Southwest Side Homes for Sale

Southwest Side Homes for Sale

Welcome to the vibrant Southwest Side neighborhood in Illinois' Cook County! Known for its diverse communities, rich cultural heritage, and convenient location, the Southwest Side offers an enticing mix of urban amenities and residential charm.

For those looking to call this dynamic neighborhood home, there are plenty of exciting opportunities with homes for sale in the Southwest Side. Whether you're searching for a cozy bungalow, a modern condo, or a spacious family home, you'll find a range of options to suit your lifestyle and budget.

In the Southwest Side, residents enjoy easy access to a variety of dining, shopping, and entertainment options. From bustling commercial corridors to peaceful parks and recreational facilities, there's something for everyone to explore and enjoy. Plus, with excellent schools, healthcare facilities, and public transportation options nearby, the Southwest Side is a great place to live, work, and play.

If you're ready to make a move to this dynamic neighborhood, now is the perfect time to explore the homes for sale in the Southwest Side. With its welcoming community spirit, diverse housing options, and convenient location, the Southwest Side offers a fantastic opportunity to find your dream home in Cook County, Illinois.

Newest Southwest Side Homes for Sale

$265,000
3 Beds ⋅ 1 Baths ⋅ 12716020 MLS ⋅ NEW Status
Great Potential in This Solid, Structurally-Sound Brick Home. Highly Desirable Southwest Side, Just East of Midway Airport in a Quiet Residential Neighborhood. Soundproof Vinyl Replacement Windows. Newer Roof on House. 2 Car Garage off Alley. DRY Unfinished Bsmt. Hardwood Floors Under Carpet. 3 Good-Sized BRs, Each with 2 Windows & a Double Closet. Roomy Bath with Newer Tub Surround. Big Kitchen with Large Table Area Overlooking Backyard. This is an Estate, Conveyed Strictly "As Is." Central Air Compressor is Old & May Not Work. The Personal Property Still in the Home is Being Conveyed with the Sale. Just Needs Some Attention to Shine Again.

5625 S Kilbourn Avenue, Chicago
$434,900
3 Beds ⋅ 2 Baths ⋅ 12714936 MLS ⋅ NEW Status
Get ready to fall in love with this beautiful brick home tucked away on a quiet, tree-lined dead-end street in Chicago's highly sought-after Canaryville neighborhood! Offering over 2,000 square feet of living space, this move-in-ready home features 3 bedrooms, 2 full baths, and the perfect blend of classic character and modern updates. The bright, open-concept main level includes an updated kitchen, spacious living area, comfortable bedrooms, and a full bath-ideal for everyday living and entertaining. Upstairs, the expansive primary suite offers a walk-in closet and flexible space perfect for a home office, nursery, sitting room, or additional bedroom. The full basement provides even more living space with a family room, laundry area, and bonus room ideal for guests. Additional highlights include updated bathrooms, central heat and air, high ceilings, abundant natural light, ample storage, and a fenced yard. Conveniently located near parks, schools, public transportation, expressways, and downtown Chicago. Schedule your private showing today!

437 W 44Th Place, Chicago
$524,888
3 Beds ⋅ 3 Baths ⋅ 12715288 MLS ⋅ NEW Status
Nestled in one of Chicago's most sought-after neighborhoods, this beautifully updated home offers the perfect blend of style, craftsmanship, and location. Situated just steps from Nathan Hale Park, the property features a true designer look with custom finishes and details that showcase a genuine craftsman's touch throughout. From the moment you walk in, you'll appreciate the character, quality, and care poured into every space. The oversized garage with high ceilings provides exceptional storage, workspace potential, or room for larger vehicles-something rarely found in the area. A home with this level of design, charm, and location does not come around often. Schedule your showing today before it's gone

