West Side Homes for Sale

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

$575,000
3 Beds ⋅ 2 Baths ⋅ 12756472 MLS ⋅ NEW Status
Rarely available 3BR/1.5BA single-family home on a quiet Tri-Taylor cul-de-sac. This meticulously maintained property boasts high ceilings, central air, forced gas heating and hardwood floors. The gorgeous kitchen features stainless steel appliances and granite counters, flowing into a spacious dining area. Upstairs highlights 3 bedrooms and a full bath with a double vanity. The lower-level basement is the perfect space for a family room and provides ample space for additional storage. This home also comes with a full-size washer/dryer. The unbeatable outdoor oasis features a private fenced backyard and an oversized detached 2.5-car garage with a massive rooftop deck-perfect for entertaining! Highly desirable location offering an effortless commute. Walk to Taylor Street dining, UIC, Rush University Medical Center, CTA trains, and the Illinois Medical District. Welcome home!

929 S Bell Avenue, Chicago
$230,000
3 Beds ⋅ 1 Baths ⋅ 12755466 MLS ⋅ NEW Status
Very good conditions 3 bedrooms, one bath, living dining room combination. Owner has done a very good job keeping up the home. House has a a 2 car detached garage. close to stores, shopping and transportacion. Great price to start owning your first home.

2747 S Saint Louis Avenue, Chicago
$265,000
3 Beds ⋅ 2 Baths ⋅ 12755465 MLS ⋅ NEW Status
Welcome to this beautifully updated 3-bedroom, 2-bathroom home in North Lawndale! This move-in-ready property features a modern kitchen with granite countertops and stainless steel appliances, updated lighting, hardwood laminate flooring, and an electronic fireplace. The primary bedroom offers a vaulted ceiling, spacious closet, and Jack-and-Jill bathroom access. Additional features include central air, newer furnace and condenser, washer/dryer, 2-car garage, and a roof approximately 2 years old. Conveniently located near I-55 and I-290. Property is being sold strictly AS-IS.

1407 S Tripp Avenue, Chicago
$1,450,000
5 Beds ⋅ 5 Baths ⋅ 12753041 MLS ⋅ NEW Status
Rare West Town/East Village offering combining the perfect bland of scale, architecture, design and outdoor living. This exceptional 4,000 Sq Ft, 5 bed, 4.5-bath home spans four finished levels and pairs soaring high ceilings, two primary suite options, a private south facing roof deck with postcard worthy skyline views, a fenced backyard, multiple outdoor entertaining spaces and an attached 2-car (tandem) garage. Extensively upgraded and impeccably maintained, this is sophisticated city living with room to spread out. From the moment you enter, the home reveals a thoughtful balance of architectural volume and refined, transitional design. White oak floors, modern tile, custom wall coverings, designer window treatments, upgraded lighting and organized closets create a cohesive and polished aesthetic throughout. The main level welcomes you with a gracious foyer and an abundance of storage before unfolding to a spacious in-law suite with a full bath. The suite opens out to the fenced backyard, recently refreshed with brand new artificial turf. An attached 2-car tandem garage w/ lofted storage completes this level. The 2nd floor is the architectural centerpiece, where 14' ceilings and southern exposure fill the expansive living spaces with natural light and frame tranquil views of tree-lined Superior St. The beautifully renovated kitchen combines crisp white & navy cabinetry with quartz countertops, a farmhouse sink, second prep sink, subway tile backsplash, new breakfast bar, upgraded plumbing fixtures, warming drawer, wet bar and pantry. The kitchen flows effortlessly into the oversized open-concept living and dining room, anchored by a new stone-surround fireplace and illuminated by soaring ceilings and double Juliet balconies. Just beyond, the rear deck extends the living space to the outdoors, creating an ideal setting for al fresco dining, grilling and entertaining. A sophisticated powder room featuring brass fixtures and chic designer wall coverings completes the level. Heading up, the 3rd floor introduces two generous guest bedrooms each with a walk-in closet, plus a hall bath and dedicated laundry room. The first of two primary suite possibilities offers an expansive walk-in closet and updated ensuite bath featuring a new vanity/ lighting, shower and Jacuzzi tub. At the top level, vaulted ceilings create a dramatic sense of volume and an entirely different experience. Use this exceptional space as a second oversized primary suite, family room, media lounge, home office, guest retreat or a combination of them all. The space opens directly to the private South facing roof deck, recently rebuilt (2023) and enhanced with new Trex decking. Here spectacular Chicago skyline views create the quintessential urban backdrop. A luxurious full bath with dual new vanities, updated shower and Jacuzzi tub, along with an XL walk-in closet, complete this level. THOUGHTFULLY INVESTED & BEAUTIFULLY MAINTAINED, recent improvements reflect a significant commitment to comfort and long-term ownership: 2026: New storm doors, new backyard turf, laundry moved to the third floor and venting completely rebuilt through the home. 2025: New LG front-load washer and dryer (both Wi-Fi enabled). 2023: Balcony roof completely rebuilt, Entire first floor fully re-tiled, including hallway and bedroom. New hot water heater, New Carrier 5-speed 16 SEER air conditioner/heat pump, New Carrier 96% efficient, two-stage 120,000 BTU furnace. 2022: New tear-off roof, Approx 350 SF of deteriorated plywood replaced, GAF FeltBuster Synthetic Roofing Felt, Grace Ice & Water Shield installed along roof perimeter, New drip edge & metal flashing as needed, and New GAF Timberline 30 yr architectural shingle roof. All of this and more set on a quiet tree-lined street- this home offers a rare combo of residential tranquility & neighborhood energy. Chicago Ave's acclaimed restaurants, cafes, boutiques, nightlife and everyday conveniences are just steps away.

