1,529
Highwood, IL Homes
-
-
$2,995 Per Month
- 3 Beds
- 1 Bath
- Apartment for Rent
423 Funston Ave Unit 2F, Highwood, IL 60040
423 Funston Ave Unit 2F, Highwood, IL 60040Lovely rehabbed 3 bedroom apartment ideally located close to all the action in the vibrant village of Highwood. This inviting home features a modern kitchen with granite countertops, gas cooking, and ample storage. Both bedrooms are generously sized and offer flexibility for a variety of needs, while the bonus space is perfect for a dedicated home office.The beautifully updated bathroom features
Axel Cohen Compass
-
$430,000
Sold Feb 24, 2026137 Highwood Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1930
Last Sold Summary
- 4% Above List Price
- $375/SF
- 5 Days On Market
Current Estimated Value $422,677
Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago
137 Highwood Ave, Highwood, IL 60040 -
Est $577,670
Not Listed For Sale63 Western Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 2,117 Sq Ft
- Built 1955
Last Sold Summary
- 4 Days On Market
-
$750,000
- 6 Beds
- 6 Baths
240 & 242 Highwood Ave, Highwood, IL 60040
240 & 242 Highwood Ave, Highwood, IL 60040Cory Albiani @properties Christie's International Real Estate
-
$2,409 Per Month
- 1 Bed
- 1 Bath
- 862 Sq Ft
- Apartment for Rent
440 Green Bay Rd Unit 401, Highwood, IL 60040
440 Green Bay Rd Unit 401, Highwood, IL 60040This 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.
-
$310,000
Sold Oct 01, 2025311 Prairie Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
- Built 1946
Last Sold Summary
- 5% Below List Price
- $208/SF
- 2 Days On Market
Current Estimated Value $328,273
Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago
311 Prairie Ave, Highwood, IL 60040 -
Est $554,398
Not Listed For Sale321 Prairie Ave, Highwood, IL 60040
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
- Built 1928
Last Sold Summary
- 16 Days On Market
-
$150,000
- Land
- 0 Sq Ft
0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040
0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040 -
$600,000
Sold Aug 29, 2025336 Burchell Ave, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,923 Sq Ft
- Built 1986
Last Sold Summary
- 1% Above List Price
- $312/SF
Current Estimated Value $612,958
Last Listing Agent Carol Santi Coldwell Banker Realty
336 Burchell Ave, Highwood, IL 60040 -
Est $489,467
Not Listed For Sale337 Prairie Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1942
Last Sold Summary
- 1 Day On Market
-
$995,000
Pending- 5 Beds
- 3.5 Baths
- 3,072 Sq Ft
42 Holabird Loop, Highwood, IL 60040
42 Holabird Loop, Highwood, IL 60040Philip Wrigley Coldwell Banker Realty
-
$500,000
Sold Dec 31, 2025221 Burchell Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 2,101 Sq Ft
- Built 1923
Last Sold Summary
- 12% Below List Price
- $238/SF
- 21 Days On Market
Current Estimated Value $508,195
Last Listing Agent Carol Santi Coldwell Banker Realty
221 Burchell Ave, Highwood, IL 60040 -
Est $466,055
Not Listed For Sale44 Prairie Ave, Highwood, IL 60040
- 5 Beds
- 2 Baths
- 2,201 Sq Ft
- Built 1930
Last Sold Summary
- 28 Days On Market
-
$349,900
Sold Jul 30, 2025334 Ashland Ave Unit 103, Highwood, IL 60040
- 2 Beds
- 2.5 Baths
- 1,818 Sq Ft
- Built 1979
Last Sold Summary
- 5% Below List Price
- $192/SF
- 38 Days On Market
Current Estimated Value $362,311
Last Listing Agent Ivan Santos O'Neil Property Group, LLC
334 Ashland Ave Unit 103, Highwood, IL 60040 -
Est $536,981
Not Listed For Sale129 Highwood Ave, Highwood, IL 60040
- 2 Beds
- 3.5 Baths
- 1,954 Sq Ft
- Built 1925
Last Sold Summary
- 24 Days On Market
-
$565,000
Sold Jun 27, 2025317 Highwood Ave, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,922 Sq Ft
- Built 1984
Last Sold Summary
- 5% Below List Price
- $294/SF
- 39 Days On Market
Current Estimated Value $549,407
Last Listing Agent Anna Klarck AK Homes
317 Highwood Ave, Highwood, IL 60040 -
Est $393,354
Not Listed For Sale238 Jeffreys Place, Highwood, IL 60040
- 4 Beds
- 3 Baths
- 1,638 Sq Ft
- Built 1950
Last Sold Summary
- 16 Days On Market
-
$1,307,500
Sold Jul 10, 20252528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
- 3 Beds
- 2.5 Baths
- 2,900 Sq Ft
- Built 2024
Last Sold Summary
- 1% Above List Price
- $451/SF
- 640 Days On Market
Current Estimated Value $1,327,702
Last Listing Agent John Barry Mc Naughton Realty Group
2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035 -
Est $459,439
Not Listed For Sale238 High St, Highwood, IL 60040
- 3 Beds
- 3 Baths
- 1,560 Sq Ft
- Built 1929
Last Sold Summary
- 0 Days On Market
-
$915,000
