Highland Park, IL Homes

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  /31

  $1,250,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 4,116 Sq Ft

  3390 Old Mill Rd, Highland Park, IL 60035

  Completely transformed with top-to-bottom renovations and designer-selected finishes, this exceptional home has been reimagined with intention, style, and modern living in mind. A dramatic foyer and statement staircase set the tone, opening to sun-filled formal living and dining spaces, beautifully refinished hardwood floors, and a seamless open layout ideal for everyday living and entertaining.

  Noah Levy Compass

  3390 Old Mill Rd, Highland Park, IL 60035
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  /13

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035

  Highland Park725 St. Johns, Unit 21Beds:1Baths:1Rent:$1895Sq.Ft:700Available : 03/01/2026About this PropertySelect one bedroom, one bathroom loft in the heart of downtown Highland Park features brand new kitchen with stainless steel appliances, dishwasher, large combination living and dining rooms, ceiling with exposed ducts and beams, spacious bedroom, great

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035
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  /38

  $455,000 Sold Aug 15, 2025

  704 Lorraine Cir, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 248 Days On Market

  Current Estimated Value $460,814

  Last Listing Agent Grace Martinez Exit Grace Realty

  704 Lorraine Cir, Highland Park, IL 60035
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  /40

  Est $1,070,481 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,019 Sq Ft

  377 Delta Rd, Highland Park, IL 60035

  377 Delta Rd, Highland Park, IL 60035
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  /39

  $1,635,000

  • 6 Beds
  • 5.5 Baths
  • 5,400 Sq Ft

  326 Briar Ln, Highland Park, IL 60035

  Move-in ready 6-bedroom, 5 full bath and 1 half-bath brick home set on a beautifully landscaped half-acre in a sought-after Highland Park neighborhood. Designed for both everyday living and entertaining, this home features an open floor plan with dramatic double-height ceilings, oversized windows, expansive room sizes and custom millwork throughout. The main level offers a welcoming center-entry

  Beth Wexler @properties Christie's International Real Estate

  326 Briar Ln, Highland Park, IL 60035
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  /23

  $615,000 Sold Jul 08, 2025

  3120 Cottonwood Ct, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,574 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $172/SF
  • 13 Days On Market

  Current Estimated Value $643,863

  Last Listing Agent Ryan Pavey Baird & Warner

  3120 Cottonwood Ct, Highland Park, IL 60035
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  /21

  Est $724,080 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,814 Sq Ft

  238 Pierce Rd, Highland Park, IL 60035

  238 Pierce Rd, Highland Park, IL 60035
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  /39

  $1,199,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  1066 Livingston (Lot 2) Ave, Highland Park, IL 60035

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

  John Barry Mc Naughton Realty Group

  1066 Livingston (Lot 2) Ave, Highland Park, IL 60035
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  /30

  $607,549 Sold Mar 24, 2025

  1450 Glencoe Ave, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,035 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Above List Price
  • $299/SF

  Current Estimated Value $625,440

  Last Listing Agent Roni Nanini @properties Christie's International Real Estate

  1450 Glencoe Ave, Highland Park, IL 60035
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  /31

  Est $901,766 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft

  260 Lakeside Place, Highland Park, IL 60035

  260 Lakeside Place, Highland Park, IL 60035
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  /24

  $850,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,675 Sq Ft

  2446 Western Ave, Highland Park, IL 60035

  Welcome to this beautifully custom built, all brick 4 bedroom, 2.5 bath home in the heart of Highland Park, built in 2004. The open concept first floor features a spacious kitchen that flows seamlessly into the family room, along with a formal dining area ideal for entertaining. The kitchen and family room overlook a beautifully landscaped backyard offering an abundance of privacy. The main level

  Jennifer Boudreau Compass

  2446 Western Ave, Highland Park, IL 60035
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  /18

  $560,000 Sold Mar 04, 2025

  2021 St Johns Ave Unit 1A, Highland Park, IL 60035

  • 2 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $287/SF
  • 8 Days On Market

