299 Townhomes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in 299 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!

Newest 299 Townhomes for Sale

$379,900

2 Beds ⋅ 2 Baths ⋅ 12796168 MLS ⋅ NEW Status

Beautiful 2 bedroom/2-bathroom Townhome with 3 levels of living space and attached 2 car garage. 1st level with Family room or could be den/office. 2nd level has lovely living room/dining room combo with fireplace, hardwood floors, custom colors and woodwork thru-out, full bathroom, kitchen with custom cabinets, granite countertops and all appliances. 3rd level with 2 nice size bedrooms with spacious closets, full updated bathroom and laundry. HVAC system and water heater replaced 9/2025. Dishwasher, stove and microwave 2021. Roof replaced in 2024. Close to restaurants, shopping and interstates.

3951 W Ainslie Street Unit #10, Chicago

$179,000

2 Beds ⋅ 1 Baths ⋅ 12796039 MLS ⋅ NEW Status

Welcome To Your New Home for the Holidays!!! Recently renovated two-story townhouse in Chicago's Jeffrey Manor neighborhood! Freshly painted and featuring new finishes and appliances, this home offers a fresh, updated feel and is ready for you to move right in with tasteful updates. In unit laundry, so you never have to leave. Enjoy outdoor space for relaxing or entertaining in the warmer months, complete with a deck that will be stained for a refreshed finishing touch before closing. Convenient access to the Dan Ryan makes getting around the city easy, with downtown Chicago within reach for work, dining, shopping, and entertainment. 20 mins by car, 40 minutes by the J14 Bus. Schedule your showing today!

9513 S Merrion Avenue, Chicago

$124,900

2 Beds ⋅ 1 Baths ⋅ 12780160 MLS ⋅ NEW Status

***BE AWARE OF SCAMMERS, THIS PROPERTY IS ABSOLUTELY NOT FOR RENT***LOW MAINTENANCE, MOVE-IN READY TWO BEDROOM, ONE BATH TOWNHOUSE WITH PRIVATE ENTRANCE/EXIT, NO HOA FEES, READY FOR A NEW OWNER. 1ST FLOOR YOU'LL FIND THE KITCHEN, LIVING/DINING ROOM and UTILITY/FURNACE ROOM. FENCED IN SIDE/BACK YARD, AN ADDITIONAL OFF STREET YARD ON THE SOUTH SIDE OF THE PROPERTY TO BUILD A GARAGE POSSIBILY, IF DESIRED. 2ND FLOOR HAS 2 NICE SIZE BEDROOMS WITH MIRRORED CL0SET DOOR IN THE MASTER BEDROOM, FULL BATHROOM, AND HALL LINEN CLOSET. GREAT LOCATION!!! HERE IS YOUR CHANCE TO OWN A NICE BRICK TOWNHOME IN THE CITY, IT OFFERS SPACE AND A WHOLE LOT MORE. CONVENIENT TO CHICAGO STATE UNIVERSITY, SHOPPING AND CTA TRANSPORTATION. EXCELLENT VALUE! NO WHOLESALERS - NO BLIND OFFERS. A MUST SEE.

9141 S Indiana Avenue, Chicago

$1,265,000

3 Beds ⋅ 3 Baths ⋅ 12795516 MLS ⋅ RE-ACTIVATED Status

Rarely available gated courtyard townhome located in the Prime West Loop area! This 4 level home has been completely renovated 29 months ago! Features: 3 bedrooms and 3 full bathrooms with an ensure primary bathroom. The main level enters into the spectacular living room with 11' ceilings, large windows, a gas fireplace, which open to the raised dining and kitchen level. The open kitchen features granite counterstops, Wolf stove, Sub Zero fridge and a breakfast bar. New furnaces and air conditioner unit! New hot water tank! New washer & dryer! The entire 2nd level of the home is the primary suite with spacious primary bathroom with an oversized double vanity, nice tub, separate shower, fireplace & large walk-in closet with Elfa closet organization. The 3rd level features the 2nd bedroom, a full bathroom, and a family room/den that has a wet bar w/beverage fridge which walks out to the private roof deck! All new hardwood, woodwork and trim. The 4th lower level has a large 3rd bedroom and a full bathroom which is perfect for guest, office, or in-law suite. The private 2 car garage is attached to the home for easy access. Enjoy the best of city living while still having a private entrance in a lovely and sunny townhome! Located in top ranked Skinner Elementary School district. Walk to fine dining, Restaurants, Target, coffee shops, dog parks & shopping. Close to downtown & I90/94, & train/busses!

