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Browse All Chicago IL 5 Bedroom Properties for Sale

$725,000
5 Beds ⋅ 3 Baths ⋅ 12664309 MLS ⋅ ACTIVE Status
Immaculately maintained and thoughtfully updated, this stunning 5-bedroom, 3-bathroom home is located in the highly desirable Norwood Park neighborhood. The main level features beautiful oak hardwood floors, crown molding, new doors, updated blinds, and a cohesive modern color palette throughout. The spacious floor plan includes an inviting living room, dining room, bedroom, and an updated kitchen designed for both everyday living and entertaining. The primary suite offers custom reach-in closets and a private en-suite bathroom with a glass-enclosed walk-in shower. The modern eat-in kitchen showcases stainless steel appliances, stylish two-tone cabinetry, abundant lighting, and counter seating. French doors lead to a fenced backyard with a multi-level deck, perfect for outdoor gatherings. The second floor features four generously sized bedrooms, a full bathroom with dual vanities, a comfortable TV/family room, mirrored closets, and freshly painted walls throughout. The top floor could be reworked to add a HUGE master suite and walk in closets. The finished lower level includes a spacious laundry room with newer washer and dryer, a kitchenette, and a full bathroom, providing excellent flexibility for extended living or entertaining. Parking is plentiful with a 1.5-car garage, additional parking pad and wide open street parking. Additional features include dual-zoned heating and air conditioning, sump and ejector pumps, 200-amp electrical service, an intercom system, Blink security cameras, and a Ring doorbell camera. Conveniently located just minutes from shopping, expressways, and public transportation. Enjoy nearby outdoor recreation at Caldwell Woods, the Whealan Pool Aquatic Center, and Edgebrook Golf Course, with easy access to O'Hare Airport and downtown Chicago.

6725 W Albion Avenue, Chicago
$700,000
5 Beds ⋅ 3 Baths ⋅ 12712537 MLS ⋅ CONTINGENT Status
Absolutely gorgeous and thoughtfully renovated, this 5-bedroom, 3-bath North Mayfair bungalow blends timeless Chicago character with modern comfort. A bright foyer opens to an inviting floor plan where the spacious living and dining areas flow seamlessly-ideal for everyday living and entertaining. The beautifully updated kitchen features stainless steel appliances, quartz countertops, a convenient pot filler, reverse osmosis water filtration system and solid-wood cabinetry. Two main-level bedrooms, an enclosed sunroom, and a full bath offer exceptional flexibility for guests, a home office, or playroom. Upstairs, the private primary suite includes generous custom closet space and a spa-inspired bath with dual vanities, a walk-in shower, and linen storage. The finished lower level adds a comfortable family room, two additional bedrooms, a full bath, and laundry room-perfect for extended family, guests, or movie nights. Nearly $50,000 in recent improvements include customized closets and an extensive landscaping renovation. Major systems have also been updated, including plumbing, electrical, windows, HVAC, flooring, and a drain-tile system with sump pump. Outside, the fully fenced backyard creates a private urban oasis complete with a pear tree, grapevines, and plenty of room for gardening or alfresco dining. A two-car garage and additional parking pad provide added convenience. Ideally situated near parks, forest preserves, public transportation, and major highways, this exceptional home offers tranquility, accessibility, and a true sense of community. Welcome home to North Mayfair!

5144 N Kolmar Avenue, Chicago
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 12711940 MLS ⋅ CONTINGENT Status
This is a rare opportunity to own a legal 3-unit building in the heart of Roscoe Village. Featuring a stately facade and impressive curb appeal, the property sits on a beautiful, tree-lined block in one of Chicago's most desirable neighborhoods-offering the perfect blend of stability and upside for investors or owner-occupants alike. Each unit offers a well-designed layout with in-unit washer and dryer, individual heating and cooling expenses, separate hot water tanks, and private outdoor space-highly desirable features that attract and retain quality tenants. The building is consistently easy to rent, with thoughtfully structured leases that include detailed riders and built-in rent increases. As leases turn over, there is additional opportunity to further enhance income, as they are currently rented below market value. Rents listed are estimated market values. Current rents are $2695 for unit 1, $2375 for unit 2 including parking, and $2790 for unit 3, plus $165/month for the additional parking spot. The property also includes a backyard and a 2-car garage. For those seeking an owner-occupied option, the unique two-level top-floor unit presents an exceptional opportunity to live comfortably while generating income below.

1742 W School Street, Chicago
$199,000
5 Beds ⋅ 2 Baths ⋅ 12712783 MLS ⋅ CONTINGENT Status
Fully occupied 2-flat ready for a new owner. This property generates $3,350/mo in total monthly rents and offers multiple investment strategies: buy-and-hold, value add, or owner occupy / house hack. Both units feature hardwood floors, spacious living/dining areas and functional layouts. A full unfinished basement provides expansion potential, plus a detached 2-car garage. Conveniently located near I-57, transit, parks, and schools, this property benefits from strong rental demand and solid cash flow. A great addition to any investment portfolio.

11633 S Parnell Avenue, Chicago
$1,595,000
5 Beds ⋅ 4 Baths ⋅ 12710410 MLS ⋅ CONTINGENT Status
Multiple offer situation: We respectfully request best and final offers by 5:00 pm July 28. Thank you. It's the right home for the life you always imagined. Nestled in a quiet block in Logan Square, this stunning home is situated within two blocks of some of the most notable restaurants in Logan Square as well as "The 606 Bloomingdale Trail". The extra large lot featuring 5700 ft. allows for a very generous floor plan as well as an abundance of natural light. This home not only offers 6 bedrooms and 4 full bathrooms, it also provides you with a separate living space that can be used as a guest house, in-law suite or nanny apartment which includes its own entrance. Included with the house is about 800 sq. ft. of storage space which is nestled behind a hidden passageway. There is so many unique features of this home, come experience it yourself. Feel the difference when you walk through the door.

