Quick Chicago IL MLS Search

Browse All Chicago IL 5 Bedroom Properties for Sale

$575,000
5 Beds 4 Baths 12750474 MLS ACTIVE Status
Prime Chicago Location. Spectacular 5BR, 3.1BA Brick English style home nestled on a quiet tree-lined street in North Mayfair. Offering three levels of living space with baths on all levels. This home has been lovingly cared for by just one family for the last 80 yrs. This residence offers generously sized bedrooms with 2 bedrooms on the main level and 2 upstairs-along with three full bathrooms. The first-floor features include a living room with wood floors, classic dining room, nice size kitchen with plenty of cabinet space and room for a table. 2 main floor bedrooms plus an additional tandem room perfect for home office or 5th bedroom plus a full bath complete the 1st floor. The recently partially dormered second level features 2 more bedrooms and 2 full baths, including a generous primary suite with ensuite bathroom with ample closets. Modern bathroom fixtures with wall hung toilets offers a sleek design and easy to clean floors. New dedicated GFA Carrier furnace and central air on 2nd floor. Stairwell from 1st to 2nd floor has a separate rear entry. The full basement partially finished with half bath, rec room and laundry room with 2 washer/dryers and utility sink. Ample storage. Outside, enjoy a private fenced backyard and a detached two-car brick garage with an extended covered patio area ideal for relaxing or entertaining. Located just steps from Gompers Park with its pool, playgrounds, sports courts, and scenic trails connecting to LaBagh Woods and Forest Glen Woods. Close to Palmer Elementary, shopping, dining, public transit, and I90/94 expressways. One of Chicago's most desirable neighborhoods. Seller is a licensed real estate broker in IL

5012 N Tripp Avenue, Chicago

$318,800
5 Beds 2 Baths 12707115 MLS ACTIVE Status
Seller is offering a $10,000 closing cost credit, giving the buyer the opportunity to customize and finish the full basement to suit their own lifestyle. Create additional living space, a recreation room, home office, fitness area, extra bedrooms, or whatever best meets your needs. Fully updated within the past few years, this stunning 5-bedroom brick bungalow beautifully blends classic Chicago charm with modern finishes throughout. From the moment you arrive, you'll appreciate the timeless curb appeal, solid brick construction, and spacious layout. Inside, you'll find a bright and inviting floor plan featuring beautifully updated finishes, modern touches, and quality craftsmanship throughout. The stylish kitchen offers contemporary cabinetry, quartz countertops, stainless steel appliances, and updated fixtures. The bathrooms have been tastefully renovated with elegant finishes and attention to detail. Large windows fill the home with abundant natural light, while the spacious living and dining areas provide the perfect setting for both everyday living and entertaining. Additional highlights include updated mechanicals, newer flooring, modern lighting, and numerous improvements throughout the home, making it truly move-in ready. Offering approximately 2,284 square feet of above-grade living space, plus a full unfinished basement, this home provides outstanding potential for future expansion. The basement has been intentionally left unfinished, allowing the new owner to design and complete the space according to their own vision, lifestyle, and preferences rather than paying for someone else's design choices. The seller's $10,000 closing cost credit provides an excellent opportunity to transform the lower level into additional living space while adding both comfort and value. Outside, you'll enjoy a long driveway, a detached two-car garage, and a generous yard offering plenty of space for outdoor enjoyment. Conveniently located on a quiet residential street near parks, schools, shopping, restaurants, and public transportation, this beautifully updated home is ready for its next owner. Move right in and take advantage of the $10,000 closing cost credit to create the basement you've always envisioned.

8014 S Yates Boulevard, Chicago

$325,000
5 Beds 2 Baths 12748855 MLS ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, Chicago

