12,663

Highland Park, IL Homes

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  • /10

    $550,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    1726 Elmwood Dr, Highland Park, IL 60035

    Sought after Sunset Park! 4 bedroom 2.1 bath home with basement offering so much potential for it's next owner. Hardwood floors throughout most of the home. Bring your creative ideas to make this home yours. Close to Parks, town and train station.

    Lisa Schulkin @properties Christie's International Real Estate

    1726 Elmwood Dr, Highland Park, IL 60035
  • /15

    $3,450 Per Month

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    1623 Mcgovern St, Highland Park, IL 60035

    Vintage charm meets an unbeatable downtown Highland Park location! This character-filled 3-bedroom home features beautiful hardwood floors, a spacious light-filled living room, separate dining room with large bay windows, and a flexible main-level bedroom that can also make a great home office. The bright kitchen offers plenty of workspace and storage, while the enclosed sunroom adds another

    Shari Saratovsky Core Realty & Investments, Inc

    1623 Mcgovern St, Highland Park, IL 60035
  • /26

    $750,000

    Sold Jun 10, 2026

    2725 Roslyn Ln, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 1,698 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Above List Price
    • $442/SF
    • 0 Days On Market

    Current Estimated Value $746,995

    Last Listing Agent Diana Marcus @properties Christie's International Real Estate

    2725 Roslyn Ln, Highland Park, IL 60035
    • /34

      Est $904,552

      Not Listed For Sale

      200 Ivy Ln, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 2,297 Sq Ft
      • Built 1956
      200 Ivy Ln, Highland Park, IL 60035

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Winfield Cohen Keller Williams Success Realty

  • /25

    $625,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,193 Sq Ft

    1871 Elmwood Dr, Highland Park, IL 60035

    Welcome to 1871 Elmwood Dr! This charming solid brick and stone Ranch is set on a beautifully landscaped corner lot in the heart of coveted Sunset Park. This 2 Bedroom, 2 Bath, updated and meticulously maintained home offers both comfort and style. The lovely Living Room features crown moldings, a woodburning fireplace, custom built ins and an expansive bay window outfitted with plantation

    Ellen Chukerman Compass

    1871 Elmwood Dr, Highland Park, IL 60035
  • /60

    $1,595 - $2,595

    Total Monthly Price

    • Studio - 2 Beds
    • 2 Baths
    • 375 Sq Ft
    • Condo for Rent

    696 Elm Place, Highland Park, IL 60035

    FREE PARKING AVAILABLE ON-SITEAmenities:- Hardwood Floors- Updated Kitchen- Updated Bathroom- Miniblinds- Air Conditioning- Ceiling Fans- Plenty of Closet Space- Laundry on site- Party Room- On-Site Parking- Pet-Friendly Building

    696 Elm Place, Highland Park, IL 60035
  • /29

    $1,425,000

    Sold Sep 11, 2026

    251 Central Ave, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,301 Sq Ft
    • Built 1965

    Last Sold Summary

    • 30% Above List Price
    • $619/SF
    • 4 Days On Market

    Current Estimated Value $1,085,590

    Last Listing Agent Ellen Chukerman Compass

    251 Central Ave, Highland Park, IL 60035
    • /53

      Est $1,097,699

      Not Listed For Sale

      227 Ivy Ln, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,500 Sq Ft
      • Built 1940
      227 Ivy Ln, Highland Park, IL 60035

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Sally O'Donnell @properties Christie's International Real Estate

  • /26

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    1746 Richfield Ave, Highland Park, IL 60035

    Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with over 2,200 sq feet of thoughtful and functional spaces throughout. This 3 Bedroom, 2 Bath Tri-level residence greets you with an abundance of natural light streaming through expansive windows, highlighting the rich hardwood floors that run throughout the home. The heart of the house is an open-concept main

