$1,295,000
New Construction
$200K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,281 Sq Ft
251 High St, Highwood, IL 60040
Margie Brooks Baird & Warner
1,535
Homes in ZIP Code 60040
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251 High St, Highwood, IL 60040
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Starting at $2,532 Per Month
- 1 - 3 Beds
440 Green Bay Rd, Highwood, IL 60040
440 Green Bay Rd, Highwood, IL 60040Welcome 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.
HIGHPOINT Highwood Station 440
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$285,000
Sold Apr 01, 2026330 Highwood Ave Unit 2B, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,364 Sq Ft
- Built 1984
Last Sold Summary
- $209/SF
Current Estimated Value $298,606
Last Listing Agent Jim Abbott Baird & Warner
330 Highwood Ave Unit 2B, Highwood, IL 60040 -
Est $366,346
Not Listed For Sale500 Lake View Ave Unit 2A, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,149 Sq Ft
- Built 1986
Last Sold Summary
- 6 Days On Market
Last Listing Agent Janet Borden Compass
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$775,000
$25K PRICE DROP Pending- 5 Beds
- 4 Baths
43 Clay Ave, Highwood, IL 60040
43 Clay Ave, Highwood, IL 60040Jim Abbott Baird & Warner
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$3,400
Total Monthly Price
- 3 Beds
- 3 Baths
- 800 Sq Ft
- Condo for Rent
250 High St Unit 1, Highwood, IL 60040
250 High St Unit 1, Highwood, IL 60040Brand new construction - pics to come in the next few weeks. Three beds, three baths with a spaceous kitchen and island. In unit washer/dryer. 1 bathroom with bathtub, other two have stand up showers. 1 garage parking spot included.
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$700,000
Sold Nov 07, 2025738 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 $740,392
Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate
738 Lyster Rd Unit 1, Highwood, IL 60040 -
Est $309,714
Not Listed For Sale538 Green Bay Rd, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,167 Sq Ft
- Built 1888
Last Sold Summary
- 13 Days On Market
Last Listing Agent Rafay Qamar Real Broker LLC
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$699,000
Pending- 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
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Starting at $1,789 Per Month
- 1 - 3 Beds
634 Sheridan Rd, Highwood, IL 60040
634 Sheridan Rd, Highwood, IL 60040Nestled 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.
Arrive North Shore
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$636,000
Sold Aug 13, 202652 S Central Ave, Highwood, IL 60040
- 4 Beds
- 2 Baths
- 2,260 Sq Ft
- Built 1928
Last Sold Summary
- 2% Below List Price
- $281/SF
- 0 Days On Market
Current Estimated Value $636,977
Last Listing Agent Laura McCain Compass
52 S Central Ave, Highwood, IL 60040 -
Est $500,241
Not Listed For Sale540 Green Bay Rd, Highwood, IL 60040
- 3 Beds
- 1.5 Baths
- 1,350 Sq Ft
- Built 1890
Last Sold Summary
- 13 Days On Market
Last Listing Agent Rafay Qamar Real Broker LLC
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$1,199,000
- 4 Beds
- 3.5 Baths
- 4,222 Sq Ft
47 Holabird Cir, Highwood, IL 60040
47 Holabird Cir, Highwood, IL 60040Janet Borden Compass
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$1,900
Total Monthly Price
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Condo for Rent
30 Michigan Ave Unit 2, Highwood, IL 60040
30 Michigan Ave Unit 2, Highwood, IL 6004030 Michigan ave is a two flat house in which the second floor is available for rent. Utilities are $150 additional to rent price. This 2 bedroom 1 bath is 800 square ft with a personal deck that is 300 square ft. This space has been completely renovated with brand new wood floors, new appliances, new cabinets, new bathroom and brand new patio ready for furniture. Parking spot available in
