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Browse All Chicago IL Between $400K - $500K Properties for Sale

$485,000
3 Beds 3 Baths 12713873 MLS NEW Status
RARE COMMODITY OF TREX COVERED FRONT PORCH AND REAR DECK IN ONE HOME!! Great value and location is waiting for you in this south-facing, updated and long loved English with a front covered porch, sitting on a 30 foot-wide lot, in the heart of the highly coveted Jefferson Park. As soon as you enter you are welcomed by a large, sun-drenched living room with bay windows. Main level also includes a large dining room, fully equipped and updated kitchen with Stainless-Steel Appliances, one good sized guest bedroom and a full bathroom. Updates on the main level include freshly painted walls (06/2026), resurfaced hardwood floors (06/2026), new kitchen countertops (2026) and new carpet in the guest bedroom (2026). Upper level brings the master bedroom as well as a secondary bedroom and a half bath. Updates on upper level include newer windows, new carpet (2026) as well as freshly painted walls (06/2026). Full updated basement includes updated full bathroom (2021), newer laminate flooring (2021), new carpet on the stairs (2026) as well as fresh paint (06/2026). Fully equipped laundry room also included in the basement. Other updates include; New Roof (2015), New Hot Water Heater (2014), Freshly painted rear deck (2025), new garage door (06/2026), all gutters were cleaned (06/2026), full exterior pressure wash (06/2026) and new backyard grass (06/2026). All these updates provide confidence and security for years to come. **PRIME JEFFERSON PARK LOCATION** Easy access to I-90 and I-94 as well as the Jefferson Park CTA and METRA make it a great choice for commuters. Less than a mile away from the highly rated Prussing Elementary, 1.5 miles from Taft High School as well as from Wilbur Wright College. Easy Access to Harlem Irving Plaza, Harwood Heights, Norwood Park as well as Ridgemoor Country Club. Do not miss out.

4953 N Meade Avenue, Chicago

$490,000
2 Beds 2 Baths 12713831 MLS NEW Status
Welcome home to this extra-wide penthouse in the heart of West Town, offering the perfect blend of indoor comfort and exceptional outdoor living. Tucked away on a private cul-de-sac with a playground and school nearby, this beautifully maintained home features interior access to an expansive private rooftop deck with breathtaking Chicago skyline views, ideal for entertaining, grilling, gardening, or simply relaxing all summer long. Inside, the spacious, sun-filled living room offers incredible flexibility with room for a large seating area, dining table, and home office. Sliding glass doors fill the space with natural light, while gleaming hardwood floors, soaring 11-foot ceilings, and an open-concept layout create an inviting atmosphere throughout. The well-appointed kitchen features 42" cabinetry, a breakfast bar, updated stainless steel appliances (2017-2019), and modern lighting, flowing seamlessly into the main living area. The generous primary suite opens to a private balcony, perfect for morning coffee or evening unwinding, and includes custom closet organizers (2019) and a ceiling fan. The spa-inspired ensuite bath boasts a marble double vanity and a relaxing Jacuzzi tub/shower combination. A spacious second bedroom easily accommodates a king-sized bed and offers abundant closet space with convenient access to the full guest bath. Additional highlights include a full-size stackable washer and dryer (2020), HVAC (2018), air conditioner and water heater (2021), an attached garage parking space, and a large storage closet. The well-maintained building offers low HOA dues, making this home as practical as it is appealing. Enjoy an unbeatable location just moments from the California Corridor's popular restaurants, cafes, and boutiques, as well as The 606 Trail, Humboldt Park, Smith Park, public transportation, and Christy Webber Farm & Garden. Whether you're hosting unforgettable rooftop gatherings or taking in the city skyline, this penthouse delivers the West Town lifestyle you've been waiting for.

