Highland Park, IL Homes for Sale

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  /22

  $579,000

  • 5 Beds
  • 3 Baths
  • 2,386 Sq Ft

  3569 Old Mill Rd, Highland Park, IL 60035

  This mid-century brick & frame contemporary 2 story home, rests on a beautiful 3/4 plus acre lot. In the extreme rear of the lot is a slow moving stream, which is classified as "flood risk". This category does not include the house. Top floor has 2 BR, LR with hardwood parquet flooring, full bath, and gourmet stainless steel & granite kitchen. Fireplace is shared between LR & kitchen eating area,

  Stephen Costa Weichert Realtors Ambassador

  3569 Old Mill Rd, Highland Park, IL 60035
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  /35

  $899,990

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

  385 Vine Ave, Highland Park, IL 60035

  Two Homes for the price of One in East Highland Park. An incredible opportunity awaits in East Highland Park. Two charming homes on one property. Perfectly located near top-rated schools, the lake, downtown, and the train. Main home: Classic 2 story farmhouse(1896)with timeless character. 3 bedrooms on 2nd floor plus 1st floor bedroom/library. 3 full bathrooms. Spacious dining room with

  Joe Giampa Coldwell Banker Realty

  385 Vine Ave, Highland Park, IL 60035
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  /24

  $1,470,000

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035

  Ready now!! Luxury Fulton Development condo residence. Magnificent high-end finishes in this 3 bedroom, 2 1/2 bath condo in a convenient in-town location. Discover unparalleled living in this newer boutique condo in the heart of downtown Highland Park, boasting high-end appliances and high-end finishes. This residence epitomizes modern elegance, comfort, and easy living. Unit 205 is an end

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035
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  /48

  $6,900,000

  • 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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  /58

  $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

  $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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  /3

  $199,999

  • Land

  1 Burtis Ave, Highland Park, IL 60035

  Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

  Melissa Newman @properties Christie's International Real Estate

  1 Burtis Ave, Highland Park, IL 60035
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  /52

  $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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  /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
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  /34

  $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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  /30

  $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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  /4

  $3,599,000

  • Land
  • 0.00 Acre

  41 S Deere Park Dr, Highland Park, IL 60035

  Once in a lifetime opportunity to build your dream home on this spectacular lakefront lot. Large approximately 1.5 acre Lakefront lot next to the Lake Shore Country Club on the Glencoe, Highland Park border. At the end of enchanting the S Deere Park Drive. It is a quiet street with no through traffic. Rest, relax, entertain, and enjoy your unobstructed panoramic view of Lake Michigan.

  Larry Klairmont Twins Realty LLC

  41 S Deere Park Dr, Highland Park, IL 60035
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  /29

  $1,600,000

  • Land
  • 0.83 Acre
  • $1,927,711 per Acre

  417 Temple Ave, Highland Park, IL 60035

  Proud to introduce an opportunity to develop a 36,438 SF mixed-use development site. Currently consisting of 4 parcels, the site has not been offered for sale in generations. This is a prime opportunity to develop an iconic property next to downtown Highwood IL. Currently in Highland Park, the property borders Highwood. 2 parcels on Temple Ave consisting of 21,902 SF, have favorable zoning in the

  Brandon Kurdziel United Real Estate-Chicago

  417 Temple Ave, Highland Park, IL 60035
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  /2

  $290,000

  • Land
  • 0.22 Acre
  • $1,318,182 per Acre

  0 Skokie Ave, Highland Park, IL 60035

  EAST HIGHLAND PARK BUILDABLE LOT 52 X 183 (9,583 sf).MAX F.A.R=35.83; BONUS F.A.R.=38.83; MAX FLOOR AREA (SF) =3,433; MAX W/BONUS F.AR. = 3,721. CLOSE TO SHOPS, RESTAURANTS, SCHOOLS, METRA AND WONDERFUL LAKE MICHIGAN.

  Carol Santi Coldwell Banker Realty

  0 Skokie Ave, Highland Park, IL 60035
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  /24

  $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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  /36

  $1,334,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035

  THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THIS 1ST FLOOR MASTER, ASTORIA, FEATURES 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

  John Barry Mc Naughton Realty Group

  2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035
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  /23

  $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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  /29

  $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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  /34

  $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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  /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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  /47

  $380,000

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  1175 Lake Cook Rd Unit 505, Northbrook, IL 60062

  Welcome to this beautifully maintained 2-bedroom, 2-bath top-floor unit overlooking a serene courtyard with peaceful treetop views. This spacious home offers thoughtful features, abundant storage, and access to an impressive list of amenities-all in a prime location near shopping, dining, expressways, and entertainment. Enjoy unmatched privacy and quiet living-this unit shares no common walls

  Mark Anthony arhome realty

  1175 Lake Cook Rd Unit 505, Northbrook, IL 60062
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  /45

  $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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  /18

  $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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  /20

  $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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  /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
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  /2

  $150,000

  • Land

  0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040

  BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

  Cory Albiani @properties Christie's International Real Estate

  0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040

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