Kenwood Homes under $300,000

Kenwood Homes under $300,000

Welcome to Kenwood, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Known for its rich history and diverse community, Kenwood is a hidden gem that offers a unique blend of urban living and suburban charm. The area is characterized by its stunning tree-lined streets, historic architecture, and a welcoming atmosphere that makes it an ideal place for families, young professionals, and retirees alike.

Kenwood boasts an array of homes, with many options available under $300,000. This affordability makes it an attractive choice for first-time homebuyers and those looking to invest in a thriving community. You'll find a variety of housing styles, from classic brick bungalows to modern condos, all reflecting the neighborhood's architectural diversity. The homes in Kenwood often come with spacious yards and easy access to local parks, providing plenty of outdoor space for relaxation and recreation.

Living in Kenwood means being part of a community that values culture and education. The neighborhood is home to several esteemed institutions, including the University of Chicago, which adds a vibrant energy to the area. Residents enjoy access to a wealth of cultural experiences, from art galleries to music festivals, all within a short distance.

Convenient transportation options, including the Metra and CTA trains, make commuting to downtown Chicago a breeze. With its rich history, beautiful homes, and a strong sense of community, Kenwood is not just a place to live; it’s a place to thrive. Explore the opportunities waiting for you in this charming neighborhood today!

Newest Kenwood Homes under $300,000

4850 S Lake Park Avenue Unit #308B, Chicago
$39,900
2 Beds ⋅ 1 Baths ⋅ 12803217 MLS ⋅ NEW Status
With today's interest rates, a cash purchase can make more sense than taking on a 30-year mortgage. If you've saved a down pyment, those savings may be enough to buy this move-in-ready home at Harper Square Coperative, with no mortgage pyment and no interest. This beautifully updated 2-bedroom, 1-bath home has a remodeled bathroom, updated flooring, and custom closets throughout, designed to maximize storage. The north-facing unit offers comfortable living and dining areas and peaceful treetop views over the courtyard. Its third-floor location adds everyday convenience: elevator rides are short; groceries and packages are easy to bring in, and the leafy courtyard views make the home feel private. When you buy into a coperative, you purchase shares in the corpp that owns the building, and those shares come with a proprietary lease that gives you the right to live in your unit. One of the biggest advantages is that the $1,377 monthly assessment covers costs most homeowners submit separately. It includes real estate taxes, heat, air conditioning, gas, water, cable TV, interior and building maintenance, 24-hour door staff, the fitness center, and community spaces. Residents responsible only for electricity, internet, and optional rental parking. The location is hard to beat. You're steps from the University of Chicago, the Lakefront Trail, Whole Foods, Trader Joe's, Michelin-starred restaurants, parks, schools, the Museum of Science and Industry, CTA buses, and the Metra Electric Line. Downtown is about 15 minutes away by Metra or car, and Soldier Field and the Museum Campus are about 10 to 15 minutes by car via DuSable Lake Shore Drive. Whether you're commuting to work, catching a Bears game, or spending a day along the lake, Chicago is right at your doorstep. This is a cash purchase only. Co-op board approval is required, and rentals are not permitted. In addition to the purchase price, a $5,620 share deposit to Harper Square Coperative is due at purchase and returned to you when you sell.

4850 S Lake Park Avenue Unit #308B, Chicago

4850 S Lake Park Avenue Unit #1201, Chicago
$75,000
3 Beds ⋅ 2 Baths ⋅ 12705188 MLS ⋅ ACTIVE Status
Beautifully maintained and thoughtfully designed, this spacious three-bedroom residence offers an ideal blend of comfort, style, and functionality. Expansive wall-to-wall windows flood the home with natural light while showcasing stunning city and treetop views. The open floor plan is anchored by a contemporary fireplace with custom built-in shelving, while a separate dining area provides the perfect setting for everyday living and entertaining. The kitchen features stainless steel appliances, marble countertops with beveled edges, abundant cabinetry, a large island, and generous storage space. Rigid-core flooring extends throughout the home, creating a seamless and sophisticated aesthetic. The spacious bedrooms offer exceptional closet space, beautiful views, and the flexibility to accommodate a dedicated home office, guest room, or creative workspace, including thoughtfully designed built-in organization with storage for more than 80 pairs of shoes. Harper Square amenities include door staff, on-site management, a hospitality room, fitness center, laundry facilities, commissary services, and available garage parking for a nominal monthly fee. Ideally situated in the heart of Hyde Park and Kenwood, this exceptional location offers convenient access to the lakefront, shopping, dining, museums, public transportation, and major expressways. Cash purchase only. Board approval required. Proof of funds required before showings.

4850 S Lake Park Avenue Unit #1201, 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.

How much is your home worth?

Get instant property value now!