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

$494,900
2 Beds 2 Baths 12757108 MLS NEW Status
This beautiful and bright 2-bedroom, 2-bath loft offers nearly 1,500 square feet of stylish, open-concept living in the heart of the West Loop. Southern exposure fills the home with incredible natural light throughout the day, creating a warm and inviting feel throughout the expansive space. The showstopping 26' x 16' great room provides an incredible sense of space and is perfect for both everyday living and entertaining, featuring a fireplace, dedicated dining area, hardwood floors, soaring 12' concrete ceilings, and exposed brick. The open kitchen is anchored by a large island with Carrara quartz countertops and flows seamlessly into the main living space. The spacious primary suite features an oversized walk-in closet and ensuite bath with a double vanity, while both bedrooms are fully enclosed for added privacy. In-unit laundry completes the home. Haberdasher Square is a full-amenity building offering 24-hour door staff, a fitness center, basketball court, hospitality room, rooftop deck with grills, and additional storage. Assessments include all utilities except electric. It is a short walk to Randolph Street's Restaurant Row, Soho House, Whole Foods, Mariano's, H Mart, Target, the CTA Blue Line, Union Station, buses, and offers easy expressway access. Tandem parking is available for an additional $45,000 and is sold separately. A rare combination of space, character, natural light, and location in the heart of the West Loop!

728 W Jackson Boulevard Unit #712, Chicago

$405,000
2 Beds 2 Baths 12749498 MLS NEW Status
Penthouse Condo with Panoramic Downtown Views. Experience penthouse living in this spacious twobedroom, twobathroom residence with a separate office, combining comfort, convenience, and breathtaking city views. The highlight of the home is the expansive private balcony, perfectly positioned to capture panoramic downtown vistas. With both eastern and western exposures, enjoy sunrises, sunsets, and the sparkling skyline from your own outdoor retreat. Inside, the thoughtful floor plan includes a generous pantry for exceptional storage, while recent updates such as a new dishwasher and dryer add everyday convenience. The condo is ideally located adjacent to the workout room, elevator, and party room, making fitness, entertaining, and accessibility effortless. University Commons offers a full suite of amenities including a fitness center, heated outdoor pool, party room, rentable theater, rooftop deck with wraparound skyline views, landscaped grounds, dog runs, and onsite management. Residents enjoy a vibrant community atmosphere with DirecTV and highspeed internet included in the assessments. Perfectly situated near Pilsen, University Village, and the West and South Loop, this home provides effortless access to Chicago's best cafes, shops, and restaurants. Multiple public transit lines are just steps away, with quick connections to all major expressways, museums, and cultural attractions. A secure, heated indoor parking space is available for $30,000. Movein ready and impeccably maintained, this penthouse combines luxury finishes, functional design, and unbeatable views in one of Chicago's most desirable locations. Schedule your private showing today and click on the 3D tour to walk through the unit.

1111 W 15Th Street Unit #410, Chicago

$425,000
2 Beds 2 Baths 12757246 MLS NEW Status
2 Bed, 2 Bath Unit for Sale - LAST UNIT LEFT! - Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! Fully Renovated Condo Units! This 2025 beautiful, enormous, completely renovated to the studs 4 unit Condo development building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all new windows, imported European doors, newly built back private decks, a fresh foundation, and an elegant custom interior staircase and lobby. This spacious 2 bed, 2 bath English Garden Unit offers a sweeping open layout with abundant natural light. The Unit has been completely updated with modern finishes from top to bottom. The kitchens are equipped with stainless steel GE appliances, quartz countertops, and stylish cabinets. Unit includes two full bathrooms with upscale finishes, as well as side-by-side in-unit laundry, fully updated electrical systems, new flooring, and high ceilings. The Condo consists of two bedrooms and two full bathrooms. Owners can enjoy a sleek modern common lobby, private deck, and enter a private entrance to their garage space with fresh epoxy flooring. Conveniently located near two Red Line stations and within walking distance to Loyola Beach, Loyola University as well as being very close to Evanston; this Condo truly offers it all!