1931 N Whipple Street, Chicago
$665,000
5 Beds ⋅ 3 Baths ⋅ 12707341 MLS ⋅ CONTINGENT Status
This Jefferson Park Tudor checks the boxes! Its massive main level floor plan provides dedicated living and dining rooms, an open layout kitchen with an adjacent family room and deck, and still yet a main level bedroom and bathroom. The hardwood floors, stylish wainscoting, and plentiful kitchen cabinet storage certainly don't hurt either. Upstairs provides 4 bedrooms itself, and the finished basement has more than enough space for a large rec room, a gym, or many other configurations to suit your needs. Commuters will appreciate the options - either a quick drive to I90 and I94, or the home is also under a half mile to the Forest Glen Metra station. Even closer is Marianos to pick up groceries on the way home. Cyclists will appreciate the access to virtually unlimited trails through forest preserves just a few blocks away. All this with solid schools (Farnsworth Elementary and Taft HS) and on a quiet block with a pleasant tree canopy.

5310 N Lockwood Avenue, Chicago
$275,000
5 Beds ⋅ 2 Baths ⋅ 12712506 MLS ⋅ CONTINGENT Status
Discover the immense potential of this stately brick two-unit, perfectly positioned for a high-end restoration. The versatile first-floor layout features 2 bedrooms and 1 bath, offering the unique opportunity to duplex into the basement for a sprawling owner's suite. The second floor provides a generous 3-bedroom, 1-bath residence bathed in natural light. Set on a serene, tree-lined block within a rapidly appreciating pocket of the city, this property is a canvas for your architectural vision. Outdoors, enjoy a deep, fenced backyard and a secure 2-car garage. Sold as-is, this is a strategic acquisition for the discerning investor or an owner-occupant looking to customize their dream residence from the ground up.

5937 S Maplewood Avenue, Chicago
$185,000
5 Beds ⋅ 2 Baths ⋅ 12712319 MLS ⋅ ACTIVE Status
Beautiful 2 story house with 5 bedrooms, 2baths. Elegant living, dining room with tall ceilings, hardwood floors throughout. Two newer bathrooms. Huge master bedroom on the 2nd floor (25 x 12).

136 E 119Th Street, Chicago
$635,000
5 Beds ⋅ 3 Baths ⋅ 12654290 MLS ⋅ CONTINGENT Status
A landmark on Grand Boulevard. This extraordinary limestone greystone single family home is one of Bronzeville's most recognizable historic homes, distinguished by a rare castellated parapet and hand-detailed Gothic stonework that command attention from the street. Inside, more than 5,500 square feet unfold across four beautifully proportioned levels, with mature trees, open green space, and northern skyline views surrounding the property. The main level lives for both everyday comfort and entertaining: a gracious foyer flows into a light-filled living room, a formal dining area, and a generous family room anchored by the kitchen and a sunny breakfast nook. The second floor delivers a dramatic billiard room and two spacious bedrooms. The entire top floor is devoted to a private primary retreat with its own sitting room, a home office, and an enormous walk-in closet, the kind of owner's suite almost impossible to find in a historic Chicago home. A full unfinished basement offers tremendous potential to expand, while the rear deck and detached 2-car garage round out a package that simply does not exist at this price point in this neighborhood. Location is everything here. You are steps to the CTA Green Line for a quick, easy commute to downtown and the Loop, with Lake Shore Drive, the lakefront, and the University of Chicago all within close reach. Bronzeville's celebrated restaurants, historic landmarks, and cultural institutions are right outside your door. Homes with this much architectural significance, square footage, and soul rarely become available. Come experience it in person.

4507 S Prairie Avenue, Chicago
$219,990
5 Beds ⋅ 3 Baths ⋅ 12711137 MLS ⋅ ACTIVE Status
Newly rehabbed Five bedrooms two and half baths single family home with large tree-lined backyard and secure rear entry, with car access. This cozy home has 3 bedrooms and a full bath upstairs, and 2 beds and full bath on the main floor. The living room opens into the dinning area, with newly tiled floor throughout. This is a great opportunity to own a great home for you and your family, or for added income from visitors to the transformative Obama Presidential Library which is only a couple of miles away.

7621 S Saint Lawrence Avenue, Chicago
$489,000
5 Beds ⋅ 4 Baths ⋅ 12710826 MLS ⋅ ACTIVE Status
Classic Chicago bungalow offering the versatility of a legal 2-unit plus a finished basement, providing exceptional flexibility for owner-occupants, multigenerational living, or investors alike. This home blends the timeless appeal of a classic Chicago bungalow with the practical layout of a multi-unit property. Each unit offers comfortable living space filled with natural light, while the finished basement adds valuable space for recreation, a home office or storage. Ideally located with convenient access to the multiple CTA bus routes, and the Kennedy Expressway (I-90/94), commuting throughout the city is simple. Enjoy nearby neighborhood favorites including Riis Park, along with a growing collection of local restaurants, coffee shops, breweries, and boutiques that continue to make this area one of Chicago's most desirable neighborhoods. Whether you're looking for rental income, or expand your investment portfolio, this well-located property presents an outstanding opportunity in a thriving Chicago community.

