West Side Homes for Sale

Welcome to the West Side of Chicago, Illinois! This vibrant neighborhood, located in Cook County, offers a diverse and exciting place to call home. With a rich history and a thriving community, the West Side has something for everyone.

If you're in the market for a new home, you're in luck! The West Side has a wide range of homes for sale, catering to different budgets and preferences. Whether you're looking for a cozy bungalow, a modern condo, or a spacious family home, you'll find plenty of options here.

One of the great things about the West Side is its convenient location. Situated in the heart of Chicago, residents have easy access to all the amenities the city has to offer. From world-class dining and shopping to cultural attractions and entertainment venues, there's never a shortage of things to do.

In addition to its urban appeal, the West Side also boasts beautiful parks and green spaces. Enjoy a leisurely stroll along the tree-lined streets, or take advantage of the numerous parks for outdoor activities and recreation.

The West Side is also known for its strong sense of community. Residents take pride in their neighborhood and actively participate in community events and initiatives. From local festivals to neighborhood clean-ups, there are plenty of opportunities to get involved and make a difference.

So, if you're looking for a home in a vibrant and diverse neighborhood, consider exploring the West Side of Chicago. With its rich history, convenient location, and strong sense of community, it's no wonder that homes for sale in this area are in high demand. Don't miss out on the opportunity to be a part of this thriving community!

Newest West Side Homes for Sale

$475,000

3 Beds ⋅ 3 Baths ⋅ 12715696 MLS ⋅ NEW Status

Great Location On This Single Family With 3 levels of Living space!! Little Italy and West Pilsen Location....the Best of Two worlds. Walk to Little Italy Restaurants and Pilsen nigth life.. Minutes To University Of,Illinois ,Rush and Cook County Hospitals. Few Minutes From I-290 & I55 express ways!!.. and......Downtown,,,, Waooooo...this a 4 Bedroom 2.5 Bath Single Family Home with 2,5 Brick Car Garage....

2237 S Oakley Avenue, Chicago

$1,240,000

4 Beds ⋅ 3 Baths ⋅ 12694853 MLS ⋅ NEW Status

Rarely does a home come to market that was never renovated by committee, but composed over more than two decades by a single visionary owner: a master carpenter, builder, and artist who transformed this West Town residence into a true architectural statement. Every material, window, and detail throughout the home was chosen with intention, not trend, to create harmony between light, craftsmanship, art, and nature. Rather than being remodeled room by room, the home was reimagined as one complete work. The rear staircase was fully reconstructed to flood the interior with light and open the home to the garden, resulting in an oversized architectural window that's as striking from outside as it is within. The original siding was replaced with custom-cut James Hardie fiber cement, detailed to honor the proportions of traditional wood clapboard. The front entrance itself is a discovery: antique Victorian pressed-metal panels, once used on the ceilings of classic Chicago bars, were applied to the original oak doors; most visitors assume the ornamentation is hand-carved wood. It is not. Upstairs, the second-floor studio was built around a single goal: capturing perfect north light. The roofline was re-engineered with a soaring cathedral ceiling, skylights, enlarged windows, and arched openings, creating a true working painter's studio. The adjoining library features ornate column capitals and intricately detailed plaster architectural reproductions, while the nearby bathroom carries the same poetic sensibility blue cabinetry chosen to mirror the sky through the skylight, and silvery white and gold tile accents that catch the moonlight. The kitchen began with a large antique cabinet found at a garage sale years before the renovation began, and grew from there. A bay window overlooks the garden. The countertop is Brazilian Green Piranha stone, selected after weeks of searching stone yards for something that evoked a riverbed. The backsplash is composed of ornamental antique tiles, salvaged from an old tile stove and discovered in a Hubbard Street antique gallery, arranged to form a second "window" onto an imagined garden. Outside, a custom wrought iron fence inspired by ornamental ironwork the owner encountered in Santa Fe replaced the original chain link. Built on 42-inch concrete foundations with custom rounded molding, it is believed to be the only fence of its kind in Chicago. The rear garden functions as another room of the home, anchored by a bird bath that draws songbirds through every season. Even the garage received the same care: its bay window was built from rare salvaged windows, originally rejected from another project over a single inch of code, held onto for years until the right home was found for them. The garage comfortably fits two cars. The location complements the home in every way. Situated in a West Town block that continues to grow more desirable, the home offers direct Blue Line access to downtown, O'Hare, and Midway. Orchestra Hall, City Hall, and Fulton Market are all within twelve minutes; the United Center, the emerging 1901 Project, and the coming casino are close by, while the street itself remains quiet and residential. Neighborhood bakeries, a diverse range of restaurants, ethnic and health food markets, the Eckhart Park farmer's market, and the Chicago and Ashland library branch are all within walking distance. The lakefront and Michigan Avenue are reachable in ten minutes via the No. 66 bus. This is not simply a renovated home; it is a thoughtfully crafted artist's residence where architecture, construction, landscape, and art come together as a single, cohesive vision. It cannot be replicated, because it was never built from a plan. It evolved over decades from passion, patience, and thousands of hours of hand craftsmanship, a true one-of-a-kind property.