Sold Jun 01, 202644 Westover Rd, Highwood, IL 60040
- 4 Beds
- 2.5 Baths
- 3,750 Sq Ft
- Built 1999
Last Sold Summary
- 2% Above List Price
- $244/SF
- 3 Days On Market
Current Estimated Value $892,113
Last Listing Agent Ryan Cherney Circle One Realty
44 Westover Rd, Highwood, IL 60040 -
Est $496,684
Not Listed For Sale230 Oakridge Ave, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 2,720 Sq Ft
- Built 1924
Last Sold Summary
- 20 Days On Market
-
$861,000
Sold Apr 01, 2026263 Michigan Ave, Highwood, IL 60040
- 3 Beds
- 2.5 Baths
- 2,483 Sq Ft
- Built 1973
Last Sold Summary
- 1% Above List Price
- $347/SF
- 7 Days On Market
Current Estimated Value $878,420
Last Listing Agent Cory Albiani @properties Christie's International Real Estate
263 Michigan Ave, Highwood, IL 60040 -
Est $582,856
Not Listed For Sale247 Highwood Ave, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 846 Sq Ft
- Built 1950
Last Sold Summary
- 80 Days On Market
-
$275,000
Sold Apr 09, 2026500 Lakeview Ave Unit 1C, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,013 Sq Ft
- Built 1986
Last Sold Summary
- 10% Above List Price
- $271/SF
Current Estimated Value $263,323
Last Listing Agent Carol Santi Coldwell Banker Realty
500 Lakeview Ave Unit 1C, Highwood, IL 60040 -
Est $355,603
Not Listed For Sale320 Prairie Ave, Highwood, IL 60040
- 3 Beds
- 1.5 Baths
- 994 Sq Ft
- Built 1939
Last Sold Summary
- 5 Days On Market
-
$370,000
Sold Jun 26, 2025218 S Central Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,093 Sq Ft
- Built 1956
Last Sold Summary
- 7% Above List Price
- $339/SF
- 3 Days On Market
Current Estimated Value $386,799
Last Listing Agent Thomas Hood Riverside Management
218 S Central Ave, Highwood, IL 60040 -
Est $395,287
Not Listed For Sale214 S Central Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 1955
Last Sold Summary
- 23 Days On Market
-
$655,000
Sold Feb 26, 202625 Webster Ave, Highwood, IL 60040
- 6 Beds
- 4 Baths
- 3,504 Sq Ft
- Built 1920
Last Sold Summary
- 2% Below List Price
- $187/SF
- 7 Days On Market
Current Estimated Value $646,450
Last Listing Agent Alissa Morton Compass
25 Webster Ave, Highwood, IL 60040 -
Est $510,115
Not Listed For Sale330 Prairie Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,412 Sq Ft
- Built 1950
Last Sold Summary
- 5 Days On Market
-
$935,000
Sold Sep 30, 2025281 Michigan Ave, Highwood, IL 60040
- 3 Beds
- 4 Baths
- 3,600 Sq Ft
- Built 1978
Last Sold Summary
- 9% Below List Price
- $260/SF
- 21 Days On Market
Current Estimated Value $943,186
Last Listing Agent Beth Alberts Compass
281 Michigan Ave, Highwood, IL 60040 -
Est $533,238
Not Listed For Sale334 Prairie Ave, Highwood, IL 60040
- 4 Beds
- 2 Baths
- 3,808 Sq Ft
- Built 1958
Last Sold Summary
- 92 Days On Market
-
$349,900
Sold Aug 29, 2025500 Lake View Ave Unit 2A, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,149 Sq Ft
- Built 1986
Last Sold Summary
- $305/SF
- 6 Days On Market
Current Estimated Value $354,635
Last Listing Agent Janet Borden Compass
500 Lake View Ave Unit 2A, Highwood, IL 60040 -
Est $245,802
Not Listed For Sale338 Prairie Ave, Highwood, IL 60040
- 2 Beds
- 1 Bath
- 780 Sq Ft
- Built 1930
Last Sold Summary
- 6 Days On Market
-
$287,500
Sold Aug 27, 2025540 Green Bay Rd, Highwood, IL 60040
- 3 Beds
- 1.5 Baths
- 1,350 Sq Ft
- Built 1890
Last Sold Summary
- $213/SF
- 13 Days On Market
Current Estimated Value $495,333
Last Listing Agent Rafay Qamar Real Broker LLC
540 Green Bay Rd, Highwood, IL 60040 -
Est $501,041
Not Listed For Sale236 Evolution Ave, Highwood, IL 60040
- 3 Beds
- 3 Baths
- 1,700 Sq Ft
- Built 1930
Last Sold Summary
- 24 Days On Market
-
$335,000
Sold Jul 16, 20253 Burtis Ave, Highwood, IL 60040
- 2 Beds
- 1.5 Baths
- 864 Sq Ft
- Built 1920
Last Sold Summary
- 4% Below List Price
- $388/SF
- 25 Days On Market
Current Estimated Value $355,106
Last Listing Agent Erin Kahn @properties Christie's International Real Estate
3 Burtis Ave, Highwood, IL 60040 -
Est $564,980
Not Listed For Sale209 North Ave, Highwood, IL 60040
- 6 Beds
- 2 Baths
- 2,736 Sq Ft
- Built 1945
Last Sold Summary
- 4 Days On Market
-
$287,500
Sold Aug 27, 2025538 Green Bay Rd, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,167 Sq Ft
- Built 1888
Last Sold Summary
- $246/SF
- 13 Days On Market
Current Estimated Value $306,605
Last Listing Agent Rafay Qamar Real Broker LLC
538 Green Bay Rd, Highwood, IL 60040 -
Est $1,016,785
Not Listed For Sale423 Funston Ave, Highwood, IL 60040
- 8 Beds
- 4 Baths
- 4,268 Sq Ft
- Built 1929
Last Sold Summary
- 47 Days On Market
Showing Results 41 - 80, Page 2 of 18
Copyright © 2026 CoStar Group