$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

$439,900
5 Beds 3 Baths 12710585 MLS ACTIVE Status
Custom-Built Brick Tri-Level with Exceptional Space & Unique Amenities! Welcome to this custom-built brick tri-level home, lovingly owned by just the original owner. This spacious home offers 5 bedrooms, multiple living areas, and an impressive array of amenities throughout. The main level features a comfortable combined living room and dining room, along with an eat-in kitchen with sliding glass doors leading directly to the outdoors. The second level offers a spacious primary bedroom with its own private bathroom, plus two additional bedrooms and a full hall bathroom. A large skylight in the hallway fills the level with natural light. The third level is a truly unique over-sized space that can be used as an additional bedroom, family room, recreation room, or whatever best suits your needs. This impressive room features a fireplace, large skylight, and sliding glass doors leading to a 5' x 22' elevated deck. The space also includes a two-person hot tub and steam sauna, making it a perfect private retreat. A separate HVAC system provides added comfort and climate control. The lower level features a large family room with another fireplace, a full bathroom, and a fifth bedroom. The laundry room includes a utility/slop sink, and this level provides convenient access to the attached two-car garage. Outside, the fully fenced yard offers even more space to enjoy. A second detached one-car garage provides excellent storage or could be used as a gathering area, complete with a garage door that opens directly into the yard. The cemented yard also features an approximately 15' x 20' deck, perfect for outdoor entertaining. This one-of-a-kind home offers generous living space, multiple fireplaces, unique recreational amenities, abundant storage, and plenty of indoor and outdoor entertaining options. Great location close to transportation!

10300 S Central Park Avenue, Chicago

$7,250,000
5 Beds 9 Baths 12743394 MLS ACTIVE Status
Introducing 2018 N Seminary, an exceptional new-construction residence on an extra-wide 37.5-foot lot in the heart of Lincoln Park. Offering more than 7,100 square feet of thoughtfully designed living space, this architecturally significant home combines exceptional scale, timeless design and an impressive collection of amenities rarely found in the city. The expansive floor plan features 7 bedrooms, 7 full bathrooms and 2 half bathrooms, with soaring ceiling heights, oversized windows and generously proportioned rooms creating a remarkable sense of light and volume throughout. At the center of the home is a professionally designed kitchen featuring an oversized statement island, custom white oak cabinetry, exceptional natural stone and professional-grade Sub-Zero and Wolf appliances. The kitchen anchors the expansive great room and creates a seamless connection between everyday living and entertaining. Directly off the great room is a professionally equipped outdoor kitchen and fireplace with access to an expansive porcelain-paved garage roof deck. Multiple private outdoor spaces extend throughout the home, including an upper-level veranda offering beautiful skyline views. Designed with both lifestyle and wellness in mind, the home features a dedicated wellness center with sauna and cold plunge, temperature-controlled wine storage, private office, additional living space and thoughtfully integrated areas for entertaining and everyday life. A rare three-car attached garage connects directly to the residence through a radiant-heated breezeway and custom-built mudroom-an exceptional feature for a Lincoln Park single-family home. Designer finishes throughout include custom millwork, white oak cabinetry, organized closets, natural stone, custom tilework and hardwired infrastructure for an integrated AV system. An optional elevator upgrade is available with service to all levels. Ideally located in Lincoln Park and within the Oscar Mayer Magnet School District, 2018 N Seminary is moments from the neighborhood's acclaimed restaurants, boutiques, parks and everyday conveniences, with easy access to Armitage, Halsted, public transportation and Lake Michigan. With its extra-wide lot, more than 7,100 square feet of living space, three-car attached garage, extensive outdoor living and exceptional interior amenities, 2018 N Seminary represents a rare opportunity for new construction of this scale in Lincoln Park. *Renderings and plans are intended to convey the design vision and are for marketing purposes only. Final layouts, materials and finishes may vary at the Seller's discretion. Buyer(s) and their representation should confirm all specifications and selections prior to purchase. Developer is a licensed real estate agent in Illinois.*

