Highland Park, IL Homes

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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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  /18

  $1,995 per month

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

  730 Judson Ave Unit A0, Highland Park, IL 60035

  730 JudsonJudson + Roger WilliamsHighland Park$1995 per MonthAvailable: 10/15/2025Terrific one bedroom in the heart of downtown Highland Park features brand new kitchen with espresso cabinets, stainless steel appliances, dishwasher, spacious living area with ceiling fan, great closet space, brand new bathroom, hardwood floors throughout, laundry in unit, and pets are

  730 Judson Ave Unit A0, Highland Park, IL 60035
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  /2

  $1,900,000 Sold Apr 30, 2025

  2060 Clavey Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,225 Sq Ft
  • Built 1977

  Last Sold Summary

  • $450/SF
  • 0 Days On Market

  Current Estimated Value $1,822,907

  Last Listing Agent Mila Friedman Core Realty & Investments, Inc

  2060 Clavey Rd, Highland Park, IL 60035
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  /34

  Est $1,305,976 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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  /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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  /13

  $5,950 per month

  • 5 Beds
  • 4.5 Baths
  • 2,489 Sq Ft
  • House for Rent

  2078 Linden Ave, Highland Park, IL 60035

  Fabulous 4 bed 3.2 bath beautiful colonial in superb East Highland Park location. Gracious living room with wood burning fireplace. Separate formal dining room with leaded glass windows. Wonderful sunny kitchen with 42" wood cabinets and granite countertops. Three bedrooms on the 2nd floor including the primary bedroom suite with walk-in closet. Third floor suite and full bath, office or play

  Linda Levin Jameson Sotheby's Intl Realty

  2078 Linden Ave, Highland Park, IL 60035
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  /7

  $540,000 Sold Jun 26, 2025

  716 Marion Ave, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1951

  Last Sold Summary

  • 8% Above List Price
  • $360/SF
  • 5 Days On Market

  Current Estimated Value $539,782

  Last Listing Agent Jacqueline Lotzof Compass

  716 Marion Ave, Highland Park, IL 60035
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  /28

  Est $1,075,181 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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  /50

  $1,475,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,275 Sq Ft

  361 Ridge Rd, Highland Park, IL 60035

  Located in the heart of Highland Park, this beautifully updated brick home offers over 6,000 sq ft of refined living across three finished levels. With 6 bedrooms, 5.5 bathrooms, and a layout designed for everyday comfort and elevated entertaining, this residence blends timeless style with thoughtful upgrades throughout. The chef's kitchen features Thermador double ovens, a warming drawer, two

  Melissa Siegal @properties Christie's International Real Estate

  361 Ridge Rd, Highland Park, IL 60035
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  /7

  $4,199 per month

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • House for Rent

  3443 Buena Rd, Highland Park, IL 60035

  MUST SEE lovely ranch style home surrounded by scenic woods!!! Vaulted ceilings, skylights, and an open floor concept, this home has everything you want! Large and picturesque family room is perfect for entertaining. In your charming kitchen, you'll find a great breakfast bar with granite counter-tops, matching stainless steel appliances, and an abundance of cabinetry. Dining room and living room

  3443 Buena Rd, 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 $456,384

  Last Listing Agent Grace Martinez Exit Grace Realty

  704 Lorraine Cir, Highland Park, IL 60035
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  /27

  Est $1,167,812 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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  /35

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  666 Barberry Rd, Highland Park, IL 60035

  Welcome Home 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 updated 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

  666 Barberry Rd, Highland Park, IL 60035
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  /55

  $10,500 per month

  • 6 Beds
  • 8 Baths
  • 11,524 Sq Ft
  • House for Rent

  2305 Tennyson Ln, Highland Park, IL 60035

  Truly an exceptional rental opportunity! This expansive and fully updated home offers over-the-top space, luxury amenities, and a prime neighborhood location close to everything Highland Park has to offer. Step into a soaring foyer with skylights allowing for natural light to pour through. The heart of the home is a brand new, never-before-used kitchen featuring quartz countertops, Thermador

  Kim Kelley Baird & Warner

  2305 Tennyson 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 $629,763

  Last Listing Agent Ryan Pavey Baird & Warner

  3120 Cottonwood Ct, Highland Park, IL 60035
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  /37

  Est $829,016 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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  /9