1427 W Huron Street, Chicago

$230,000

2 Beds ⋅ 3 Baths ⋅ 12709667 MLS ⋅ NEW Status

Welcome to this unique and spacious single-family home in the heart of Little Village! This charming home offers generous living space, a finished attic, an enclosed porch, and featuring three full bathrooms, with one conveniently located on each level. The spacious finished basement with a full bathroom provides exceptional versatility, offering endless possibilities for recreation, a home office, hobbies, storage, or other flexible uses. Enjoy the convenience of exterior parking for three vehicles. Conveniently located just minutes from the CTA Pink Line, shopping, restaurants, schools, parks, and neighborhood amenities. Property is currently tenant occupied and is being sold AS IS. Showings are by appointment only with advance notice.

2417 S Troy Street, Chicago

$699,900

3 Beds ⋅ 2 Baths ⋅ 12704813 MLS ⋅ NEW Status

Beautifully remodeled 3 bedroom, 2 bath single family home sits on a tree-lined block in the heart of Pilsen. The main floor features hardwood floors and an open living and dining layout. Magazine-worthy kitchen with stainless appliances, pantry, fluted island, open shelving, and tile backsplash. Large windows bring natural light to both levels, including a bay window off the front bedroom upstairs. The kitchen door opens to a large backyard with a paved patio and grass for entertaining or gardening. Upstairs offers a primary bedroom with two closets, two additional bedrooms, and a second full bath. In-unit side-by-side washer/dryer and an attached 2-car garage add everyday convenience. Incredible location near Thalia Hall and Pilsen's restaurants and galleries.

979 W Cullerton Street, Chicago

$509,999

4 Beds ⋅ 2 Baths ⋅ 12712532 MLS ⋅ NEW Status

Spacious and move-in ready, this 3-story, 4-bedroom, 2-bath home with a walkout basement sits in the up-and-coming East Garfield Park neighborhood-an area with strong growth and investment potential. Features include an open main level, generous bedrooms, private outdoor space, and a finished basement with 2 separate entries-perfect for guests, a home office, or rental income. Highlights include 3 levels of living + walkout basement, great light and layout, Easy access to transit, Medical District, and downtown. Major re-development all along Wilcox Street. Seize this opportunity today, or watch home values sky rocket over the next couple of years. A smart buy in a fast-developing area-schedule your showing today!

2626 W Wilcox Street, Chicago

$699,000

4 Beds ⋅ 4 Baths ⋅ 12707063 MLS ⋅ ACTIVE Status

Rarely available newer huge single family construction in Pilsen. beautiful curve appeal is just the beginning. This 3-level single family has all the space you need and more. Main level entrance welcomes you to a grand open space area with a fire place and open concept kitchen eating area. The hardwood floors and high ceiings add to the beauty of this welcoming entry main level. Entertaining here is waiting to happen. First floor also hosts a 1 bedroom, full bath and clear hallway access to the outside patio and 2 car Brick garage with extra party door. Open staircase leads to the 2nd floor and its 3 add'l bedrooms and full bath. Front bedrom is huge with a beutiful view of the chicago skyline. Rear Master bedroom is grand with a high Cathedral Ceiling and private balcony. Wait there's more. The basement is set up for entertaining and or family gatherings. Clomplete open space with an extra guestroom and full bath plus Laundry area. Basement has access to the rear patio. There are two (2) HVAC systems. Close to 18th Street andBlue Island the Heart of Pilsen. This house was built to owners needs and expectations at the time that it was constructed. It's now time for new owners to make their own changes or updates and call this beauty their own Pilsen home.