2341 N Merrimac Avenue, Chicago
$568,000
5 Beds ⋅ 3 Baths ⋅ 12710808 MLS ⋅ ACTIVE Status
Incredible opportunity to own a spacious bungalow in the heart of the highly desirable Portage Park neighborhood! This oversized home features 3 levels of living space and offers exceptional flexibility for extended families, related living, or investment potential. The property includes 8 total bedrooms, 3 full bathrooms, and 3 kitchens, with each level offering its own separate living area. The main floor kitchen features granite countertops, stainless steel appliances, and 42" tall cabinets, offering both style and functionality. A main floor office is currently being used as an additional bedroom, providing even more flexible living arrangements. The basement primary bedroom features two walk-in closets, and the home offers an abundance of storage space throughout. The second floor has separate electrical service, and the property is equipped with 2 separate high-efficiency HVAC systems for added comfort and efficiency. Major updates include a newer roof (approximately 4 years old), vinyl windows throughout, updated mechanicals, and a newer electrical panel. Enjoy two cozy decks perfect for relaxing or entertaining. The oversized garage with 10-foot garage doors can accommodate large vans, including the largest Sprinter models, making it ideal for contractors, business owners, RV storage, or additional workspace needs. The home also offers two separate laundry areas for added convenience. Fantastic location close to parks, schools, shopping, restaurants, and public transportation. A rare opportunity with endless possibilities. Schedule your showing today and bring your offer!

5438 W Melrose Street, Chicago
$269,000
5 Beds ⋅ 2 Baths ⋅ 12710779 MLS ⋅ ACTIVE Status
Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a decade, this well-maintained property is perfect for investors or owner-occupants looking to build generational wealth. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1 bathroom, both with spacious living rooms, dining rooms, and functional kitchens designed for comfortable living. Ideal opportunity to live in one unit while collecting rental income from the other, or maximize cash flow by renting both units. Conveniently located across from the schools, parks, public transportation, shopping, dining, and entertainment with everything you need just minutes away. Properties with this much space, flexibility, and investment potential do not come around often. Add this gem to your portfolio and secure your future today-schedule your showing before it's gone!

124 W 108Th Place, Chicago
$344,896
5 Beds ⋅ 3 Baths ⋅ 12710384 MLS ⋅ PRICE CHANGE Status
***COME SEE THIS 2 UNIT BUILDING*** FEATURES RELATED LIVING HAS LOTS OF SPACE*** 2 CAR GARAGE*** NEEDS SOME TLC*** READY FOR ALL YOUR WONDERFUL IDEAS*** SOLD AS-IS!!!

3303 W 38Th Place, Chicago
$285,000
5 Beds ⋅ 1 Baths ⋅ 12710548 MLS ⋅ ACTIVE Status

11022 S State Line Road, Chicago
$450,000
5 Beds ⋅ 3 Baths ⋅ 12708799 MLS ⋅ CONTINGENT Status
Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from the Obama Presidential Center, the University of Chicago and public transportation. Perfect for an owner-occupant looking to house hack or an investor seeking a strong addition to their portfolio. Don't miss this outstanding cash flowing opportunity in one of Chicago's most dynamic neighborhoods!

6524 S Eberhart Avenue, Chicago
$235,000
5 Beds ⋅ 3 Baths ⋅ 12710240 MLS ⋅ CONTINGENT Status
Two unit brick building on a spacious corner double lot! 2 car garage with driveway. Each unit has 2 bedrooms, 1 bathroom with hardwood floors and central HVAC. The building has a finished attic in-law arrangement with a kitchenette, 1 bedroom and 1 bathroom. Property needs work!! sold AS IS. Cash or Hard-money only, this is a Short Sale.

3003 S Kenneth Avenue, Chicago
$454,900
5 Beds ⋅ 3 Baths ⋅ 12709547 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated two story single family home with a blend of modern finishes in Chicago's desirable Scottsdale neighborhood! This move-in ready home features a stylish kitchen with new cabinetry, quartz countertops and new kitchen appliances. 6 Spacious bedrooms with three full bathrooms, one on each level with updated finishes. New flooring and fresh paint throughout entire house. Full finished basement with wet bar area with a built in electric fireplace for a relaxing family room space. New concrete driveway that you can park up to six cars. Seller to provide buyer a one year home warranty policy. Motivated seller. This is a must see home!

4329 W 81St Street, Chicago
$279,900
5 Beds ⋅ 2 Baths ⋅ 12708777 MLS ⋅ PENDING Status
Beautifully Updated Single-Family Home! This move-in ready home offers the perfect combination of space, style, and comfort. The main level features a stunning dining room, a bright and inviting living room, two generously sized bedrooms, an elegant eat-in kitchen, and a beautifully updated full bathroom. The second floor offers three additional spacious bedrooms and a breathtaking full bathroom, providing plenty of room for family, guests, or a home office. The full unfinished basement features an open layout, ready for your personal touch and endless possibilities. Completing the property is a two-car garage. Nothing to do but move in and enjoy this beautiful home!

9232 S Essex Avenue, Chicago
$384,999
5 Beds ⋅ 2 Baths ⋅ 12708977 MLS ⋅ CONTINGENT Status
Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago
$349,000
5 Beds ⋅ 3 Baths ⋅ 12708959 MLS ⋅ RE-ACTIVATED Status
If you're looking for a multi-unit building for cash flow or owner occupation, look no further. This solid brick building has three units: two bedrooms and one bathroom on the first and second floors, and one bedroom and one bathroom in the basement. It is close to shopping malls and transport links. Please schedule viewings today.

7841 S Loomis Boulevard, Chicago
$999,999
5 Beds ⋅ 3 Baths ⋅ 12708574 MLS ⋅ ACTIVE Status
Turnkey 3-unit rental in one of Chicago's most walkable neighborhoods. Each unit is fully equipped with central A/C, stainless dishwashers, and individual utilities-no shared systems, no landlord headaches. Three generously sized 2BR/1BA apartments (~900 sq ft each), plus zoning for a 4th ADU above the garage. Steps to Bickerdike Square Park, restaurants, CTA access, and downtown. Ideal for owner-operators or portfolio investors seeking stable cash flow.

