Homes in ZIP Code 60040

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  /24

  $800,000

  • 5 Beds
  • 4 Baths

  43 Clay Ave, Highwood, IL 60040

  Exceptional investment opportunity in the heart of downtown ! Perfectly situated on a quiet one-way street within the city's vibrant business district, this beautifully maintained and newly remodeled three-flat has been thoughtfully updated from top to bottom. Each unit showcases stylish new kitchens and baths with modern cabinetry, quartz countertops, updated lighting and fixtures, new tile,

  Jim Abbott Baird & Warner

  43 Clay Ave, Highwood, IL 60040
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  /48

  $2,324 - $3,201 per month

  HIGHPOINT Highwood Station 440

  1 - 3 Beds

  440 Green Bay Rd, Highwood, IL 60040

  Welcome to Highpoint Highwood Station 440 modern 1, 2 & 3-bedroom apartments for rent in Highwood, IL. Enjoy updated kitchens, in-unit laundry, and walkable access to downtown Highwood, Green Bay Road, and Fort Sheridan. Our pet-friendly community offers convenient living near Highland Park, boutique dining, and local shops. Schedule your tour today.

  440 Green Bay Rd, Highwood, IL 60040
• 

  

  /2

  $355,000 Sold Jun 16, 2025

  328 Oak Terrace Ave, Highwood, IL 60040

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Above List Price
  • $254/SF
  • 1 Day On Market

  Current Estimated Value $368,637

  Last Listing Agent David Wilkerson eXp Realty

  328 Oak Terrace Ave, Highwood, IL 60040
• 

  

  

  /4

  Est $184,683 Not Listed For Sale

  0 N Central Ave, Highwood, IL 60040

  0 N Central Ave, Highwood, IL 60040

  Last Sold Summary

  • 31% Above List Price
  • 23 Days On Market

  Last Sold Price $141,000

  Last Listing Agent Carolyn Cerf @ Properties
• 

  

  

  /11

  $779,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,400 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. - $15,000 of free options if under contract by 2/15/2026

  Jorge Zea Jorge Zea Managing Broker

  535 Lockard Ln, Highwood, IL 60040
• 

  

  /21

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • House for Rent

  114 Michigan Ave, Highwood, IL 60040

  Completely renovated and move-in ready, this stunning single-family home in the heart of Highwood combines modern updates with timeless charm. The 1st floor features a new eat-in kitchen with white Shaker cabinets, quartz countertops with a breakfast bar, a subway-tile backsplash & Stainless Steel appliances, all opening to the adjacent dining room. A huge formal living room, a large den (perfect

  Derek DiSera Compass

  114 Michigan Ave, Highwood, IL 60040
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  /16

  $700,000 Sold Nov 07, 2025

  738 Lyster Rd Unit 1, Highwood, IL 60040

  • 2 Beds
  • 2.5 Baths
  • 2,552 Sq Ft
  • Built 1885

  Last Sold Summary

  • 7% Below List Price
  • $274/SF
  • 48 Days On Market

  Current Estimated Value $714,623

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

  738 Lyster Rd Unit 1, Highwood, IL 60040
• 

  

  /33

  Est $641,820 Not Listed For Sale

  338 Burchell Ave, Highwood, IL 60040

  • 3 Beds
  • 3.5 Baths
  • 4,002 Sq Ft
  • Built 1971

  338 Burchell Ave, Highwood, IL 60040

  Last Sold Summary

  • 22% Above List Price
  • $131/SF
  • 26 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Anthony Maione @ Properties
• 

  

  /25

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft

  239 Sheridan Ave, Highwood, IL 60040

  Charming Home Steps from Downtown Highwood! Welcome to this inviting 3-bedroom, 1-bath home located just steps from vibrant downtown Highwood. Featuring a large kitchen with an attached dining room, this home offers the perfect blend of comfort and convenience. The partially finished basement provides additional living space or room to grow, while the 2-car garage adds valuable storage and

  Carol Santi Coldwell Banker Realty

  239 Sheridan Ave, Highwood, IL 60040
• 

  

  /35

  $1,759 - $2,868 per month

  Arrive North Shore

  1 - 3 Beds

  634 Sheridan Rd, Highwood, IL 60040

  Nestled between affluent Lake Forest and Highland Park, Arrive North Shore® is located in vibrant downtown Highwood and offers a unique opportunity to live on Chicago's scenic North Shore, just minutes away from Downtown Highwood shops and restaurants and Fort Sheridan Metra Stations. Our newly restyled apartment homes are equipped with deluxe kitchens, generous living spaces, and private patios.