1856 W Superior Street, Chicago
$675,000
3 Beds ⋅ 2 Baths ⋅ 12754641 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
$749,900
3 Beds ⋅ 4 Baths ⋅ 12750059 MLS ⋅ NEW Status
Welcome home to 2544 W Warren, located on Chicago's rapidly growing Near West Side. This single family home checks all the boxes for city living that you've been looking for and haven't found at this price point until now. Built new in 2018, this home has a seamless open-concept floor plan, complete with 4 bedrooms and 3.5 bathrooms. The interior features a clean, contemporary design with soaring ceilings, expansive windows, and striking, high-end finishes. The main level is open and expansive, anchored by the beautiful chef's kitchen, featuring a stunning 11 foot quartz waterfall island. They say the kitchen is the heart of the home and this space is no exception. Immediately off the kitchen, an adjacent family room leads directly outside to your back yard. Upstairs, you have 3 bedrooms and 2 bathrooms. As for the primary suite, it hits the spot for comfort - generously sized featuring a stunning bathroom with dual vanity and a floor to ceiling, walk-in shower, and heated floors. Downstairs will become your daily retreat, complete with plenty of open space for that large sectional sofa, big screen tv and a wet-bar for all your entertaining needs. And for year round comfort, radiant floor heating is installed throughout the lower level. An additional guest bedroom and bathroom provide the perfect retreat for your guests. Laundry is installed downstairs, with additional hook-ups available upstairs on the 2nd level. And what everyone desires with a single family home in the city - your own private backyard. Featuring an oversized deck finished with composite decking, a small grassy fenced-in yard, and detached 2 car garage. Step outside and you're minutes away from the world-class dining of Chicago's West Side. The immediate area is going through huge growth unlike anytime in its history - the 1901 project at the United Center has broken ground and will transform the surrounding neighborhood into an entertainment, retail, and dining hub for the city. In the meantime, you sacrifice nothing with this location- easy access to the CTA, expressway, and the pulse of the city and its neighborhoods.

