West Side Real Estate

Welcome to the West Side of Chicago, a vibrant neighborhood that perfectly blends rich history with modern urban living. Nestled within Cook County, the West Side is a diverse area known for its strong community spirit, cultural heritage, and a variety of amenities that cater to residents of all ages.

The West Side boasts an impressive array of architectural styles, from charming historic buildings to contemporary developments, making it a visually appealing place to call home. This neighborhood is home to iconic landmarks such as the Garfield Park Conservatory, a stunning glass structure that showcases a vast collection of plants from around the world, providing a peaceful escape right in the heart of the city.

For families, the West Side offers excellent educational opportunities, with access to quality public and charter schools, as well as nearby universities. The community is also rich in recreational options, featuring numerous parks, playgrounds, and sports facilities. Residents can enjoy leisurely strolls through the expansive Douglass Park or partake in various community events that foster connection and camaraderie.

In terms of dining and shopping, the West Side does not disappoint. The area is dotted with local eateries offering a taste of Chicago’s culinary scene, from soul food to international cuisine. Boutique shops and markets provide unique shopping experiences, while larger retail centers ensure that all your needs are met.

Whether you’re a young professional, a growing family, or looking to settle down, the West Side of Chicago offers a welcoming environment filled with opportunities for growth, connection, and enjoyment. Explore this dynamic neighborhood and discover why it’s a hidden gem in the Windy City!

Newest Listings in West Side

$339,900

2 Beds ⋅ 1 Baths ⋅ 12805464 MLS ⋅ NEW Status

LARGE UNIQUE LOFT SPACE BEING OFFERED AS IS. HOTTEST PART OF GRAND AVENUE RIGHT AT DAMEN. CLOSE TO FULTON MARKEWT ACTION. HUGE 2BR 1BA UNIT WITH PRIVATE LAUNDRY. LOTS OF CLOSET SPACE THROUGHOUT. VERY HIGH CEILINGS, MODERN KITCHEN WITH STAINLESS STEEL APPLIANCES. THE BUILDING HAS A BAN ON SMOKING ANYWHERE INSIDE, INCLUDING THE UNIT. ALSO, NO COMMERCIAL ACTIVITY ALLOWED IN THE UNIT. HVAC SYSTEM IS LESS THAN 5 YEARS OLD.

2120 W Grand Avenue Unit #D, Chicago

$999,999

9 Beds ⋅ 6 Baths ⋅ 12805414 MLS ⋅ NEW Status

**NEW CONSTRUCTION | LUXURY 3-UNIT | EXCEPTIONAL INCOME POTENTIAL!** An exciting opportunity to own a stunning, newly constructed three-unit property situated on an oversized corner lot, just minutes from the United Center and the highly anticipated **1901 Project**. Thoughtfully designed with modern luxury, generous living space, and investment potential in mind, this property stands apart! Each of the **three expansive 3-bedroom, 2-bath residences** offers an impressive open-concept layout with 9-foot ceilings, contemporary finishes, and spacious living areas designed for comfort and entertaining. The beautifully appointed kitchens feature **quartz countertops, black stainless steel appliances, 42-inch cabinetry, under-cabinet LED lighting, and oversized islands** that create the perfect gathering space. Additional highlights include LED lighting throughout, all-electric appliances, and convenient in-unit washer/dryer. The primary suites offer a spa-inspired experience with **72-inch double vanities, oversized walk-in showers, and luxurious bathroom finishes**. Outside, the oversized corner lot is complemented by wrought-iron fencing and exterior parking with prewired EV charging capability. Beyond the impressive finishes, the income potential is equally attractive, with **projected rents of approximately $2,800 per unit-an estimated $8,400 monthly or $100,800 annually in gross rental income at full occupancy**. Conveniently located near the United Center, The 1901 Project, downtown Chicago, public transportation, and major expressways. **Three luxury residences. Nine bedrooms. Six bathrooms. One exceptional opportunity!** Whether expanding an investment portfolio or exploring owner-occupancy with rental income potential, 2661 W Monroe delivers the space, style, and possibilities worth exploring. Check out the virtual tour and schedule your in person tour.