  Current Estimated Value $599,126

  Last Listing Agent Beth Alberts Compass

  2021 St Johns Ave Unit 1A, Highland Park, IL 60035
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  /34

  Est $1,383,398 Not Listed For Sale

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

  340 Carol Ct, Highland Park, IL 60035

  340 Carol Ct, Highland Park, IL 60035
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  /3

  $149,000

  • Land
  • 0 Acre

  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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  /2

  $910,000 Sold Jul 22, 2025

  3105 Warbler Place, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,914 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 7 Days On Market

  Current Estimated Value $949,335

  Last Listing Agent Carol Gooze @properties Christie's International Real Estate

  3105 Warbler Place, Highland Park, IL 60035
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  /28

  Est $1,143,353 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,743 Sq Ft

  46 Insignia Ct, Highland Park, IL 60035

  46 Insignia Ct, Highland Park, IL 60035
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  /26

  $274,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1220 Park Ave W Unit 134, Highland Park, IL 60035

  Well-maintained and thoughtfully updated, this inviting 2nd-floor south facing unit at 1220 Park Ave W, Unit 134 offers comfort, convenience, and peace of mind in a well-managed community. RECENT IMPROVEMENTS INCLUDE: new windows installed in 2022 enhancing energy efficiency and natural light; a new furnace and air conditioning system installed in 2021 providing reliable year-round comfort; fresh

  Karla Garcia eXp Realty

  1220 Park Ave W Unit 134, Highland Park, IL 60035
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  /27

  $900,000 Sold May 19, 2025

  960 Harvard Ct, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft
  • Built 1937

  Last Sold Summary

  • 13% Above List Price
  • $368/SF

  Current Estimated Value $905,861

  Last Listing Agent Beth Alberts Compass

  960 Harvard Ct, Highland Park, IL 60035
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  /27

  Est $1,184,256 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,192 Sq Ft

  50 Barnard Ln, Highland Park, IL 60035

  50 Barnard Ln, Highland Park, IL 60035
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  /2

  $250,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  677 Roger Williams Ave Unit 677, Highland Park, IL 60035

  2 story, townhome-like condo on Roger Williams. Loads of windows, Super cool exposed brick, newer appliances, garage parking, laundry in unit, extra storage space in basement and fenced-in backyard. Pets allowed.

  Alan Meyerowitz @properties Christie's International Real Estate

  677 Roger Williams Ave Unit 677, Highland Park, IL 60035
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  /32

  $1,175,000 Sold Nov 14, 2025

  2524 Augusta Way, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $397/SF
  • 9 Days On Market

  Last Listing Agent Beth Wexler @properties Christie's International Real Estate

  2524 Augusta Way, Highland Park, IL 60035
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  /37

  Est $850,358 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  25 Turnbull Woods Ct, Highland Park, IL 60035

  25 Turnbull Woods Ct, Highland Park, IL 60035
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  /27

  $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 elegant

  Ryan Cherney Circle One Realty

  1672 Huntington Ln, Highland Park, IL 60035
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  /40

  $2,255,000 Sold Dec 19, 2025

  2276 Linden Ave, Highland Park, IL 60035

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft
  • Built 1919

  Last Sold Summary

  • $376/SF
  • 5 Days On Market

  Last Listing Agent Marlene Rubenstein Baird & Warner

  2276 Linden Ave, Highland Park, IL 60035
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  /2

  Est $1,309,823 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,284 Sq Ft

  1065 County Line Rd, Highland Park, IL 60035

  1065 County Line Rd, Highland Park, IL 60035
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  /39

  $1,199,900

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

  1062 Livingston (Lot 4) 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

  1062 Livingston (Lot 4) Ave, Highland Park, IL 60035
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  /31

  $637,500 Sold Apr 11, 2025

  1464 Oakwood Ave, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,540 Sq Ft
  • Built 1926

  Last Sold Summary

  • 15% Below List Price
  • $251/SF
  • 20 Days On Market

  Current Estimated Value $701,219

  Last Listing Agent Ann Lyon @properties Christie's International Real Estate

  1464 Oakwood Ave, Highland Park, IL 60035
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  /19

  Est $1,604,044 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,253 Sq Ft

  796 Marion Ave, Highland Park, IL 60035

  796 Marion Ave, Highland Park, IL 60035
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  /82

  $3,800,000

  • 7 Beds
  • 8 Baths
  • 7,891 Sq Ft

  34 Logan Loop Unit 242, Highland Park, IL 60035

  Historic Queen Anne mansion overlooking Lake Michigan! Set on a private 3/4 acre. Very private, only one neighbor-surrounded on three sides by park,ravine, and Lake, adding "borrowed landscape". NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies. Indoor lap pool! First floor bedroom with full bath for guests. Second floor library and

