Chi - West Town Homes under $500,000

Welcome to the vibrant neighborhood of West Town, located in the heart of Chicago, Illinois. This eclectic area is a melting pot of culture, art, and community spirit, making it one of the most sought-after places to live in Cook County. With its rich history and diverse population, West Town offers a unique blend of urban living that appeals to families, young professionals, and artists alike.

One of the most appealing aspects of West Town is its variety of housing options, particularly for those looking for homes under $500,000. Here, you can find charming vintage bungalows, modern townhomes, and cozy condos, all nestled among tree-lined streets and picturesque parks. This affordability makes West Town an attractive option for first-time homebuyers and those looking to invest in the thriving Chicago real estate market.

In addition to its appealing homes, West Town boasts a vibrant dining scene, featuring everything from trendy cafes and artisanal bakeries to acclaimed restaurants serving global cuisine. The neighborhood is also home to numerous art galleries, boutiques, and local shops, creating a lively atmosphere that fosters creativity and community engagement.

Outdoor enthusiasts will appreciate the proximity to several parks and recreational areas, perfect for enjoying a sunny day or a leisurely stroll. With easy access to public transportation and major highways, commuting to downtown Chicago or other neighborhoods is a breeze.

Whether you’re drawn by the affordability of homes, the rich cultural landscape, or the welcoming community spirit, West Town is a neighborhood that truly has something for everyone. Come discover your new home in this dynamic Chicago gem!

Newest Chi - West Town Homes under $500,000

1751 N Western Avenue Unit #303, Chicago

$399,000

2 Beds ⋅ 2 Baths ⋅ 12761405 MLS ⋅ NEW Status

EXPOSED BRICK, TIMBER BEAMS, AND SOARING CEILINGS give this two-bedroom home at Electric Company Lofts the character that makes Chicago loft living so appealing. Oversized windows bring natural light into the open living and dining area, where hardwood floors and a gas fireplace create a comfortable space for everyday living and entertaining. The primary bedroom offers generous closet space, while the second bedroom provides flexibility for a guest room, home office, or both. A private balcony extends the living space outdoors, with a shared rooftop deck offering even more room to enjoy the city. Located along The 606 and just a few blocks from the Blue Line, this Bucktown address puts you close to some of the neighborhood's favorite restaurants, coffee shops, and shopping, with Wicker Park just minutes away. An elevator building with additional storage and heated garage parking completes the package. A true Chicago loft with the space, character, and location to match.

1751 N Western Avenue Unit #303, Chicago

$300,000

1 Beds ⋅ 1 Baths ⋅ 12776843 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

$484,500

3 Beds ⋅ 2 Baths ⋅ 12776536 MLS ⋅ NEW Status

Welcome to 2710 W Haddon #3- this PENTHOUSE, SUN DRENCHED updated, TWO PARKING SPOTS INCLUDED IN PRICE and move-in-ready home on a beautiful tree-lined street perfectly positioned between Ukrainian Village, West Town and Humboldt Park. Inside, thoughtful upgrades give the home a fresh, modern feel. 2026 HVAC AND FURNACE SYSTEM , GAS STARTER FIREPLACE, The kitchen was completely renovated in 2022 with new cabinetry, quartz countertops, backsplash, sink, appliances and under-cabinet lighting-creating a clean, functional space that works just as well for entertaining as it does for everyday living. The primary bedroom features a custom closet completed in 2022, while both bathrooms were refreshed in 2024, including an updated primary bath and guest bath. A private deck, newly sealed in 2026, adds the perfect outdoor spot for grilling, dining or relaxing. Building has separate bike storage and individual storage closets. The location brings together some of the best of Chicago's West Side. Enjoy the neighborhood feel and architecture of Ukrainian Village, West Town's restaurants and local favorites, and the green space, trails and recreation of nearby Humboldt Park. Wicker Park is just minutes away, adding even more dining, shopping, coffee shops and nightlife to the mix. Convenient access to CTA buses and the Blue Line makes commuting downtown or getting around the city easy. Stylish updates, great outdoor space and a prime location surrounded by some of Chicago's most dynamic neighborhoods-this one checks all the right boxes.

