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4-Bedroom Homes for Sale in Highland Park, IL

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  • /49

    $1,450,000

    • 4 Beds
    • 4.5 Baths
    • 5,122 Sq Ft

    514 Hill St, Highland Park, IL 60035

    Welcome to this beautifully designed custom built home with over 5,000 square feet of expansive living space in pristine move-in condition. This spacious and stylish 5 Bedroom, 4.1 Bath home offers flexible open living space highlighted with tall ceilings and glass transoms for an open and bright look. The large Foyer leads to the formal Living and Dining Rooms which provide elegant spaces for

    Janice Rizzo Berkshire Hathaway HomeServices Chicago

    514 Hill St, Highland Park, IL 60035
  • /48

    $1,850,000

    • 4 Beds
    • 4 Baths
    • 4,249 Sq Ft

    890 Windsor Rd, Highland Park, IL 60035

    Nestled on nearly an acre at the end of a quiet cul-de-sac, this secluded and romantic mini-estate offers luxurious one-level living at its finest. This Cape Cod ranch, built in 1957 by a prominent local builder for his own family, seamlessly blends charm and sophistication. The home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace,

    Carol Santi Coldwell Banker Realty

    890 Windsor Rd, Highland Park, IL 60035
  • /40

    $1,376,555

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    1064 Livingston (Lot 3) Ave, Highland Park, IL 60035

    THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY

    John Barry Mc Naughton Realty Group

    1064 Livingston (Lot 3) Ave, Highland Park, IL 60035
  • /41

    $979,000

    • 4 Beds
    • 4 Baths
    • 3,041 Sq Ft

    346 Roger Williams Ave, Highland Park, IL 60035

    Location, Location, Location... East Highland Park, Ravinia. Rare Opportunity - This listing is the first time this coveted .43 acre property has been available in almost 70 years. This attractive property boasts a charming 4 bedroom Spanish style home with clay tile roof and also, uniquely, has a super rare, large 2 story, 5-6 car garage / Coach house located in the rear of the property - just

    Teresa Licari Teresa Licari, Broker

    346 Roger Williams Ave, Highland Park, IL 60035
  • /65

    $1,295,000

    • 4 Beds
    • 6 Baths
    • 5,004 Sq Ft

    3760 Gilgare Ln, Highland Park, IL 60035

    Step into history reimagined. This beautifully renovated and expanded residence in the heart of the historic Fort Sheridan subdivision seamlessly blends timeless charm with modern amenities. Once a duplex home for lieutenant colonels, this distinguished property has been thoughtfully transformed into a spacious single-family home that honors its past while embracing the needs of today's

    Donna Mancuso Jameson Sotheby's International Realty

    3760 Gilgare Ln, Highland Park, IL 60035
  • /38

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 3,221 Sq Ft

    912 Morningside Dr, Lake Forest, IL 60045

    Rare opportunity for single-level living on coveted Morningside Drive! This exceptional 3,221 sq ft all-brick ranch is set on a picturesque .5-acre lot framed by stately oaks in one of the area's most desirable neighborhoods, commonly known as Whispering Oaks. This gem offers spacious living with an updated, open layout and a private backyard oasis. Inside, enjoy solid oak hardwood floors

    Mona Hellinga @properties Christie's International Real Estate

    912 Morningside Dr, Lake Forest, IL 60045
  • /20

    $488,000

    • 4 Beds
    • 2.5 Baths
    • 2,024 Sq Ft

    864 Sumac Rd, Highland Park, IL 60035

    Stunning Red Brick Ranch Retreat in Highland Park, IL This captivating 4-bedroom, 2.5-bathroom brick ranch combines timeless charm with modern elegance, creating an oasis of comfort and style. As you step through the front door, you're greeted by an inviting open floor plan that seamlessly connects spacious living areas perfect for entertaining or relaxing with family. The soaring vaulted

    Leonid Shumyatskiy Barr Agency, Inc

    864 Sumac Rd, Highland Park, IL 60035
  • /33

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,807 Sq Ft

    1667 Sunnyside Ave, Highland Park, IL 60035

    Sherwood Forest charmer full of lovely original details to make your own, or build your dream home on this gorgeous, deep, nearly 1/2 acre lot! This sweet Cape Cod has been expanded to offer plentiful space. Kitchen boasts commercial grade stove and sunny breakfast area with sliders to brick paver patio. Large living room with fireplace, separate formal dining room, family room, cozy den, 4th

    Stephanie Hofman @properties Christie's International Real Estate

    1667 Sunnyside Ave, Highland Park, IL 60035
  • /30

    $835,000

    • 4 Beds
    • 2.5 Baths
    • 2,477 Sq Ft

    1812 Sherwood Rd, Highland Park, IL 60035

    Prepare to fall in love with this beautifully updated & move-in ready colonial located on a quiet street in popular Sherwood Forest. An immaculate brick paver front walk leads to a charming, covered porch & the front door opens to a graciously sized & welcoming foyer. The 1st floor boasts gorgeous hardwood flooring, recessed lighting, and a terrific circular floor plan for easy entertaining and

