Chi - Logan Square Homes under $500,000

Welcome to Logan Square, one of Chicago's most vibrant and eclectic neighborhoods, where urban charm meets a sense of community. Nestled in the heart of Cook County, Logan Square is celebrated for its stunning boulevards, historic architecture, and an ever-evolving cultural scene that draws residents and visitors alike.

As you stroll through the tree-lined streets, you'll encounter a delightful mix of vintage bungalows, modern condos, and classic Chicago flats, many of which can be found for under $500,000. This affordability makes Logan Square an attractive option for first-time homebuyers, young professionals, and families looking to plant their roots in a lively environment without breaking the bank.

The neighborhood boasts an array of local eateries, trendy cafes, and artisanal shops, all contributing to its unique character. From the bustling farmers' market to the vibrant arts scene, there’s always something happening in Logan Square. The iconic Logan Square Park serves as a community hub, hosting events and festivals throughout the year, fostering a strong sense of camaraderie among residents.

With easy access to public transportation and major highways, commuting to downtown Chicago is a breeze, making it an ideal location for those who work in the city but crave the charm of a close-knit neighborhood. Logan Square perfectly balances urban living with a welcoming atmosphere, making it a fantastic place to call home. Come explore the possibilities in Logan Square, where your dream home awaits!

Newest Chi - Logan Square Homes under $500,000

2236 N Maplewood Avenue Unit #2, Chicago

$469,555

2 Beds ⋅ 2 Baths ⋅ 12771869 MLS ⋅ NEW Status

Welcome to this immaculately kept 2-bedroom, 2-bathroom condo nestled in an intimate 3-unit building on the vibrant border of Bucktown and Logan Square. Perfectly blending modern updates with a highly desirable neighborhood setting, this home features an intelligent split-bedroom floor plan that maximizes both privacy and functional living space. As you step inside, you are greeted by freshly painted walls and gorgeous hardwood floors that flow seamlessly throughout the entire home. The heart of the condo is the updated kitchen, boasting pristine quartz countertops and a brand-new suite of stainless steel appliances. Directly adjacent to the kitchen, the dedicated dining area offers a peaceful retreat, featuring large windows that look out over a beautiful, tranquil, tree-lined residential street. The primary suite and second bedroom are positioned on opposite ends of the unit, providing an ideal layout for roommates, guests, or a dedicated home office. For ultimate convenience, the home comes equipped with an in-unit washer and dryer. Out back, enjoy your own private oasis on the fantastic west-facing rear deck, which bathes the space in warm afternoon sunlight and serves as the perfect spot for grilling, entertaining, or unwinding at the end of the day. An extra storage unit and a dedicated garage parking space complete this exceptional offering. Situated just moments away from the best boutique shopping, trendy dining, and public transit options that both Bucktown and Logan Square have to offer.

2236 N Maplewood Avenue Unit #2, Chicago

$499,900

3 Beds ⋅ 2 Baths ⋅ 12771929 MLS ⋅ NEW Status

Welcome to this stylish and spacious 3 bedrooms/2 bathrooms corner soft loft in the heart of Bucktown, offering an open-concept layout, nearly 10-foot ceilings, and incredible natural light throughout. Juliet balconies in every room create a bright, airy atmosphere, while the corner-unit location provides additional privacy and a peaceful setting on the quieter side of Elston Ct. The entire unit has been tastefully updated and meticulously maintained, offering truly move-in-ready living. The beautifully updated kitchen features abundant cabinetry, a large island with a waterfall quartz countertop, elegant backsplash, separate pantry, and a convenient laundry area with a new washer and dryer. Gorgeous hardwood floors have also been professionally refinished. The spacious, open living area features a beautiful balcony and a stylish marble gas fireplace-perfect for relaxing or entertaining. The primary suite offers generous space, his-and-hers large closets, and a beautifully updated private full bathroom. The original third bedroom is currently opened up to provide additional living and entertaining space, but it can easily be converted back into a bedroom to suit your needs. Additional highlights include ample closet and storage space, newer HVAC, heated garage parking, and an unbeatable location close to everything Bucktown and Logan Square have to offer. Enjoy easy access to public transportation, river paths, Elston/Damen shopping, Midtown Athletic Club, Costco, excellent restaurants, and I-90/94. A beautifully updated home in a prime location-just move in, unpack, and enjoy!