    Ellen Chukerman Compass

    1746 Richfield Ave, Highland Park, IL 60035
  • /13

    $2,125 Per Month

    • 1 Bed
    • 1 Bath
    • 1,150 Sq Ft
    • Apartment for Rent

    1660 2nd St Unit 4, Highland Park, IL 60035

    *Available Now* - Not to be missed, this massive 1 bed + den, 1 bath apartment in the heart of Highland Park has been completely renovated. It has two floors and is over 1100 SF, the second floor has a den/2nd living area that is perfectly set up for work from home. New vinyl plank throughout the unit. Brand new kitchen with stainless steel appliances, walk in pantry directly adjacent to kitchen,

    Gregg Handrich Archpoint Property LLC

    1660 2nd St Unit 4, Highland Park, IL 60035
  • /18

    $170,000

    Sold Oct 14, 2025

    891 Central Ave Unit 331, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • Built 2002

    Last Sold Summary

    • $156/SF
    • 30 Days On Market

    Current Estimated Value $199,795

    Last Listing Agent Carolyn Cerf @properties Christie's International Real Estate

    891 Central Ave Unit 331, Highland Park, IL 60035
    • /33

      Est $1,445,944

      Not Listed For Sale

      265 Ivy Ln, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,300 Sq Ft
      • Built 1949
      265 Ivy Ln, Highland Park, IL 60035

      Last Sold Summary

      • 4 Days On Market

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

  • /24

    $368,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    1071 Deerfield Place Unit 1071, Highland Park, IL 60035

    Welcome to this absolutely charming 2-bedroom, 2.1-bath townhome in a highly sought-after Highland Park location w/ beautiful pond views. The living room features a gas-log fireplace, overlooks the pond, and has direct access to a private patio, perfect for relaxing or enjoying your morning coffee. The kitchen offers ample cabinet space, a casual eating area, and a large window overlooking the

    Stephanie Absler-Orsi RE/MAX Top Performers

    1071 Deerfield Place Unit 1071, Highland Park, IL 60035
  • /19

    $1,950

    Total Monthly Price

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

    730 Judson Ave Unit A0, Highland Park, IL 60035

    730 Judson unit 06Judson + Roger WilliamsHighland Park$1950 per MonthAvailable: 09/15/2026Terrific 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

    730 Judson Ave Unit A0, Highland Park, IL 60035
  • /23

    $960,000

    Sold May 04, 2026

    371 Red Oak Ln, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 1976

    Last Sold Summary

    • 10% Above List Price
    • $332/SF
    • 3 Days On Market

    Current Estimated Value $965,010

    Last Listing Agent Marcia Shanin Engel & Voelkers Chicago North Shore

    371 Red Oak Ln, Highland Park, IL 60035
    • /30

      Est $1,485,929

      Not Listed For Sale

      149 Oak Knoll Terrace, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 4,362 Sq Ft
      • Built 1946
      149 Oak Knoll Terrace, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Deb Baker Compass

  • /25

    $2,550,000

    Pending
    • 4 Beds
    • 5.5 Baths
    • 5,590 Sq Ft

    1551 Mill Trail, Highland Park, IL 60035

    IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback

    Honore Frumentino @properties Christie's International Real Estate

    1551 Mill Trail, Highland Park, IL 60035
  • /8

    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,054 Sq Ft
    • Townhouse for Rent

    667 Homewood Ave Unit 2, Highland Park, IL 60035

    Charming top-floor 2-bedroom, 1-bath rental in a convenient Highland Park location. Features bright living spaces, hardwood floors, and a spacious screened-in porch lined with windows, creating a light-filled bonus space. Laundry and additional storage available in the basement, plus one outdoor parking space. Heat, water, and trash included; tenant pays gas and electric. Close to downtown

    Allison Magnani Berkshire Hathaway HomeServices Chicago

    667 Homewood Ave Unit 2, Highland Park, IL 60035
  • /31

    $555,000

    Sold Jun 24, 2026

    3175 University Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 2,574 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $216/SF
    • 8 Days On Market

