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Browse All Chicago IL Between $500K - $600K Properties for Sale

$530,000
5 Beds 3 Baths 12749606 MLS ACTIVE Status
Beautiful Brick Multigenerational English Tudor in Sought-After Galewood! Welcome home to this charming and spacious brick English Tudor nestled in the highly desirable Galewood neighborhood of Chicago-a hidden pocket known for its beautiful homes, tree-lined streets, and exceptional location bordering Oak Park and Elmwood Park. Enjoy the best of city living with a neighborhood feel, including convenient access to downtown Oak Park, scenic Thatcher Avenue, and the beautiful trails of Thatcher Woods. This distinctive home offers 5 bedrooms, 2.5 bathrooms, and exceptional multigenerational living possibilities, with spacious living areas and kitchens on both the first and second floors. The first floor welcomes you into an elegant and light-filled living room featuring beautiful leaded stained-glass windows and hardwood floors. An arched opening leads to the separate formal dining room, creating a warm and inviting space for entertaining and family gatherings. Down the hallway are two comfortable bedrooms and an original, beautifully maintained full ceramic-tile bathroom. The spacious eat-in kitchen features Corian countertops, dishwasher, oven/range, garbage disposal, pantry, refrigerator, and microwave. Just beyond the kitchen is a flexible third bedroom or family room, along with a convenient mudroom leading to the expansive backyard and newer 3-car garage. The second floor offers an impressive and versatile living space, making this home ideal for extended family, multigenerational living, or guests. A separate front staircase leads to a large, bright living room with another beautiful leaded stained-glass window. A charming library or small home office sits just off the entryway. The second-floor living space also includes a large dining room, two generously sized bedrooms, a full bathroom, and a full eat-in kitchen. The expansive finished basement provides even more space to spread out, featuring a huge family room with high ceilings, a convenient half bath, and a laundry area with an additional small shower. A large, clean unfinished area offers tremendous potential for storage, a workshop, exercise room, or future customization. An exterior door provides direct access to the backyard. Additional features include newer central air, gas-forced-air heat, hardwood floors, and a newer 3-car garage. With its unique layout, timeless Tudor character, beautiful original details, and incredible potential for multigenerational living, this special Galewood home is ready for its next chapter. Come discover one of Chicago's best-kept neighborhood secrets-conveniently located steps to Oak Park, Elmwood Park, The Metra, Near O'Hare Airport,shopping, dining, transportation, and beautiful forest preserve trails. A rare opportunity to own a spacious, character-filled multigenerational home in the heart of sought-after Galewood!

1619 N Normandy Avenue, Chicago

$525,000
2 Beds 2 Baths 12749464 MLS ACTIVE Status
Welcome home to this expansive, turnkey concrete loft in the heart of highly sought-after River West. Nestled on a quiet, tree-lined street just steps from the neighborhood's acclaimed restaurants, coffee shops, nightlife, and downtown conveniences, this bright corner residence offers the perfect blend of style, comfort, and city living. Step inside to soaring 10-foot ceilings and oversized windows that fill the open-concept floor plan with abundant natural light, creating an inviting atmosphere ideal for both everyday living and entertaining. The spacious kitchen is appointed with rich espresso cabinetry, granite countertops, stainless steel appliances, and a breakfast bar that's perfect for your morning coffee or casual dining. The expansive living and dining areas easily accommodate a full-size dining table, while the private balcony offers the perfect place to grill, relax, or enjoy peaceful views of the picturesque tree-lined street. The fully enclosed primary suite comfortably fits a king-size bed while offering abundant natural light and a private en-suite bath. The generously sized second bedroom is ideal for guests, a home office, or both. A discreet laundry room just off the kitchen features a side-by-side washer and dryer along with additional storage. Residents enjoy access to a beautifully appointed party room and sundeck, and an attached garage parking space and storage locker are included in the price. This exceptional home combines the character of a true concrete loft with modern conveniences in one of Chicago's most desirable neighborhoods.