24 N Ada Street Unit #D, Chicago

428 W Wellington Avenue Unit #B, Chicago

$825,000

3 Beds ⋅ 4 Baths ⋅ 12795644 MLS ⋅ NEW Status

428 W Wellington Avenue Unit #B, Chicago

7829 S South Shore Drive Unit #H, Chicago

$79,999

2 Beds ⋅ 2 Baths ⋅ 12794945 MLS ⋅ NEW Status

2-bedroom 2-bath townhome on 2 levels plus basement that can be finished for extra space and an additional bathroom. Situated right next to Rainbow Beach Park, near the new Quantum Campus and Advocate Health Care Hospital. Needs rehab but an opportunity to create value. Unit G next door available so you can combine both units for an amazing space. Fee simple no association. Each unit has an assigned exterior parking space onsite.

7829 S South Shore Drive Unit #H, Chicago

7829 S South Shore Drive Unit #G, Chicago

$59,999

2 Beds ⋅ 2 Baths ⋅ 12794913 MLS ⋅ NEW Status

2-bedroom 2-bath townhome on 2 levels plus basement that can be finished for extra space and an additional bathroom. Situated right next to Rainbow Beach Park, near the new Quantum Campus and Advocate Health Care Hospital. Needs rehab but an opportunity to create value. Unit H next door available so you can combine both units for an amazing space. Fee simple no association. Each unit has an assigned exterior parking space onsite.

7829 S South Shore Drive Unit #G, Chicago

$159,000

4 Beds ⋅ 2 Baths ⋅ 12794671 MLS ⋅ NEW Status

Calling all FIRST TIME HOME OWNERS, this is the one for you. This newly Updated Townhouse is the perfect fit for your Family. All the heavy lifting has been done. The HVAC is new, along with the Mansford's roof, windows and doors. The Floors, and all the interior trim is new as well. It features 4 bedrooms, and 1.1 baths, Dining Room, Kitchen, and Living Room. It has all new appliances including washer and dryer. Don't let this one slip away, come see it before it's too late.

6455 S Laflin Street, Chicago

$429,000

3 Beds ⋅ 2 Baths ⋅ 12794553 MLS ⋅ NEW Status

Rarely available courtyard corner-unit brick townhome in the quiet, gated Garden Courts compex next to Sheridan Park. Home features 3 comfortable bedrooms, 1.5 baths, full basement with excellent storage, and rare finished attic with multiple skylight that flood the space with natural light perfect for home office. Central air and heat. In-unit washer and dryer. Well managed association with affordable assesments, enviable amount of professionally landscaped common grounds and newly paved parking lots. 1 parking space included. Unbeatable location steps from Taylor Street dining, UIC, Rush Medical District, and the CTA Blue Line. Perfect city living in a peaceful, landscaped setting!

841 S Racine Avenue Unit #C, Chicago

$165,000

3 Beds ⋅ 2 Baths ⋅ 12793917 MLS ⋅ NEW Status

Spacious 3-bedroom, 2-bathroom home offering a comfortable layout with generously sized bedrooms and great natural light throughout. Features a large living area, functional kitchen with plenty of cabinet space, and additional basement storage space. Private backyard perfect for enjoying outdoor space. Conveniently located near public transportation, shopping, restaurants, parks, and everyday essentials.

9713 S Oglesby Avenue, Chicago

$68,000

2 Beds ⋅ 1 Baths ⋅ 12793877 MLS ⋅ NEW Status

Excellent opportunity for rehabbers and investors looking for a spacious and affordable townhouse located in the Jeffrey Manor neighborhood. This 2-story townhouse has a large living room, nice eat-in kitchen, 2 bedrooms, 1 bathroom and a finished basement. Located close to Lake Michigan, South Shore commerce, schools, and parks. All room sizes are estimated. This property is being sold as-is where-is. Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Agreement and the property may only be shown by appointment"

2152 E 100Th Street, Chicago

$999,000

4 Beds ⋅ 4 Baths ⋅ 12792798 MLS ⋅ NEW Status

SPECIAL FINANCING INCENTIVE! Seller is offering assistance toward a mortgage interest rate buydown for qualified buyers, subject to lender approval and loan terms. Contact listing agent for additional details. Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4717 S Ingleside Avenue, 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.

299 Townhomes for Sale

Newest 299 Townhomes for Sale

How much is your home worth?

How much is your home worth?