West Town Homes under $500,000

Welcome to West Town, one of Chicago’s most vibrant and eclectic neighborhoods, where urban charm meets artistic flair. Nestled in Cook County, West Town is a treasure trove of culture, creativity, and community spirit. Known for its diverse population and rich history, this area has transformed into a hub of trendy cafes, boutique shops, and unique art galleries, making it a sought-after destination for both young professionals and families alike.

One of the most appealing aspects of West Town is the variety of homes available, particularly for those seeking affordable options. In this dynamic neighborhood, you can find charming residences priced under $500,000, providing an excellent opportunity for first-time homebuyers or those looking to invest in the thriving Chicago real estate market. From classic brick two-flats to modern condos, West Town offers a range of architectural styles that cater to different tastes and lifestyles.

Living in West Town means you’re never far from excitement. Enjoy leisurely strolls along the picturesque streets lined with trees, or indulge in the culinary delights offered by local eateries, ranging from cozy diners to upscale restaurants. With easy access to public transportation and close proximity to downtown Chicago, West Town is perfect for those who crave a lively urban experience while still enjoying the comforts of a tight-knit community.

Discover the charm of West Town today and find your dream home in this flourishing neighborhood, where every corner holds a new adventure waiting to be explored!

Newest West Town Homes under $500,000

$399,900

2 Beds ⋅ 1 Baths ⋅ 12722732 MLS ⋅ NEW Status

Top-floor two-bedroom in an all brick six-unit West Town walk-up, gut rehabbed in 2008 and full of details that don't get built at this price. Soaring ceilings, arched windows and exposed brick detail set the tone, with espresso oak hardwood running throughout. The kitchen anchors the main living space with a waterfall edge island, granite counters, subway tile backsplash and walnut cabinetry. Eight-foot solid-core doors, European pocket doors and built-out closets carry the finish level through. The bath pairs a radiant heated floor with beige stacked stone tile. In-unit laundry, surround-sound wiring, a balcony off the living area and a large dedicated storage room round it out. 2-car tandem parking included. Steps to the Chicago Avenue restaurant corridor, Mariano's and West Town Bakery, with quick access to the Blue Line and 90/94.

1735 W Erie Street Unit #3N, Chicago

737 W Washington Boulevard Unit #3306, Chicago

$375,000

1 Beds ⋅ 2 Baths ⋅ 12769671 MLS ⋅ NEW Status ⋅ Skybridge BLDG.

Best of West Loop! Stunning city views from this high-floor unit at Skybridge. Impeccable updates to this 1100+ square foot 1 bedroom, 1.5 bathroom condo. Beautiful kitchen renovation complete with a large island with bar stools. Living room also has recently designed custom built-ins and cozy dining area. Massive primary suite with en-suite bathroom, walk-in closet, more custom built-ins & area for a desk to work from home. The primary bathroom features 6-foot soaking tub, separate shower, and double vanity. Other features include hardwood flooring, laundry closet and balcony. The building was constructed in 2004 and is comprised of 237 residential units. Enjoy 24/7 door staff, gym, sundeck with city views, individual storage, dog run, and on-site property management. Direct access to Whole Foods downstairs, and easy walk to Randolph St, Fulton Market, Ogilvy, Union Station and everything the West Loop has to offer.