6212 S Mulligan Avenue, Chicago
$399,900
3 Beds ⋅ 2 Baths ⋅ 12714788 MLS ⋅ NEW Status
Welcome to this beautifully renovated 5-bedroom, 2-bathroom brick home offering about 2,000 square feet of finished living space! Every detail has been thoughtfully updated, creating a move-in-ready home that blends modern style with functional living. The bright, open interior features refinished hardwood floors, fresh paint, updated lighting, and a stunning remodeled kitchen complete with white shaker cabinetry, quartz countertops, a designer tile backsplash, stainless steel appliances, and abundant cabinet space. Both full bathrooms have been tastefully renovated with contemporary finishes and custom tile work. The fully finished basement significantly expands the living space and offers incredible flexibility with additional bedrooms, a large recreation area, and plenty of storage. Step outside to enjoy the rear deck overlooking the fenced backyard, along with a detached 2-car garage and additional parking. Major updates throughout provide peace of mind while allowing the next owner to simply move in and enjoy. Conveniently located near shopping, dining, parks, schools, public transportation, and major expressways, this beautifully remodeled home is ready for its next chapter!

4324 S Keating Avenue, Chicago
$315,000
3 Beds ⋅ 3 Baths ⋅ 12713409 MLS ⋅ NEW Status
4 Bedroom, 2.1 Bath 2 Story Brick and Sided Single Family Home with Additional Parking Spaces in Rear of Home! Hardwood Floors Throughout with a Large Eat-In Kitchen and Built-In Pantry! 1 & a Potential 2nd Bedroom on 2nd Floor with a Bathroom! Patio and a Full Finished Basement with Possible In-Law Arrangement! 1st Floor Laundry Room and Additional Storage Rooms!

2505 W 45Th Street, Chicago
$419,900
4 Beds ⋅ 3 Baths ⋅ 12680393 MLS ⋅ NEW Status
Spacious and well-maintained 5-bedroom home situated on an oversized lot in the heart of Chicago's West Lawn neighborhood. This solid all-brick residence offers generous living space, a full basement, and a large yard perfect for entertaining or gardening. Conveniently located near schools, parks, shopping, restaurants, and public transportation.

3844 W 61St Street, Chicago
$359,900
2 Beds ⋅ 2 Baths ⋅ 12713624 MLS ⋅ NEW Status
Welcome to this solid brick raised-ranch single-family home in Chicago's Clearing neighborhood, situated on a 30-foot-wide lot. The main level features two bedrooms, hardwood floors, an updated kitchen with stainless steel appliances, and a comfortable eat-in breakfast area for everyday dining. The finished basement offers valuable additional living space with ceramic tile flooring throughout, a spacious family room, a full bathroom, a separate laundry room, and an additional flexible room ideal for a home office, recreation space, workout area, or storage. A two-car garage provides convenient off-street parking and additional storage. Conveniently located near Midway International Airport, restaurants, grocery stores, public transportation, and I-55, offering easy access to downtown Chicago and surrounding areas.

5810 W 64Th Street, Chicago
$385,000
4 Beds ⋅ 2 Baths ⋅ 12711502 MLS ⋅ NEW Status
Nestled on a quiet cul-de-sac, this beautifully maintained two-story home offers charming curb appeal with its classic brick exterior and inviting living spaces. The home features six spacious bedrooms, including two on the main level and four on the second floor, providing a flexible layout for a variety of living arrangements. At the rear of the home, you'll find a large enclosed porch that can easily be transformed into a cozy family room, entertainment space, recreation room, home office, or library. The unfinished basement offers abundant storage and endless potential for future customization. Additional highlights include a detached 2.5-car garage and a convenient location close to restaurants, shopping, and public transportation, making commuting and everyday errands a breeze. Don't miss this wonderful opportunity-schedule your private showing today!

3916 W 59Th Place, Chicago
$240,000
3 Beds ⋅ 2 Baths ⋅ 12697494 MLS ⋅ NEW Status
Welcome to this beautifully updated 2-story home featuring 3 bedrooms and 2 full bathrooms! Step inside to a huge living room filled with natural light, fresh paint, new carpet, and updated flooring throughout. The main level features a spacious kitchen and dining room combination with new cabinetry, providing plenty of room for everyday living and entertaining, along with a convenient full bathroom. Upstairs, you'll find 3 generously sized bedrooms, a second full bathroom, vaulted ceilings that create a bright and open feel, and tons of closet space throughout. Move-in ready and waiting for its next owner-this one won't last long! Schedule your showing today!