2661 W Monroe Street, Chicago

$334,900

4 Beds ⋅ 2 Baths ⋅ 12805157 MLS ⋅ NEW Status

Discover the potential of this all-brick single-family home in Chicago's vibrant Pilsen neighborhood! Featuring 4 bedrooms, 2 full bathrooms, and a versatile 1.5-story layout, this property offers an excellent opportunity for buyers looking to bring their personal vision to life. Additional features include a full unfinished basement, central A/C, and a detached 2-car garage. Conveniently located near Harrison Park, the National Museum of Mexican Art, Pilsen's popular 18th Street restaurants, shopping, schools, and the CTA Pink Line, with convenient access to major expressways and downtown Chicago. Whether you're looking to renovate, personalize, or explore its potential, this property is full of possibilities.

1704 W Cullerton Street, Chicago

$255,000

2 Beds ⋅ 2 Baths ⋅ 12805153 MLS ⋅ NEW Status

Little Village Brick 2 unit! Main level has 2 bedrooms, living room, dinning room, kitchen, full bath. 2nd floor has kitchen, living room, 2 bedrooms, one bathroom (located in one of the bedrooms. Attic for storage. 2 car garage. Newer roof. property is located just off Cermak Rd, close to schools, transit, and local amenities. Property sold AS-IS. Excellent opportunity to add to your portfolio-schedule your showing today!

2446 S Whipple Street, Chicago

$460,000

4 Beds ⋅ 3 Baths ⋅ 12804630 MLS ⋅ NEW Status

1046 S Mason Avenue, Chicago

$480,000

9 Beds ⋅ 3 Baths ⋅ 12799480 MLS ⋅ NEW Status

Spacious two-flat multifamily property located in Chicago's West Garfield Park neighborhood, offering an abundance of living space and excellent investment potential. The first-floor unit features four generously sized bedrooms and one full bathroom, while the second-floor unit offers five spacious bedrooms and one full bathroom. The basement includes an in-law suite complete with its own kitchen, bathroom, and private entrance, providing additional living space and flexibility. One unit is currently tenant-occupied, while the second-floor unit is vacant, offering an opportunity for an owner-occupant or investor. Property improvements include a newer roof, updated furnace, and electrical improvements. With generous bedroom counts, additional basement accommodations, and income-producing potential, this property is a great opportunity for investors or buyers looking to live in one unit while generating rental income from the other.

4246 W Adams Street, Chicago

$395,000

3 Beds ⋅ 2 Baths ⋅ 12794128 MLS ⋅ NEW Status

625 N Trumbull Street, Chicago

$655,000

4 Beds ⋅ 4 Baths ⋅ 12804463 MLS ⋅ NEW Status

Rarely available, completely renovated 4 bedroom, 3.1 bath single family residence with flawless high end hardwood flooring throughout. Enter the front gate into a nice yard with a spacious covered porch to enjoy on Chicago's warmer days. Stepping into the home, one is welcomed with a grand staircase, high coffered ceilings, and beautiful wood detailing throughout the wide open main level. The kitchen features white cabinetry, quartz countertops, black stainless steel appliances, and breakfast bar. Powder room and laundry room are conveniently located on this floor as well. Once upstairs, one is greeted by a spacious landing with grand chandelier. The massive primary bedroom highlights a luxurious bathroom with dual vanity, walk in shower, and separate bath; while showcasing a custom walk in closet and its own private balcony. Two nicely appointed bedrooms and full bath complete to top level. The lower level is full finished with a family room, bedroom, full bath, and separate entrance. The fully fenced in backyard offers an extensive driveway and room for entertaining. All of this with in steps of the West Loop, Pilsen, Medical District, and the 1901 Project.