939 W Huron Street Unit #201, Chicago

$514,990
2 Beds 2 Baths 12749160 MLS ACTIVE Status
Bold Design in Prime Lincoln Park - Move-In Ready Some condos you tour. This one you move into. From the moment you step onto the gleaming hardwood floors, the open layout pulls you through rooms that feel bigger than the square footage - easy to furnish, easy to live in, impossible to leave. The kitchen is where you'll actually want to host. A designer island anchors the space and does the talking, backed by granite counters, 42" cabinetry, and a full stainless suite - refrigerator, gas range, microwave, dishwasher. Cook, pour a glass, keep the conversation going. When the night winds down, the gas fireplace and custom built-ins make the living room the place you don't want to get up from. The primary suite is a genuine retreat, with a custom walk-in closet that finally fits everything. Both spa-inspired baths deliver - a jetted tub and dramatic marble tile that feel more boutique hotel than condo. The details that make daily life easy are all here: in-unit laundry, central air, and off-street parking at the rear. And the number that makes buyers exhale - a low $371 monthly assessment. Then there's the address. You're minutes from DePaul, steps from the Armitage-Halsted shopping corridor, Oz Park, and the dining along Ashland and Fullerton. The Brown Line, Metra, and I-90/94 put downtown roughly ten minutes away, and Lincoln Park's lakefront, zoo, and conservatory are a quick ride east. Move-in ready, sharply priced, and in a location people wait years for. Book your showing before someone else does.

2625 N Ashland Avenue Unit #1A, Chicago

$525,000
4 Beds 2 Baths 12748065 MLS PRICE CHANGE Status
Welcome to this Beverly Prairie-style bungalow where vintage character, thoughtful updates, and flexible living spaces come together beautifully. Original architectural details shine throughout, including a stunning fireplace mantle and hutch believed to have come from a Prairie Avenue hotel in the 1920s. Newly refinished original hardwood floors, vintage woodwork, and original doors are just some of the charm you expect in a Beverly home. The main level offers spacious living and dining rooms, a versatile office/bedroom with great built-ins, and a bright kitchen with stainless steel appliances, seating for four at the oversized counter, and a light-filled breakfast nook. The first-floor primary bedroom features a generous walk-in closet with a custom organization system and skylight. The upstairs went through a remodel three years ago. You'll find two additional bedrooms, skylights, and a flexible multi-room living space perfect for movie nights, homework, or a second office. The second-floor laundry adds everyday convenience, while the updated bath features heated floors and a beautiful shower. A sun-filled enclosed back room with a gas stove/fireplace offers a perfect year-round room for relaxing or entertaining. The basement provides abundant space and endless possibilities for storage, recreation, hobbies, or future finishing. The backyard is ready for fun and entertaining with a large shaded deck, refreshed paver patio, gas fire pit, and a two-car garage with epoxy flooring. Full of history, heart, space, and possibility. This charming Beverly home is ready to welcome its next owner!

10637 S Oakley Avenue, Chicago

$529,000
3 Beds 3 Baths 12747577 MLS CONTINGENT Status
Welcome home to this charming 3-bedroom brick Georgian in the highly desirable West Ridge neighborhood! This beautifully maintained home features hardwood floors throughout and classic arched doorways that seamlessly connect the sun-filled living room to the elegant formal dining room. A large newer bay window fills the living space with an abundance of natural light, creating a warm and inviting atmosphere. The updated kitchen boasts granite countertops, newer stainless-steel appliances, and overlooks the generously sized backyard, complete with a spacious deck-perfect for outdoor dining, entertaining, or simply relaxing. A new 2-car garage built in 2019, and a brand-new roof installed in 2026 adds exceptional value and peace of mind to this property. Upstairs, you'll find three generously sized bedrooms and a full shared bathroom. The finished basement provides outstanding additional living space, ideal for a family room, game room, or media room, along with an additional bedroom and a dedicated laundry area. Additional updates include newer windows and a water heater installed in 2021, offering added convenience for years to come.Ideally located just minutes from grocery stores, parks, restaurants, and shopping, with convenient access to Lincolnwood, Evanston, Metra, and the CTA Red, Purple, and Yellow Lines, making commuting a breeze. Don't miss this incredible opportunity to own a move-in-ready home in one of Chicago's most sought-after neighborhoods. Schedule your private showing today!

2925 W Jerome Street, Chicago

$579,000
3 Beds 3 Baths 12746871 MLS ACTIVE Status
Built for the next 100 years, not the last. This brand-new two-unit building offers a superior living experience with enhanced comfort and library-quiet interior, enhanced affordability, a low-maintenance lifestyle, and a promising return on investment. Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers. The larger, primary, upstairs unit boasts a dining room-sized private rear balcony, an expansive great room with 10-foot ceilings, and seamless indoor-outdoor living, a perfect fit for your needs or a perfect opportunity to get peak market rental income. The stunning backyard-level first-floor rear unit provides a generous one-bedroom retreat, perfect for multi-generational living or an owner occupant seeking high-value rental income to improve affordability. Additionally, it's ADA accessible, featuring a zero-threshold bath. Enjoy designer-coordinated custom cabinetry, beautiful quartz countertops, and chef's-choice induction cooking in a home engineered for the next 100 years, not the last. Triple-pane windows and an enhanced building envelope ensure optimal thermal comfort, while a fully paid-for solar PV system results in ultra-low utility costs without compromising style. From the premium James Hardie fiber cement exterior to camera intercom with electronic front gate, every detail is meticulously considered and crafted for effortless, low-maintenance living. High-quality appliances like Frigidaire Gallery, Mitsubishi HVAC, and an EPA Air Quality Plus Certification cater to your lifestyle and wellness. Transform your experience into a healthier, wealthier, and far more comfortable home-your best life begins here. This building has been third-party certified, and performance verifications, including the HERS Score, are available for review. Save over $3,345 a year over a typical new construction building... enough to help buy that EV you can plug into the ready to go level 2 charger in the extra wide 2.5 car garage!