737 W Washington Boulevard Unit #3306, Chicago

$385,000

1 Beds ⋅ 1 Baths ⋅ 12755029 MLS ⋅ NEW Status

740 W Fulton Street Unit #1212, Chicago

737 W Washington Boulevard Unit #3406, Chicago

$349,999

1 Beds ⋅ 2 Baths ⋅ 12765597 MLS ⋅ ACTIVE Status

Perched high above the West Loop, this spacious 1-bedroom, 1.1-bath residence at Skybridge offers a combination of views, privacy, scale, and full-service living that is difficult to replicate. Located on the 34th floor, the home features stunning east-facing city and river views through floor-to-ceiling windows, along with a large wraparound balcony that brings the skyline into your everyday living experience. With only eight residences on the floor, the setting feels quiet and private, while higher ceilings and incredible natural light create a bright, open atmosphere that immediately separates this home from a typical condo. The ceiling height, openness, and expansive views give the residence a true luxury feel from the moment you walk in. Inside, you'll find bamboo flooring throughout, contemporary lighting, and a spacious kitchen with granite countertops and abundant cabinet space. The oversized primary suite features a generous bath with a Jacuzzi tub, while an additional powder room and in-unit washer/dryer add everyday convenience. Deeded premium parking is available separately for $35,000 and is ideally located next to an electrical outlet for convenient EV charging. Skybridge delivers a true full-service lifestyle with 24-hour door staff, a fitness center, rooftop space with grills, dog run, conference room, on-site management, package lockers, resident storage, and direct access to Whole Foods through the building's skywalk. The combination of services, amenities, privacy, and convenience creates a higher-end living experience that extends well beyond the residence itself. Conveniently located near the Loop, Ogilvie Transportation Center, CTA bus routes, I-90/94, restaurants, shopping, and everything the West Loop has to offer. A fantastic opportunity to enjoy high-floor luxury living with exceptional views, impressive space, privacy, and full-service amenities in the heart of the city. Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

737 W Washington Boulevard Unit #3406, Chicago

737 W Washington Boulevard Unit #904, Chicago

$485,000

2 Beds ⋅ 2 Baths ⋅ 12765250 MLS ⋅ ACTIVE Status ⋅ Skybridge BLDG.

Stunning 2-bedroom, 2-bathroom condo in the sought-after Skybridge, perfectly situated in the heart of the West Loop. This spacious home features an open-concept floor plan with generous living and dining areas, hardwood flooring throughout, and impressive city views from every window. Step out onto the large private balcony and enjoy stunning views of the Chicago skyline, including the Willis Tower. The kitchen features stainless steel appliances, a stylish backsplash, and a kitchen sink faucet replaced in 2026. The primary bedroom offers plenty of space, a professionally organized walk-in closet, and a spa-like en-suite bath with a tall vanity, separate soaking tub, and shower. The primary bedroom and hallway flooring were redone in 2023, along with updated plumbing in the guest bathroom. Additional features include a Nest thermostat, in-unit washer and dryer, and a large caged storage space. One garage parking space is an additional 35k. Skybridge offers an exceptional amenity package, including a 24-hour doorman, fitness center, package receiving room, bike room, dry-cleaning services, and sundeck with grills. For ultimate convenience, Whole Foods is located in the building with direct access from the lower level-no need to step outside for groceries during Chicago winters! Enjoy a prime West Loop location just one minute from Randolph Street and surrounded by some of Chicago's best restaurants, shopping, and entertainment. Convenient access to I-90/94 and I-290, approximately a 6-minute walk to Ogilvie Transportation Center, and steps from additional public transportation. Schedule your showing today and explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

737 W Washington Boulevard Unit #904, Chicago

737 W Washington Boulevard Unit #704, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12762096 MLS ⋅ ACTIVE Status ⋅ Skybridge BLDG.

Stunning 2 bed, 2 bath corner unit in the heart of the West Loop! Bright and spacious open-concept layout with floor-to-ceiling windows, an oversized private balcony, and beautiful city skyline views. The kitchen offers stainless steel appliances, an eat-in island, and stone backsplash. FRESHLY PAINTED THROUGHOUT & BRAND NEW luxury vinyl flooring! Dedicated laundry room with side-by-side energy-efficient washer/dryer, generous closet space, plus an additional storage locker located outside the unit. Expansive primary suite features a walk-in closet, dual vanity, separate whirlpool soaking tub, and glass-enclosed shower. Full-amenity building offers a fitness center, sundeck with impressive skyline views, 24-hour door staff, dry cleaners, dog walk, and on-site management-plus Whole Foods conveniently located in the building. Convenient location with easy, nearby access to I-90 in either direction, CTA, Metra, Mariano's, parks, the Loop, and all of the incredible dining and nightlife along Randolph's Restaurant Row! Deeded, heated garage parking available for an additional $30,000.

