West Side Homes under $750,000

Welcome to the vibrant West Side of Chicago, an area brimming with rich history, diverse culture, and an inviting community spirit. Nestled in Cook County, this neighborhood is a hidden gem for homebuyers seeking both affordability and accessibility in the bustling city of Chicago. With a variety of homes priced under $750,000, the West Side offers an impressive selection for families, young professionals, and investors alike.

The West Side is known for its eclectic mix of architectural styles, from charming vintage brownstones to modern condos, ensuring that there’s something to suit every taste. The neighborhood is not just about homes; it’s about a lifestyle. Residents enjoy easy access to lush parks, trendy cafes, and local shops that add to the area’s unique character. Notable spots like the Garfield Park Conservatory and the vibrant community of Austin showcase the West Side’s commitment to green spaces and community engagement.

Convenience is key in the West Side, with excellent public transportation options connecting you to downtown Chicago and beyond. Whether you’re commuting for work or exploring the city’s cultural offerings, you’ll appreciate the ease of getting around.

With a growing sense of community and a wealth of amenities, the West Side of Chicago is an ideal place to call home. If you’re looking for a neighborhood that combines affordability with charm and convenience, homes under $750,000 in this area are waiting for you to discover. Embrace the opportunity to be part of this dynamic community where your dream home awaits!

Newest West Side Homes under $750,000

$749,000

3 Beds ⋅ 3 Baths ⋅ 12796205 MLS ⋅ NEW Status

Exceptional investment opportunity in the heart of Chicago's University Village - Little Italy neighborhood! This well-maintained multifamily property blends historic character with modern convenience, offering spacious living areas and timeless architectural appeal. The building features three units with strong rental potential: Unit 1 is a garden unit currently leased through 04/30/2027 at $1,825/month. Unit 2 is a vacant middle-floor unit with a market rent of $2,150/month and includes an assigned parking space. Unit 3 is a vacant top-floor unit with a market rent of $2,250/month and includes an assigned parking space. Total projected monthly rental income is $6,225. Ideally situated just steps from the vibrant dining, cafes, and shops along Taylor Street, with nearby green spaces including Arrigo Park and Sheridan Park. Excellent transportation options include CTA Blue Line access, bus routes, and convenient connections to major expressways. Whether you're seeking a turnkey investment or an owner-occupant opportunity with supplemental income, 1003 S Racine Ave offers the perfect combination of location, lifestyle, and income-producing potential.

1003 S Racine Avenue, Chicago

$360,000

7 Beds ⋅ 2 Baths ⋅ 12796589 MLS ⋅ NEW Status

ATTENTION INVESTORS! Beautiful Greystone building. Don't miss out on this excellent opportunity. This property is currently tenant-occupied on 2nd floor and features a first-floor unit with 3 bedrooms and a second-floor unit with 4 bedrooms, each with a full bathroom.

3903 W Monroe Street, Chicago

$350,000

2 Beds ⋅ 2 Baths ⋅ 12792804 MLS ⋅ NEW Status ⋅ Paramount Lofts BLDG.

Experience sophisticated urban living at Paramount Lofts on the Near West Side, where dramatic architecture meets contemporary comfort. This spacious 2-bedroom, 2-bath sixth-floor residence features soaring 17-foot ceilings, hardwood floors, and an open-concept layout filled with natural light. The inviting living area is anchored by a gas fireplace and opens to a generous private L-shaped balcony overlooking the courtyard, an ideal setting for morning coffee or evening cocktails. The kitchen features granite countertops, stainless steel appliances, and breakfast-bar seating, seamlessly connecting to the main living and entertaining spaces. The primary suite offers a walk-in closet and private bath, while the versatile second bedroom is equally suited for guests, a home office, or creative space. In-unit laundry adds everyday convenience. Includes deeded parking space, complete with 240V electrical for EV charging, along with an assigned storage locker. Impressive collection of amenities, including 24/7 door staff, on-site management, stunning rooftop terrace, community lounge, fitness center, receiving room, and bicycle storage. Ideally positioned near Chicago's vibrant West Loop and Fulton Market districts, the Illinois Medical District, and United Center, with convenient access to acclaimed dining, nightlife, downtown Chicago, CTA transportation, and major expressways.