2018 N Seminary Avenue, Chicago

$959,000
5 Beds 4 Baths 12745000 MLS ACTIVE Status
Stunning newer construction that's not even broken in yet! 5-year new beauty in the heart of Jefferson Park that looks the same as the day it was built. This timeless Modern-Farmhouse style home with over 3,000sf of finished living space greets you with a front porch on a quiet, 1-way low traffic Avenue. Inside you'll be impressed with the to-die-for white kitchen including floor to ceiling cabinets and high-end SS appliances conveniently located adjacent and open to the first-floor family room area. 10 ft ceiling grace the first floor, 9-13 ft ceilings on 2nd floor & 9 ft ceilings in the fully finished lower level. Be amazed by the custom wide plank(real) hardwood flooring throughout. And, relish in the primary suite with a jaw-dropping luxury bathroom and spacious walk-in closet lined with organizers. One of two conveniently located laundry rooms is on the 2nd floor. Your sanctuary, in the daylight finished lower level, offers south exposure for loads of natural light, a 2nd family room, 2 more bedrooms and/or at-home offices, a full bathroom, a gorgeous built-in wet bar/cabinetry with reclaimed wood and a 2nd laundry room. The amenity list is endless, to name a few...recessed lighting, beamed & cathedral ceilings, crown molding, internet & TV access in all rooms, surround sound wiring, gas fireplace in living room, heated floors in primary bathroom, zoned heat/air, closet organizers, primary bathroom with 5-head shower, separate jet tub & 2 sinks, skylights, smart thermostats, rear deck & front porch just painted and stained, breakfast bar in kitchen, under-mount lighting in kitchen, white-veined quartz counters, huge organized walk-in kitchen pantry, oversized garage off alley with electric car charging capability, maintenance free exterior siding(cement fiber board & vinyl), cedar fenced front & back yards, entire house just professionally cleaned, and much, much more! And, just 1-3 blocks to 3 parks, Jewel grocery store, Metra Station, "L" station & Kennedy X-way! Come fall in love with your new home that's ready for immediate occupancy!

5336 W Leland Avenue, Chicago

$415,000
5 Beds 2 Baths 12743739 MLS ACTIVE Status
Welcome to this classic brick 2-unit that offers an excellent opportunity for investors, owner-occupants, or buyers looking to add a multi-family property to their portfolio. The existing layout offers a 2-bedroom/1-bath first-floor duplex unit with 2 additional rooms, a bathroom, and kitchen area in the basement. There is also a 2 bedroom/1 bath located on the second-floor unit, creating flexibility for rental income. This 2-unit features a fully finished basement with plenty of storage and large backyard. Located in the Lawndale neighborhood, the property is surrounded by a vibrant residential community known for its neighborhood businesses, restaurants, markets, and the popular 26th Street commercial corridor. The location also provides access to schools, parks, public transportation, and major Chicago roadways, making it a practical location for residents and commuters. Lawndale is a well-established West Side of Chicago community with a distinctive neighborhood atmosphere, a diverse mix of housing, a thriving local business scene, and new development all around! Whether you're looking for a live-in investment, a rental property, or an opportunity to renovate with your finishing touches and add value, this property offers the fundamentals of a classic Chicago 2-unit in a highly recognizable neighborhood. Bring your vision and explore the possibilities this property has to offer. Schedule a private showing today!

1541 S Tripp Avenue, Chicago

$389,000
5 Beds 2 Baths 12743845 MLS ACTIVE Status
Seller is offering a $5,000 credit! Welcome to a beautifully renovated classic Chicago brick two-unit offering an excellent opportunity for an owner-occupant, multi-generational household, or an investor looking to build or expand their portfolio. This well-maintained property combines timeless Chicago character with modern updates and flexible living options. Both units are spacious and have been thoughtfully updated with new flooring and designer lighting throughout. The updated kitchens feature new cabinetry, elegant quartz countertops, and brand-new stainless-steel appliances. The bathrooms have been refreshed with custom vanities, large-format tile, and contemporary matte-black fixtures, creating a clean, modern feel throughout the entire home! Additional improvements include a new rear porch, spacious front and rear yards, and three exterior parking spaces. With five bedrooms and two total bathrooms, the property offers generous living space and flexibility for a variety of ownership strategies. Live in one unit while generating rental income from the other, accommodate extended family, or add a renovated two-flat to your investment portfolio. The unfinished basement provides plenty of room for storage! Located in the Englewood area, a historic residential section of Chicago's South Side known for its classic brick two-flats, bungalows, mature streetscapes, and strong neighborhood identity. The surrounding area offers access to local shopping, restaurants, schools, Marquette Park, and everyday conveniences, with commercial activity concentrated along nearby major corridors and just minutes from I-90/94 expressway. Commuters also have access to nearby CTA bus service and rail connections. The property's location provides connectivity to downtown Chicago and surrounding South Side communities. This property offers the best of both worlds: the character and durability of a classic Chicago two-flat with the modern updates today's buyers are looking for. Schedule your private tour today!

712 W Marquette Road, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

5 Bedroom Chicago Real Estate

Our website features the best real estate search for 5 bedroom properties available in Chicago and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!