1354 W Ohio Street, Chicago
$115,000
5 Beds ⋅ 2 Baths ⋅ 12708524 MLS ⋅ CONTINGENT Status
2/flat Brick in need of complete gut rehab! Seller will only accept offers from Primary Buyers only - no assignments or secondary/end buyers along with proof of funds and firm proof of closing transaction. Also please include documented verification buyer has personally viewed property. PLEASE SUBMIT ONLY LEGITIMATE OFFERS - NO RESALE OFFERS! Property conveyed with Special Warranty Deed, tax proration at 100%, no survey, no termite.

7530 S Eggleston Avenue, Chicago
$450,000
5 Beds ⋅ 3 Baths ⋅ 12698924 MLS ⋅ PENDING Status
Deceptively spacious from the exterior, this well-maintained 5-bedroom, 2.5-bathroom Cape Cod in Big Oaks has been lovingly cared for by the same family for years and is ready for your personal updates. The main floor features beautiful hardwood floors flowing through the living room, formal dining room, and two bedrooms, complemented by an eat-in kitchen and a full bathroom to round out the level. Upstairs, you will find three more generously sized bedrooms and another full bath. The partially finished basement offers even more versatile living space. Situated on an extra-wide 37' lot, the property includes a side driveway for extra off-street parking along with a two-car garage with alley access. This home also features a roof replaced in 2026 and is ideally located close to Garvy Elementary, I-90, public transportation, shopping, and dining.

5038 N Nagle Avenue, Chicago
$425,000
5 Beds ⋅ 2 Baths ⋅ 12705231 MLS ⋅ ACTIVE Status
Beautifully renovated brick two-flat, ideal for owner-occupants or investors alike. Each spacious unit boasts updated kitchens and baths, gleaming hardwood floors, and modern finishes throughout, plus in-unit laundry hookups for everyday convenience. Strong rental income potential makes this a standout investment. Enjoy an unbeatable location just steps from parks, schools, shopping, and dining - with easy access to public transportation and the expressway for an effortless commute.

4420 W Wilcox Street, Chicago
$229,900
5 Beds ⋅ 3 Baths ⋅ 12704977 MLS ⋅ RE-ACTIVATED Status
Discover this historic brick gem in Chicago's Grand Crossing, in close proximity to Jackson Park & Obama Presidential Center. This spacious 6 bedroom, 3 full bath home with full basement and 2-car parking lot offers vintage early-1900s character, new floating floors, generous layout and massive value-add potential for owner-occupant or investor. Prime South Side location: 10-min walk to Metra with direct service to Downtown Loop, Millennium/Grant Park, McCormick Place and 21-min drive downtown. Close to golf course, Lake Shore Drive, Hyde Park, markets, dining, parks, schools, transit. Bring your vision and unlock this incredible South Side opportunity! Sold AS-IS. Correctly located on 73rd Place NOT 73rd Street. No open code violations. Conventional or rehab loan OK. Motivated seller!!

1534 E 73Rd Place, Chicago
$300,000
5 Beds ⋅ 2 Baths ⋅ 12703072 MLS ⋅ CONTINGENT Status
Excellent opportunity to own a classic Greystone two-unit building in the highly desirable East Garfield Park neighborhood. This well maintained property features spacious 2-bedroom and 3-bedroom units with a full unfinished basement for future expansion potential, 2 car detached garage. Current rents are below market due to long term tenants, who are month to month providing flexibility for investors or owner occupants seeking to maximize the property's income potential. Property being sold AS-IS. 3509 W. Lexington also available.

3407 W Flournoy Street, Chicago
$435,000
5 Beds ⋅ 4 Baths ⋅ 12700373 MLS ⋅ CONTINGENT Status
Exceptional investment opportunity in the heart of Chicago! This well-maintained all-brick three-unit building offers an ideal combination of owner-occupant potential and strong rental income. Rehabilitated in 2024, the property features three spacious units with a total of five bedrooms and four full bathrooms, providing versatile living arrangements for a variety of buyers. The recently remodeled basement adds valuable finished living space and enhances the property's flexibility. A detached two-car garage and private patio further contribute to the home's functionality and appeal. Perfectly situated in in Archer Heights, this property is just minutes from shopping, parks, public transportation, Midway Airport, and CTA access, making commuting and everyday errands effortless. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this move-in-ready multi-unit is an outstanding opportunity.

5011 S Kilbourn Avenue, Chicago
$675,000
5 Beds ⋅ 3 Baths ⋅ 12705937 MLS ⋅ PRICE CHANGE Status
Humboldt Park Vintage Two-flat brick Victorian building with additional living space in full finished basement. . This corner property gets lots of natural light. 10-ft ceilings on first floor. Hardwood floors throughout . Original vintage woodwork and original fireplace . Live in unit & rent to help with mortgage or convert to huge single family home. Selling as-is. Zoning Rs-3.

1257 N Rockwell Street, Chicago
$500,000
5 Beds ⋅ 3 Baths ⋅ 12693558 MLS ⋅ ACTIVE Status
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago
$275,000
5 Beds ⋅ 2 Baths ⋅ 12706067 MLS ⋅ ACTIVE Status
Handyman's Special! Massive Potential at 5042 W Superior St.Calling all contractors, rehabbers, and DIY enthusiasts! This 2,520 sq ft, 2-story multi-family property built in 1918 is looking for its next chapter. The building needs updating inside and out, offering a total blank slate to renovate exactly to your taste or market demands. Solid footprint, featuring an unfinished basement for extra storage or potential expansion, and detached garage parking. Property is sold as-is, where-is. Perfect for an investor looking for their next winter project or an owner willing to put in the sweat equity. Bring your creative vision and design ideas-opportunity knocks! Buyers to do their due diligence regarding zoning compliance and unit counts.