2356 N Elston Court Unit #403, Chicago

2228 N Hamilton Avenue Unit #2F, Chicago

$315,000

1 Beds ⋅ 1 Baths ⋅ 12759911 MLS ⋅ NEW Status

Welcome to this beautifully updated 1-bedroom, 1-bathroom residence offering modern comfort and effortless style in a desirable Bucktown location. Classic hardwood floors flow throughout, seamlessly blending timeless charm with sleek, contemporary finishes. The generous layout provides ample living space to gather friends for the big game, while the updated kitchen comes fully equipped with stainless steel appliances and in-unit laundry adds maximum everyday convenience. Step outside onto the balcony to relax and take in the fresh air. Set within a well-maintained building backed by a healthy HOA, this turnkey home is complete with a secure exterior parking space and delivers the perfect balance of comfort, entertainment-ready living, and neighborhood style.

2228 N Hamilton Avenue Unit #2F, Chicago

$445,000

2 Beds ⋅ 2 Baths ⋅ 12771376 MLS ⋅ NEW Status

Welcome home to this HUGE and inviting 2-bedroom, 2-bath English garden in a beautifully maintained vintage Chicago brick 20-unit building in walkable Logan Square! At approximately 1,800 square feet, this incredibly spacious split-bedroom home gets wonderful east and south light and has room for all your friends, hobbies and activities. The layout is flexible and comfortable, with a separate dining room that is absolutely begging for potlucks, game nights and dinners with friends. The extra-large primary bedroom is a dream! There is so much room to create the bedroom you've always wanted - think dressing room, sit-down vanity, Peloton/workout area, reading nook and MORE. The second bedroom is also generously sized and flexible enough for guests, a home office, workout space or creative studio. Cherry hardwood floors run throughout, and the home has been recently painted, making it easy to move right in and make it your own. And then there is the WOW outdoor space! Tucked beneath the building is a huge covered area with exposed brick walls, dramatic wood-and-steel architectural details and a surprisingly private feel. This is so much more than a typical condo outdoor space - create an outdoor lounge, dining area, garden retreat, entertaining space or your favorite place to hang out on a summer evening. The possibilities are endless! The building itself has loads of vintage Chicago character, with classic brick architecture, mature landscaping and handsome iron fencing. And the location? So good. Walk just two blocks to Logan Square's restaurant row for dinner, drinks, coffee and neighborhood favorites, or head straight down Cortland toward the Western Blue Line for an easy commute. With an enormous amount of living space, a flexible two-bedroom layout, two full baths, beautiful cherry floors, great natural light and an outdoor area that is truly one-of-a-kind, this is not your typical garden condo. Big, bright, flexible and full of possibilities - all in a fantastic Logan Square location. Come see it!

2700 W Cortland Avenue Unit #G, Chicago

2622 N Spaulding Avenue Unit #3N, Chicago

$429,900

2 Beds ⋅ 1 Baths ⋅ 12751232 MLS ⋅ ACTIVE Status

Located in the heart of Logan Square, discover urban living at its best in this sun-filled, top-floor condo that has been extensively upgraded and updated. Recent improvements include new luxury vinyl flooring (LVP), tile backsplash, sink, and fixtures in the kitchen; a remodeled bathroom with new tile, toilet, vanity, and fixtures; and fresh paint throughout. This two-bedroom, one-bath home features an open floor plan and an updated kitchen complete with stainless steel appliances and granite countertops. Additional features include gleaming hardwood floors, updated can lighting throughout, a gas fireplace, Hunter ceiling fans, a new refrigerator, and a new in-unit washer/dryer combo. Both the refrigerator and washer/dryer come with a five-year transferable warranty. Enjoy a cozy porch just outside your back door, along with a large 12' x 10' storage space in the basement. Situated on a beautiful, tree-lined street, this home is conveniently located near the Blue Line, farmers markets, coffee shops, boutiques, and renowned restaurants. Embrace the perfect blend of style, comfort, and convenience in your new Logan Square home. Call today!