737 W Washington Boulevard Unit #704, Chicago

$400,000

2 Beds ⋅ 2 Baths ⋅ 12748175 MLS ⋅ ACTIVE Status

Welcome to 523 N Racine Ave Unit 1, a spacious 2-bed condo in River West with approximately 1,200 square feet, 2 full baths, huge west facing windows, 12 foot ceilings, in-unit laundry, and assigned parking. Extensive recent updates pair move-in-ready interiors with convenient access to the CTA Blue Line and Chicago's highway network. Step inside to a nicely painted interior that gives the home a clean, updated feel. High ceilings enhance the spacious layout, while floor-to-ceiling windows at the front of the unit bring in natural light. The kitchen features granite countertops, white cabinetry, and stainless steel appliances, including a refrigerator, oven/range, and dishwasher. Additional updates include an updated washer and dryer, new blinds, barn doors, privacy glass between rooms, updated bathroom fixtures, and added shelving in the pantry and bedroom closets. Major mechanical improvements include a water heater replaced in 2022, plus a brand-new furnace and AC installed in August 2026. An assigned parking space located directly outside the back door adds everyday convenience, while a small gated front yard provides additional outdoor space at the front of the building. The monthly HOA fee is $197.50 and includes water, lawn care, snow removal, garbage, and common-area electricity. Owners repsponsible for gas, electricity, and internet/cable. 2025 property taxes are $8,556.20. With approximately 1,200 square feet and a long list of thoughtful improvements, this 2-bed condo in West Town offers an updated Chicago home with convenient access to public transportation and highways.

523 N Racine Avenue Unit #1, Chicago

$360,000

1 Beds ⋅ 2 Baths ⋅ 12728813 MLS ⋅ PRICE CHANGE Status

Spacious 1BR | 1.5BA brick & timber loft in the heart of the West Loop! Unit features hardwood floors throughout, stainless and granite kitchen with breakfast bar, open floorpan with room for a designated dining area, custom light-filtering window treatments, fully enclosed bedroom, in-unit w/d and balcony. Boutique elevator building with storage and 1 gated exterior parking space for additional $15K . Just steps to Randolph Street's restaurant row, public transit, grocery stores, parks, shopping and all the West Loop and Fulton areas have to offer!

106 N Aberdeen Street Unit #4F, Chicago

$499,900

2 Beds ⋅ 3 Baths ⋅ 12755364 MLS ⋅ ACTIVE Status ⋅ Westgate Lofts BLDG.

Rare West Loop duplex-down timber loft featuring 2 bedrooms, 2.5 baths, soaring ceilings, exposed brick, oversized windows, and stunning timber beams. This spacious home offers a unique layout with an expansive lower-level living space, providing exceptional flexibility for entertaining, a home gym, office, or guest retreat. Both levels feature full baths for added comfort and privacy, while hardwood floors, in-unit laundry, and abundant character complete the home. Rental parking is conveniently available nearby. Ideally located just steps from Randolph Street dining, Fulton Market, parks, transportation, and everything the West Loop has to offer.

331 S Peoria Street Unit #105, Chicago

1800 W Superior Street Unit #1N, Chicago

$325,000

2 Beds ⋅ 1 Baths ⋅ 12739210 MLS ⋅ ACTIVE Status

Charming 2 bed 1 bath in the heart of West Town/East Village with stunning common rooftop deck, tucked inside "The Nicholas," a historic all brick building converted to condos in 1999. This raised first floor unit offers 700 sqft of functional living space with tall 9'5" ceilings, tons of natural light, and hardwood floors throughout. Fresh paint touchups and move-in ready. The living room offers plenty of room to spread out, and both bedrooms are comfortable sized. Kitchen features 42" cabinets with good storage, granite countertops, and all brand new stainless steel appliances. Major mechanicals: furnace (2015), water heater (2023), and in-unit washer/dryer (2018). Self managed HOA keeps fees low at $214/month with ~$6K in reserves, no special assessments planned, and no rental restrictions or caps. Easy permit #168 street parking. Large storage locker in basement comes with the unit. Great location just steps to Chicago Ave's restaurants, nightlife, and shopping, with easy access to CTA bus and the Blue Line. Walk to Division Street and everything East Village has to offer.