5042 W Superior Street, Chicago
$700,000
5 Beds ⋅ 2 Baths ⋅ 12705970 MLS ⋅ PENDING Status
This rare, meticulously updated Arts and Crafts bungalow presents a spacious, delightful retreat perfectly tailored for modern living. Boasting a highly desirable layout, the home features three bedrooms on the upper level and a convenient side entrance to the basement that offers excellent potential for a separate living space. The main floor welcomes you with a sun-drenched seating area in the living room that flows seamlessly into the main living space, complete with classic built-in bookcases and a cozy wood-burning fireplace. This impressive level also includes a formal dining room, two generously sized bedrooms, a full bathroom, and a recently renovated eat-in kitchen that looks out over the private deck. Upstairs, the three-bedroom layout includes spacious rooms and a second full bath, while also offering the flexibility to add another upstairs bathroom if desired. Below, the versatile basement features a family room, a laundry room, a workout space, a workshop, and extensive extra storage. Set on an extra-wide lot, the property serves as a true outdoor oasis featuring a lush backyard, an installed irrigation system, a relaxing deck, and a side patio perfect for hosting al fresco dining. Located on a lovely tree-lined street of single-family homes, it is just a few blocks west of Warren Park and the Robert Black golf course, offering easy access to public transit, shopping, and local dining, and is located less than a mile from the North Branch bike trail. Additional highlights include dual-zoned mechanicals-featuring boiler heat on the main level alongside a second-floor furnace equipped with brand-new central AC (that services the entire home)-and an architectural shingle roof that is approximately 7 years old. Don't miss out on this incredible opportunity!

6551 N Maplewood Avenue, Chicago
$625,000
5 Beds ⋅ 4 Baths ⋅ 12705817 MLS ⋅ CONTINGENT Status
Perfect opportunity for all buyers and investors! This multi-unit building in Rogers Park is on the market for the first time in nearly 40 years. The property features four units and a 3-car garage, offering excellent potential for both owner-occupants and investors. The spacious first-floor owner's unit does require updates but is fully habitable and is ideal for a live-in landlord seeking rental income. The second floor includes two 1BR/1BA units, along with a legal 1BR/1BA basement unit with its own private entrance. Hardwood floors run throughout the first and second-floor units. Updates include a newer boiler, water heater and updated circuit breakers. The owner currently pays for heat and cooking gas, while tenants are responsible for electricity (separate panels for each unit). Conveniently located near Loyola University, Clark Bus & Red Line, Metra, Clark Street shops and restaurants, and Lake Michigan. Trust sale and property conveyed as-is.

1762 W Morse Avenue, Chicago
$6,950,000
5 Beds ⋅ 8 Baths ⋅ 12705896 MLS ⋅ ACTIVE Status
Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama of a museum-quality marble foyer, soaring ceilings, and an expansive living and dining room with floor-to-ceiling bespoke marble fireplace. At the heart of the home is a stunning statement De Giulio kitchen featuring Wolf and Sub-Zero appliances, a butler's pantry, and an artful mix of Lotus White Similaque, stainless steel, and Gloss Fumed Eucalyptus cabinetry. Iceberg Quartzite counters, Peruvian Walnut accents, and high-gloss Farrow & Ball millwork elevate both form and function. An adjacent family room, anchored by a hand-scraped stone wall, opens seamlessly to the terrace, pool, and landscaped yard-perfect for refined indoor-outdoor living. Throughout, ebony-hued wide-plank heirloom white oak floors are paired with a striking custom metal and glass staircase, tying the home's design elements together with timeless elegance. The primary suite exudes refined elegance and combines luxury with impeccable practicality, boasting a serene sitting area enhanced by a dual-sided gas fireplace framed in exquisite Iceberg Quartzite. The adjoining designer primary bath, adorned in stunning Calacatta Gold marble, offers a spa-like experience, complemented by two very generously appointed closets, two bathrooms, and jacuzzi tub. Designed for effortless living, the home features 3 custom laundry rooms, full-home automation and security, radiant heat with snow melt, 14-zone cooling, and whole-house water filtration. A discreet front curb-cut leads to a private driveway and heated garage, offering 2 indoor spaces and 3 additional outdoor spots-providing secure parking for up to 5 vehicles. Additional highlights include Marvin windows and doors, 800-amp service, backup generator, air-conditioned patio storage, elevator to all levels, and a build-ready roof. This exceptional residence is a rare opportunity to own a legacy home on one of Chicago's premier residential streets, located in the heart of Lincoln Park, just steps from renowned schools, boutique shopping, and some of the city's best dining.

1878 N Orchard Street, Chicago
$385,000
5 Beds ⋅ 3 Baths ⋅ 12705886 MLS ⋅ CONTINGENT Status
Step into this beautifully renovated Chicago bungalow, offering the perfect mix of space, style, and location in a growing, appreciating area. Featuring 6 bedrooms, 3 full bathrooms, and a finished basement with a custom wine cellar, second floor addition with loft, this home was designed for modern living and entertaining. The stunning kitchen features stainless steel appliances, including a washer and dryer, while contemporary finishes throughout give the home a fresh, upscale feel. Located just minutes from the Obama Presidential Center and only 15 minutes from downtown Chicago, you'll enjoy easy access to everything the city has to offer. Move-in ready, thoughtfully updated, and spacious, this is the home you've been waiting for.

