonville's vibrant shops, restaurants, cafes, parks, and everyday conveniences close at hand. Easy access to Lake Shore Drive, two Metra stations, and numerous CTA bus and train routes. Parking is easy, with readily available street parking directly in front of the building and an optional leased garage space across the alley is leased. The garage owner is willing to sign a new lease with the buyers. Well-managed, responsive HOA with healthy reserves.

5357 N Paulina Street Unit #2, Chicago

$599,000

2 Beds ⋅ 2 Baths ⋅ 12773538 MLS ⋅ NEW Status ⋅ Andersonville BLDG.

Exceptional modern vintage character, extra-wide living space, and an unbeatable Andersonville location with garage parking! This extra wide 2-bedroom, 1.5-bath home offers the rare combination of timeless vintage charm, generous proportions, and modern conveniences-with an extra-wide floor plan that provides an exceptional sense of space and flexibility. Designed for comfortable living and entertaining, the expansive layout offers two bedrooms plus space for a home office, creating the perfect setup for working from home, a creative studio, or additional flexible living space. The gracious living room features a beautiful fireplace, while the massive dining room provides plenty of room to gather and entertain. The spacious kitchen includes a walk-in pantry, and an oversized basement storage room offers an abundance of additional storage. There is also potential to convert the existing half bath into a full bath, adding even more functionality to this already impressive home and an easy value add. This flat has an in-unit washer/dryer, central A/C, and outdoor space too. There is also potential to convert the existing half bath into a full bath, adding even more functionality to this already impressive home. Located in the desirable Peirce School District and right in the heart of Andersonville, this home places the very best of the neighborhood just outside your door. Walk to Collectivo on the corner, enjoy boutique shopping and a vibrant nightlife. Multiple fitness studios such as Cheetah Gym and Orange Theory are walkable. Convenient access to both CTA and Metra makes commuting easy and you are a few blocks from the lake!

1455 W Rascher Avenue Unit #2W, Chicago

$389,999

2 Beds ⋅ 1 Baths ⋅ 12769557 MLS ⋅ ACTIVE Status

Vintage alert! Centrally located near the heart of all that Andersonville has to offer, this 1920's brick building gives all the historic feels while still being connected to modern life. Inside, the condo features historic elements such as original hardwood floors, built-in cabinetry with antique pulls, solid wood-paneled doors with distinguished doorknobs, as well as room for four sconces in the living room. The large, south-facing living area features brand new paint throughout, and with great natural light is perfect for any style of decor, while the formal dining area is a hallmark of the era and perfect for entertaining. The kitchen features lots of upper and lower updated cabinetry, large countertops for extra prep space and stainless steel appliances. The extra-large primary bedroom can easily fit a king-sized bed and comes with a separate sitting area, while the second bedroom is perfect for an office, library or to keep as a bedroom. Other features include a rear deck for outdoor space, one exterior parking spot included in the price, on-site storage, free on-site laundry in the basement, as well as heat included in the monthly HOA. Close to the Ravenswood Metro with a bus stop right across the street and just steps from Hopleaf, Bar Roma, Women and Children First, Lady Gregory, Cheetah Gym, Kopi, Alamo Shoes, Scout, Calo, Lost Larson, Replay, A Taste of Heaven, District, Brown Elephant... there is no reason to ever leave the neighborhood!

1730 W Foster Avenue Unit #1, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is 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.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.