    Current Estimated Value $559,967

    Last Listing Agent Keri Meacham Berkshire Hathaway HomeServices Chicago

    3175 University Ave, Highland Park, IL 60035
    • /32

      Est $993,631

      Not Listed For Sale

      149 Deere Park Ct, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,366 Sq Ft
      • Built 1954
      149 Deere Park Ct, Highland Park, IL 60035

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Suzanne Rothenberg Baird & Warner

  • /41

    $549,000

    Open Sun 10:30AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,619 Sq Ft

    211 Sumac Rd, Highland Park, IL 60035

    **Most photos have been virtually staged and digitally enhanced to showcase the home's potential and inspire thoughtful updates.** Midcentury character, architectural volume, and an exceptional setting come together at 211 Sumac Road, ideally located in Highland Park's desirable West Ridge neighborhood. Set along a picturesque, tree-lined street, this well-loved and thoughtfully cared-for

    Stephanie Weisman Compass

    211 Sumac Rd, Highland Park, IL 60035
  • /14

    $2,350 Per Month

    • 2 Beds
    • 1.5 Baths
    • Apartment for Rent

    1988 Green Bay Rd Unit 4, Highland Park, IL 60035

    Fantastic rental in Downtown Highland Park! Walk to everything - restaurants, shopping, Metra, and more. Completely updated throughout with abundant natural light in every room and beautiful exposed brick details that add warmth and character. Enjoy entertaining or relaxing on the private balcony, perfect for summer evenings. Attached 2-car garage plus a private in-unit laundry room conveniently

    Benjamin Lissner Baird & Warner

    1988 Green Bay Rd Unit 4, Highland Park, IL 60035
  • /25

    $615,000

    Sold Sep 04, 2026

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 2,286 Sq Ft
    • Built 1953

    Last Sold Summary

    • $269/SF
    • 5 Days On Market

    Current Estimated Value $667,882

    Last Listing Agent Katie Hauser Compass

    Unlisted Address
    • /44

      Est $1,923,516

      Not Listed For Sale

      15 S Deere Park Dr, Highland Park, IL 60035

      • 3 Beds
      • 5.5 Baths
      • 4,721 Sq Ft
      • Built 1946
      15 S Deere Park Dr, Highland Park, IL 60035

      Last Sold Summary

      • 241 Days On Market

      Last Listing Agent Margie Brooks Baird & Warner

  • /62

    $1,495,000

    $80K PRICE DROP Pending
    • 5 Beds
    • 5.5 Baths
    • 5,819 Sq Ft

    3464 Old Mill Rd, Highland Park, IL 60035

    Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles,

    Kelly Ipjian Exit Strategy Realty

    3464 Old Mill Rd, Highland Park, IL 60035
  • /21

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    2490 Green Bay Rd Unit 1, Highland Park, IL 60035

    Completely remodeled 3 bed/2 bath within walking distance to Schools, metra, shopping and more. Bright and spacious living room with wood burning fire place. Wood floors throughout. Updated kitchen with brand new refrigerator and plenty of storage. New W/D on main level. Dining area with access to side deck. Bedrooms share modern and brand new hallway bath. Back entry area provides access to

    Jacqueline Lotzof Compass

    2490 Green Bay Rd Unit 1, Highland Park, IL 60035
  • /29

    $899,000

    Sold Aug 18, 2026

    303 Charal Ln, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft
    • Built 1963

    Last Sold Summary

    • $364/SF
    • 3 Days On Market

    Current Estimated Value $891,851

    Last Listing Agent Elise Dayan @properties Christie's International Real Estate

    303 Charal Ln, Highland Park, IL 60035
    • /32

      Est $1,439,652

      Not Listed For Sale

      294 N Deere Park Dr W, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,410 Sq Ft
      • Built 1928
      294 N Deere Park Dr W, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Liz Watson @properties Christie's International Real Estate

  • /28

    $690,000

    Open Sun 12PM - 2PM $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,496 Sq Ft