2622 N Spaulding Avenue Unit #3N, Chicago

1935 N Fairfield Avenue Unit #402, Chicago

$439,900

2 Beds ⋅ 1 Baths ⋅ 12769629 MLS ⋅ ACTIVE Status

Set inside the historic Silk Factory Lofts, a four-story industrial conversion in Logan Square built in 1918, this top-floor 2-bedroom, 1-bath condo-loft pairs double height 20-foot ceilings with deeded garage parking and a 2023 mechanical overhaul. Floor-to-ceiling sliding glass doors with automated shades frame the west-facing living area, overlooking the lush treeline toward breathtaking sunsets, and exposed brick and a wood-beamed ceiling run the full height of the great room. The private balcony opens off the living room, in addition to the building's shared rooftop deck that delivers skyline views. All building balconies were refurbished in 2024 and 2025. The kitchen anchors the great room with a granite-topped island, wood cabinetry, and a GE appliance package, while a built-in dry bar off the living area holds a Criterion wine refrigerator. Oak hardwood floors run through the living, dining, and kitchen spaces, with wood-laminate floors in both bedrooms. The primary bedroom hides behind the privacy of a sliding reclaimed barn door, and double closets line the space within. The bath offers a double-sink vanity with composite countertops. In-unit GE laundry is included, and the climate control unit was installed new in 2023 by ABC Heating, Plumbing & Air. A deeded, heated & cooled garage parking space, oversized enough for additional storage, is included, along with a separate storage locker in the basement. In addition to the shared rooftop terrace, residents also enjoy a lobby elevator and a freight elevator, a bike room, a video entry system, and USPS mailboxes/package delivery located inside the secure lobby. Steps from Humboldt Park and two blocks from the Bloomingdale Trail on The 606, the building sits a seven-minute walk from the CTA Blue Line at both California and Western, with Aldi and Jewel-Osco on Milwaukee Avenue close by for everyday errands, and hot Logan restaurants including Table Donkey and Stick, Osteria Langhe, the new Small Cheval Freeze location, Middlebrow, Solemn Oath Brewery, Gretel, and Parsons are steps from the front door. This Logan Square address puts the trail, the nightspots, the park, and the train all within easy reach.

1935 N Fairfield Avenue Unit #402, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12766858 MLS ⋅ ACTIVE Status

Sun-filled 2-bedroom, 2-bath main-floor condo in an intimate eight-unit Bucktown building, with gated parking included and a private patio off the living room. Windows line the front of the living space, and the oak trees outside throw dappled light through the room all day. Open the doors and step out onto the patio, big enough for a grill, a table, and lounge chairs. Back inside, the living room opens up to the kitchen, fireplace set into the wall between the windows. Hardwood runs through the entire home. The kitchen features marble counters, wood cabinetry, a seated island, and a stainless steel GE appliance package. The second bedroom sits just past it, currently set up as a bright home office and every bit as sunny as the rest of the front of the home. A hallway with generous closet storage leads back to the second full bath, a dedicated laundry room, and the primary suite at the far end, tucked away from the living space. The primary bath has quartz countertops, a dual-sink vanity, and a whirlpool tub. Spring 2026 upgrades brought fresh paint, crown molding, upgraded canned lighting, and new faucets throughout the space. The Carrier furnace and air conditioning were both replaced in 2023. The building has a virtual access system. Gated, partially covered parking is included with the unit. The self-managed association keeps the monthly assessment low for the building scale, covering water and sewer, exterior maintenance, lawn care, trash removal, and snow removal. Lister Avenue is a quiet residential street with fast access to the Kennedy Expressway, the Clybourn Metra station, and Mariano's on Ashland Avenue, plus Midtown Athletic Club on Elston, the Bloomingdale Trail, and everything taking shape at Lincoln Yards. Come tour it today!