2724 W Cortez Street Unit #3, Chicago

$450,000
5 Beds 2 Baths 12712060 MLS NEW Status
Welcome to 2835 W Wellington, a stunning top-floor duplex up with a spacious, light-filled 5-bedroom, 2-bath condo. This square footage and flexibility are incredibly rare to find. Previously operated as a successful Air BnB, the unit has been designed for comfortable living at every turn, and furniture is available for purchase, making this a truly turnkey investment opportunity. The heart of the home is a huge, fully updated kitchen featuring granite countertops and stainless steel appliances, flowing into an oversized living and dining room combo drenched in natural light from walls of windows. It's the kind of space that feels as good for a quiet evening in as it does for hosting a crowd. The main level offers three generously sized bedrooms, while the upper level is where the home truly shines. The king-sized primary suite features abundant closet space, and a private ensuite bath - a true retreat and even has Chicago skyline views. A second bedroom is also king sized and even has a dedicated reading nook. A flexible den area rounds out the upper floor, ideal for a home office, reading nook, or game room. Additional highlights include dedicated laundry in the basement (laundry can easily be installed in unit if wanted), central heat and a brand new central A/C unit, a shared backyard perfect for outdoor enjoyment, and 1 exterior parking spot included in the price. The location is unmatched - just around the corner from highway access and the California bus line, putting the entire city within easy reach. And right outside your door, you'll find neighborhood staples like Ludlow Liquors, Kuma's Corner, Mariano's, Jewel, the iconic Logan Boulevard, and so much more. Whether you're looking for a primary residence with room to grow, a turnkey investment property, or both - this one checks every box. Come Home!

2835 W Wellington Avenue Unit #2, Chicago

$489,999
2 Beds 2 Baths 12713525 MLS NEW Status
Rarely available high-floor northwest corner residence with breathtaking designer updates in the iconic Joffrey Tower. Floor-to-ceiling windows showcase spectacular panoramic views of the Chicago River and the downtown skyline while filling the home with natural light throughout the day. Thoughtfully renovated, this sophisticated home features updated wide-plank hardwood flooring and a beautifully remodeled kitchen. Designed for both everyday living and entertaining, the stunning kitchen offers custom cabinetry, quartz countertops and premium stainless steel appliances. The spacious primary suite provides a peaceful retreat with an oversized walk-in closet and a spa-inspired bath featuring dual vanities, natural stone finishes, and a deep soaking tub. A generously sized second bedroom and beautifully updated second bath offer ideal space for guests, family, or a home office. Step onto the private terrace and enjoy incredible views of the Chicago River and the city's architectural skyline, creating the perfect setting for morning coffee or evening sunsets. Joffrey Tower offers exceptional full-service amenities including 24-hour door staff, one of the city's premier fitness center, on-site management, dry cleaning services, and additional storage. Ideally located in the heart of downtown, you're just steps from the Riverwalk, Millennium Park, the Theater District, Michigan Avenue shopping, world-class dining, and convenient public transportation.

8 E Randolph Street Unit #2105, Chicago

$425,000
2 Beds 2 Baths 12672042 MLS NEW Status
The ultimate city escape: an effortlessly chic retreat where sweeping skyline views meet the energy of downtown living. This swanky south-facing 2-bedroom, 2-bath residence offers abundant natural light, designer finishes, and an unbeatable central location. The kitchen is a showstopper, featuring premium Dacor, Bosch, and Liebherr appliances, custom cabinetry, and a marble waterfall island. Just beyond, the stylish living room is anchored by a fireplace and bathed in natural light from oversized windows and direct access to the private balcony. Hardwood floors run throughout, while dramatic city views provide the perfect urban backdrop. The tranquil primary suite features a large walk-in closet with custom organizers and a beautifully remodeled bath with dual vanities and an oversized shower. A spacious second bedroom, updated hall bath, and in-unit laundry complete the home. Additional highlights include an extra-wide heated garage parking space and dedicated storage. Residents enjoy a full suite of amenities including a 24-hour door staff, secure package room, Tide dry-cleaning lockers, fitness center, business center, bike storage, and a shared rooftop deck with grilling stations. Pet owners will appreciate access to a neighboring rooftop dog run. Perfectly positioned between the Loop, River North, and the West Loop, you're steps from renowned dining, shopping, nightlife, the Riverwalk, public transit, and major expressways.

