West Side Real Estate

Welcome to the West Side of Chicago, a vibrant neighborhood that beautifully blends rich history with modern urban living. Nestled within Cook County, this area is known for its diverse culture, artistic spirit, and a strong sense of community. The West Side is a tapestry of unique neighborhoods, each offering its own charm and character.

One of the most notable features of the West Side is its historical significance. Home to landmarks like the iconic Garfield Park Conservatory and the stunning Unity Temple, this area showcases architectural gems that tell the story of Chicago's past. The lush greenery of the conservatory provides a serene escape from the bustling city, making it a perfect spot for families and nature enthusiasts alike.

As you explore the West Side, you'll discover a thriving arts scene, with galleries, theaters, and music venues that celebrate local talent. The neighborhood is also renowned for its culinary offerings, featuring a delightful mix of traditional eateries and trendy new spots that cater to every palate. Whether you're in the mood for deep-dish pizza or gourmet tacos, the West Side has something to satisfy every craving.

Community engagement is at the heart of the West Side, with numerous events and festivals that bring residents together throughout the year. From farmers’ markets to cultural celebrations, there’s always something happening that fosters connection and camaraderie among neighbors.

With its rich heritage, vibrant culture, and welcoming atmosphere, the West Side of Chicago is more than just a place to live; it’s a community where you can truly feel at home. Come and experience the warmth and charm of this remarkable neighborhood!

Newest Listings in West Side

$580,000

12793988 MLS ⋅ NEW Status

Incredible investment opportunity! Zoned B3-2, this property offers excellent flexibility, ideal for an apartment building with potential for a restaurant, retail, office, or medical use. Fully gutted in 2024, the building now features new windows, I-beams, joists, sub-flooring, iron fence and gate. Architectural plans include two 2-bed/2-bath units, two 1-bed/1-bath units, and a 1,600 sq. ft. commercial space with a full basement for storage. A two-car garage is also included. Lots 812 & 814 S. California may also be available for purchase as a package deal.

816 S California Avenue, Chicago

$110,000

4 Beds ⋅ 2 Baths ⋅ 12793817 MLS ⋅ NEW Status

Attention experienced rehabbers and investors! This property presents an exceptional opportunity, though require some work. Buyers will be responsible for full property clean-out and any necessary repairs. The property is being sold strictly "as is,". All offers must include proof of funding and a pre-approval letter. All earnest money must be submitted in certified funds. Please note that the property details, including room count and lot size, are not guaranteed. The purchase options for this remarkable property are CASH, CONVENTIONAL, OR REHAB FINANCING ONLY. SCHEDULE YOUR APPOINTMENT TODAY!

3831 W Grenshaw Street, Chicago

$599,999

12 Beds ⋅ 3 Baths ⋅ 12793533 MLS ⋅ NEW Status

Get into North Lawndale today-and position yourself for tomorrow's potential! This proper Th This fully gut-renovated three-unit property combines spacious floor plans, modern amenities, and existing leases for an investment opportunity you'll want to see before making your next move. The building's two largest units-the four-bedroom main level and five-bedroom second floor-are already leased through the Section 8 Housing Choice Voucher program. These established leases provide an income-producing foundation, with the housing authority paying the approved subsidy portion directly to the owner, subject to program requirements. That means less initial leasing work for the next owner and rental assistance supporting a portion of the rent on the building's largest units. Renovated from the studs to the finishes by experienced investors, all three units feature private entrances, two forms of egress, and new, individually controlled central heating and air conditioning. Drawings, permits, and plans are accounted for. The main level offers four bedrooms, one full bathroom, impressive 9-foot ceilings, in-unit laundry, and an open-concept family room flowing into the kitchen. The second floor features a similar layout with five bedrooms, while the garden unit includes three bedrooms, one bathroom, and a dedicated laundry and storage room. Twelve total bedrooms. Three rebuilt units. Two established Section 8 leases. For buyers seeking rental income and long-term appreciation potential in North Lawndale, this property deserves a place at the top of the list. Don't wait until you're looking back at an opportunity you could have owned-schedule your showing today!

1619 S Central Park Avenue, Chicago

$1,099,000

9 Beds ⋅ 4 Baths ⋅ 12793524 MLS ⋅ NEW Status

Well maintained 4 flat in the middle of UIC area. Great short street with Arrigo park at the end of the block. Three units are occupied and one is intentionally left vacant for new owner. Three occupied units have leases expiring in July, 2027. The 3rd floor was intentionally left vacant for possible live-in owner. Units are in very good condition with SS dishwashers, refrigerators, stoves, over range microwaves and 3 units have washer and dryers in the unit. There is an existing garage structure that no longer has alley access, so it is essentially a large shed, work area, other - it has a lot of potential (possibly a 5th unit). Four water heaters and 4 forced air furnaces (2 with central air). Roof was a tear-off and replaced in 2015 by Reed Roofing.