1800 W Superior Street Unit #1N, Chicago

1000 W Washington Boulevard Unit #216, Chicago

$390,000

1 Beds ⋅ 1 Baths ⋅ 12742846 MLS ⋅ ACTIVE Status

West Loop loft * Private balcony * Gas fireplace * Upper loft/storage space * Deeded parking available separately Classic Chicago loft living at 1000 W Washington Blvd in the heart of the West Loop and Fulton Market District. Originally built in 1882 and formerly used as a book bindery and warehouse, 1000 West Washington retains the industrial architecture and character that define Chicago loft living. Residence 216 is a one-bedroom, one-bath loft featuring high exposed concrete ceilings, concrete columns, hardwood floors, oversized windows and an open living and dining layout. The kitchen features white cabinetry, stainless steel appliances, a wine refrigerator, generous counter space and an open connection to the main living area. A gas fireplace anchors the living room, while a private balcony provides dedicated outdoor space. The spacious loft-style bedroom includes an additional upper loft area accessed by ladder, providing flexible upper-level space and generous additional storage. An updated full bath and in-unit washer and dryer complete the residence. 1000 W Washington offers 24-hour door staff, on-site management and maintenance, receiving and loading facilities, freight elevators, bike storage, community/party room and a common rooftop sundeck. A deeded outdoor parking space is available for an additional price. The West Loop location places Fulton Market, Randolph Street Restaurant Row, Mary Bartelme Park, Whole Foods, Mariano's and the Morgan CTA Green and Pink Line station nearby. The neighborhood offers an extensive collection of restaurants, cafes, nightlife and everyday conveniences, with access to downtown Chicago, I-90/94 and I-290. Rentals are permitted, providing flexibility for future use. Historic architecture, loft character, private outdoor space, fireplace, additional upper-level storage and available deeded parking-all at 1000 W Washington in Chicago's West Loop.

1000 W Washington Boulevard Unit #216, Chicago

$499,999

2 Beds ⋅ 2 Baths ⋅ 12727176 MLS ⋅ ACTIVE Status

Welcome home to this spacious 2-bedroom, 2-bath condo featuring soaring 10-foot ceilings and an open layout that feels bright, comfortable, and made for both everyday living and entertaining. The floor plan offers distinct living and dining spaces, a cozy gas fireplace, and a Juliet balcony with downtown views that remind you you're right in the heart of it all. Hardwood floors flow throughout the home, leading to a beautiful kitchen with granite countertops, a marble backsplash, stainless steel appliances, a breakfast bar, and enough cabinet and counter space to prep dinner or a dinner party. The oversized primary suite easily fits a king-size bed and features a large walk-in closet along with a private bath complete with a Jacuzzi tub, separate shower, and dual-sink vanity. You'll love the private west-facing balcony-perfect for grilling dinner, catching a sunset, or simply pretending your inbox doesn't exist for a little while. Additional features include newer high-end LG washer and dryer, an updated HVAC system, new smart-home lighting and locks, new TREX flooring on the balcony, some fresh paint, new Anderson windows and door, and much, much more. The unit also comes with an exterior parking space, and extra storage, all included. Located in the sought-after River West/Fulton Market neighborhood, you'll be just minutes from incredible restaurants, nightlife, shopping, the Blue and Green Lines, major expressways, and the United Center. With low HOA dues and low property taxes, this one checks all the right boxes.

428 N Noble Street Unit #3, Chicago

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