6747 S Langley Avenue, Chicago

$540,000
8 Beds 3 Baths 12746907 MLS ACTIVE Status
Beautiful Fully Rehabbed 2-Flat with Coach House - Exceptional Investment or Owner-Occupant Opportunity! Welcome to this beautifully renovated 2-flat with a separate coach house, offering an incredible opportunity for investors or owner-occupants looking to live in one unit while generating rental income from the others. The main building features two spacious units, each offering 3 bedrooms and 1 full bathroom. The basement is framed out and ready to be finished and a possible 4th unit if the buyer chooses to. The coach house features 2 bedrooms and 1 full bathroom, providing additional living space and excellent income potential. This property has been thoughtfully rehabbed from top to bottom with modern finishes and major improvements throughout. Updates include new electrical, plumbing, HVAC systems, fixtures, beautifully updated kitchens and bathrooms, and much more. The renovations provide the comfort and style of modern living while making this property truly move-in ready. Conveniently located approximately 5-7 minutes from I-94, with easy access to the CTA Red Line, bus transportation, shopping, dining, and everyday conveniences, making commuting throughout the city a breeze. Whether you're looking to expand your investment portfolio, generate multiple streams of rental income, or live in one unit while the others help with your housing expenses, this property offers outstanding versatility and potential. A rare opportunity and an absolute MUST-SEE for any serious investor or owner-occupant! CENTRAL AIR WILL ONLY BE INSTALLED IN THE MAIN BUILDING! APPLIANCES WILL BE INSTALLED AT CLOSING!!! QUALIFIES FOR THE COOK COUNTY LAND BANK GRANT FOR UP TO 20K

5419 S Aberdeen Street, Chicago

$559,000
3 Beds 5 Baths 12746791 MLS ACTIVE Status
Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.

6642 S Drexel Avenue, Chicago

$599,999
7 Beds 3 Baths 12745807 MLS PENDING Status
Welcome to this beautifully renovated 2-unit building in the sought-after Austin neighborhood! Offering a total of 7 bedrooms, 3 bathrooms, a fully finished basement, and central air conditioning, this turnkey property is an exceptional opportunity for both owner-occupants and investors. The first-floor unit features a bright and spacious living room, a separate dining room, and a stunning newly renovated kitchen with white shaker cabinets, elegant quartz countertops, and stainless steel appliances. This unit also includes three bedrooms. The second-floor unit offers a similar inviting layout with a spacious living room, formal dining room, beautifully updated kitchen, two bedrooms, a full bathroom, and the added convenience of its own dedicated mechanical room. The recently finished basement provides excellent additional living space or income potential with two bedrooms, a full bathroom, kitchen and living area. Recent upgrades include beautiful hardwood floors throughout, new A/C condensers, a new injecting pump, three separate electrical meters and an updated garage equipped with a Wi-Fi-enabled garage door opener. Conveniently located near shopping, restaurants, parks, schools, and public transportation, this move-in-ready property offers the perfect combination of modern updates, versatility, and strong income potential. Whether you're looking to live in one unit while generating rental income or expand your investment portfolio, this is an opportunity you won't want to miss. Schedule your private showing today!

