Highland Park, IL Homes for Sale with Garage

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  $5,999,000

  • 9 Beds
  • 12 Baths
  • 10,777 Sq Ft

  2441 Woodbridge Ln, Highland Park, IL 60035

  Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

  Patrick Milhaupt Jameson Sotheby's International Realty

  2441 Woodbridge Ln, Highland Park, IL 60035
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  $1,875,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  215 Prospect Ave, Highland Park, IL 60035

  Stunning Howard Van Doren Shaw English Arts and Crafts home on over an acre of magnificently landscaped property, one and a half blocks from Lake Michigan. Fine architectural detailing throughout, including the 2017 renovated kitchen completed with a butler's pantry and a coffee bar. Wonderful coach house with 4 garage bays, a full 2-bedroom in-law suite, or a fully functioning office,

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  215 Prospect Ave, Highland Park, IL 60035
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  $339,900

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1398 Sunnyside Ave, Highland Park, IL 60035

  Great opportunity, for investors or builders. This property offers endless potential for your vision, and is ready for a full gut-renovation or tear-down to transfer into your dream home. This is a rare find located in a fantastic neighborhood, great location and schools at a great price. Bring your own ideas. Property is not habitable, all utilities are disconnected, and seller will not activate

  Lolita Rasima Elite Realty Experts, Inc.

  1398 Sunnyside Ave, Highland Park, IL 60035
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  $2,999,000

  • 6 Beds
  • 6.5 Baths
  • 7,640 Sq Ft

  493 Hazel Ave, Highland Park, IL 60035

  List price is lower than the assessed value so the taxes should go down for the new owner. Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 7600 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts

  Janet Borden Compass

  493 Hazel Ave, Highland Park, IL 60035
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  $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
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  $4,550,000

  • 6 Beds
  • 6.5 Baths
  • 6,867 Sq Ft

  2445 Woodbridge Ln, Highland Park, IL 60035

  This remarkable home is set on a private lane with 1 1/2 acres of land and private beach. This is a one-of-a-kind property! The sprawling lawn with lovely pool leads to a bluff overlooking the lake and the glorious lakefront. The private beach is spectacular. This home is designed to take advantage of stunning views in every direction. Large gracious rooms throughout home, with almost all rooms

  Sally Mabadi Compass

  2445 Woodbridge Ln, Highland Park, IL 60035
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  $999,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  378 Oakland Dr, Highland Park, IL 60035

  Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

  Ted Pickus @properties Christie's International Real Estate

  378 Oakland Dr, Highland Park, IL 60035
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  $2,550,000

  • 3 Beds
  • 2.5 Baths
  • 4,317 Sq Ft

  1789 Green Bay Rd Unit B, Highland Park, IL 60035

  Exquisite North Shore Penthouse: The Ultimate Luxury Retreat for the Discerning Executive and Empty Nester! Experience the pinnacle of sophisticated living in this stunning penthouse, one of the most exceptional residences on the North Shore. Designed for those who appreciate quality and detail, this remarkable home features custom high-end finishes that truly must be seen to be fully

  Brad Blumenthal Compass

  1789 Green Bay Rd Unit B, Highland Park, IL 60035
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  $190,000 New Construction

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  1950 Sheridan Rd Unit 105, Highland Park, IL 60035

  NO CALLS. Read all information below for qualifying criteria. There is a very specific income range required to be eligible for this unit. All buyers must attend the required virtual info session on August 5 before beginning the pre-qualification process. This condo is part of an affordable housing program and is not sold through a traditional process. Buyer must qualify through Community

  Shari Saratovsky Diplomat Realty, Inc.

  1950 Sheridan Rd Unit 105, Highland Park, IL 60035
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  $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
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  $1,675,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,825 Sq Ft

  8 Heritage Dr, Highland Park, IL 60035

  Construction is already underway on this spectacular, brand new ranch home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era Chicago with architectural design by nationally renowned Pappageorge Haymes Architects! 8 Heritage Drive features

  Michael Hagenson New Era Chicago, LLC

  8 Heritage Dr, Highland Park, IL 60035
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  $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
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  $2,399,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 6,646 Sq Ft

  2102 Grange Ave, Highland Park, IL 60035

  Welcome to 2102 Grange, a 6-bedroom 6.5-bathroom NEW CONSTRUCTION home built by HOYD Builders situated on a 3/4-acre lot. The exterior is stone and hardy board with a 30-year architectural shingle roof. The interior includes an oversized gourmet kitchen with custom cabinets and Thermador 30" Fridge + 18" Freezer, 48" free standing 6 burner range, wine cooler and coffee espresso machine, all of

  Michael Dickstein @properties Christie's International Real Estate

  2102 Grange Ave, Highland Park, IL 60035
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  $2,840,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 4,105 Sq Ft

  650 Walnut St Unit 301, Highland Park, IL 60035

  Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of

  Shari Saratovsky Diplomat Realty, Inc.

  650 Walnut St Unit 301, Highland Park, IL 60035
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  $2,500,000

  • 5 Beds
  • 8 Baths
  • 10,330 Sq Ft

  1900 Millburne Rd, Lake Forest, IL 60045

  Set on a pristine 3 acre parcel in the prestigious enclave of Lake Forest, this magnificent 10,300 square foot estate epitomizes luxury living at its finest. This home has been designed with timeless elegance and modern sophistication, this architectural masterpiece offers unparalleled craftsmanship. Step though the double doors into the breathtaking two-story foyer that sets the tone for this

  Joe Biewer Baird & Warner

  1900 Millburne Rd, Lake Forest, IL 60045
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  $385,000

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1280 Rudolph Rd Unit 1, Northbrook, IL 60062

  Rarely available! This spacious first floor unit is envied by those who wish to have large outdoor space. This unit comes with an enormous patio and amazing views of the pool and center of the community. The layout is a much-desired split floor plan with a bedroom suite at each side of the great room. The huge great room has gas start/gas log fireplace, and open access to the patio. Kitchen has

  Julie Dowdle Rogers @properties Christie's International Real Estate

  1280 Rudolph Rd Unit 1, Northbrook, IL 60062
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  $389,000

  • 2 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1125 Lake Cook Rd Unit 209, Northbrook, IL 60062

  Freshly painted interior complete with new carpeting throughout, this condo is perfect for family gatherings and holiday celebrations featuring an inviting foyer as you enter the space. As you turn to the right, you are greeted to an immense living room and dining room. The condo boasts an additional leisure space in the form of a family room with a fireplace. You can show off your culinary

  Diana Bebenek 24 Hour Real Estate LLC

  1125 Lake Cook Rd Unit 209, Northbrook, IL 60062
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  $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
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  $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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