    263 Barberry Rd, Highland Park, IL 60035

    Enjoy the comfort and style of this beautifully renovated 4-bedroom, 2-bath home, ideally situated on a quiet, dead-end street lined with mature trees and just two blocks from Woodridge Park. Thoughtfully redesigned with an open-concept floor plan, the home combines modern finishes with inviting living spaces designed for both everyday living and entertaining. The bright and spacious first floor

    Joseph Ryan Joseph D Ryan

    263 Barberry Rd, Highland Park, IL 60035
  • /8

    $2,350 Per Month

    • 2 Beds
    • 1.5 Baths
    • Apartment for Rent

    1988 Green Bay Rd Unit 1, Highland Park, IL 60035

    Fabulous downtown Highland Park townhome offering a bright, spacious layout and an unbeatable location. The main level features an eat-in kitchen and a generously sized living room highlighted by an exposed brick accent wall and sliding doors leading to a private balcony. The second level includes a spacious primary bedroom with exposed brick detail, a second bedroom, and a shared full bath.

    Benjamin Lissner Baird & Warner

    1988 Green Bay Rd Unit 1, Highland Park, IL 60035
  • /26

    $1,150,000

    Sold Apr 24, 2026

    625 Sheridan Rd, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 4,197 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Below List Price
    • $274/SF
    • 22 Days On Market

    Current Estimated Value $1,222,720

    Last Listing Agent Debbie Scully @properties Christie's International Real Estate

    625 Sheridan Rd, Highland Park, IL 60035
    • /22

      Est $1,703,580

      Not Listed For Sale

      332 N Deere Park Dr W, Highland Park, IL 60035

      • 6 Beds
      • 5.5 Baths
      • 5,554 Sq Ft
      • Built 1925
      332 N Deere Park Dr W, Highland Park, IL 60035

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Sarah Mindes Kale Realty

  • /35

    $1,045,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    1557 Cavell Ave, Highland Park, IL 60035

    Escape to your own private nature retreat! Nestled on a beautifully large wooded 1/3-acre corner lot in coveted Sherwood Forest. This exceptional 4092 sq ft home offers the perfect blend of space, comfort, and versatility to fit today's lifestyle, including 2 potential home offices, an upscale Primary Bathroom, and lots of storage space. The home welcomes you with warmth and charm. Natural light

    Nancy London Baird & Warner

    1557 Cavell Ave, Highland Park, IL 60035
  • /16

    $5,500 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
  • /23

    $1,645,000

    Sold Dec 12, 2025

    8 Heritage Dr, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 2,825 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $582/SF
    • 63 Days On Market

    Current Estimated Value $1,734,352

    Last Listing Agent Michael Hagenson New Era Chicago, LLC

    8 Heritage Dr, Highland Park, IL 60035
    • /49

      Est $1,458,480

      Not Listed For Sale

      333 Lakeside Place, Highland Park, IL 60035

      • 6 Beds
      • 4.5 Baths
      • 4,516 Sq Ft
      • Built 1930
      333 Lakeside Place, Highland Park, IL 60035

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Tim Stassi Dwell One Realty

  • /36

    $1,095,000

    • 6 Beds
    • 5.5 Baths
    • 3,396 Sq Ft

    2925 Parkside Dr, Highland Park, IL 60035

    Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features

    Beth Wexler @properties Christie's International Real Estate

    2925 Parkside Dr, Highland Park, IL 60035
  • /11

    $3,430 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
  • /23

    $550,000

    Sold Dec 22, 2025

    940 Augusta Way Unit 304, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,926 Sq Ft
    • Built 2001

    Last Sold Summary

    • $286/SF
    • 9 Days On Market

    Current Estimated Value $595,763

    Last Listing Agent Dan Timm Baird & Warner

    940 Augusta Way Unit 304, Highland Park, IL 60035
    • /28

      Est $1,389,454

      Not Listed For Sale

      144 Sheridan Rd, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 4,258 Sq Ft
      • Built 1941
      144 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Luminita Ispas Century 21 S.G.R., Inc.

Showing Results 81 - 120, Page 3 of 18

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