1535 W Estes Avenue Unit #G, Chicago

$449,000
1 Beds 1 Baths 12757181 MLS NEW Status
Beautifully appointed one-bedroom plus den residence at 850 Lake Shore Drive, an iconic historic building ideally located along Chicago's lakefront. This inviting home features high ceilings, large windows, hardwood floors and an open floor plan designed for comfortable everyday living and entertaining. The living and dining areas flow into the kitchen featuring quartz countertops and stainless steel Bosch appliances. A separate den provides valuable additional living space and is ideal for a home office, media room or guest space. The spacious bedroom offers excellent closet space, and an in-unit Whirlpool washer and dryer completes the home. Recent improvements include Telluride quartz kitchen countertops and backsplash, Kohler kitchen sink and faucet, updated bath with quartz countertop, Kohler sink and faucet, backlit mirror and new shower door, along with a Whirlpool front-load washer and dryer. 850 Lake Shore Drive offers an exceptional collection of amenities, including a spectacular rooftop deck overlooking Lake Michigan with outdoor seating and grills, a dog run, indoor pool and hot tub, fitness center, conference room and an impressive Grand Lounge with lake views, billiards, bar area and comfortable spaces to relax, entertain or work from home. This smoke-free building also offers 24-hour door staff, on-site management and AT&T Fiber availability.The building also offers 24-hour door staff and on-site management. An outstanding location directly across from the lake and just moments from Oak Street Beach, the lakefront trail, Michigan Avenue, shopping, dining and everything this extraordinary neighborhood has to offer.

850 N Lake Shore Drive Unit #210, Chicago

$470,000
2 Beds 2 Baths 12756559 MLS NEW Status Millenium Centre BLDG.
Perched on the 42nd floor of Millennium Centre, this stunning 2 bedroom, 2 bath corner condo showcases breathtaking panoramic south & west facing views stretching across the Loop and River North. Large windows on two sides fill the open concept living space with natural light while framing the incredible cityscape. The inviting living area features hardwood flooring, 9 foot ceilings and a gas fireplace, flowing seamlessly into the dining area and spacious kitchen with cherry cabinetry, tiled backsplash, updated stainless steel appliances (microwave - 2026 & refrigerator - 2023), granite countertops and a large island with breakfast bar. The split bedroom floor plan offers privacy, with a spacious primary suite featuring a soaking tub and walk in shower, while the generous secondary bedroom is served by a hall bath with walk in shower. In unit laundry with a new washer & dryer (2026) adds everyday convenience. One deeded garage parking space is available for an additional $25,000. Located in a full amenity building that offers an on-site manager, 24 hour door staff, fitness center, outdoor pool, sundeck and party room with catering kitchen. All this in a truly exceptional location, blocks from world class dining, shopping and nightlife, with easy access to public transportation & expressways. A spectacular home in the heart of the city with views that simply must be seen!

33 W Ontario Street Unit #42ES, Chicago

$429,900
2 Beds 2 Baths 12756943 MLS NEW Status
Welcome to 3200 N. Lake Shore Drive and the iconic Harbor House, where location truly is everything. This spacious 2-bedroom, 2-bath residence is now available, offering breathtaking east-facing views of Lake Michigan, Belmont Harbor, and Lake Shore Drive. This desirable split-bedroom floor plan features generous room sizes, abundant closet space, and an excellent opportunity to make the space your own. Large windows flood the home with natural light, perfectly framing the spectacular lakefront scenery. The in-unit washer and dryer provide everyday convenience, blending comfort with functionality. Experience resort-style living in one of East Lakeview's premier full-amenity buildings, featuring a heated indoor pool and sundeck, a state-of-the-art fitness center, a relaxing sauna, a versatile party room, 24-hour door staff for security and peace of mind, and an on-site beauty salon, dry cleaner, and package room for added convenience. With the lakefront trail just outside your door, you're moments from Belmont Harbor, Diversey Driving Range, parks, beaches, Northalsted, Wrigley Field, neighborhood restaurants, shopping, and grocery stores. An express bus to downtown stops right outside the building, making commuting effortless. Whether you're looking to enjoy the best of lakefront living or immerse yourself in the vibrant East Lakeview lifestyle, this home puts it all within easy reach. Valet garage parking is available, ensuring convenience for residents and guests alike. This is more than just a home; it's a lifestyle opportunity in one of Chicago's most sought-after locations. Book a showing today!

