West Side Real Estate

Welcome to the vibrant West Side of Chicago, a neighborhood where rich history meets modern living. Nestled within Cook County, the West Side is a tapestry of diverse cultures, thriving communities, and a dynamic urban landscape that beckons residents and visitors alike.

The West Side is known for its charming residential streets lined with historic brownstones and contemporary developments, offering a variety of housing options for families, young professionals, and everyone in between. This area boasts an eclectic mix of eateries, from beloved local diners to trendy cafes, ensuring that your culinary cravings are always satisfied. Whether you’re in the mood for deep-dish pizza or international cuisine, the West Side has something to delight every palate.

In addition to its culinary offerings, the West Side is home to beautiful parks and green spaces, providing a perfect backdrop for outdoor activities and family gatherings. The iconic Garfield Park Conservatory, one of the largest and most stunning conservatories in the nation, invites nature lovers to explore its lush gardens and seasonal exhibits.

Education is a cornerstone of the West Side community, with access to quality schools and educational institutions, making it an ideal place for families. The neighborhood is also well-connected to public transportation, providing easy access to downtown Chicago and beyond.

Embrace the vibrant lifestyle that the West Side has to offer, where community spirit thrives and opportunities abound. Whether you’re looking to buy, rent, or simply explore, the West Side of Chicago is waiting to welcome you home.

Newest Listings in West Side

$295,000

3 Beds ⋅ 3 Baths ⋅ 12803782 MLS ⋅ NEW Status

Beautifully updated brick 2-flat in Chicago's West Garfield Park neighborhood! This move-in-ready property offers an excellent opportunity for an owner-occupant or investor. The first-floor unit is a spacious duplex-down featuring 2 full baths. The lower level was previously used as a second bedroom suite with its own private bath, offering flexible additional living space. The second-floor unit features 2 spacious bedrooms. Both units have been tastefully updated with white cabinetry, quartz countertops, stainless steel appliances, refinished hardwood and laminate flooring, LED recessed lighting, updated light and plumbing fixtures, and beautifully renovated ceramic tile baths. Additional improvements include 3 new hot water tanks and freshly paint throughout, including the doors, trim, enclosed rear porch, and front entrance. Both units also offer plenty of closet and storage space. Each unit features separate utilities, circuit breaker electrical service, and forced-air heating. The property is secured by an iron fence in front and a gated iron fence in the rear. A spacious rear parking pad is conveniently accessed through a rolling gate. Ideal for a live-in owner looking to generate additional rental income or an investor seeking a move-in-ready rental property. Conveniently located approximately one block from the I-290 eastbound entrance, offering easy expressway access and a short drive to Downtown Chicago. Updated, versatile, and ready for immediate occupancy or rental!

760 S Kostner Avenue, Chicago

$250,000

12803550 MLS ⋅ NEW Status

Rare Location! Extra deep, oversized 50' x 175' (~8,750 SF) double lot in HOT East Garfield Park. Ideal frontage overlooking rear Garfield Park Conservatory and an easy walk to the Conservatory. .2 Miles to Central Park Green Line plus quick access to I-290. This pocket is seeing real momentum, with city-backed projects like the Conservatory Apartments, Fifth City Commons, a newly approved Hub 32 transit-oriented development at Kedzie/Green Line, all within the Garfield Park / East Garfield Park corridor. Bring your ideas- wide-lot canvas for 6-8 unit multi-family condos or rentals.