  Eileen Campbell Jameson Sotheby's International Realty

  34 Logan Loop Unit 242, Highland Park, IL 60035
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  /36

  $815,000 Sold Aug 29, 2025

  325 Seven Pines Cir, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 3,448 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Below List Price
  • $236/SF
  • 5 Days On Market

  Current Estimated Value $824,270

  Last Listing Agent Kaylin Goldstein @properties Christie's International Real Estate

  325 Seven Pines Cir, Highland Park, IL 60035
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  /31

  Est $872,522 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,724 Sq Ft

  830 Marion Ave, Highland Park, IL 60035

  830 Marion Ave, Highland Park, IL 60035
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  /39

  $1,225,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,225 Sq Ft

  3287 Western Ave, Highland Park, IL 60035

  Impeccably renovated and thoughtfully upgraded, this 4,225 sq. ft., 4-bedroom, 5-bathroom home in northern Highland Park perfectly blends modern luxury with timeless design. Taken down to the studs during a complete 2019-2020 renovation, the home offers all-new systems including HVAC, plumbing, roof, and appliances, providing move-in-ready peace of mind. The main level showcases an elegant open

  Margie Brooks Baird & Warner

  3287 Western Ave, Highland Park, IL 60035
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  /49

  $1,100,000 Sold May 30, 2025

  1730 Wildrose Ct, Highland Park, IL 60035

  • 4 Beds
  • 6 Baths
  • 5,275 Sq Ft
  • Built 1995

  Last Sold Summary

  • 12% Below List Price
  • $209/SF
  • 28 Days On Market

  Current Estimated Value $1,232,127

  Last Listing Agent Ted Apostol Redfin Corporation

  1730 Wildrose Ct, Highland Park, IL 60035
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  /28

  Est $600,144 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,410 Sq Ft

  888 Marion Ave, Highland Park, IL 60035

  888 Marion Ave, Highland Park, IL 60035
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  /64

  $1,875,000

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

  215 Prospect Ave, Highland Park, IL 60035

  Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic

  Keith Goad Berkshire Hathaway HomeServices Chicago

  215 Prospect Ave, Highland Park, IL 60035
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  /10

  $1,925,000 Sold May 30, 2025

  2000 Half Day Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,800 Sq Ft
  • Built 1967

  Last Sold Summary

  • 26% Below List Price
  • $401/SF
  • 0 Days On Market

  Current Estimated Value $2,128,410

  Last Listing Agent Sheryl Fisher Coldwell Banker Realty

  2000 Half Day Rd, Highland Park, IL 60035
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  /25

  Est $839,533 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,666 Sq Ft

  825 Marion Ave, Highland Park, IL 60035

  825 Marion Ave, Highland Park, IL 60035
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  /31

  $690,000

  • 4 Beds
  • 2 Baths
  • 2,030 Sq Ft

  537 County Line Rd, Highland Park, IL 60035

  This charming mid-century home offers 4 bedrooms, 2 updated baths, and a thoughtful blend of character, light, and modern comfort. Step inside and feel the difference. Updated energy-efficient windows, fresh paint in all bedrooms and baths, and abundant natural light throughout. The stunning great room features 10-ft vaulted ceilings, exposed beams, Pecky cypress walls, and a floor-to-ceiling

  Alan May Jameson Sotheby's International Realty

  537 County Line Rd, Highland Park, IL 60035
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  /33

  $1,150,000 Sold Feb 28, 2025

  2462 Augusta Way, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 3,943 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $292/SF
  • 15 Days On Market

  Current Estimated Value $1,239,738

  Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate

  2462 Augusta Way, Highland Park, IL 60035
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  /20

  Est $827,139 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft

  739 Marion Ave, Highland Park, IL 60035

  739 Marion Ave, Highland Park, IL 60035

Showing Results 161 - 200, Page 5 of 18