3200 N Lake Shore Drive Unit #2102, Chicago

$450,000
3 Beds 2 Baths 12756878 MLS NEW Status
Welcome home to this beautifully remodeled 3-bedroom, 2-bath Chicago bungalow, where classic architectural charm meets fresh, modern style! Thoughtfully updated throughout, this home features gorgeous hardwood floors, fresh paint, stylish new fixtures, and a bright, inviting interior that feels completely refreshed while preserving the character and personality that make these classic Chicago homes so special. The beautifully redesigned kitchen shines with crisp white shaker-style cabinetry, quartz countertops, stainless steel appliances, and contemporary finishes, creating a clean and timeless space ready for everyday living and entertaining. Two updated full bathrooms continue the home's polished new look, while charming architectural details throughout provide the warmth and character you simply don't find in newer construction. Downstairs, the full basement is exceptionally clean and refreshed with painted floors, and walls creating a bright, well-kept and versatile space with plenty of room for storage, hobbies, a workshop, home gym, or whatever suits your needs. Convenient exterior access adds even more functionality, and a detached garage completes the package. LOVE WHERE YOU LIVE! Situated in the Deardoffs subdivision within the vibrant Humboldt Park community, you'll enjoy the character of an established Chicago neighborhood along with the convenience and energy of city living. Enjoy easy access to neighborhood restaurants, cafes, shopping, entertainment, public transportation, and everyday essentials. Nearby Humboldt Park offers nearly 200 acres of beautiful green space with lagoons, walking and biking paths, sports facilities, playgrounds, gardens, and plenty of opportunities to enjoy the outdoors. With convenient access to surrounding neighborhoods and everything Chicago offers, you'll love having so much within easy reach. Classic Chicago character, a fresh modern renovation, flexible space, and a fantastic Humboldt Park setting- This one is ready to welcome you home!

3809 W Wabansia Avenue, Chicago

$499,900
2 Beds 2 Baths 12755471 MLS NEW Status
Completely renovated, extra-wide 2-bedroom, 2-bath home offering an expansive open concept floor plan and two private outdoor spaces in an unbeatable Old Town/Lincoln Park location! Step inside to soaring 10.5-foot ceilings, abundant natural light, refinished hardwood floors, updated lighting, and a spacious living and dining area anchored by a gas fireplace. The open kitchen features beautiful dark wood cabinetry with under-cabinet lighting, granite countertops, an oversized center island with breakfast bar seating, and newer stainless steel appliances. The generous primary suite offers direct access to the rear deck, a custom walk-in closet, and a beautifully remodeled en-suite bath with a dual-sink vanity, oversized walk-in shower, and separate soaking tub. The second full bath has also been completely remodeled with stylish, modern finishes. Additional highlights include custom built-out closets, in-unit full size laundry with organized shelving, new light fixtures and LED lighting throughout, custom blinds, an Ecobee thermostat, and updated appliances. Enjoy two private outdoor spaces, including a front balcony overlooking the tree-lined street and an expansive rear deck perfect for entertaining. Oversized PRIVATE garage parking with extra storage space included! Ideally located just moments from Wells Street and North Avenue dining and shopping, the CTA Brown Line, parks, the lakefront, and everything Old Town and Lincoln Park have to offer. Don't miss out on this beautifully updated, move-in-ready home!

1314 N Cleveland Avenue Unit #2S, Chicago

$429,900
2 Beds 2 Baths 12751245 MLS NEW Status
Spacious and light-filled 2 bedroom and 2 full home offers a smart split-bedroom floor plan in one of Avondale's most convenient locations. Set in a modern, well-maintained brick boutique elevator building with attached garage. One heated garage parking space and a dedicated storage closet is included as well as access to two shared rooftop decks with skyline views. This residence features a welcoming foyer with an oversized, custom-organized closet leading into the refreshed kitchen, featuring quartz countertops, stainless steel appliances, and an oversized eat-in island. The kitchen opens to the dining area and an expansive living room with large windows and a Juliette balcony, creating an easy flow for everyday living and entertaining. The generous primary suite includes two closets, including one walk-in closet, plus a spa-like marble bath with dual vanity, jetted tub, and separate shower with neutral subway tile. The spacious second bedroom offers excellent closet space and sits adjacent to the additional full bath, making it ideal for guests, working from home, or related living. The home also features hardwood floors in the main living areas, custom window treatments, neutral paint throughout, generous closet space, and in-unit laundry. Recent improvements include a refreshed backsplash and quartz countertops in 2022, a new dishwasher in 2022, a new furnace and A/C in 2023, a new refrigerator and range in 2024, custom window treatments in 2022, and custom organization in the foyer closet in 2025. Enjoy a highly walkable location where Avondale meets Irving Park, with easy access to parks, dog parks, restaurants, coffee shops, bars, fitness options, and shopping. Nearby favorites include Honey Butter Fried Chicken, Eden, Parachute, Chief O'Neill's, Kuma's Corner, The Beer Temple, Dark Matter Coffee, Cafe Tola, Revolution Brewing Taproom, and Cafe Urbano, along with Target, Jewel-Osco, LA Fitness, Portillo's, First Ascent Climbing & Fitness, and ALDI. Or, hop over to Roscoe Village and Logan Square! Commuting is simple with quick access to the Kennedy Expressway and the CTA Blue Line at the Addison and Belmont stops, offering convenient routes to downtown Chicago and O'Hare. CPS' neighborhood elementary, Carl Von Linne, offers a Spanish Immersion Dual Language Program. This is a standout Avondale home that combines modern comfort, thoughtful updates, garage parking, spacious rooms, and exceptional neighborhood access in one easy-to-love package!