338 N Hamlin Avenue, Chicago

3416 W Franklin Boulevard Unit #3, Chicago

$309,999

2 Beds ⋅ 2 Baths ⋅ 12787607 MLS ⋅ NEW Status

H-U-M-B-O-L-D T--P-A-R-K---S-P-E-C-I-A-L ! ! ! B-U-Y-E-R-'-S---A-N-D----I-N-V-E-S-T-O-R-'-S---D-E-L-I-G-H-T ! ! WELCOME TO YOUR NEW HOME IN THE HEART OF THE HUMBOLDT PARK NEIGHBORHOOD WITH VIEW OF THE SKYLINE! SPACIOUSLY DESIGNED. 13 IN CEILINGS, 1725 SF SUNNY CONDO WITH 2-BEDROOMS AND 2-BATHROOMS WITH HARDWOOD FLOORS THROUGHOUT AND AN OPEN CONCEPT THAT SHARES LOTS OF NATURAL LIGHT IN ADDITION TO RECESSED LIGHTING... THE LIVING ROOM HAS A FIREPLACE, CEILING FAN, AND TRACK LIGHTING... THE DINING ROOM HAS TRACK LIGHTING... AND THE KITCHEN INCLUDES ALL STAINLESS-STEEL APPLIANCES, GRANITE COUNTERTOPS, DISHWASHER, AND MICROWAVE. THE NICE SIZE MASTER BEDROOM WITH MASTER BATH THAT INCLUDES A JACUZZI TUB AND A SEPARATE A SIT-DOWN SHOWER AND A DOUBLE SINK, AND A LARGE WALK-IN CLOSET. THERE IS AN IN-UNIT STACKABLE WASHER AND DRYER. A GATED, ASSIGNED PARKING SPACE IS INCLUDED. THERE IS A MORE!!! THERE IS A---R-O-O-F---T-O-P---D-E-C-K-WITH A VIEW OF SKYLINE AND THE WILLIS TOWER (FORMERLY KNOWN AS SEARS TOWER) THIS IS A BONUS. WAIT... THERE IS MORE... IN THE MASTER BEDROOM YOUR PRIVATE DOOR LEADS TO YOUR PERSONAL LOVELY OVERSIZED DECK FOR YOUR OUTSIDE ENJOYMENT... CLOSE TO PUBLIC TRANSPORTATION AND ACROSS FROM WESTINGHOUSE COLLEGE PREP. ENJOY GRILLING AND MORE. WONDERFUL THANKSGIVING GIFT TO YOURSELF. *** DON'T DELAY -MAKE YOUR APPOINTMENT TODAY!!! *** JUST IN TIME FOR CHRISTMAS, AND THE 2027 NEW YEAR! *** H-U-M-B-O-L-D T--P-A-R-K---B-U-Y-E-R-'-S---S-P-E-C-I-A-L--- D-E-L-I-G-H-T-F-U-L-!-!-! ! ! ! ***

3416 W Franklin Boulevard Unit #3, Chicago

$600,000

7 Beds ⋅ 4 Baths ⋅ 12803107 MLS ⋅ NEW Status

Stunning Fully Renovated 2-Unit Duplex - Spacious Living & Excellent Investment Opportunity! Welcome to this beautifully updated two-unit property offering modern finishes, spacious layouts, and incredible versatility. Thoughtfully designed with functionality and comfort in mind, this property features two separate living spaces with a combined total of 7 bedrooms and 4 bathrooms. The first-floor unit offers 2 generously sized bedrooms and 1 full bathroom, providing a comfortable and inviting living space. The second unit is an impressive duplex-down featuring 5 bedrooms and 3 full bathrooms, offering plenty of room for larger households, entertaining, or additional rental potential. Both units showcase contemporary finishes, including stylish kitchens with white cabinetry, quartz countertops, stainless steel appliances, modern lighting, and attractive vinyl flooring. Additional highlights include updated bathrooms, spacious open-concept living areas, and modern fixtures throughout. The exterior features a private fenced yard, a 2 car garage, landscaped green space, and outdoor deck access, providing additional opportunities to relax and entertain. A modern exterior design and private entrances add to the property's overall appeal. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking additional rental income, this versatile two-unit property offers an exceptional opportunity. This is one you won't want to miss!

1435 S Karlov Avenue, Chicago

1524 S Sangamon Street Unit #706, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12803322 MLS ⋅ NEW Status ⋅ University Village BLDG.

Welcome Home to University Village Lofts! Wake up to breathtaking, views of the Chicago skyline from this stunning 7th-floor, 2-bedroom, 2-bathroom condo offering approximately 1,200 square feet of stylish urban living. From the moment you step inside, you'll be captivated by the dramatic volume ceilings, expansive floor-to-ceiling windows, and an abundance of natural light that beautifully highlight the home's open and airy design. The spacious living and dining areas provide the perfect setting for entertaining guests or relaxing at home, while the inviting fireplace adds warmth and character to the space. Beautiful hardwood floors flow throughout, creating a seamless and sophisticated feel. The thoughtfully designed kitchen is both stylish and functional, featuring granite countertops, stainless steel appliances, a chic backsplash, and a convenient breakfast bar that opens to the main living area. Step outside onto your private balcony and take in the incredible city views, offering the perfect backdrop for your morning coffee, evening cocktails, or simply enjoying the beauty of the Chicago skyline. The spacious primary suite serves as a peaceful retreat, complete with a generously sized closet featuring custom organization and a beautifully appointed en-suite bathroom with a glass-enclosed shower and built-in bench. A second spacious bedroom and an additional full bathroom provide flexibility for guests, a home office, or additional living space. Adding even more value and convenience, two garage parking spaces are included with the home. Ideally situated in the sought-after University Village neighborhood, you'll love being just moments from an incredible selection of restaurants, parks, and everyday conveniences throughout University Village. Combining spectacular skyline views, spacious loft-style living, and an unbeatable location, this exceptional condo offers the perfect opportunity to experience the best of Chicago city living!