208 W Washington Street Unit #1813, Chicago

$475,000
3 Beds 2 Baths 12710744 MLS NEW Status
Beautifully reimagined while honoring its original character, this exceptional first-floor Hyde Park residence seamlessly blends historic architecture with sophisticated modern design. This spacious 3-bedroom, 2-bath home features soaring 9-foot ceilings, rich hardwood floors, elegant crown molding, and a thoughtfully redesigned layout that enhances the connection between the kitchen, dining, and family spaces while preserving the home's classic charm. The chef's kitchen offers custom cabinetry, a professional-grade range with a custom wood hood and exterior vent, an oversized island, and abundant storage. Large picture windows overlook the private rear deck and exceptionally large shared backyard-an outdoor setting rarely found in Hyde Park. Additional highlights include beautifully renovated marble and slate bathrooms, decorative fireplaces in both the living and dining rooms, brand-new windows, updated electrical, central air conditioning and heat with a smart thermostat, in-unit laundry hookup with an exterior vent, an intercom system, and dedicated basement storage. Ideally located just moments from the University of Chicago, Promontory Point, the Museum of Science and Industry, the Obama Presidential Center, Target, Trader Joe's, Whole Foods, neighborhood restaurants, coffee shops, and both Metra and CTA transit. This is a rare opportunity to own a move-in-ready home that combines timeless character, designer finishes, exceptional outdoor living, and one of Chicago's most sought-after neighborhoods.

5218 S Dorchester Avenue Unit #1, Chicago

$469,900
4 Beds 3 Baths 12712796 MLS NEW Status
Welcome to this NEW and IMPROVED renovated 4-bedroom, 2.5-bath home offering modern updates, functional living space, and incredible value in a convenient location. The main level features a bright and inviting living room, formal dining room, updated kitchen with pantry, brand new appliances and quartz countertops, a full bathroom, and a spacious primary bedroom complete with a walk-in closet. Plus a BONUS room. Upstairs, you'll find three additional generously sized bedrooms and another full bathroom, providing plenty of room for family, guests, or a home office. The semi-finished basement adds valuable living and storage space and features durable epoxy flooring, a half bathroom, and laundry hookups, making it ready for your finishing touches. Recent improvements include newer roof, electrical, and plumbing, offering peace of mind for years to come. Brand NEW HVAC including furnace and A/C. Situated on an oversized 5,000 sq. ft. lot, this property features a large driveway with ample parking and a fully fenced yard for added privacy and security. The backyard offers a great opportunity to create your own outdoor oasis, with plenty of space for entertaining, gardening, play areas, or future landscaping improvements. Conveniently located near Diversey and Narragansett in a desirable neighborhood, this home is within walking distance to restaurants, grocery stores, parks, and everyday conveniences. Enjoy easy access to the Brickyard Shopping Center, major transportation routes, and everything the area has to offer. Move-in ready, this is a fantastic opportunity to own a spacious home in a highly sought-after location.

2724 N Mobile Avenue, Chicago

$425,000
3 Beds 2 Baths 12686191 MLS NEW Status University Village BLDG.
Most three-bedroom condos promise space but deliver a glorified den. This one is the exception. Welcome to this beautifully updated 3-bedroom, 2-bath residence in the heart of University Village, offering three true bedrooms, an open and airy layout, and an unbeatable location just steps from the University of Illinois Chicago (UIC). Whether you're searching for your next home or a high-demand investment opportunity, this residence checks every box. The spacious open-concept living and dining area is perfect for entertaining or everyday living, featuring newly refinished hardwood floors, fresh designer paint, and abundant natural light. The thoughtfully designed kitchen offers ample cabinetry, generous counter space, and a seamless connection to the main living area, making it functional and inviting. Retreat to three generously sized bedrooms, each with brand-new carpeting and exceptional flexibility for family, guests, roommates, or a dedicated home office. Two well appointed full bathrooms complete the home, while an included exterior parking space provides everyday convenience. Location is where this home truly shines. Situated directly across from one of Chicago's largest universities, this property offers exceptional long-term rental potential and consistent demand from students, faculty, medical professionals, and downtown commuters alike. Just minutes away, you'll discover the vibrant energy of Pilsen, one of Chicago's most celebrated neighborhoods, known for its acclaimed restaurants, coffee shops, breweries, art galleries, and beautiful parks. With CTA transportation at your doorstep and quick access to downtown, the Medical District, West Loop, and major expressways, commuting couldn't be easier. Whether you're looking for a move in ready home, a smart investment with excellent rental potential or a combination of both, this is an opportunity to own a spacious, turnkey condo in one of Chicago's most connected and rapidly growing neighborhoods.