6828 S Champlain Avenue, Chicago
$325,000
5 Beds ⋅ 3 Baths ⋅ 12705774 MLS ⋅ ACTIVE Status
Solid brick 2-unit building in the Brighton Park area offering a great opportunity for an owner occupant or investor. Each unit features 2 bedrooms and 1 bathroom with comfortable living room space, eat-in kitchen layouts, and functional floor plans. The first-floor unit includes a living room, eat-in kitchen, 2 bedrooms, full bathroom, and access to an enclosed rear porch. The second-floor unit offers a similar layout with a spacious living area, eat-in kitchen, 2 bedrooms, and full bathroom. Additional attic space provides a bedroom, half bathroom, utility/storage area, and flexible use space. The property also features a fenced backyard and a detached 2-car garage. Convenient location near parks, schools, shopping, public transportation, and major roadways. Sold AS-IS

4435 S Campbell Avenue, Chicago
$280,000
5 Beds ⋅ 2 Baths ⋅ 12695463 MLS ⋅ CONTINGENT Status
Welcome to this charming single-family home nestled in the fast-appreciating Gage Park neighborhood, surrounded by all the amenities this vibrant community has to offer. This spacious 2-story home features 5 large bedrooms with closets, 2 full baths, and a large eat-in kitchen - all designed for comfortable everyday living. The main floor bathroom has been beautifully remodeled and includes a whirlpool tub. Major updates throughout include new windows, new A/C, and a new boiler for year-round comfort and peace of mind. The full finished walkout basement offers even more living space with a full bath, family room, and bar - perfect for entertaining. Outside, enjoy a concrete patio, a front iron fence, a new private fence in the backyard, and a detached 2-car garage. Ideally located just minutes from Gage Park, Marquette Park, and several neighborhood schools, with Pete's Fresh Market and popular local restaurants nearby on Kedzie. Convenient access to I-55 and Midway Airport makes commuting a breeze. A wonderful opportunity in one of Chicago's most accessible and growing neighborhoods!

5730 S Washtenaw Avenue, Chicago
$294,900
5 Beds ⋅ 2 Baths ⋅ 12705474 MLS ⋅ PENDING Status
With inventory remaining limited, this spacious multi-unit property in the desirable West Lawn area presents an exceptional opportunity for both investors and owner-occupants. Blending classic Chicago character with generous living space, the building features beautiful natural woodwork, hardwood floors, and a timeless brick exterior. The finished basement offers front and rear egress, providing flexible living space with the potential for an in-law arrangement, additional living area, or the opportunity to duplex with the first-floor unit, subject to buyer verification of zoning and city requirements. The first- and second-floor units feature similar layouts with spacious living rooms, formal dining rooms, original wood trim, and large kitchens. The second-floor unit offers three bedrooms, providing added rental appeal and flexibility. A large rear parking pad offers ample off-street parking. Conveniently located near parks, schools, shopping, and public transportation, this well-maintained property offers endless potential and is a must-see.

6123 S Troy Street, Chicago
$1,095,000
5 Beds ⋅ 4 Baths ⋅ 12703999 MLS ⋅ ACTIVE Status
Introducing two newly constructed townhomes on an oversized 177-foot-deep lot in the heart of Logan Square. Each 3,100-square-foot residence lives like a single-family home, offering three levels of thoughtfully designed living space with five bedrooms, 3.5 baths, generous private outdoor space, a rooftop deck with gas and water connections plus skyline views, and garage parking. The rear residence also features an oversized backyard and roof rights for a future garage-top deck. Built by a developer with extensive experience constructing luxury homes in Lincoln Park and Lakeview, each residence showcases wide-plank white oak flooring, 10-foot ceilings on the main level, and an extra-wide staircase. The eat-in kitchen features custom cabinetry with extra-tall upper cabinets, quartz countertops, a full-height backsplash, a walk-in pantry, and a Thermador Professional Series appliance package. The primary bath includes a custom floating vanity with quartz countertops and Kohler fixtures, while the secondary baths are finished to the same high standard. The lower-level family room is outfitted with a wet bar. Additional features include a dedicated laundry room, hydronic radiant heat, zoned HVAC, and abundant closet and storage space. Located just one block from the 606 Trail, these townhomes offer easy access to Logan Square's acclaimed restaurants, neighborhood cafes, boutiques, parks, and playgrounds. The CTA Blue Line and multiple bus routes are nearby, providing convenient access to downtown, O'Hare, and surrounding neighborhoods.

1728 N Sawyer Avenue Unit #Rear, Chicago
$995,000
5 Beds ⋅ 5 Baths ⋅ 12705130 MLS ⋅ ACTIVE Status
Welcome to 4848 W. Eddy Street, a beautifully rebuilt brick home situated on an oversized 37.5' x 125' lot in the heart of Portage Park. Completely reconstructed from the ground up, this 6-bedroom, 5-bathroom home offers the character of a classic Chicago exterior with the peace of mind of virtually brand-new construction. Nearly every major component has been replaced, including plumbing, electrical, HVAC systems, windows, landscaping, oversized two-car garage, and more. The open-concept main level features a designer kitchen with custom taupe cabinetry, an oak island and dry bar, premium KitchenAid appliances, and a spacious family room with a gas fireplace and custom built-ins. A main-floor bedroom overlooking the backyard offers the perfect space for a home office, guest room, or den. Upstairs are four spacious bedrooms and three full bathrooms, including a luxurious primary suite with a walk-in shower, soaking tub, double oak vanity with marble countertops, and a large walk-in closet. An additional bedroom features its own private en-suite bath. The finished lower level offers exceptional flexibility with a private in-law suite featuring its own entrance, separate HVAC system and water heater, kitchenette, family room, bedroom, full bath, and washer/dryer-ideal for extended family, guests, a live-in nanny, or potential rental income. Thoughtfully designed with high-end finishes, quality craftsmanship, and incredible versatility, 4848 W. Eddy is a turnkey opportunity.