2544 W Warren Boulevard, Chicago
$299,900
1 Beds ⋅ 2 Baths ⋅ 12753017 MLS ⋅ NEW Status
Welcome to this spacious 4-bedroom, 2-bath single-family home in Chicago's West Garfield Park neighborhood! The main level features a large living room, separate dining room, kitchen, and a primary bedroom with a private full bathroom. Stairs from the living room lead to the finished basement, which offers three additional bedrooms and a second full bathroom. Outside, enjoy a fully fenced concrete backyard with a privacy fence. Please note that the interior photos currently provided show the finished basement only; the main level is not pictured. Conveniently located near public transportation, I-290, parks, shopping, and neighborhood amenities. Schedule your showing today!

4451 W Wilcox Street, Chicago
$725,000
5 Beds ⋅ 2 Baths ⋅ 12750206 MLS ⋅ ACTIVE Status
Bring your architect and design dreams to this grand vintage mansion, currently a 5 large bedroom (all on the same floor) and 2 bath home. A historic masterpiece, near the United Center, boasting incredible curb appeal and unmatched exterior details.. offering an extraordinary opportunity to restore a true architectural treasure. This sprawling estate nestled on a large, 44 X 125, lot, has soaring ceilings, expansive floor plan, oversized windows, and beautiful vintage details. Some new electrical, plumbing and duct work has been started. Approximate ages of building components: Furnace (3 years), Roof (10 years), and Tuckpointing (12 years).

2050 W Monroe Street, Chicago
$1,655,000
4 Beds ⋅ 5 Baths ⋅ 12750554 MLS ⋅ ACTIVE Status
West Loop Dream Home. Enter through a private yard into a versatile multi-purpose room, ideal for a home theater, office, or 4th bedroom with a full bath. The second floor features a custom, eat-in kitchen with an extended breakfast bar, beverage fridge, trash compactor, and new lighting. Includes a rare private in-unit elevator and three ensuite bedrooms. The main level offers a living/dining area with a gas fireplace and built-ins, plus a private deck with a gas line for grilling. The third floor holds two ensuite bedrooms, including one with a massive walk-in closet, and a side-by-side laundry room. The top floor is dedicated to the king-sized primary suite with a spa bath, steam shower, and deep soaker tub. Recent 2024 upgrades: full-home flooring, HVAC, and a smartphone-compatible garage door opener. Features 9-zone audio, Lutron dimmers, and plantation shutters. Heated 2-car garage with epoxy floors. Near West Loop dining, parks, and transportation. Move-in ready! All furniture available.

1125 W Monroe Street, Chicago
$485,000
4 Beds ⋅ 2 Baths ⋅ 12750505 MLS ⋅ ACTIVE 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
$400,000
4 Beds ⋅ 2 Baths ⋅ 12750376 MLS ⋅ ACTIVE Status
Complete 2026 Rebuild! You will love this beautifully rebuilt, move-in-ready two-story brick home offering a clean, spacious, and truly welcoming place to call home. Completely rebuilt with new framing, plumbing, electrical, and blown-in insulation, windows, roof, central air, water service, just to name a few. The main level features an open floor plan with 8'6" ceilings, a new kitchen with stainless steel appliances, a large island with extra storage, living and dining areas, one bedroom, full bath, utility closet, and washer/dryer hookups. The second floor offers three bedrooms, a full bath, and a versatile loft with impressive 9' ceilings. Skylights with remote-controlled blinds add natural light and convenience. Enjoy a private backyard, new concrete parking area, and iron gate for security. Located on a quiet one-way street. All new, clean, spacious, and thoughtfully designed-this home is ready for you to make it your own!

4642 W Monroe Street, Chicago
$1
2 Beds ⋅ 1 Baths ⋅ 12749907 MLS ⋅ AUCTION Status
Listing price $145,600 Great opportunity on this ranch style home with basement. It offers approximately 1,040 square feet of living space with 2 bedrooms and 1 bathroom. Built in 1966 many repairs and updates are needed but has potential. Property sold "AS-IS" without contingencies, repairs, warranties, guarantees or representation as to listing accuracy, property information, photo or other depiction included or described herein. Inspect prior bidding.

2225 S Kenneth Avenue, Chicago
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