1451 S Halsted Street Unit #3B, Chicago

$469,000
2 Beds 2 Baths 12712605 MLS NEW Status
Enjoy the perks of West Loop living, within a 3 minute walk of the famous Randolph Restaurant Row, at the sought-after R+D659, where this spacious, quiet and bright TRUE 2-bed, 2-bath modern condo with FULLY ENCLOSED BEDROOMS checks every box. Floor-to-ceiling south-facing windows pour natural light in every room. The kitchen anchors the space with 42" cabinets, stone counters, stainless steel appliances, and a large peninsula for casual seating, flowing seamlessly into the dining and living area that opens to a private balcony overlooking unobstructed South-East views. The primary suite fits a king with room to spare, paired with a walk-in closet and a spa-style bath featuring a separate soaking tub, walk-in shower, and double vanity. The 2nd bedroom, currently used as a home-office, can easily fit a bed and a desk as well. Recent updates include a new in-unit washer/dryer (2024), automated blinds, and smart thermostats. Built in 2008, this full-amenity building offers 24-hour door staff, a pool and sundeck, fitness center, party room, bike room, and on-site management. The monthly assessment covers gas, water, cable, internet, Wi-Fi, pool, and fitness - everything but electric. Heated garage parking is available for an additional cost. Walk to the best of West Loop and Fulton Market restaurants, coffee shops, gyms, and shopping, with the CTA L a short stroll away, a bus stop around the corner, and quick access to the highway and downtown. Ogilvie Transportation Center is also within a 5 minute walk, as well as the Theatre District in the Loop. This is a stellar location!

659 W Randolph Street Unit #1016, Chicago

$400,000
2 Beds 2 Baths 12711490 MLS ACTIVE Status Mayfair BLDG.
Welcome to penthouse-level luxury in the Mayfair subdivision of Albany / Irving Park neighborhoods w/ open southeast views away from the busy street! This expansive 1,550-square-foot, 2-bedroom, 2-bathroom residence has a unique 2 private balconies too - offers an exceptional open-concept layout designed for both elegant entertaining and everyday relaxation with a monthly $396 HOA. Includes built-in value w/ a dedicated deeded exterior parking space too! Flooded with natural sunlight, this top-floor unit boasts high ceilings, elegant crown molding, and gleaming hardwood floors throughout. The generous floor plan is unique, featuring a spacious living room, a dedicated dining area, and a bonus family room, providing endless configuration possibilities. Experience true indoor-outdoor living with access to oversized private decking-perfect for morning coffee, fresh air, and evening sunsets. An entertainer's dream, the kitchen features a serving peninsula, 42" premium cabinetry, granite countertops, stainless steel appliances, a custom range hood, and a built-in beverage refrigerator. Retreat to the luxurious primary ensuite, designed as your private spa oasis. It features a custom marble bath equipped with a rejuvenating Stanley Steam Shower with body sprays. Both the primary and secondary bathrooms have been elevated to include their own separate Whirlpool tubs for ultimate relaxation. Enjoy peace of mind with recent mechanical and appliance updates, including a Rheem water heater and an in-unit washer and dryer, all replaced approximately five years ago. Additional everyday conveniences include a cozy custom fireplace, elevator access directly to your top-floor sanctuary, and one included parking space (disability / wheelchair accessible due to elevator and wheelchair ramp from the back too). Housed in a boutique, all-brick and limestone elevator building, the association features strong reserves and pet-friendly policies (dogs and cats allowed). You are just two blocks from Mayfair Park and steps from the Elston corridor and I-94 Expressway. Enjoy immediate access to a vibrant array of restaurants, the new shops on Foster, Target, Seafood City Supermarket, LA Fitness, Starbucks, and much more. This is the perfect residential hub with seamless transit to O'Hare, downtown Chicago, and surrounding neighborhoods.