  $375,000 Pending

  • Land
  • 0.9 Acre
  • $416,667 per Acre

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

  Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

  Carol Santi Coldwell Banker Realty

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035
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  /19

  $1,895 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 : 1About 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 closet

  727 Saint Johns Ave Unit A06C, 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 $612,479

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

  1450 Glencoe Ave, Highland Park, IL 60035
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  /2

  Est $1,251,554 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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  /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; MAX FLOOR AREA (SF) =3,433; 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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  /12

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 405, Highland Park, IL 60035

  Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business District. This intimate four story 30-unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes, open great room with walls of windows-the north facing units have balconies and overlook the ravines, the south and east facing units have

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 405, 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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  /19

  Est $1,535,739 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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  /30

  $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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  /44

  $2,800 - $3,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  2500 Green Bay Rd, Highland Park, IL 60035

  2500 Green Bay Rd, Highland Park, IL 60035
• 

  /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 $923,411

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

  3105 Warbler Place, Highland Park, IL 60035
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  /31

  Est $854,094 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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  /33

  $1,295,000

  • 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 upgrades, this home feels brand new. The impressive foyer with its stunning staircase is flanked by a formal living room and dining room, setting the tone for the thoughtful design throughout. This home checks all the boxes today's buyers are looking for - an open floor plan, a beautifully updated kitchen, versatile first-floor

  Noah Levy Compass

  3390 Old Mill Rd, Highland Park, IL 60035
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  /12

  $3,340 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 303, Highland Park, IL 60035

  Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business District. This intimate four story 30-unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. open great room with walls of windows- the north facing units have balconies and overlook the ravines, the south and east facing units have

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 303, Highland Park, IL 60035
• 

  

  /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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  /28

  Est $619,009 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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  /24

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 3,055 Sq Ft

  1653 Mccraren Rd, Highland Park, IL 60035

  **Charming Colonial in Desirable Sherwood Forest!** Welcome to 1653 McCraren Rd, a beautifully updated colonial home that perfectly blends classic charm with modern amenities. This home is in wonderful condition and is ready for you to move in! This home offers some hardwood floors, an updated kitchen and baths, new windows on the first floor and a great floor plan! Located in a fantastic

  Honore Frumentino @properties Christie's International Real Estate

  1653 Mccraren Rd, Highland Park, IL 60035
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  /34

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  633 Glenview Ave Unit 2, Highland Park, IL 60035

  This is the opportunity to enjoy the amenities a beautiful older home provides in the serenity of residential Highland Park.Completely renovated light and airy upstairs two bedroom one bath unit. View of beautiful yard and quiet residential Street from all windows.This is a Second Floor Unit.Location is steps from Highland Park Hospital and Sunset Park. Walkable to Central

  633 Glenview Ave Unit 2, 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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  /25

  Est $812,375 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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  /23

  $575,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,514 Sq Ft

  3504 Dato Ave, Highland Park, IL 60035

  Wonderful Mid-Century Open Concept Ranch in a Great Walk to Everything Location. Features include Dramatic Vaulted Wood Ceilings, Skylights, Clerestory Windows and a Beautifully Renovated Spacious Open Kitchen with a Huge Island, Wine Refrigerator and Quartz Countertops, which Opens to the Large Living/Dining Room Combo. This Lovely Home is Move-in Ready and has a Full Finished Basement with a

  Janet Borden Compass

  3504 Dato Ave, Highland Park, IL 60035
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  /22

  $89,000 per month

  • 9 Beds
  • 19 Baths
  • 37,706 Sq Ft
  • House for Rent

  2700 Point Ln, Highland Park, IL 60035

  A once-in-a-lifetime opportunity to rent this gated, world-class estate, meticulously designed for those who live and breathe sports. This custom-built masterpiece blends luxury, recreation, and privacy in an unparalleled setting, offering nine bedrooms, 19 bathrooms, and parking for 14 cars. Whether you're hosting an exclusive event, entertaining distinguished guests, or planning a high-level

  Carrie McCormick @properties Christie's International Real Estate

  2700 Point Ln, 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 $701,392

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

  1464 Oakwood Ave, Highland Park, IL 60035
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  /20

  Est $816,980 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