Old Town Homes under $350,000

Old Town Homes under $350,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Old Town and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Old Town Homes under $350,000

1555 N Sandburg Terrace Unit #512K, Chicago
$320,000
1 Beds ⋅ 1 Baths ⋅ 12735031 MLS ⋅ Sandburg Village BLDG.
Experience elevated city living at Kilmer House in this sun-drenched one-bedroom condo, ideally positioned between Old Town and Gold Coast. This east-facing unit offers picturesque treetop views, abundant natural light, and a stylish open-concept living space. Inside, you'll find updated vinyl floors throughout, refreshed bathroom finishes, and a thoughtfully finished kitchen featuring granite countertops, modern cabinetry, and stainless steel appliances. The living area comfortably fits both living and dining space, extending seamlessly to a private balcony with stunning treetop views. The spacious bedroom easily accommodates a king-size bed, with two generous closets and a built-in desk for added functionality. Storage abounds throughout, including a massive walk-in hall closet, coat closet, linen closet, and an additional storage cage on the same floor. Kilmer House residents enjoy full-service amenities including a doorman, attached heated garage parking, outdoor pool, tennis courts, and a fitness center. This location offers walkable access to Lake Michigan, the Magnificent Mile, Lincoln Park Zoo, and the dining, shopping, and nightlife of both neighborhoods - all without the premium price tag typically attached to Gold Coast addresses. Multiple bus lines and easy access to the Red, Brown, and Purple CTA lines make this location as convenient as it is desirable.

1555 N Sandburg Terrace Unit #512K, Chicago

1360 N Sandburg Terrace Unit #1106C, Chicago
$295,000
1 Beds ⋅ 1 Baths ⋅ 12736182 MLS
Ideally situated in the heart of Sandburg Village, this 1-bedroom residence at Cummings House offers comfortable city living with a private balcony and beautiful skyline and lake views. The northeast-facing home is filled with natural light and features hardwood floors throughout, an open-concept living area, and a kitchen with abundant cabinetry and a convenient breakfast bar with seating. The bedroom offers beautiful views, while the marble-tiled bathroom and fresh paint throughout give the home a clean, refreshed feel. Residents of Cummings House enjoy an impressive collection of full-service amenities, including an outdoor pool with cabanas, private tennis and pickleball courts, a rooftop deck with panoramic city views, doorman, 24-hour on-call maintenance, on-site garage parking, bike storage, laundry facilities, and a dedicated package and receiving room. Set near the Gold Coast, Old Town, and Lincoln Park, this location puts some of Chicago's best dining, shopping, entertainment, and outdoor recreation within easy reach. North Avenue Beach and the lakefront paths are nearby. Enjoy restaurants such as Small Cheval, Happy Camper, and the 3 Arts Club along with the Chicago History Museum, Second City, and Zanies for entertainment. Your neighborhood grocery options include Fresh Market, Aldi, and Potash Market. Convenient access to the Red and Brown Lines, as well as Clark and LaSalle bus routes, makes getting around the city effortless. Enjoy the best of city living from this beautiful home in one of Chicago's most established residential communities.

1360 N Sandburg Terrace Unit #1106C, Chicago

1360 N Sandburg Terrace Unit #2603C, Chicago
$296,000
1 Beds ⋅ 1 Baths ⋅ 12741287 MLS ⋅ Sandburg Village BLDG.
Perched on the 26th floor of Cummings House in the Gold Coast's Carl Sandburg Village, this freshly renovated 1-bedroom, 1-bath condo pairs sweeping skyline views with one of Chicago's most walkable addresses. Inside, wood laminate floors and crown molding run through a bright, open living and dining area set beneath a wall of windows - imagine watching the city light up from your sofa every evening. A 2026 renovation reset the kitchen and bath. The kitchen anchors the space with quartz countertops, solid wood cabinetry, and a peninsula with breakfast-bar seating, backed by a brand-new GE stainless steel appliance package - refrigerator, range, dishwasher, and microwave - with room left for a proper dining table. The generously scaled bedroom is tucked off its own hall, next to the updated bath finished in porcelain tile with an engineered marble countertop and a solid wood vanity. Cummings House is a full-service building with door staff, security, on-site management and engineering, elevators plus a service elevator, a bike room, party room, sundeck, and pool, surrounded by the community gardens and landscaped terraces that thread through Sandburg Village. Monthly assessments cover heat, water, doorman, TV/cable, internet, and Wi-Fi, plus exterior maintenance and trash removal - translation: most of the monthly bills are handled before you've unpacked. A first-floor storage unit is included, on-site laundry is steps away, and heated garage parking is available through the building. Out the front door on Schiller Street, you're a short walk to the Clark/Division Red Line and the Sedgwick Brown Line, with the 22, 36, 151, and 156 buses close by, Potash Markets and Jewel-Osco for groceries, and Old Town's Wells Street restaurants, Lincoln Park, and North Avenue Beach all within reach. The unit sits in the Ogden International School of the Americas (K-8) and Lincoln Park High School attendance areas - a perfect blend of skyline living and everyday neighborhood ease.

1360 N Sandburg Terrace Unit #2603C, Chicago

1355 N Sandburg Terrace Unit #2206D, Chicago
$275,000
1 Beds ⋅ 1 Baths ⋅ 12728949 MLS ⋅ Sandburg Village BLDG.
This gorgeous, recently renovated 1 bedroom, 1 bath condo on the 22nd floor of Dickinson House in Sandburg Village boasts a stunning eastern exposure with fantastic city and lake views and is tucked away in the quiet enclave of Sandburg Village. The spacious condo has an enormous living room with tons of space for a large sectional as well as an office area and is flooded with light coming through oversized windows. Due to the high floor, this unit clears all neighboring buildings, affording spectacular views. Off the living area is the dining room, which easily fits a table for 6 and opens to the recently updated kitchen which has hand-stained cabinetry in shades of light grey and pewter, stainless steel appliances (including brand new Frigidaire fridge), quartz countertops, undermount lighting, a water filtration system and abundant cabinet and countertop space. Both AC units are within the last few years, near new. Lighting in kitchen area and dining room new as well. The luxurious, spa-like bath was recently gut-rehabbed and features motion-activated lighting, an oversized walk-in shower with a glass shower door, floor-to-ceiling tiles and high-end designer fixtures including a European medicine cabinet with built-in lighting and hidden storage. The bedroom easily fits a king-sized bed, has a large closet as well as eastern- facing windows and plenty of space for a second office/desk area. Newer engineered hardwood floors, custom blinds and designer finishes throughout. Walls are painted in a neutral palette and an abundance of storage closets including a linen closet and coat closet/pantry complete this home as well as a free storage cage and bike storage in the building. Well run and financially sound building. All the amenities of Sandburg Village (2 outdoor pools, tennis courts, laundry, rooftop deck, bike room, door staff, on-site management) make this condo a fantastic space to call home. Small yearly membership applies for pools $245/annual and tennis/pickleball court $135/annual. Internet and cable included in the HOA fee. Close to Gold Coast restaurants, nightlife, Lincoln Park and Mag Mile, Oak Street Beach, the lake, farmer's markets and more. This home has it all. Only 2 blocks to the Red Line at Clark/Division and just a few minutes drive to both LSD and 90/94. Chicago bus lines, 22 and 36 on N Clark St and 156 on Lasalle. Two zip cars in the plaza. INVESTOR FRIENDLY, no rental cap.

1355 N Sandburg Terrace Unit #2206D, 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.