    Patricia Denenberg @properties Christie's International Real Estate

    1812 Sherwood Rd, Highland Park, IL 60035
  • /24

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 3,936 Sq Ft

    49 Red Oak Ln, Highland Park, IL 60035

    This beautiful red brick Colonial is the perfect family retreat, set on an expansive lot with a NEW roof (2025), gutters, and downspouts. Light oak hardwood floors and floor-to-ceiling windows fill the home with natural light. The backyard feels like a private resort, complete with a professionally maintained heated in-ground pool, spacious entertaining patio, and swing set. Inside, the main

    Lyn Wise @properties Christie's International Real Estate

    49 Red Oak Ln, Highland Park, IL 60035
  • /13

    $489,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 1,981 Sq Ft

    626 Barberry Rd, Highland Park, IL 60035

    Well maintained and well loved 4BR/2.5BA split-level home in desirable West Highland Park. Built in 1966, this home features an updated kitchen, enclosed rear porch, and spacious layout with multiple living areas. Hardwood floors in bedrooms . Large backyard offers great outdoor space for entertaining or relaxing. Attached 2-car garage. High-speed AT&T 1 Gb fiber optic internet ideal for work or

    Sonia Cohen Coldwell Banker Realty

    626 Barberry Rd, Highland Park, IL 60035
  • /14

    $479,000

    • 4 Beds
    • 3 Baths
    • 2,895 Sq Ft

    1012 Windsor Rd, Highland Park, IL 60035

    We challenge you to find a better value for the money in the Highland Park, Deerfield market! Over 2500 sq Ft with a stunning newer kitchen and Luxury primary suite. The stunning kitchen feature quart counter tops, stainless steel appliances and a water fall island space for large dining table this is an amazing kitchen. Adjacent great room , full bath and first floor office or 4th bedroom

    Honore Frumentino @properties Christie's International Real Estate

    1012 Windsor Rd, Highland Park, IL 60035
  • /36

    $699,500

    • 4 Beds
    • 1.5 Baths
    • 2,350 Sq Ft

    847 Marion Ave, Highland Park, IL 60035

    Lovely and completely updated home nestled in the highly sought-after Braeside community and located on one of Highland Park's most desirable streets. This elegant Colonial home offers a delightful blend of sophistication and family-friendly features, creating an ideal setting for lasting memories. Boasting 2350 square feet of living space, the residence features 4+ bedrooms and 1.5 bathrooms,

    Sharon Rizzo Compass

    847 Marion Ave, Highland Park, IL 60035
  • /42

    $765,000

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    1239 Cambridge Ct, Highland Park, IL 60035

    Welcome to this light filled 4 / 2.1 Mid-Century Modern Multi-Level home in the Highlands. The open Foyer greets you with gleaming oak hardwood floors and a short staircase up to the Living Room, featuring huge Pella picture windows, oak hardwood floors and shares a spacious vaulted ceiling with the Dining Room. The vaulted ceiling in the updated Kitchen gives the sensation of the Canadian

    Becky Dolin @properties Christie's International Real Estate

    1239 Cambridge Ct, Highland Park, IL 60035
  • /61

    $5,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    147 Central Ave, Highland Park, IL 60035

    Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just steps from the pristine shores of Lake Michigan. This unique property, once called the Cornelius Field House, features a beautifully restored main house, a charming gardener's cottage, and a spacious coach house (160 Park Ave), each exuding timeless elegance and character. The main

    Lisa Rome Jameson Sotheby's International Realty

    147 Central Ave, Highland Park, IL 60035
  • /33

    $1,749,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,927 Sq Ft

    1816 Rosemary Rd, Highland Park, IL 60035

    Move right in to this immaculate 5 bedroom, 4.5-bath new construction home that blends luxury, comfort, and functionality. Designed with a seamless open floor plan, this home is perfect for entertaining and everyday living. The chef's kitchen features top-of-the-line Thermador appliances, including a double oven, range-top, and a striking quartz waterfall island that opens to a sun-filled great

    Scott Ottenheimer Baird & Warner

    1816 Rosemary Rd, Highland Park, IL 60035
  • /25

    $1,399,999 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    1672 Huntington Ln, Highland Park, IL 60035

    New Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living in this beautifully crafted single-family home, located in the highly sought-after Sherwood Forest neighborhood of Highland Park. Thoughtfully designed by a reputable North Shore builder, this residence offers high-end finishes and modern conveniences throughout.The first-floor primary suite features

    Ryan Cherney Circle One Realty

    1672 Huntington Ln, Highland Park, IL 60035
  • /23

    $865,000

    • 4 Beds
    • 4 Baths
    • 3,041 Sq Ft

    1171 Beverly Place, Lake Forest, IL 60045

    Welcome to this beautifully updated colonial home, ideally situated in the Whispering Oaks neighborhood. The spacious living room offers beautiful views of the front yard, complemented by a cozy fireplace and gleaming hardwood floors, creating a warm and inviting atmosphere. This living space flows seamlessly into the Dining Room, which provides flexibility for entertaining. The kitchen is open

    Andra O'Neill @properties Christie's International Real Estate

    1171 Beverly Place, Lake Forest, IL 60045
  • /28

    $599,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    525 Lockard Ln, Highwood, IL 60040

    Custom units starting at 599k for 1,800sq ft. Ask about new updated plans. Images are Architectural renderings and virtual images of how the property might look.

    Jorge Zea Jorge Zea Managing Broker

    525 Lockard Ln, Highwood, IL 60040
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