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$310,000
Sold Jul 07, 2026225 Burchell Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
- Built 1933
Last Sold Summary
- 19% Below List Price
- $217/SF
- 66 Days On Market
Current Estimated Value $427,103
Last Listing Agent Jim Abbott Baird & Warner
225 Burchell Ave, Highwood, IL 60040 -
Not Listed For Sale
114 Michigan Ave, Highwood, IL 60040
- 3 Beds
- 1 Bath
- 2,200 Sq Ft
- Built 1933
Last Sold Summary
- 255 Days On Market
Last Listing Agent Mirella Caputo @properties Christie's International Real Estate
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$679,000
Pending- 5 Beds
- 3 Baths
- 1,788 Sq Ft
339 Prairie Ave, Highwood, IL 60040
339 Prairie Ave, Highwood, IL 60040Dmitry Livshis Liv Realty Inc
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$2,200 Per Month
- 2 Beds
- 1 Bath
- House for Rent
47 Prairie Ave Unit RearHouse, Highwood, IL 60040
47 Prairie Ave Unit RearHouse, Highwood, IL 60040Charming & Sun-Filled 2-Bedroom, 1-Bath Ranch-Style Home In The Heart Of Highwood! Beautifully Updated & Move-In Ready, This Inviting Home Features A Brand-New Kitchen, Updated Bathroom, New Flooring, Fresh Paint, Modern Fixtures, & Newly Added A/C For Year-Round Comfort. Laundry Room In Basement + Additional Storage. Ideally Located Just Minutes From Highwood's Restaurants, Shopping, Train
Sandra Locascio RE/MAX Suburban
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$799,000
Sold Sep 19, 2025762 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 $824,609
Last Listing Agent Michael Mitchell @properties Christie's International Real Estate
762 Deroo Loop Unit 5, Highwood, IL 60040 -
Est $352,365
Not Listed For Sale3 Burtis Ave, Highwood, IL 60040
- 2 Beds
- 1.5 Baths
- 864 Sq Ft
- Built 1920
Last Sold Summary
- 25 Days On Market
Last Listing Agent Erin Kahn @properties Christie's International Real Estate
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$445,000
Pending- 3 Beds
- 1 Bath
- 1,263 Sq Ft
125 S Central Ave, Highwood, IL 60040
125 S Central Ave, Highwood, IL 60040Carolyn Cerf @properties Christie's International Real Estate
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$4,072 Per Month
- 3 Beds
- 2.5 Baths
- 1,791 Sq Ft
- Townhouse for Rent
20 Webster Ave Unit C, Highwood, IL 60040
20 Webster Ave Unit C, Highwood, IL 60040Rarely available Highwood 3 bedroom, 2.5 bathroom townhome is now available. This listing boasts hardwood floors throughout each floor, central air conditioning and heat, and washer / dryer in the unit. Granite countertops and stainless steel appliances (incl. dishwasher) in massive kitchen. More than ample countertop and cabinet space to enjoy. Large & sunny living area with separate dining
Daniel Management Group Daniel Management Group Inc
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$890,000
Sold Oct 01, 2025795 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 $855,820
Last Listing Agent Karen Chien-Rooney Compass
795 Stables Ct W Unit 4, Highwood, IL 60040 -
Est $517,313
Not Listed For Sale32 Michigan Ave, Highwood, IL 60040
- 4 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 1923
Last Sold Summary
- 9 Days On Market
Last Listing Agent Beth Alberts Compass
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$1,150,000
New Construction Open Sat 10:30AM - 12PM- 3 Beds
- 3.5 Baths
- 2,638 Sq Ft
105 Prairie Ave Unit 105C, Highwood, IL 60040
105 Prairie Ave Unit 105C, Highwood, IL 60040Jennifer Boudreau Compass
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$2,800 Per Month
- 3 Beds
- 2 Baths
- 1,736 Sq Ft
- Townhouse for Rent
322 Euclid Ave, Highwood, IL 60040