  634 Sheridan Rd, Highwood, IL 60040
• 

  

  /36

  $799,000 Sold Sep 19, 2025

  762 Deroo Loop Unit 5, Highwood, IL 60040

  • 3 Beds
  • 2.5 Baths
  • 3,173 Sq Ft
  • Built 1885

  Last Sold Summary

  • $252/SF
  • 18 Days On Market

  Current Estimated Value $816,531

  Last Listing Agent Michael Mitchell @properties Christie's International Real Estate

  762 Deroo Loop Unit 5, Highwood, IL 60040
• 

  

  /20

  Est $476,247 Not Listed For Sale

  32 Michigan Ave, Highwood, IL 60040

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Built 1923

  32 Michigan Ave, Highwood, IL 60040

  Last Sold Summary

  • 10% Below List Price
  • $307/SF
  • 9 Days On Market

  Last Sold Price $529,000

  Last Listing Agent Beth Alberts Compass
• 

  

  /20

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  225 Burchell Ave, Highwood, IL 60040

  Great unit for investors, there is already a tenant in there month to month that would like to stay. Walk out unfinished basement with bathroom. PLEASE NOTE MANY PHOTOS ARE VIRTUALLY STAGED. Original is first photo, followed by the staged version of it.

  Jim Abbott Baird & Warner

  225 Burchell Ave, Highwood, IL 60040
• 

  

  /13

  $2,458 per month

  • 1 Bed
  • 1 Bath
  • 753 Sq Ft
  • Apartment for Rent

  440 Green Bay Rd Unit 606, Highwood, IL 60040

  This one-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

  Christopher Dumitru Crosstown Realtors, Inc.

  440 Green Bay Rd Unit 606, Highwood, IL 60040
• 

  /2

  $890,000 Sold Oct 01, 2025

  795 Stables Ct W Unit 4, Highwood, IL 60040

  • 3 Beds
  • 2.5 Baths
  • 2,617 Sq Ft
  • Built 1895

  Last Sold Summary

  • 4% Below List Price
  • $340/SF
  • 11 Days On Market

  Current Estimated Value $909,392

  Last Listing Agent Karen Chien-Rooney Compass

  795 Stables Ct W Unit 4, Highwood, IL 60040
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  /26

  Est $432,137 Not Listed For Sale

  102 High St, Highwood, IL 60040

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • Built 1930

  102 High St, Highwood, IL 60040

  Last Sold Summary

  • 6% Above List Price
  • $328/SF
  • 9 Days On Market

  Last Sold Price $408,000

  Last Listing Agent Joe Tyler Gerber Baird Warner
• 

  

  /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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  /15

  $3,201 per month

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Apartment for Rent

  440 Green Bay Rd Unit 605, Highwood, IL 60040

  This two-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

  Christopher Dumitru Crosstown Realtors, Inc.

  440 Green Bay Rd Unit 605, Highwood, IL 60040
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  /2

  $190,000 Sold Oct 01, 2025

  307 Prairie Ave, Highwood, IL 60040

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1923

  Last Sold Summary

  • 12% Below List Price
  • $192/SF
  • 3 Days On Market

  Current Estimated Value $227,923

  Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

  307 Prairie Ave, Highwood, IL 60040
• 

  

  /19

  Est $506,035 Not Listed For Sale

  125 Maple Ave, Highwood, IL 60040

  • 3 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • Built 1931

  125 Maple Ave, Highwood, IL 60040

  Last Sold Summary

  • 4% Below List Price
  • $364/SF
  • 18 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Beth Alberts Compass
• 

  

  /28

  $799,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  525 Lockard Ln, Highwood, IL 60040

  Proposed custom home well below market value for a limited time. First floor owners suites and ranch plans now available. Won't last long.

  Jorge Zea Jorge Zea Managing Broker

  525 Lockard Ln, Highwood, IL 60040
• 

  

  /15

  $2,995 per month

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Apartment for Rent

  440 Green Bay Rd Unit 405, Highwood, IL 60040

  This two-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

  Christopher Dumitru Crosstown Realtors, Inc.

  440 Green Bay Rd Unit 405, Highwood, IL 60040
• 

  

  /29

  $350,000 Sold Jun 12, 2025

  238 Jeffreys Place, Highwood, IL 60040

  • 4 Beds
  • 3 Baths
  • 1,638 Sq Ft
  • Built 1950

  Last Sold Summary

  • $214/SF
  • 16 Days On Market

  Current Estimated Value $363,335

  Last Listing Agent Frank Rusin Four Seasons Realty, Inc.

  238 Jeffreys Place, Highwood, IL 60040
• 

  

  /15

  Est $403,763 Not Listed For Sale

  144 Morgan Place, Highwood, IL 60040

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1955

  144 Morgan Place, Highwood, IL 60040

  Last Sold Summary

  • 4% Above List Price
  • $318/SF
  • 18 Days On Market

  Last Sold Price $389,000

  Last Listing Agent Darren Allen Real Broker LLC
• 

  

  /38

  $899,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  44 Westover Rd, Highwood, IL 60040

  Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60"

  Ryan Cherney Circle One Realty

  44 Westover Rd, Highwood, IL 60040
• 

  

  /13

  $2,324 per month

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft
  • Apartment for Rent

  440 Green Bay Rd Unit 412, Highwood, IL 60040

  This one-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

  Christopher Dumitru Crosstown Realtors, Inc.