4848 W Eddy Street, Chicago
$949,000
5 Beds ⋅ 4 Baths ⋅ 12705056 MLS ⋅ ACTIVE Status
Experience a lifestyle upgrade. 559 E 50th is a masterclass in modern living - a sanctuary inside and out. Spaces flow seamlessly into one another, for quiet mornings and effortless full-scale gatherings. In the great room the 14-foot ceilings let the space soar. The kitchen anchors it all: professional-grade appliances, a sweeping stone island, and abundant storage keep the workspace as clutter-free as it is beautiful. Quiet, precise details throughout reveal the hand of a top-tier architect - this is luxury that whispers rather than shouts, and comfort reigns supreme. The open kitchen, living, and dining spaces form the heart of the home, perfect for morning coffee overlooking your private outdoor oasis. Upstairs, the primary suite is a true retreat, with a spa-like bath and a custom walk-in closet that makes getting ready a pleasure. Second-floor laundry and generous closets throughout keep everyday life effortlessly organized. The lower level flexes to fit your needs - a spacious family room, with a full bath, and executive-style office or fifth bedroom. Outside, an urban retreat awaits, with a beautifully planted, very private backyard getaway. The two-car plus garage comes wired with its own electric service, making Level 2 EV charging an easy add. The house was built by a commercial grade contractor, so it is very tight and energy efficient. All just minutes from Provident Hospital, Hyde Park, the Obama Center (just blocks from their home), the Lakefront and the best the South Side has to offer.

559 E 50Th Street, Chicago
$750,000
5 Beds ⋅ 5 Baths ⋅ 12703877 MLS ⋅ ACTIVE Status
***$20,000 Grant Available Through the Cook County Land Bank!*** Rare opportunity in the Historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat encompasses 3150 Square feet, a total 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than a dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner-occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower. Enjoy two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. The incredible English garden level offers 2 Bedrooms and 2 bath, full living room, full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.

2832 W Wilcox Street, Chicago
$3,000,000
5 Beds ⋅ 6 Baths ⋅ 12576449 MLS ⋅ PENDING Status
1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than any other new construction in the area, plus the largest private outdoor spaces in the West Loop. These are condos, but for people with a 10-year plan in the city's best neighborhood. Residence 4A is an incredible single-level home with all the rooms of a single-family home. Boasting fantastic SE natural light, this private elevator home greets you with a formal entry, apart from other condos in the area. The home spans 5 suites, gracious Primary Suite with massive Dressing Room and Primary Bath with separate European glass shower and standalone soaking tub, separate private Office, expansive Family Room with attached Library/homework area, 240 SF private walkout terrace, and tons of storage space. With a full-sized laundry room and large closets throughout, the home is smartly and thoughtfully designed for the needs of today's buyer. Plus two heated garage parking spaces are included in the purchase price. The bespoke chef's kitchen stands ahead of other new developments in Chicago, delivering full-height custom cabinetry from Scavolini, curved kitchen island with plenty of counter space and seating, quartz countertops and full-height backsplash, and an integrated appliance suite from Miele and Wolf. Separate 30" refrigerator and 30" freezer columns, integrated gas cooktop, gas oven, speed oven/microwave, and walk-in pantry ensures that the kitchen is ready for your next homecooked meal or catered event. Early buyers will have the opportunity to personalize the finishes in their home. 3/4/5 Bedrooms + Family + Office homes available from 2.5M to 3.1M. Sales Gallery now open! 12 of 16 homes pre-sold! Call today to secure your next West Loop home!

1282 W Washington Boulevard Unit #4A, Chicago
$1,125,000
5 Beds ⋅ 5 Baths ⋅ 12698678 MLS ⋅ PENDING Status
Exceptional home in the heart of Old Norwood Park! Situated on an oversized, professionally landscaped lot, this stunning brick and stone residence showcases classic architecture, quality craftsmanship, and upscale finishes throughout. The chef's kitchen features cherry cabinetry, granite countertops, premium appliances, and opens seamlessly to the spacious sunny family room with sliding glass doors leading to a custom TREX deck-ideal for indoor and outdoor entertaining. A versatile first-floor office can easily serve as a guest bedroom, and a rare first-floor laundry room off the kitchen is a bonus! Upstairs, you'll find expansive primary suites and hardwood floors throughout. Additional highlights include a whole-home surround sound system, skylights, a security system, and numerous upgrades. Rec room has a wood-burning fireplace, bar, full bath, and two additional rooms currently being used as a workout room, guest quarters, and 11-foot ceilings! Perfectly located within walking distance of the Norwood Park Metra, this home offers an exceptional combination of luxury, convenience, and value.

6238 N Neva Avenue, Chicago
$599,999
5 Beds ⋅ 3 Baths ⋅ 12702648 MLS ⋅ CONTINGENT Status
STUNNING HOME! FEATURING 5 BEDROOMS! 2 1/2 BATHROOMS! HIGH 9'6"CEILINGS WITH CROWN MOLDING! HARDWOOD FLOORS! CUSTOM KITCHEN WITH BEAUTIFUL BACKSPLASH, RESPLENDENT GRANITE COUNTERTOPS & BEAUTIFUL ISLAND! OVERSIZED PANTRY! THAT CAN ALSO BE USED AS A MUDROOM! THE MASTER SUITE HAS "HIS & HER" CLOSETS IN ADDITION TO A HUGE WALK IN CLOSET AND A HUGE BATHROOM WITH DOUBLE SINKS! BEAUTIFUL GOOD SIZE BACKYARD AND PATIO SPACE ON THE SIDE!