5402 S Marshfield Avenue, Chicago
$299,000
3 Beds ⋅ 2 Baths ⋅ 12698222 MLS ⋅ NEW Status
MULTIPLE OFFERS RECEIVED - HIGHEST/BEST DUE BY MONDAY, JULY 27TH 5:00PM. Opportunity awaits in this well-built 3-bedroom, 1.5-bath brick raised ranch situated on a desirable corner lot in the Clearing neighborhood. Offering great bones and plenty of space, this home is ready for its next owner to bring their personal touches and make it their own. The main level features beautiful hardwood floors throughout the living areas and bedrooms, creating a warm and timeless foundation. Downstairs, the full, partially finished basement expands your living space and includes a convenient half bath, laundry area with utility sink, abundant storage, and endless possibilities for a recreation room, home office, workshop, or additional entertaining space. Outside, you'll appreciate the side-loading brick garage, a unique feature that enhances curb appeal while providing easy access. The garage is already equipped with a 60-volt electric vehicle charging station - a valuable upgrade for today's homeowner. Enjoy your morning coffee on the welcoming front porch or unwind on the private backyard patio, perfect for relaxing or entertaining. Major improvements that have already been completed include a new roof on both the house and garage (2023) and new front and rear entry doors (2023). With its desirable location, classic brick construction, and generous storage, this home presents an excellent opportunity for buyers looking to build equity while creating a space that reflects their own style. Welcome Home!

6000 S Narragansett Avenue, Chicago
$370,000
4 Beds ⋅ 3 Baths ⋅ 12713222 MLS ⋅ NEW Status
Stunning solid brick home in the heart of Clearing neighborhood of Chicago, Offering the perfect blend of space, functionality, and comfort. This beautifully maintained 4-bedroom, 3 full bathroom home features a spacious and versatile layout designed for everyday living and entertaining. Step into a bright and welcoming main level with generous living space, well-proportioned bedrooms, and a functional kitchen with ample cabinetry-ideal for both everyday living and entertaining. The finished basement provides exceptional additional living space, complete with a full bathroom, making it perfect for a family room, guest suite, home office, or extended living arrangement. Enjoy outdoor living with a private backyard-perfect for gatherings, summer BBQs, and relaxation-along with a detached garage for added convenience. Located on a quiet, well-kept street in the highly desirable Clearing neighborhood, this home offers easy access to parks, schools, shopping, dining, and major highways, as well as proximity to Midway Airport. Whether you're a first-time buyer or looking for more space, this move-in-ready home checks all the boxes. Don't miss this opportunity-schedule your showing today!

6031 S Merrimac Avenue, Chicago
$369,900
4 Beds ⋅ 1 Baths ⋅ 12707747 MLS ⋅ NEW Status
Say hello to 6158 S Normandy! Nestled on an Oversized 40' wide corner lot in the Heart of the Clearing Neighborhood, this terrific home has Great bones! Amazing HUGE 2.5 Car Garage w/ all Solid Brick Construction and New Roof, you'll have more parking than any of your neighbors and be able to get multiple cars off the street at night! Behind the Garage is a nice space that can be used for a Garden or to put in a Parking Pad in for your camper, your boat, or other toys! The Cape Cod Home features 4 Bedrooms, 1 Bath, a Kitchen, Front Rm, and a Full mostly Unfinished Basement. The Upper level of the home features 2 of the 4 Bedrooms and has Hardwood Floors! New Central Air & Vinyl Thermal Pane Windows Round out the property! Bring your Decorating ideas and turn this large Cape Code into your Forever-Home!

6158 S Normandy Avenue, Chicago
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