Real Estate

Five Bedroom Single-Family Homes for Sale in Chicago, IL with Resale

(1 - 15 of 311)
  1. Welcome to luxurious living in the heart of East Lincoln Park! This stunning single-family home, boasting a limestone facade, spans over 7000 square feet of refined elegance and timeless charm. Upon entering, you are greeted by soaring ceilings an...
    Millie Rosenbloom ·1 hour ago on RealtyWW
  2. Avondale earned a spot as the 16th coolest neighborhood in the world , as part of Time Out's Annual Ranking of Neighborhoods Across Six Continents. This 3 legal unit building offers a perfect blend of updates, vintage charmand a lot of possibiliti...
    Tatiana Perry ·20 hours ago on RealtyWW
  3. Oversized Chicago-style Bungalow with brick attic addition!! Beauties like this are rarely on the market! Owners are retiring out of state and hate to part with their beautiful home. 5 bedrooms and 2 full bathrooms with space to expand in the unfi...
    Natalia Martinez ·2 days ago on RealtyWW
  4. PULLMAN HISTORIC DISTRICT! This Pullman Two-Flat Row House is in the Pullman National Historical Park. First built in 1885 as a two-flat, this building retains much of the original Victorian-era millwork and has hardwood floors and numerous update...
    Coldwell Banker Realty ·1 day ago on RealtyWW
  5. First time on the market in 80 years! This extra-long lot size Greystone in the heart of Logan Square is a treasure. This legal 3-unit building is currently set up as a 2-unit building with an unfinished basement apartment waiting to be completed....
    Pasquale Recchia ·2 days ago on RealtyWW
  6. Sellers are loath to leave this wonderful home as they relocate for a career move. Built in 2021 by a reputable developer of single family homes in Woodlawn, this contemporary home is situated on a deep lot on a one-way street in close proximity t...
    Marie Levesque ·2 days ago on RealtyWW
  7. LOCATION, LOCATION ! Beautiful and Well Maintained 3.5 story townhome located in the prime quiet courtyard of Chinatown Square, Across from the main entrance of Ping Tom park , you Can Enjoy the beautiful lake view and the view of city center skys...
    Donglan Huang ·2 days ago on RealtyWW
  8. Welcome to the Hermosa neighborhood, known for its diverse community, beautiful park, and convenient amenities. You'll be within walking distance to local shops, restaurants, and public transportation. This property offers an excellent opportunity...
    Fernando Gomez ·2 days ago on RealtyWW
  9. INTRODUCING APARTMENT 15W IN THE DRAKE TOWER, A RARE OPPORTUNITY TO FASHION THE 3600 SQUARE FOOT APARTMENT TO YOUR VERY OWN SPECIFICATIONS. Drake Tower is a grand residential co-operative building designed by Benjamin Marshall on Chicago's premier...
    Monique Crossan ·2 days ago on RealtyWW
  10. Prime Pilsen location! A rehabber's dream and a golden opportunity for the savvy investor. This building is in need of some TLC and vision, offering fantastic potential for a transformation. With the right updates, it could become the perfect home...
    Robert Reyes, Agent ·3 days ago on RealtyWW
  11. Don't miss this incredible chance to own a beautiful, brick 2-unit building in South Shore! Located just 2.5 miles south of the upcoming Obama Presidential Center, this property is perfect for homeowners and investors alike. The first floor featur...
    Marcus Mason ·3 days ago on RealtyWW
  12. Stunning Renovation in a Desirable Neighborhood! Welcome to 9410 S Normal Ave, a beautifully renovated home in Chicago's South Side, boasting 5 spacious bedrooms, 2 modern bathrooms, and a full unfinished basement with ample storage. This stunning...
    Harry Owens ·3 days ago on RealtyWW
  13. Enjoy the charm of this magnificent full masonry single family home, a true treasure in Roscoe Village. With 5 bedrooms, 4.1 baths, and an attached 2 car garage, this residence has it all! As you enter this 5400 square foot, meticulously maintaine...
    Lauren Barbeau ·3 days ago on RealtyWW
  14. Rarely available McKinley Park legal 3-flat for sale, fully occupied. Extremely under rented with tenants on month-to-month leases. All Units are two bed/1 bath with Units 1 and 2 having bonus rooms in the back. Long-term tenants interested in sta...
    Giancarlo Iannotta ·3 days ago on RealtyWW
  15. The perfect single family home alternative! This fee-simple, end-unit townhome in Burley School District has it ALL! Largest floor plan in the complex with over 3900 SF of well-thought-out space. 5 bedrooms, 3 1/2 bathrooms and multiple living spa...
    Nancy Tassone ·4 days ago on RealtyWW

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