Highland Park, IL Homes for Sale with Parking

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  $8,750,000

  • 5 Beds
  • 9 Baths
  • 9,749 Sq Ft

  55 S Deere Park Dr, Highland Park, IL 60035

  This extraordinary lakefront residence is the ultimate blend of luxury, comfort, breathtaking views and private beach. This sophisticated contemporary home boasts 9,749 square feet above-grade and an additional 4,434 square feet of finished lower-level space, all of which has been thoughtfully redesigned during a comprehensive renovation from 2006 to 2008. Every aspect of this dream property was

  Erin Smith @properties Christie's International Real Estate

  55 S Deere Park Dr, Highland Park, IL 60035
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  $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
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  /21

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  1220 Park Ave W Unit 123, Highland Park, IL 60035

  Rarely available recently renovated 3 bedroom 2 bathroom condo located on the second floor in Brooke Estates. This updated spacious unit offers an expansive living room with a gas fireplace and sliders to the balcony. The large dining room is adjacent to the living area making it great for entertaining. Open white kitchen has stone countertops and gas stove. Spacious primary bedroom has updated

  Claire Pekin Compass

  1220 Park Ave W Unit 123, Highland Park, IL 60035
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  $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
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  $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
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  $1,499,000 Open Sun 3PM - 5PM

  • 5 Beds
  • 5.5 Baths
  • 5,900 Sq Ft

  2005 Keats Ln, Highland Park, IL 60035

  Welcome to 2005 Keats Lane! Tucked away on a serene, quiet lane lined with towering trees and dappled sunlight, this expansive home sits on nearly a full acre of land. Located in sought-after Highland Park, within the award winning Wayne Thomas and Deerfield school districts, this home offers the perfect balance of original and new. Lovingly maintained and impeccably remodeled from top to bottom,

  Daniel Cartalucca Coldwell Banker Realty

  2005 Keats Ln, Highland Park, IL 60035
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  $649,900

  • 3 Beds
  • 3 Baths
  • 1,387 Sq Ft

  2325 Shady Ln, Highland Park, IL 60035

  Charming brick bungalow sitting on almost an acre of lush, wooded private property in the Northshore acres neighborhood. Home features 3 Bedrooms, 3 full Baths with the master BR having its own master BT. Hardwood floors and newer appliances throughout. Large unfinished basement. Oversized 2+ car detached garage with large driveway. Paved brick patio and walkway, new roof 2024.

  Rony Khezeran American International Realty

  2325 Shady Ln, Highland Park, IL 60035
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  $4,250,000

  • 6 Beds
  • 9 Baths
  • 9,625 Sq Ft

  1630 Ridge Rd, Highland Park, IL 60035

  First time on the market with only one owner having lived here, you'll find a magnificent stone and brick masterpiece that rests on just under a spectacularly landscaped 1.5 acres. This elegant home lives like a ranch and was designed for entertaining from the inside out. First floor Master suite complete with sitting room, fireplace, wet bar, large WIC, spacious bath with double sinks, steam

  Kim Kelley Baird & Warner

  1630 Ridge Rd, Highland Park, IL 60035
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  /15

  $585,900

  • 3 Beds
  • 3 Baths

  602 Old Elm Rd, Highland Park, IL 60035

  Nestled in the heart of a serene neighborhood in Highland Park on phenomenal property, this 3 bedroom, 3 bathroom ranch offers the perfect blend of comfort and convenience. Step inside to discover an inviting open floor plan with spacious room sizes. Features include a primary bedroom with a private ensuite bathroom and a large basement with a flexible floor plan. Sensational south facing

  Margie Brooks Baird & Warner

  602 Old Elm Rd, Highland Park, IL 60035
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  $1,549,000

  • 5 Beds
  • 5.5 Baths
  • 4,750 Sq Ft

  2670 Priscilla Ave, Highland Park, IL 60035

  Fall in love with this exceptional brick home that offers comfort, elegance and versatility. Nestled on a peaceful dead-end street, this move-in ready residence boasts an expansive and thoughtful layout with 5 full bathrooms and 3 master suites. The third floor master suite is a standout space ideal as a home office, gym or private retreat. The heart of the home features a stunning custom kitchen

  Lora Zlotnik American Real Estate Services

  2670 Priscilla Ave, Highland Park, IL 60035
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  $1,599,999

  • 5 Beds
  • 5.5 Baths
  • 5,819 Sq Ft

  3464 Old Mill Rd, Highland Park, IL 60035

  WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OVER AN ACRE OF A SERENE, PRIVATE, TREE-FILLED LANDSCAPE IN COVETED HIGHLAND PARK. WITH OVER 9,000 SQUARE FEET OF LIVABLE SPACE, THIS RESIDENCE OFFERS A ONE-OF-A-KIND LIVING EXPERIENCE WHERE MODERN FUNCTIONALITY MEETS TIMELESS ARCHITECTURAL BEAUTY. FROM THE MOMENT YOU ENTER,

  Kelly Ipjian Exit Strategy Realty

  3464 Old Mill Rd, Highland Park, IL 60035
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  /35

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,546 Sq Ft

  666 Barberry Rd, Highland Park, IL 60035

  Welcome to this beautifully updated Highland Park quad-level home offering nearly 2,300 square feet of thoughtfully designed living space. Fully remodeled from top to bottom in 2020, this home features updates to the roof, windows, siding, electrical, HVAC, water heater, and more. Step into the stunning kitchen, complete with custom 42-inch white shaker cabinetry, quartz countertops, and

  Jennifer Moran EXIT Realty Redefined Maurer Group

  666 Barberry Rd, Highland Park, IL 60035
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  /48

  $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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  $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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  $2,250,000

  • 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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  $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 stucco 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 which

  Michael Dickstein @properties Christie's International Real Estate

  2102 Grange Ave, 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. Seeing this condo is part 2 of the process. Part 1 is getting approved through CPAH. In order to do that you need to attend the September 9 info session. 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 September 9 before beginning the

  Shari Saratovsky Diplomat Realty, Inc.

  1950 Sheridan Rd Unit 105, Highland Park, IL 60035
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  /5

  $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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  /30

  $1,025,000

  • 3 Beds
  • 4 Baths
  • 3,600 Sq Ft

  281 Michigan Ave, Highwood, IL 60040

  Stunning home situated on the first green of Highland Parks prestigious Exmoor golf course- Beautiful custom-built Lanon stone and stucco home on the market for the first time since it was built. Perfectly positioned on a quiet cul-de-sac in Highwood, it offers panoramic views of Exmoor Country Club and direct access to scenic preserve walking trails. With over 3,600 sq ft plus a full basement,

  Mada Hitchmough Compass

  281 Michigan Ave, Highwood, IL 60040
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  $2,300,000

  • 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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  /11

  $799,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  535 Lockard Ln, Highwood, IL 60040

  Detached single family with over 2,400 square ft with a once in a lifetime layout. 45 foot backyard that lays out directly from the kitchen. 4 bedrooms or an office. Open layout. Pre-construction pricing. Pictures are architectural renderings of possibilities and potential options to be decided with builder.

  Jorge Zea Jorge Zea Managing Broker

  535 Lockard Ln, Highwood, IL 60040
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  $599,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,400 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

Showing Results 41 - 66, Page 2 of 2