1645 W Ogden Avenue Unit #639, Chicago

720 W Randolph Street Unit #701, Chicago

$675,000

2 Beds ⋅ 3 Baths ⋅ 12788539 MLS ⋅ NEW Status

Welcome to 720 W Randolph St #701, a south-facing West Loop condo on Restaurant Row with 1,668 square feet of interior living space, two en-suite bedrooms, two and a half bathrooms, and a separate den or home office. Southern exposure toward Randolph Street brings natural light into the home, while Mohawk waterproof laminate flooring, installed in September 2021, connects the living spaces. The kitchen offers a movable island, GE stove and microwave, a KitchenAid dishwasher installed in December 2025, and a garbage disposal. A large balcony off the kitchen includes an electrical outlet and extends the living space outdoors. Both bedrooms have large closets and private full bathrooms. The primary suite includes a walk-in closet, Juliet balcony, and a bathroom with a soaking tub and double-sink vanity. A separate powder room serves guests. Closet shelving installed throughout the home in 2021 adds organization, while updated light fixtures with dimmers offer adjustable lighting. Additional updates include interior paint in 2021, replacement toilets in the primary and guest bathrooms in 2024, central air conditioning in September 2025, a humidifier added in 2025, and bathroom ventilation fans replaced in 2026. An Ecobee smart thermostat and in-unit laundry, including an LG washer installed in May 2026, add everyday convenience. The elevator mid-rise building offers Butterfly building access, an on-site building engineer, dedicated bike storage, storage space #17, and an updated fitness room with yoga space. Improvements to the rear entrance hallway include epoxy flooring, freshly painted walls, and protective wall bumpers. The Restaurant Row location puts dining destinations such as Au Cheval, Girl & the Goat, and Soho House nearby, along with Whole Foods, Mariano's, and Mary Bartelme Park. Transportation options include the Morgan CTA Green and Pink Lines, nearby Metra stations, and expressway access, with Fulton Market also close by. Deeded parking space P-24 in the climate controlled garage is included in the sale. A second deeded parking space, P-18, is available separately for $32,000. The HOA has installed 3 EV charging stations in the garage as well.

720 W Randolph Street Unit #701, Chicago

$355,000

1 Beds ⋅ 1 Baths ⋅ 12796095 MLS ⋅ NEW Status

Top-floor living with character, space, and all the right conveniences! This bright and inviting 1-bedroom, 1-bath condo features soaring ceilings, oversized windows, exposed brick, hardwood floors, and an abundance of storage throughout. The open living space is filled with natural light and features a distinctive gas stove that adds warmth and character. The kitchen is equipped with stainless steel appliances, quartz countertops, and plenty of room for everyday cooking and entertaining. Thoughtful details make this home especially functional, including in-unit laundry, two interior storage closets, a convenient foyer at the base of the stairs for coats and shoes, additional storage just off the rear of the unit, plus an impressive approximately 6' x 10' private storage locker in the basement. Garage parking is included. Enjoy a fantastic neighborhood location just a block from Eckhart Park with easy access to the Chicago Blue Line, expressways, and all the dining, shopping, coffee shops, and nightlife that make this area such a great place to call home. Perfectly positioned near River West, East Village and Ukrainian Village, with easy access to some of the area's favorite dining spots, including Beatnik West Town, Yuzu Sushi & Robata Grill, Mart Anthony's, and neighborhood favorite Kasama.

1333 W Huron Street Unit #3A, Chicago

$135,000

2 Beds ⋅ 2 Baths ⋅ 12796348 MLS ⋅ NEW Status

Welcome to 4632 W Adams St, a spacious 3-bedroom, 2-bathroom home. Enter a large living room that provides plenty of room for entertaining or relaxing. The home also features a separate family room overlooking the backyard, offering space for everyday living, gatherings, or enjoying views of the outdoor space. The full unfinished basement provides additional space and potential for future finishing, storage, recreation, or a customized living area. With three bedrooms, two full bathrooms, generous main-level living areas, and a backyard, this home offers flexibility. Located on Chicago's West Side, the property is near neighborhood schools, parks, shopping, and dining. Moore (Maurice) Park is nearby and offers a playground, baseball fields, outdoor basketball courts, a fieldhouse, community garden. The Seller must comply with HUD Guidelines 24 CFR 206.125.

4632 W Adams Street, Chicago

$279,000

1 Beds ⋅ 1 Baths ⋅ 12796206 MLS ⋅ NEW Status

With the 1901 United Center Project underway, you'll want to be sure to jump on this west-facing ONE PLUS DEN with garage parking INCLUDED! This open-concept, concrete loft in the hot WEST LOOP offers hardwood floors in the main living areas and carpets in the bedroom and office/den. Kitchen has a large breakfast bar, W/D in-unit and a private balcony to watch the amazing sunsets. Fresh paint throughout and a gas fireplace in the living room. Pet-friendly, doorperson building just steps from Skinner Elementary School and parks, Union Park, the West Loop dog park, restaurants, shopping, trains and buses. Mariano's and Whole Foods aren't far and there is easy access to 90/94 & 290. And, of course, great walkability in the West Loop. Deeded garage parking is included in the price. Come see us today!