4755 N Kilbourn Avenue Unit #3C, Chicago

$425,000
2 Beds 2 Baths 12711122 MLS ACTIVE Status
Spectacular corner penthouse residence showcasing breathtaking north-facing city views and endless western sunsets, with protected sight-lines thanks to neighboring Dearborn Park. This light-filled home offers an exceptional layout rarely found in condo living, beginning with a true welcoming foyer that creates a gracious entry. The expansive open living, dining, and kitchen area is perfectly designed for entertaining, comfortably accommodating an oversized sectional, large television, island kitchen with seating and space for a large dining table and buffet. The bright, beautifully designed kitchen anchors the space and flows seamlessly to an extra-large private balcony that feels more like an outdoor deck. With room for lounge seating, grilling, dining, and greenery, it's an ideal place to relax, entertain, and take in the sweeping skyline and sunset views. The primary suite is privately tucked down the hallway, creating separation from the main living area. The generously sized bedroom easily fits a king bed and additional furnishings, while the ensuite bath features a double vanity, ample counter space, and a separate soaking tub and shower. The second bedroom is spacious and versatile, easily accommodating both a guest room and a work-from-home setup. Additional highlights include abundant closet space and a full-size stackable in-unit washer and dryer. Situated in a solid, well-managed building, with workout facilities and bike room, this penthouse-level corner home combines privacy, space, and exceptional city views in one of Chicago's most desirable residential settings. New furnace in 2023 and refrigerator in 2025. One of the few prime ground level heated garage parking spots deeded sold separately $40,000. Located in an unbeatable South Loop location, you're just steps from Mariano's, Trader Joe's, Jewel, Target, top-rated restaurants, and convenient CTA access via the L Line and multiple bus routes. Quick access to I-90/94, 55, 290, and Lake Shore Drive makes commuting and weekend getaways effortless. Take a stroll to the Lakefront, Millennium Park, Museum Campus, or nearby dog parks, one of which is in your backyard!

5 E 14Th Place Unit #1705, Chicago

$475,000
2 Beds 2 Baths 12710864 MLS ACTIVE Status
Wake up to stunning lake and harbor views from this beautifully remodeled two-bedroom, two-bath residence in one of Lake Shore Drive's most desirable full-amenity buildings. Thoughtfully updated throughout, this home features a spacious split-bedroom floor plan, offering both privacy and functionality. The stylish kitchen has been completely renovated with gorgeous custom cabinetry, granite countertops, new stainless steel appliances, and abundant storage. New hardwood laminate flooring flows throughout the home, complementing the bright, open living and dining spaces, ideal for entertaining or simply enjoying the spectacular views. Enjoy the custom ceiling beams and electric fireplace. The generous primary suite offers ample closet space and a beautifully remodeled en-suite bath. The second bedroom is equally spacious and conveniently located near the updated hall bath, making it perfect for guests, a home office, or additional living space. This unit also features an in-unit washer and dryer within the storage closet. All closets and doors have been replaced in the remodel. Residents enjoy an exceptional lifestyle with an impressive array of amenities, including an indoor pool, fitness center, sundeck, party room, valet parking, a garage parking space included, dry cleaners, on-site management, and 24-hour door staff. Just steps from Belmont Harbor, the lakefront trail, parks, restaurants, shopping, coffee shops, and grocery stores. This investor-friendly residence offers the perfect combination of luxury, convenience, and city living.

3200 N Lake Shore Drive Unit #410, Chicago

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