2235 N Lister Avenue Unit #102, Chicago

3131 W Palmer Boulevard Unit #G, Chicago

$350,000

2 Beds ⋅ 2 Baths ⋅ 12765838 MLS ⋅ ACTIVE Status ⋅ Palmer Court BLDG.

3131 W Palmer Boulevard Unit #G, Chicago

$369,000

2 Beds ⋅ 2 Baths ⋅ 12761070 MLS ⋅ ACTIVE Status

Welcome to your new home in Logan Square! Beautiful top floor 2 bedroom, 1 1/2 bath unit with tons of light, an open floor plan with high ceilings, and eat in kitchen and spacious living and dining area. The second bedroom is a perfect office and guest room and includes a walk in closet. Chic bathrooms with updated vanities, Moen faucets, lighting, paint and toilet in the powder room. The primary bedroom is spacious and has access to the wrap around balcony. The kitchen is spacious and open with stainless steel appliances, new hardware, soft close cabinetry hinges and new garbage disposal. The wrap- around balcony has access from the kitchen and primary bedroom offers multiple areas for plantings, relaxing, reading, and grilling. Lovely hardwood floors and lighting has been updated throughout the unit. Many recent major building updates including a new roof, new gutters and down spouts, freshly paved parking lot, recent tuck pointing, and back decks treated and slats replaced as needed. Great location just minutes from Milwaukee Ave where Logan Square meets Avondale. Too many hotspots nearby to name! Just a few blocks from Koz Park and right on the Wrightwood corridor. One gated off street parking included in the price + in unit washer and dryer. This one really has it all! *Living/ Dining Room chandelier is negotiable*

2607 N Hamlin Avenue Unit #3, Chicago

2121 N Saint Louis Avenue Unit #3S, Chicago

$280,000

2 Beds ⋅ 1 Baths ⋅ 12760692 MLS ⋅ PRICE CHANGE Status

Bright and sunny top-floor 2-bed, 1-bath home on a quiet, one-way stretch of St. Louis Avenue. Freshly painted and located in a solid brick building, this thoughtfully updated residence features custom cabinetry, granite countertops, and an elegant Italian glass tile backsplash that beautifully complements the kitchen. The open-concept layout feels bright and spacious, creating an inviting setting for both everyday living and entertaining. Additional highlights include central heat and air conditioning, a shared outdoor deck, an oversized private storage room, convenient street parking, and laundry in the building. There is also the possibility of adding in-unit laundry. Enjoy an unbeatable location just steps from Maple Park and within walking distance of Palmer Square, the California Blue Line station, the 606 Trail, and neighborhood favorites including Best Intentions and Scofflaw. A wonderful opportunity to move right in and make this charming Logan Square home your own.

2121 N Saint Louis Avenue Unit #3S, Chicago

$369,900

2 Beds ⋅ 1 Baths ⋅ 12759622 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained condo situated in the heart of Bucktown, offering the perfect combination of classic Chicago character, tasteful updates, and a sought after location. From the moment you step inside, you'll appreciate the inviting interior featuring hardwood floors, tastefully painted walls, 7.5-inch white baseboards, six-panel solid doors, and elegant crown molding throughout. The spacious living room is filled with character, highlighted by exposed brick wall, recessed can lighting, and plenty of room to create comfortable living and entertaining spaces. The kitchen features freshly painted cabinetry, granite countertops, soft-close drawers, pendant lighting, and a convenient breakfast bar perfect for casual dining or additional seating. Just off the kitchen, enjoy direct access to the common balcony-an ideal spot to step outside and enjoy some fresh air. The primary bedroom offers crown molding and a generous walk-in closet, while the second bedroom is nicely sized and provides flexibility for guests, a home office, or additional living space. The full bathroom features freshly repainted cabinetry, and the convenience of in-unit laundry with washer and dryer completes the interior. Additional updates include a new A/C system installed in 2020, an approximately 10-year-old roof, and a rear fence updated approximately three years ago. Free street parking adds another welcome convenience. Enjoy an outstanding Bucktown location directly across from Holstein Park, offering an outdoor swimming pool, playground, baseball and softball fields, volleyball, and gymnasiums. You're also just minutes from neighborhood restaurants, coffee shops, and shopping. Convenient access to public transportation and nearby expressways makes getting around the city a breeze. A wonderful opportunity to enjoy the character, convenience, and neighborhood lifestyle that Bucktown has to offer!

2130 N Oakley Avenue Unit #2, Chicago

$349,000

2 Beds ⋅ 2 Baths ⋅ 12755851 MLS ⋅ ACTIVE Status

Experience refined city living in this beautifully appointed walk up in the heart of Logan Square. Bathed in natural light, the thoughtfully designed interior features an open-concept layout, stainless steel appliances, the convenience of in-unit laundry and seamless spaces for both everyday living and entertaining. The kitchen flows effortlessly into the living and dining areas, while the spacious bedroom(s) provide a peaceful retreat. Perfectly positioned near acclaimed restaurants, charming cafes, boutique shopping, parks, the 606 Trail, and the CTA Blue Line, this exceptional home offers the ideal blend of sophistication, convenience, and one of Chicago's most vibrant neighborhood lifestyles. One exterior parking space is included with the unit.

1856 N Sawyer Avenue Unit #303, Chicago

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