6 S Laflin Street Unit #617, Chicago

$575,000

7 Beds ⋅ 3 Baths ⋅ 12795866 MLS ⋅ NEW Status

Excellent investment opportunity in Chicago's East Garfield Park neighborhood! This three-unit property offers strong income-producing potential with extensive improvements throughout, including updated plumbing and electrical systems, new flooring, updated tile, fresh paint, newer boilers, and a newer furnace. Two of the three units have been recently renovated, while the third is currently tenant-occupied, providing an opportunity for immediate rental income. The property features an enclosed metal fence and convenient access to major expressways, public transportation, and downtown Chicago. All three units offer potential for participation in the Housing Choice Voucher program, subject to applicable program requirements and approvals. Investors may also explore the possibility of converting the property into three individual condominium units, subject to municipal approvals and applicable legal requirements. Whether you're looking to expand your rental portfolio or explore future investment opportunities, this well-located three-flat offers flexibility and long-term potential. Schedule your showing today!

331 S Richmond Street, Chicago

$320,000

3 Beds ⋅ 2 Baths ⋅ 12795508 MLS ⋅ NEW Status

1610 S Saint Louis Avenue, Chicago

$699,000

5 Beds ⋅ 4 Baths ⋅ 12794995 MLS ⋅ NEW Status

A two-unit building, rehabbed in 2017, in the heart of Chicago's Pilsen neighborhood, walking distance from 18th Street's restaurants, murals, parks and culture. Steps to the Pink Line at Western, plus CTA bus, minutes to downtown Chicago! The first unit spans the first floor and garden level with 3 bedrooms and 2.5 baths: high ceilings, hardwood floors, exposed brick, a kitchen that boasts a granite island with seating, and custom cabinetry; A primary suite with a jacuzzi tub and shower. The garden level adds two bedrooms, a full bath, heated floors, laundry room, extra living space and a private patio. This duplex is perfect for owner occupant to enjoy extra space for the family! Upstairs, the second unit offers 2 bedrooms, 1 bath, laundry area and a quartz island kitchen of its own. High ceilings with skylights give you plenty of sunlight all around. Connected to the attic, with storage space. Step out onto the spacious deck above the two-car garage for a private outdoor retreat and take advantage of the spacious storage space below the garage. An ideal owner-occupy with rental income, or a straight investment in one of Chicago's most vibrant neighborhoods.

2325 W Cullerton Street, Chicago

$325,000

2 Beds ⋅ 2 Baths ⋅ 12795178 MLS ⋅ NEW Status

Welcome home to this spacious and thoughtfully updated 2-bedroom, 2-bath duplex in an intimate all-brick, 5-unit building tucked away on a quiet, tree-lined cul-de-sac directly across from Harrison Park. Just off the vibrant 18th Street corridor, this home offers an ideal combination of neighborhood convenience and unexpected privacy, with the community garden next door and the 18th Street Pink Line, Thalia Hall, restaurants, coffee shops, parks, and everything Pilsen has to offer just blocks away. The bright, south-facing main level features an open-concept layout with hardwood floors and plenty of room for both living and dining. The kitchen has been refreshed with painted cabinetry, granite countertops, stainless steel appliances, a tile backsplash, and an open pantry converted from the former coat closet for added everyday storage. Nearly every light fixture has been upgraded with warm, modern selections, and most of the home has been freshly painted. A full stone bath with glass-enclosed shower and full-size side-by-side in-unit laundry complete the main level. Downstairs, the private bedroom level features two impressively sized bedrooms, both with room for king-size beds, including a spacious primary with a walk-in closet. The bedrooms share an updated stone Jack-and-Jill bath with a jetted tub, while newer carpet adds comfort throughout the lower level. Additional improvements include a new front screen door, updated hardware and vents, plus significant recent building improvements including a new roof, flashing, and skylights in 2024 and rear staircase repairs, replacement work, and exterior painting completed in August 2026. Unused chimneys were also removed in August 2026. Direct rear stairwell access provides an additional entry and a small outdoor area just beyond the lower-level entrance. Low assessments and dedicated exterior parking included complete this move-in-ready Pilsen home.

1745 W 18Th Place Unit #1R, Chicago

$300,000

1 Beds ⋅ 1 Baths ⋅ 12795179 MLS ⋅ NEW Status

True timber loft in a magical West Town location at the all new-up-and-coming Grand Avenue Corridor. Find tons of new businesses and entrepeneurs lining the street from Ashland to Western. Boutique loft building with secured butterflymx entry. Take the elevator to the third floor and find a perfectly planned one bedroom space. All hardwood floors and coat closet at the entry. Full bathroom has a soaker tub and shower combination. Large bedroom with wall to wall closets. The kitchen features bar seating, custom cabinetry, granite counters and stainless steel appliances. All open concept, the living and dining is very nicely attached to the kitchen. A glass sliding door takes you out to an attached private balcony with northern exposure. You will be dazzled by the extra long attached garage parking ( additional $35k).

500 N Damen Avenue Unit #307, Chicago

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West Side Homes under $750,000

Newest West Side Homes under $750,000

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