3028 W Roscoe Street Unit #203, Chicago

$450,000
2 Beds 1 Baths 12755409 MLS NEW Status River Plaza BLDG.
Unrivaled scenery meets sleek modern design in Unit 1111 at River Plaza. Set on a southeast corner, this fully renovated two-bedroom, one-bathroom residence frames uninterrupted views of the iconic Wrigley Building and the Chicago River from expansive windows. Wood floors, smooth ceilings, and roller shade blinds set a refined tone throughout the home. The main living area centers around a custom granite tile accent wall with built-in espresso shelving and customizable, color-changing LED lighting. In the kitchen, a striking modern aesthetic features two-tone wood cabinetry, a rich black tile backsplash, and Calacatta granite countertops anchored by a waterfall breakfast bar. The primary suite is remarkably spacious, offering city and river views, a custom-built closet system, and automated roller shades. The second bedroom offers framed views looking directly at the Wrigley Building and also includes automated roller shades, making it ideal for a guest room or home office. The bathroom includes a large vanity with generous storage, an LED mirror with anti-fog technology and light controls, and a standalone shower equipped with a handheld wand and a recessed tile shelf. Upon entering the home, a generous foyer welcomes you with a dedicated nook space for seating and personal storage. Located in the heart of River North, River Plaza offers residents 24-hour door staff, on-site management and maintenance, evening security, a 24-hour fitness center, an indoor pool, a hot tub, a sundeck, a package room, and app-based laundry facilities. The comprehensive monthly assessment conveniently includes heat, air conditioning, water, cable, high-speed internet, and trash. The building is exceptionally solid and investor-friendly, featuring 62% owner-occupancy, $2.3 million in reserves, no rental caps, and a standard one-year minimum lease requirement. Step outside into one of Chicago's most walkable locations, just minutes from the Riverwalk, the lakefront, Magnificent Mile shopping, and world-class dining. Schedule a tour and experience Unit 1111 in person.

405 N Wabash Avenue Unit #1111, Chicago

$425,000
2 Beds 2 Baths 12743030 MLS NEW Status
They simply don't build them like this anymore. This top-floor Lincoln Park condo blends timeless character with everyday comforts-including 2 hard-to-find assigned parking spaces. Substantial brickwork, tall windows, and classic architectural details reflect the enduring charm and craftsmanship of turn-of-the-century Chicago. Inside, soaring ceilings and a massive bay window bring beautiful natural light into the spacious living and dining room, while a wood-burning fireplace adds warmth and character. There's room to entertain, unwind, and make yourself at home. Hardwood floors extend throughout, and skylights brighten the entryway and primary bathroom. The eat-in kitchen offers granite countertops, stainless steel appliances, abundant cabinet storage, and an island with seating. A deck just off the kitchen is an inviting spot for morning coffee or an evening glass of wine. Two full bathrooms, in-unit laundry, and central heat and air add everyday convenience, while the small, self-managed association helps keep HOA fees low. With a Walk Score of 94, you're within easy reach of neighborhood favorites like Pequod's Pizza and Sweet Mandy B's, plus Mariano's, Whole Foods, Costco, Trader Joe's, and Target. Nearby Brown and Red Line stations, Clybourn Metra, and I-90/94 connect you to the city and suburbs. The nearby Foundry Park development adds another point of interest for buyers considering the neighborhood's future. This is an investor friendly building- allows both long or short term. Vintage character, generous living space, and an exceptionally convenient location-all worth coming home to. Ask agent for seller improvements and building updates.

2202 N Clybourn Avenue Unit #3, Chicago

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