2710 W Haddon Avenue Unit #3, Chicago

$259,000

1 Beds ⋅ 1 Baths ⋅ 12776259 MLS ⋅ NEW Status

Investment opportunity in one of best neighborhoods in Chicago. Rental unit with tenant until May 1.2027 Spectacular and remodeled bright 1BR garden unit in prime Ukranian Village. Open floor plan with S/S appliances ( brand new fridge) , granite countertops, maple cabinets and brand new washer /dryer . Large size bedroom and full windows in living room , washer /dryer in unit/ walk to everything - makes very desirable rental on one of best blocks in city. Unit entrance is through nice size private cement patio. A great first time home in an amazing area. Steps from Chicago ave and Division, shopping and dining, Wicker park entertainment & much more! Owner is licensed Real Estate Agent. Unit rented until May 1.2027.

2335 W Iowa Street Unit #1G, Chicago

1454 W Blackhawk Street Unit #1, Chicago

$469,000

2 Beds ⋅ 2 Baths ⋅ 12772844 MLS ⋅ ACTIVE Status

2 bed/2 bath plus office in fantastic Wicker Park location. Upon entering, you notice the open layout with hardwood floors and high ceilings throughout. The living room has large south-facing windows and a cozy fireplace. Overlooking the living room, the kitchen has stainless steel appliances and a breakfast bar. The spacious primary suite has a large walk-in closet plus the private bathroom with a double sink vanity and separate shower. There is one additional bedroom and a full bathroom in the hallway. Down the back hallway you'll find the perfect flex space for an office or workout area, and access to your private deck. Plus there is in-unit laundry. Don't miss this great unit, close to all Wicker Park has to offer!

1454 W Blackhawk Street Unit #1, Chicago

$375,000

2 Beds ⋅ 2 Baths ⋅ 12770977 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the heart of Chicago's sought-after Ukrainian Village! Perfectly positioned on the top floor, this inviting home offers the ideal combination of modern updates, comfortable living, and city convenience. Step inside to discover fresh new flooring throughout and a bright, welcoming layout designed for both everyday living and entertaining, with the option to add in-unit laundry. The updated kitchen features stainless steel appliances and offers a stylish and functional space for preparing meals and gathering with friends and family. Step outside onto the private balcony and enjoy your own outdoor retreat-perfect for morning coffee, evening relaxation, or entertaining guests. The spacious two-bedroom, two-bathroom layout provides flexibility for a home office, guests, or additional living space. Best of all, an outdoor parking space is included in the price, providing a valuable convenience that is highly sought-after in the city. Located just moments from Ukrainian Village's acclaimed restaurants, coffee shops, nightlife, shopping, parks, and neighborhood amenities, this move-in-ready condo offers an exceptional opportunity to enjoy one of Chicago's most vibrant neighborhoods. Don't miss your chance to make this stylish and conveniently located condo your new home!