1747 N Luna Avenue, Chicago

$535,000
4 Beds 2 Baths 12733038 MLS CONTINGENT Status
Welcome to 5302 N Luna Ave, a well-maintained two-flat located on a quiet, tree-lined street in highly desirable Jefferson Park. This versatile property is an excellent opportunity for an owner occupant looking to offset their mortgage with rental income or an investor seeking a solid multifamily addition to their portfolio. Both units offer comfortable layouts with beautiful hardwood floors, stainless-steel appliances, spacious kitchens, and updated bathrooms. Each unit features its own furnace and central air system, providing separate mechanicals and added convenience. The property also features separate water heaters, upgraded electrical panels, newer windows, roof, and multiple exterior decks. The full basement provides additional storage and utility space and includes separate laundry areas with two washers and two dryers, along with dedicated storage for each unit. Outside, enjoy a fenced-in yard and an oversized detached 2+ car garage-an excellent feature for additional parking, storage, or workspace. Situated on a 30 x 125 lot, the property offers plenty of outdoor space while maintaining a convenient urban location. Ideal location for city workers. Located near schools, shopping, dining, public transportation, major roadways, and the expressway, this property combines neighborhood charm with everyday convenience. Whether you're looking to live in one unit and rent the other or add a turnkey multifamily property to your investment portfolio, 5302 N Luna Ave is an opportunity you won't want to miss.

5302 N Luna Avenue, Chicago

$600,000
2 Beds 2 Baths 12745670 MLS ACTIVE Status Museum Park BLDG.
Experience elevated living in this stunning southeast corner 2-bedroom plus den, 2-bath residence at the prestigious Tower Residences of Museum Park in the vibrant South Loop. Flooded with natural light from expansive floor-to-ceiling windows, this beautifully maintained home showcases sweeping panoramic views of Lake Michigan, Museum Campus, and Soldier Field from nearly every room. The spacious open-concept layout offers generous living and dining space, while the private balcony provides a peaceful retreat overlooking the lake. The kitchen features granite countertops, stainless steel appliances, pantry storage, and a breakfast bar that opens seamlessly into the main living area. The sun-filled primary suite includes a large walk-in closet and ensuite bath with dual vanity, soaking tub, and separate shower. A spacious second bedroom, dedicated den ideal for a home office, in-unit laundry, and excellent storage throughout complete the home. Additional storage unit included. Tandem garage parking available for an additional $50,000 to be purchased with unit. Residents enjoy full-service amenities including 24-hour door staff, outdoor pool, fitness center, party room, sundeck, and a first floor cafe in the commercial space. Ideally located steps from Grant Park, the lakefront trail, museums, dining, shopping, Trader Joe's, Jewel-Osco, and Roosevelt Red Line Train, and the Metra. A rare opportunity to own a bright and peaceful home in one of South Loop's premier full-amenity buildings.

1235 S Prairie Avenue Unit #1404, Chicago

$599,900
4 Beds 3 Baths 12743899 MLS ACTIVE Status
Corner-Lot Charmer in the Heart of Mount Greenwood. Welcome home to 11001 S Ridgeway Ave - a meticulously maintained three-story beauty on a coveted corner lot in one of Chicago's most beloved neighborhoods. From the moment you step inside, gleaming hardwood floors flow throughout, setting the tone for a home that's as move-in ready as it is inviting. With four spacious bedrooms, 2.5 baths, and three full levels of living space, this home offers exceptional room for both everyday living and entertaining. The first floor is designed for entertaining, featuring a bright front room with a large bay window, a formal dining room perfect for holiday dinners, and a spacious, sun-drenched eat-in kitchen with adjoining TV room. The kitchen features custom wood cabinetry, built-in seating, modern stainless-steel appliances, and French doors leading directly to the large deck. Both the first-floor and basement bathrooms have been thoughtfully renovated with upgraded finishes. Upstairs, the second floor delivers a sprawling primary suite along with three additional spacious bedrooms, all served by a large full bath with ample closet space. The finished basement provides even more versatile living space, including a large open recreation room ideal for movie nights or game days, a bonus room with wall-to-wall closets that could serve as a home office, workout space, or flex room, and a massive laundry room. Storage is abundant, with generous closets and additional storage nooks throughout the home. Outside, the premier corner lot offers a fully fenced yard, concrete patio and walkways, and a large deck-perfect for relaxing or entertaining. The oversized fully insulated 2.5-car garage features an additional bonus room, ideal for secure storage, a workshop, or flex space. Behind the garage is an additional gated parking pad, offering additional parking and storage options. *** This home is truly a gem! *** Schedule your showing today!