708 S Ada Street, Chicago

$125,000

3 Beds ⋅ 1 Baths ⋅ 12791995 MLS ⋅ NEW Status

4634 W Ohio Street, Chicago

$579,900

8 Beds ⋅ 2 Baths ⋅ 12793050 MLS ⋅ NEW Status

Beautifully rehabbed 2-unit Greystone that blends classic Chicago character with modern updates! Each unit offers 4 bedrooms and 1 bath, with gleaming hardwood floors, high ceilings, oversized original trim, and abundant natural light. Updated kitchens feature white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances, and both units have central air for year-round comfort. The finished basement added space that can be used as an in-law arrangement. 2-car garage completes the package. With units currently leased at $1,975 and $1,950, for rental income from day 1. Conveniently located near the Pink Line, shopping, and dining. A move-in ready Greystone with solid rental income. Don't miss it!

1632 S Drake Avenue, Chicago

$139,900

3 Beds ⋅ 3 Baths ⋅ 12793078 MLS ⋅ NEW Status

2720 S Saint Louis Avenue, Chicago

$550,000

2 Beds ⋅ 2 Baths ⋅ 12790598 MLS ⋅ NEW Status ⋅ Number 10 Lofts BLDG.

Welcome to the Chicago Lifestyle, a West Loop story. On the top floor of Number 10 Lofts at 1040 W Adams, the ceiling tells you where you are before anything else does. Heavy timber beams and warm wood plank decking stretch overhead, exposed brick climbs the walls, and silver ductwork runs the length of the room. Unit 443 faces the quiet courtyard, tucked away from the bustle of the West Loop while keeping all of it within reach. The living and dining room opens around a wall of oversized windows, with the skyline peeking over the rooftops and a glass door out to a private balcony above the courtyard gardens. Hardwood floors carry through the main living space. The kitchen is the heart of the home and its owner's favorite room. A long island with seating for three faces the living room, so whoever is cooking stays part of the conversation. Stainless appliances, a chimney range hood, a subway tile backsplash, caged pendants, generous cabinetry and a reverse osmosis filter with its own spout make it a kitchen built for real cooking. When the guest list outgrew the loft, the building's party room took the overflow. The two bedrooms sit apart from the living space. The primary suite pairs an organized walk in closet with an ensuite bath featuring a marble vanity and a glass walk in shower with a rain head. The second bedroom, once open to the kitchen, is now a true private room with its own wall of exposed brick, ready for guests or a home office. The second full bath has a marble vanity and a tub. A dedicated laundry room holds a new washer and dryer, and the furnace and central air were both replaced in 2026. The full service building offers a 24 hour doorman, on site management, a fitness center, yoga studio, theater room, owners club, business center, bike room and sundeck. Assessments cover water, the doorman, exercise facilities, exterior maintenance, insurance, scavenger and snow removal, with no special assessments pending. A deeded two car tandem garage space is available for $35,000, and storage is included. Pets are welcome. Then there is the West Loop. Grab a pastry at Goldn Bakes around the corner, walk Madison Street for ramen at Sumu or sushi at Ryota, or head north to Randolph Street for Girl & the Goat, mini golf at Puttery and live music at City Winery. Target, Mariano's, Bartelme Park and the Racine Blue Line are all a short walk away. On a beautiful Saturday, the best plan is a slow one: coffee on the balcony, a walk to the park, and dinner wherever Madison Street takes you.

1040 W Adams Street Unit #443, Chicago

$10,000

12793119 MLS ⋅ NEW Status

BANKRUPTCY SALE! Priced to sell quickly. This is a CASH for Deed sale. Minimum of 60 days closing for court approval; Bankruptcy court order to remove liens and back taxes. The full purchase price funds are due within 10 days of acceptance of an offer. No survey, no title insurance provided.

1349 S Keeler Avenue, Chicago

$275,000

5 Beds ⋅ 3 Baths ⋅ 12793084 MLS ⋅ NEW Status

Solid brick two-flat at 1634 S Kedvale with a additional attic level. Each unit has 2 bedrooms and 1 bath occupied by month to month tenants with their own central heat. The finished attic offers additional living or flex space, buyer to verify use with the City of Chicago. Exterior features include back yard and garage. Convenient to the Pink Line, Ogden Ave bus routes, and nearby parks. Strong option for an owner-occupant or investor. Sold as-is.

1634 S Kedvale Avenue, Chicago

$10,000

12793109 MLS ⋅ NEW Status

1311 S Keeler Avenue, Chicago

$10,000

12793099 MLS ⋅ NEW Status

1335 S Kildare Avenue, Chicago

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West Side Real Estate

Newest Listings in West Side

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