1524 S Sangamon Street Unit #706, Chicago

$139,900

3 Beds ⋅ 2 Baths ⋅ 12803300 MLS ⋅ NEW Status

West Garfield Park! 3-bedroom, 1.5-bath single-family home. Uniquely situated at the back of the lot, the property features an exceptionally large front yard with landscaping or expansion potential. Inside, you will find charming original hardwood floors throughout. The location is steps from public transit and minutes to I-290. The property does need some TLC and is being sold AS-IS, but the seller is willing to provide a credit to accommodate repairs. Cash or Conventional only (Will not qualify for FHA). Occupancy: Currently occupied by a long-term tenant paying $1,200/month. Tenant is flexible and can stay for immediate cash flow or vacate for an owner-occupant. Parking: Ample street parking available (no garage). Home qualifies for the $2,500 Chase Homebuyer Grant.

4028 W Wilcox Street, Chicago

4116 W Congress Parkway Unit #2, Chicago

$139,900

3 Beds ⋅ 2 Baths ⋅ 12803244 MLS ⋅ NEW Status

Exceptional turn-key opportunity on Congress Pkwy! This move-in ready 3-bedroom, 2-bathroom condo features a spacious layout with generously sized bedrooms and abundant natural light throughout. Well-maintained and functional, the property offers a seamless floor plan ideal for modern living or portfolio expansion. Fenced deck area in the rear. Currently occupied by a reliable Section 8 tenant, providing immediate, steady rental income from day one-making it an ideal turn-key investment for savvy investors, or a great future option for owner-occupants. Section 8 tenant is month to month, paying $1350.00 per month. Conveniently located near public transportation, major expressways, dining, and shopping. Illinois Condominium Act applies.

4116 W Congress Parkway Unit #2, Chicago

$630,000

9 Beds ⋅ 6 Baths ⋅ 12802842 MLS ⋅ NEW Status

**Incredible Investment Opportunity in Humboldt Park!** This newer construction brick 3-flat has been completely remodeled in 2026, offering the perfect combination of modern construction, extensive upgrades, and exceptional rental income potential! Featuring three spacious units, each offering 3 bedrooms and 2 full bathrooms, this property is ideal for investors and owner-occupants alike. All three units have been beautifully renovated with brand-new kitchens featuring granite countertops and stainless steel appliances, updated bathrooms, new flooring, fresh paint, new doors and trim, modern light fixtures, new furnaces, and new water heaters. Each unit also features its own in-unit laundry area for added convenience. Additional features include a newer rear deck and carport with a sliding privacy gate. **All three units are currently vacant**, giving buyers the flexibility to select their own tenants, establish market rents, or occupy one unit while generating income from the other two. With projected rental rates starting at $2,200+ per unit, this property offers the potential to generate approximately **$80,000 annually in rental income!** Whether you're an experienced investor looking to expand your portfolio or an owner-occupant, this move-in-ready, newer construction property offers an incredible opportunity in one of Chicago's vibrant neighborhoods. Schedule your private showing today!

636 N Ridgeway Avenue, Chicago

$40,000

12803221 MLS ⋅ NEW Status

Solid development site in an up-and-coming corridor. This 25x125 lot offers excellent potential for residential or investment build-out. Seller is motivated and open to discussing collaborative development opportunities. Ideal location with strong future growth.

1542 S Homan Avenue, Chicago

$35,000

12803206 MLS ⋅ NEW Status

Prime vacant lot ready for new construction or long-term investment. Motivated seller offering owner financing and willing to collaborate on the right project. Bring your plans and explore creative possibilities.

1518 S Homan Avenue, Chicago

$40,000

12710604 MLS ⋅ NEW Status

Opportunity knocks on this standard 25x125 East Garfield Park lot, ideal for builders seeking their next project. Situated on a quiet residential block with steady redevelopment nearby. Seller is motivated and open to exploring joint project concepts or development collaboration. Great chance to secure a value-driven site.

3449 W Flournoy Street, Chicago

$385,000

4 Beds ⋅ 2 Baths ⋅ 12803016 MLS ⋅ NEW Status

Complete 2026 Rebuild! Buyers can receive up to $7,500 closing credit from the lender on this property purchase! You will love this beautifully remodeled 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

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West Side Real Estate

Newest Listings in West Side

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