11001 S Ridgeway Avenue, Chicago

$599,000
9 Beds 4 Baths 12739879 MLS ACTIVE Status
Turnkey 4-Unit - Full Gut Rehab - Double Lot - North Lawndale This is a complete, permitted, top-to-bottom rehab - not a paint-and-carpet flip. Every system, surface, and finish in this 4-unit brick building is new: new roof line and rear porches, new electrical, new plumbing, new HVAC (separate furnace and water heater per unit), new windows, new floors, new kitchens, new baths. A buyer walks into day-one cash flow with zero deferred maintenance and years before anything needs touching. Quartz counters, white shaker cabinetry with black hardware, subway tile backsplash, stainless appliance packages, wide-plank LVP flooring, and matte-black fixtures throughout. Bathrooms are fully tiled in a marble-look porcelain surround with black plumbing fixtures. The building sits on a double lot, with a fenced yard, mature trees, and a rebuilt rear deck and stair system. It's steps from a community garden, greenhouse, and playground - a real amenity for family tenants Upside built in: the attic is unfinished - roughly 1,560 sq ft of raw space with a brick chimney and full-height rafters, sitting untouched above four fully finished units. Combined with the double lot, there's real room here to add value beyond current rent roll, subject to zoning and permitting review. Cash flow: projected at $6,000+/month across all four units - real numbers on a fully renovated building with no near-term capex looming. Two ways to own this: House-hack it - live in one of the 2-bed units and let the other three cover your mortgage, taxes, and insurance, with a fully renovated home from day one and no rehab weekends. Or hold it as a retirement asset - over $6,000/month in projected cash flow from a fully renovated 4-unit with new systems, low near-term maintenance calls, and four separate income streams to smooth out vacancy risk. Either way, the work's been done - you're buying stabilized cash flow, not a project. Bring your best offer - this one won't need a punch list.

1442 S Springfield Avenue, Chicago

$599,000
3 Beds 2 Baths 12737231 MLS CONTINGENT Status
The best of Andersonville! Vintage charm exudes from the beauty of the architecture of yesteryear with all the luxuries a complete renovation provides! Located on one of the most beautiful tree-lined streets. Quiet, peaceful, and yet just steps away from the very hottest restaurants and shops in the strolling epicenter of Andersonville! The rejuvenation started with a recent (2006) complete gut rehab of the entire building with all new major plumbing, electrical and roofing systems and reimagined floorplans to suit today's lifestyle. This 3 bedroom, 2 bath vintage charmer is located on a high, raised first-floor that is bathed in natural light! Gorgeous real hardwood floors throughout. Lovingly cared-for and recently updated with fresh new finishes! You'll enjoy a brand-new HVAC system (2026), fresh kitchen updates including new backsplash and fixtures, new recessed lighting throughout, updated electrical switches and new lighting fixtures! Complete fresh paint throughout and newer, high-end washer and dryer in unit! Perfect floorplan with plenty of living space anchored by a gas fireplace and built-ins, adjacent yet separate dining space accommodates a large table! Primary bedroom with ensuite bathroom and a great closet! The spacious deck is the perfect outdoor space for entertaining or relaxing! Super-responsible HOA with significant Reserves and an extremely well-maintained property. A large, private storage room and secured bike storage in the basement are included. Parking space off alley behind the building via a transferrable lease and the Seller has prepaid the entire year through Aug 2027! In addition, there is the easiest, wide-open, street parking available immediately in front of the building. Located in the highly-rated Chappell and Amundsen School Districts. Convenient transportation options include the newly opened Metra station, the renovated Red-line and LakeShore Drive. Enjoy all the Lakefront has to offer! Welcome home!

5357 N Paulina Street Unit #1, Chicago

$585,900
5 Beds 3 Baths 12736791 MLS CONTINGENT Status
One of a kind thoughtfully designed Multi-unit in the Heart of McKinley Park. This home features an impressive level of character and detail inside and out. The first level's spacious open layout is perfect for live-work professionals. The first level includes 1BR/1BA, ample dining and living room spaces and a professional grade kitchen with a six-burner Wolf Stove, built-in KitchenAid double wall oven, Whirlpool Refrigerator and grey shaker cabinets with sealed antique wood and quartz counters. The spacious and bright second level consists of 4BRs/2Ba, living room, dining room, kitchen and a bonus deck. Charming features such as the high ceilings with stamped tiles, decorative moldings and classical lighting adorn the second floor. The second level kitchen offers high end appliances such as a six-burner Thermador stove and Bosch refrigerator and timeless white cabinetry, quartz counters with a farm style sink and an inviting custom breakfast nook with storage. The generous low maintenance outdoor space is equally impressive with artificial turf, a decking area with lighting and a sun shade, and additional grilling and seating areas in a private setting that is perfect for large gatherings. Oversized 2 car garage with ample storage space. Unfinished basement is ideal for a workshop and storage. Long list of updates include: High efficiency furnaces (2024), water heaters (2024), Vinyl siding (2021), Complete Home roof tear off (2021), Tuckpointing West wall (2026), Most windows (2022) and Insulated 8ft Garage Door (2025).

1737 W 35Th Street, Chicago

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