2600 W Walton Street Unit #3S, Chicago

2300 W Wabansia Avenue Unit #127, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12768066 MLS ⋅ ACTIVE Status

Welcome home to this rarely available and exceptionally maintained, true timber loft in the historic Clock Tower Lofts building! Situated in a fantastic Bucktown location on a quiet, tree-lined street, this spacious 2-bed, 1.5-bath home combines true loft character - soaring 14' original timber ceilings, exposed brick, oversized windows, a gas fireplace with custom built-in shelving, and hardwood floors - with modern comfort, smart updates, and vintage charm, featuring a large, private, fully-fenced outdoor patio perfect for entertaining or enjoying the fresh air. Enjoy the updated, open-concept kitchen with stainless steel appliances and granite countertops, and a large living room that is flooded with natural light from the wall of oversized windows. Large, split bedroom floor plan with custom closets and plenty of closet space throughout, along with in-unit laundry, central heat, and air. Very well-run building features a recently updated lobby, rooftop deck with outdoor furniture, grills, and fantastic skyline views, as well as an exercise room and attached garage parking. Incredible Bucktown location that is steps away from Wicker Park, the 606, parks, and the Blue Line, while also surrounded by some of the neighborhood's most popular restaurants, cafes, and bars, including Small Cheval, Ipsento 606, Piece Brewery & Pizzeria, Big Star, Stan's Donuts, Club Lucky, Le Bouchon, Map Room, Dark Matter Coffee, and more. 1 deeded garage parking space and additional storage included in the price. Look no further!

2300 W Wabansia Avenue Unit #127, Chicago

$375,000

2 Beds ⋅ 1 Baths ⋅ 12734896 MLS ⋅ ACTIVE Status

Discover historic character and modern city living in this 2-bedroom, 1-bath industrial-style loft in Chicago's River West neighborhood! This distinctive condo combines exposed brick, timber beams, exposed ductwork and iron accents with soaring ceilings, oversized windows and an open-concept floor plan. Recent improvements include NEW HVAC, brand-new white kitchen countertops, a new subway tile backsplash, freshly painted interiors and beautifully refinished hardwood floors. The updated kitchen also features a breakfast bar, stainless steel appliances and 42-inch cherry cabinetry. The bathroom showcases a distinctive stained-glass transom and a combination whirlpool tub and shower. Additional conveniences include in-unit laundry and a large private storage closet. Enjoy the shared rooftop deck with panoramic Chicago skyline views, outdoor seating, a pergola and grilling areas. Community bicycle storage adds to the building's amenities. Situated on a tree-lined street in River West, near the Chicago Avenue Blue Line station, CTA bus routes, restaurants, Salt Shed and other neighborhood amenities. Convenient access to River North, Fulton Market, the West Loop, downtown Chicago and major expressways. Experience the architectural character of a Chicago industrial loft with modern updates, rooftop outdoor space and an excellent urban location!

1117 W Fry Street Unit #5, Chicago

$240,000

1 Beds ⋅ 1 Baths ⋅ 12764678 MLS ⋅ ACTIVE Status

Experience timeless Chicago vintage charm combined with modern comfort in this gorgeous 1-bedroom, 1-bathroom West Town condo. This inviting home showcases stunning original millwork throughout, classic vintage details, and an exquisite original built-in hutch. Designed for flexible living, with separate living and dining rooms. Upgrades include beautifully refinished hardwood floors, fresh paint throughout, new kitchen appliances, and an updated bathroom featuring luxurious new marble flooring. Coin laundry is available in the building, but you may install laundry directly in the unit.

2548 W Augusta Avenue Unit #2R, Chicago

$269,900

1 Beds ⋅ 1 Baths ⋅ 12736879 MLS ⋅ ACTIVE Status

Chicago

$389,900

2 Beds ⋅ 2 Baths ⋅ 12748175 MLS ⋅ PRICE CHANGE 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

$418,000

2 Beds ⋅ 2 Baths ⋅ 12752649 MLS ⋅ ACTIVE Status

Sun-filled 2-bedroom, 2-bath condo just off Humboldt Park with covered parking, outdoor space, laundry and a $222 monthly assessment. Enjoy 9.5-foot ceilings, maple hardwood floors with cherry inlay, and a wood-burning fireplace with gas starter and granite surround. The kitchen features 42-inch cherry cabinetry and stainless steel appliances, while the primary bath offers limestone finishes. A deck accessible from both the primary bedroom and hallway extends the living space outdoors. Extra storage and one included covered parking space add everyday convenience. Building improvements include sidewalks, stairs, ironwork and brick sealing, reflecting ongoing care. A standout combination of character, amenities and value near Humboldt Park!

1133 N Mozart Street Unit #2, Chicago

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