1435 W 16Th Street, Chicago

$187,000

2 Beds ⋅ 2 Baths ⋅ 12690549 MLS ⋅ ACTIVE Status

4459 W Carroll Avenue, Chicago

$339,900

3 Beds ⋅ 3 Baths ⋅ 12708168 MLS ⋅ PRICE CHANGE Status

320 S Whipple Street, Chicago

$1,095,000

4 Beds ⋅ 3 Baths ⋅ 12708094 MLS ⋅ ACTIVE Status

A must see, rarely available historic single-family rowhome located on one of Taylor Street's most exclusive streets. Built in 1871 and thoughtfully remodeled over the years keeping many original details including three marble operating gas fireplaces, pocket doors and crown molding. An elegant front door entryway leads to formal sitting room, elegant dining room and open concept kitchen with custom built cabinetry offering plenty of thoughtful storage, with a lovely afternoon sun-filled sitting room. High ceilings throughout the first and second floors. The second level has three bedrooms and a walk-in closet; the main bedroom includes a fireplace and ensuite bathroom, two additional bedrooms, a second full bathroom with a laundry room enclosed. The lower level has the fourth bedroom and the third full bathroom, a family room, two large storage spaces and back entry. The front entry remains outside but was drywalled to create storage but could be opened to convert back to the original garden unit apartment. The home leads out on two levels into a lovely shaded, paved backyard and has a two car garage. This perfect city-centered home is walking distance to Taylor Street's many popular restaurants, close to both Arrigo Park and Sheridan Park with popular day camps, legendary kids flag football and adult health classes, an indoor pool and tennis courts; it's close to the Westside Medical District, the United Center, public transportation, and quick access to I290.

Chicago

$780,000

5 Beds ⋅ 5 Baths ⋅ 12704197 MLS ⋅ ACTIVE Status

Rare opportunity in the historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat spans 3150 Square feet, 5-bedrooms, 4.1 bath spanning 3 levels of living space. You cant get better than a Dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower plus two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. the incredible English garden level offers 2 Bedrooms and 2 bath, full living room, Full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.

2832 W Wilcox Street, Chicago

$240,000

3 Beds ⋅ 2 Baths ⋅ 12702908 MLS ⋅ ACTIVE Status

Welcome to 2851 S. St. Louis Avenue! This solid brick home offers 3 bedrooms and 2 full bathrooms. Hardwood floors flow throughout the main level, while recessed lighting adds a bright and welcoming feel to the living room. The upper level features a tandem-style layout leading to a spacious bedroom with a private full bathroom, offering additional space and versatility. Recent mechanical improvements include a newer furnace and water heater, and the home is also equipped with central air conditioning. A partial basement provides dedicated space for laundry. The enclosed rear porch provides additional space and convenient access to the backyard. Located in Chicago's Little Village neighborhood, just blocks from the vibrant 26th Street commercial corridor, known for its wide variety of shopping, dining, and local businesses. Convenient access to CTA bus service, nearby CTA train stations, minutes away from I-55 , and downtown Chicago makes this location ideal for getting around the city. With solid brick construction, hardwood flooring, and newer mechanicals, and a detached 2-car garage, this home offers a great opportunity for buyers looking to add their own personal touches and updates over time. Property is being sold As-Is. Schedule your showing today!

2851 S Saint Louis Avenue, Chicago

$449,499

2 Beds ⋅ 3 Baths ⋅ 12702046 MLS ⋅ ACTIVE Status

Welcome to this stunning NEW CONSTRUCTION 5-bedroom, 3-bathroom home where luxury, comfort, and thoughtful design come together. From the moment you enter, you'll appreciate the soaring cathedral ceilings, open-concept layout, and premium finishes throughout. The spectacular chef's kitchen is the heart of the home, featuring quartz countertops, a designer tile backsplash, beautiful wood-grain cabinetry with crown molding, stainless steel appliances, overlooking the spacious living and dining areas-perfect for entertaining family and friends. The main level offers two generous bedrooms, a beautifully finished full bath with a walk-in shower, hardwood flooring throughout, and abundant natural light. The fully finished lower level is designed to feel like a true extension of the home, featuring full-size windows, high ceilings, and radiant heated floors for year-round comfort. This incredible space includes three additional bedrooms, two full bathrooms, and a luxurious primary suite with a spa-inspired ensuite bath featuring a walk-in shower, marble vanity, oversized walk-in closet, and flexible space ideal for a home office, sitting area, or dressing room. A second lower-level bath offers a relaxing soaking tub accented by elegant glass and ceramic tile. Beautiful epoxy flooring, an oversized storage room, and quality finishes complete this exceptional level. Built with quality craftsmanship throughout, this home features foam insulation for outstanding energy efficiency, modern construction, premium materials, and designer finishes from top to bottom. A convenient side entrance provides easy access to the backyard, adding flexibility and functionality. Buyer incentives of up to $20,000 available (restrictions apply). Don't miss this opportunity to own a beautifully designed new-construction home that offers exceptional space, luxury finishes, and outstanding value.

555 N Springfield Avenue, Chicago

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