  440 Green Bay Rd Unit 412, Highwood, IL 60040
• 

  

  /38

  $885,000 Sold Jun 30, 2025

  27 Rienzi Ln, Highwood, IL 60040

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $253/SF
  • 11 Days On Market

  Current Estimated Value $929,590

  Last Listing Agent Alison Wertheimer @properties Christie's International Real Estate

  27 Rienzi Ln, Highwood, IL 60040
• 

  

  /18

  Est $430,305 Not Listed For Sale

  116 High St, Highwood, IL 60040

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft
  • Built 1923

  116 High St, Highwood, IL 60040

  Last Sold Summary

  • 1% Above List Price
  • $354/SF
  • 5 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Beth Alberts Compass
• 

  

  /29

  $800,000

  • 7 Beds
  • 3 Baths

  308 Washington Ave, Highwood, IL 60040

  Great investment property in Highwood. Unit 1 is 6 rooms, 3 bed, 1 bath rented at $2,950. Unit 2 is 6 rooms, 3 bed, 1 bath rented at $2,755. Unit 3 a 3 room 1 bath 1 bath rented at $1,450. Garage houses 4 cars, two spaces double deep. ALL LEASES THROUGH MARCH 2027. Currently tenant only responsible for wifi/internet. Landlord charges $50 a month for all other utilities. PHOTOS ARE VIRTUALLY

  Jim Abbott Baird & Warner

  308 Washington Ave, Highwood, IL 60040
• 

  

  /13

  $2,150 per month

  • 1 Bed
  • 1 Bath
  • 770 Sq Ft
  • Apartment for Rent

  246 Green Bay Rd Unit 209, Highwood, IL 60040

  Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

  Christopher Dumitru Crosstown Realtors, Inc.

  246 Green Bay Rd Unit 209, Highwood, IL 60040
• 

  

  /29

  $375,000 Sold Dec 19, 2025

  228 Llewellyn Ave, Highwood, IL 60040

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Built 1920

  Last Sold Summary

  • $253/SF
  • 43 Days On Market

  Current Estimated Value $368,934

  Last Listing Agent Sandra Locascio RE/MAX Suburban

  228 Llewellyn Ave, Highwood, IL 60040
• 

  

  /19

  Est $388,175 Not Listed For Sale

  217 Prairie Ave, Highwood, IL 60040

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1930

  217 Prairie Ave, Highwood, IL 60040

  Last Sold Summary

  • 19% Above List Price
  • $248/SF
  • 29 Days On Market

  Last Sold Price $327,500

  Last Listing Agent Carol Santi Coldwell Banker Realty
• 

  

  /29

  $1,600,000 Pending

  • 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
• 

  

  /13

  $2,053 per month

  • 1 Bed
  • 1 Bath
  • 795 Sq Ft
  • Apartment for Rent

  546 Green Bay Rd Unit 202, Highwood, IL 60040

  Luxury Living in the Heart of Highwood! This stunning 1-bedroom, 1-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

  Christopher Dumitru Crosstown Realtors, Inc.

  546 Green Bay Rd Unit 202, Highwood, IL 60040
• 

  /2

  $830,000 Sold Jul 07, 2025

  754 Lyster Rd Unit D, Highwood, IL 60040

  • 3 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • Built 1895

  Last Sold Summary

  • 11% Above List Price
  • $345/SF
  • 3 Days On Market

  Current Estimated Value $833,021

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

  754 Lyster Rd Unit D, Highwood, IL 60040
• 

  

  /4

  Est $368,799 Not Listed For Sale

  239 Prairie Ave, Highwood, IL 60040

  • 3 Beds
  • 2.5 Baths
  • 1,075 Sq Ft
  • Built 1938

  239 Prairie Ave, Highwood, IL 60040

  Last Sold Summary

  • 3% Above List Price
  • $334/SF
  • 17 Days On Market

  Last Sold Price $359,000

  Last Listing Agent Shara Fata Hashlang, Inc.
• 

  /2

  $150,000

  • Land
  • 0 Acre

  0 Wrendale Ave Unit MRD12487576, 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 MRD12487576, Highwood, IL 60040
• 

  

  /13

  $2,234 per month

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft
  • Apartment for Rent

  246 Green Bay Rd Unit 201, Highwood, IL 60040

  Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

  Christopher Dumitru Crosstown Realtors, Inc.

  246 Green Bay Rd Unit 201, Highwood, IL 60040
• 

  

  /26

  $255,000 Sold Jan 09, 2026

  330 Highwood Ave Unit 2A, Highwood, IL 60040

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $170/SF
  • 7 Days On Market

  Current Estimated Value $269,870

  Last Listing Agent Andrew Langer @properties Christie's International Real Estate

  330 Highwood Ave Unit 2A, Highwood, IL 60040
• 

  

  /20

  Est $475,020 Not Listed For Sale

  102 S Central Ave, Highwood, IL 60040

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft
  • Built 1929

  102 S Central Ave, Highwood, IL 60040

  Last Sold Summary

  • 5% Below List Price
  • $327/SF
  • 2 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Beth Alberts Compass

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