6013 S Natchez Avenue, Chicago
$369,000
5 Beds ⋅ 4 Baths ⋅ 12702157 MLS ⋅ PENDING Status
Everything Old Is New Again-Completely Reimagined from the Inside Out!Welcome to 10536 S Wentworth Ave, where classic Chicago architecture meets a stunning interior transformation. This beautifully renovated 2-unit building has been completely redone down to the bones, offering the character of an established property with the feel of modern living. Each thoughtfully updated unit features its own separate utilities, providing added convenience and flexibility, along with a dedicated laundry room to make everyday living that much easier. From the extensive interior renovation to the refreshed finishes throughout, this property is ready for its next chapter. A detached 2-car garage adds valuable parking and storage, while the multi-unit layout offers flexibility for a variety of living arrangements and ownership goals. Location is another reason this property shines. Situated in Chicago's Roseland community, you'll enjoy convenient access to neighborhood amenities, shopping, restaurants, and everyday services along Michigan Avenue and 103rd Street. Outdoor recreation is nearby at Palmer Park, offering walking paths, athletic fields, and green space. Commuters will appreciate access to CTA bus routes, the Metra Electric District, and nearby I-57 and I-94, providing convenient connections throughout the Chicagoland area. The neighborhood is also just minutes from the Pullman National Historical Park, one of Chicago's most significant historic landmarks, known for its beautifully preserved architecture, community events, and rich industrial heritage. Whether you're searching for a move-in-ready multi-unit property, a home with additional living flexibility, or an opportunity to own a fully renovated building, this property is ready to impress. The hard work has already been done-all that's left is for someone new to open the door, unpack the boxes, and start making memories. Don't let this one become the property you wish you had seen first!

10536 S Wentworth Avenue, Chicago
$349,900
5 Beds ⋅ 2 Baths ⋅ 12683416 MLS ⋅ CONTINGENT Status
Huge brick West Woodlawn home on a wide lot, ready to move in! This property was previously rehabbed and is well-maintained. Recent updates include fresh paint, a new furnace and AC, and new carpeting on the lower level. The property features hardwood floors on the main level, a first-floor bedroom (currently staged as a tv/sitting room), large bedroom sizes, SS appliances, including a new dishwasher and newer refrigerator, range, and microwave. Large family room and 6th bedroom in the lower level. Central heat and air, private fenced backyard, and a 2-car detached garage. Listing agent has an ownership interest in the property.

6142 S Champlain Avenue, Chicago
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 12702413 MLS ⋅ ACTIVE Status

9924 S Longwood Drive, Chicago
$685,000
5 Beds ⋅ 3 Baths ⋅ 12701985 MLS ⋅ CONTINGENT Status
Fantastic opportunity to own this beautifully updated 5-bedroom, 3-bath bungalow in the heart of Portage Park, just steps from the park. The open-concept main level welcomes you with a spacious living room and elegant formal dining area, creating the perfect setting for everyday living and entertaining. The beautifully renovated chef's kitchen features soft-close cabinetry, quartz countertops, stainless steel appliances, and abundant workspace. Just off the kitchen, the enclosed heated porch offers the perfect space for a bright breakfast nook, coffee bar, or cozy sitting area. A generously sized main-floor bedroom, conveniently located next to a full bath, provides excellent flexibility as a guest bedroom, home office, or playroom. Upstairs, you'll find three spacious bedrooms, a second full bath, and ample storage throughout. The finished basement offers impressive ceiling height, an oversized family room, a fifth bedroom, and a full bath with exterior access-ideal for extended family, guests, or flexible living arrangements. Additional updates include two brand-new HVAC systems for enhanced comfort and efficiency, a new water heater, selected window replacements, and upgraded electrical service. Perfectly situated for commuters, this home offers exceptional convenience with easy access to the CTA Blue Line, Metra, and major expressways, providing quick connections to downtown Chicago and O'Hare International Airport. Enjoy the best of Portage Park with nearby restaurants, shopping, parks, and everyday neighborhood amenities just minutes away.

5311 W Cuyler Avenue, Chicago
$1,599,000
5 Beds ⋅ 4 Baths ⋅ 12694742 MLS ⋅ PENDING Status
Welcome to this spacious, jumbo three-story all-brick home situated on an oversized 50-foot lot in the heart of Andersonville. Offering 6 bedrooms, 3 full bathrooms, 2 full kitchens, and part finished basement, this exceptional property is ideal for a large family, multi-generational living, or related living arrangements. Filled with timeless character, the home features beautiful original woodwork, stunning antique (Stained Glass) details, and classic architectural charm throughout. The inviting living room showcases a cozy fireplace, while the generously sized formal dining room is perfect for hosting family gatherings and entertaining guests. The main level includes a spacious bedroom and a large eat-in kitchen designed for comfortable everyday living. The part finished basement offers additional living space with a family room, bedroom, full kitchen, and full bathroom, creating an excellent option for extended family or guests. A separate basement area includes the utility room along with a washer and dryer. The enormous unfinished attic provides incredible potential for future expansion, whether you envision additional bedrooms, a home office, recreation space, or a luxurious primary suite.Nice Size Back Yard, 2 Separate Car Garages. Home is Located just steps from Andersonville's acclaimed restaurants, boutiques, cafes, and entertainment, and within walking distance of Lake Michigan, this home combines generous living space, historic charm, and an unbeatable location. Brokers Please see Private Remarks for additional information.

1446 W Summerdale Avenue, Chicago
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