Five Bedroom Single-Family Homes for Sale in Highland Park, IL Between Free and $2,400,000 with Thumbnail

(1 - 15 of 181)
  1. Perfectly situated on a quiet cul-de-sac this custom built home provides everything that you have been looking for and more. Beautifully executed floor plan blends quality craftsmanship, authentic details and timeless elegance. Fully equipped cook...
    Maria Delboccio ·6 hours ago on RealtyWW
  2. New Trier High School. 5 bedrooms, 3 baths. Master walk-in closet. Well maintained. Fenced Yard. Swing set. Low taxes. 3 car driveway. Shed. Two AC and Heat units. Great, improved space IN new trier Schools! 5 3RD floor master suite addtn with sit...
    Derek Eisenberg ·10 hours ago on RealtyWW
  3. New Proposed Custom Home located on picturesque 3 acres wooded lot overlooking pond in one of the area's most exclusive new custom home subdivisions, Riverside Forest in Mettawa. We could build something similar or design a new home from scratch. ...
    Jeff Ohm ·6 hours ago on RealtyWW
  4. Once upon a time in the charming town of Evanston, there stood a delightful two-flat building, perfect for the savvy investor. This property, with its inviting facade, promised endless possibilities for those looking to rent out both units or vent...
    Victoria Waliczek ·22 hours ago on RealtyWW
  5. This stunning custom-built home offers over 4, 000 square feet of luxurious living space, with 9' and vaulted ceilings throughout. Situated on a spacious over half-acre lot, the home boasts 5 bedrooms and 4 baths, including a convenient first floo...
    Jen Ortman ·23 hours ago on RealtyWW
  6. Discover this classic colonial, perfectly situated on a stunning.95-acre fenced property in the highly desirable Villa Turicum. Boasting 3, 854 square feet, this home features beautiful hardwood flooring and plantation shutters throughout. As you ...
    Lisa And Samantha Trace ·2 days ago on RealtyWW
  7. Freshened up just for you as the owner is downsizing and wants your upsizing to happen HERE! This Mediterranean Mansion, Known as Prospect on the Pond (YOUR OWN pond? Yes!) by the thousands= over 6000 sq ft of home, almost 18000 sq ft of land and ...
    Craig Fallico ·3 days ago on RealtyWW
  8. Up is better than before. THIS IS THE ONLY One of the very few Beautiful and True 2 Flats in a totally residential area! AND Each unit has a ws/dr. Hardwood floors, big=14 rooms all on more than.25 acre. Lower level easily finished for duplex or i...
    Craig Fallico ·4 days ago on RealtyWW
  9. Discover this one-of-a-kind custom home, nestled on over 3/4 of an acre within the desirable Arlington Heights Park District and just minutes from the beautiful downtown, where you can explore a variety of shops, restaurants, and entertainment opt...
    Matt Kotapka ·4 days ago on RealtyWW
  10. Welcome home to this sunny oversized lot in Skokie! This spacious 5 bedroom, 3.5 bath residence boasts a fantastic floor plan that seamlessly combines function and livability. Step inside to find an inviting atmosphere with tons of natural light h...
    Davia Lipscher ·4 days ago on RealtyWW
  11. Cue the spotlight! 437 Woodlawn is a home illuminated with talent, charm and an especially large property size that commands the stage! The star location is in perfect walking distance to South school, Weinberg family center, tennis courts, sleddi...
    Jessica Rosien ·5 days ago on RealtyWW
  12. This stunning five bedroom home in a sought-after Indian Hill Estates is ready for its next owners. The generously sized rooms flow effortlessly, creating a perfect space for both relaxation and entertaining. Enjoy the warmth of two wood-burning f...
    Patrick Alvarez ·5 days ago on RealtyWW
  13. This home has the most SUITES in the field of luxury houses under $2M! New construction in '07 and a true custom home where the current and only owners hired the designer/builder and commanded the highest quality, created the perfect floor plan to...
    Craig Fallico ·5 days ago on RealtyWW
  14. YOU WILL NOT BELIEVE THE AMOUNT OF LIVING SPACE IN THIS MID CENTURY HOUSE UNTIL YOU COME INSIDE. An original owner home. Ahead of its time in design and layout. All generous size rooms. Remodeled kitchen with granite countertops and hi-end stainle...
    Marti Corcoran ·6 days ago on RealtyWW
  15. CASH OFFERS ONLY HUGE SINGLE FAMILY THAT NEEDS COMPLETION OF REHAB. 5 BEDROOMS AND 3.1 BATHROOMS ON AN 1 ACRE WOODED LOT. OR DEMOLISH AND BUILD YOUR DREAM NEW HOME. UNBEATABLE LOCATION. NEAR TO ALL SHOPPING, DINING, PARKS, SCHOOLS AND TRANSPORTATO...
    Tony Zaskowski, Superagent ·1 week ago on RealtyWW
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