2425 W Lexington Street, Chicago

1931 S Jefferson Street Unit #4S, Chicago

$599,000

3 Beds ⋅ 2 Baths ⋅ 12804398 MLS ⋅ NEW Status

Luxurious NEW CONSTRUCTION penthouse offering 1,450 SF of interior living space, a spacious 15' x 10' private rear porch, and a massive professionally finished private rooftop deck with sweeping views of the Chicago skyline, Ping Tom Memorial Park, and the surrounding cityscape. Perched atop a boutique eight-unit building in prime Pilsen, this exceptional residence enjoys unobstructed sunlight throughout the day, oversized windows, and a bright, airy feel rarely found in city living. Designed for both everyday comfort and entertaining, the home features 9-foot ceilings, wide-plank white oak flooring, and an exceptionally wide open-concept layout that provides expansive living, dining, and work-from-home space. The chef's kitchen showcases premium KitchenAid appliances, custom white oak and painted cabinetry, top-tier quartz countertops, and an impressive 7-foot island designed as the centerpiece of the home. The spacious primary suite offers a spa-inspired bath, an oversized custom walk-in closet, and generous storage throughout. Two additional bedrooms provide flexibility for guests, family, or a dedicated home office. Finished closets throughout, in-unit laundry, a smart thermostat, video intercom system, and a private ground-floor storage room provide exceptional convenience and functionality. In addition to the private rooftop retreat, residents enjoy access to a shared rooftop deck offering even more outdoor space and panoramic city views. Ideally located on a quiet residential street just steps from Pilsen's renowned restaurants, cafes, galleries, and nightlife, and minutes from Chinatown, Downtown Chicago, and the Lakefront. Enjoy quick access to I-94 without the highway noise, a short walk to the Halsted Metra Station, and easy bike access to the Loop, Museum Campus, Soldier Field, and lakefront trails. Combining penthouse privacy, 500 SF of outdoor living space, abundant natural light, luxury finishes, and an unbeatable location, this is a rare opportunity to own one of Pilsen's premier new construction residences.

1931 S Jefferson Street Unit #4S, Chicago

$304,900

6 Beds ⋅ 2 Baths ⋅ 12804389 MLS ⋅ NEW Status

~ THE CASH COW!!!!! ~ INCOME-PRODUCING BRICK TWO-FLAT IN WEST GARFIELD PARK! Collect rent from day one with a long-term first-floor tenant who would love to stay, and put the vacant second-floor unit to work on your terms. This spacious brick two-flat features three bedrooms and one bath on each floor. The vacant unit gives the next owner the flexibility to move in, lease it out, or make updates before bringing it to market. Set on a residential block directly across from a neighborhood school, the property offers convenient access to public transportation, shopping, parks, and everyday amenities. Its classic brick exterior and spacious three-bedroom layouts make it a strong addition to an investment portfolio or an opportunity for an owner-occupant looking to offset expenses with rental income. The full unfinished basement is a standout feature with great possibilities. There's plenty of room to create dedicated storage, add laundry facilities, or explore finishing the space to add value. Investors may also explore separate utility metering and individual water heaters where feasible. Buyers should verify the feasibility of proposed improvements, utility changes, and future basement uses. Property is being sold AS-IS, subject to the existing tenancy. Buyer will assume responsibility for required City inspections, municipal compliance, property clean-out, and repairs. No survey or seller disclosures will be provided. Proof of funds or a lender preapproval letter must accompany all offers. Taxes will be prorated at 100%, and earnest money must be submitted in certified funds. Room counts, dimensions, lot size, and other property details are believed to be accurate but are not guaranteed. With rental income already in place and a vacant three-bedroom unit ready for your next move, this West Garfield Park two-flat gives you two ways to make the investment work for you.

4238 W Congress Parkway, Chicago

$160,000

12804353 MLS ⋅ NEW Status

DEVELOPMENT OPPORTUNITY! Excellent opportunity for builders, developers, and investors! This vacant residential parcel offers approximately 32 feet of frontage by 118 feet of depth and is zoned RM-5 (Residential Multi-Unit District), offering potential for multifamily residential development, subject to applicable City of Chicago zoning regulations, building requirements, and approvals. Whether you're looking to develop new residential housing or expand your investment portfolio, this property presents an opportunity to bring your vision to life. Separate parcel with its own PIN. Explore the possibilities and make your next development project a reality! Combined acquisition opportunity 64' x 118' Approximate combined dimensions, assuming the lots are contiguous and can be combined for development. Two separate parcels Two individual PINs Both zoned RM-5 Approximately 7,552 combined square feet Potential for a larger development project, subject to zoning and site-plan review.

3204 W Warren Boulevard, Chicago

$160,000

12803773 MLS ⋅ NEW Status

3202 W Warren Boulevard, Chicago

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West Side Real Estate

Newest Listings in West Side

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