322 Euclid Ave, Highwood, IL 60040Beautifully remodeled 3 bedroom 2 bath duplex is fabulous Highwood location. Lovely updated kitchen, gorgeous hardwood floors throughout much of the home. Parking includes one garage space and one exterior space in the driveway. Close to all the amazing Highwood businesses, train, festivals and schools. Dogs and cats considered at owners discretion. No other pets considered. More photos coming
Mada Hitchmough Compass
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$190,000
Sold Oct 01, 2025307 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 $314,522
Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago
307 Prairie Ave, Highwood, IL 60040 -
Est $431,210
Not Listed For Sale102 High St, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Built 1930
Last Sold Summary
- 9 Days On Market
Last Listing Agent Joe Tyler Gerber Baird & Warner
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$549,000
$50K PRICE DROP- 4 Beds
- 2 Baths
124 S Central Ave, Highwood, IL 60040
124 S Central Ave, Highwood, IL 60040Mada Hitchmough Compass
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$2,500 Per Month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
217 Highwood Ave Unit 1A, Highwood, IL 60040
217 Highwood Ave Unit 1A, Highwood, IL 60040Highwood on the North Shore Apartment. This rental property offers approximately 900 square feet of living space with two bedrooms and one bathroom. The open concept layout connects the living room, dining room, and kitchen, creating a seamless flow throughout the residence. The kitchen is equipped with essential appliances and ample counter space for meal preparation. The bedrooms feature ample
Carol Santi Coldwell Banker Realty
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$375,000
Sold Dec 19, 2025228 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 $383,206
Last Listing Agent Sandra Locascio RE/MAX Suburban
228 Llewellyn Ave, Highwood, IL 60040 -
Est $527,460
Not Listed For Sale125 Maple Ave, Highwood, IL 60040
- 3 Beds
- 2 Baths
- 1,443 Sq Ft
- Built 1931
Last Sold Summary
- 18 Days On Market
Last Listing Agent Beth Alberts Compass
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$775,000
Pending- 2 Beds
- 2.5 Baths
- 2,400 Sq Ft
25 Ronan Rd Unit 204, Highwood, IL 60040
25 Ronan Rd Unit 204, Highwood, IL 60040Susan Ringel Segal @properties Christie's International Real Estate
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$2,800 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
-
$1,175,000
Sold Aug 21, 202688 Holabird Cir, Highwood, IL 60040
- 4 Beds
- 4 Baths
- 3,485 Sq Ft
- Built 2000
Last Sold Summary
- 6% Below List Price
- $337/SF
- 9 Days On Market
Current Estimated Value $1,101,516
Last Listing Agent Alison Wertheimer @properties Christie's International Real Estate
88 Holabird Cir, Highwood, IL 60040 -
Est $418,456
Not Listed For Sale144 Morgan Place, Highwood, IL 60040
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
- Built 1955
Last Sold Summary
- 18 Days On Market
Last Listing Agent Darren Allen Real Broker LLC
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$990,000
New Construction Open Sat 10:30AM - 12PM- 3 Beds
- 3.5 Baths
- 2,250 Sq Ft
49 Prairie Ave Unit 49B, Highwood, IL 60040
49 Prairie Ave Unit 49B, Highwood, IL 60040Jennifer Boudreau Compass
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$255,000
Sold Jan 09, 2026330 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 $278,188
Last Listing Agent Andrew Langer @properties Christie's International Real Estate
330 Highwood Ave Unit 2A, Highwood, IL 60040 -
Est $513,220
Not Listed For Sale116 High St, Highwood, IL 60040
- 2 Beds
- 1.5 Baths
- 1,202 Sq Ft
- Built 1923
Last Sold Summary
- 5 Days On Market
Last Listing Agent Beth Alberts Compass
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$699,000
- 4 Beds
- 2 Baths
- 1,904 Sq Ft
27 Pleasant Ave, Highwood, IL 60040
27 Pleasant Ave, Highwood, IL 60040Carol Santi Coldwell Banker Realty
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