Highwood, IL Real Estate Listings

8 real estate listings match this search criteria near Highwood.

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Active
35 photos
$925,000
3 bd, 3.5 ba, 2,638 Sq Ft
105 Prairie Avenue 105CHighwood, IL 60040#12774230
Townhouse3 days
Active
25 photos
$849,000
3 bd, 3.5 ba, 2,250 Sq Ft
49 Prairie Avenue 49BHighwood, IL 60040#12774224
Townhouse3 days
Active
24 photos
$600,000
5 bd, 2.5 ba, 3,070 Sq Ft
325 Grove AvenueHighwood, IL 60040#12762775
Single Family Residence10 days
Active
51 photos
$700,000
3 bd, 2.5 ba, 2,560 Sq Ft
701 Lyster RoadHighwood, IL 60040#12755302
Townhouse10 days
Active
40 photos
$975,000
3 bd, 2.5 ba, 2,800 Sq Ft
11 Rienzi LaneHighwood, IL 60040#12760125
Condominium2 weeks
Active
27 photos
$675,000
4 bd, 2 ba, 1,904 Sq Ft
27 Pleasant AvenueHighwood, IL 60040#12747205
Single Family Residence4 weeks
Active
35 photos
$1,199,000
4 bd, 3.5 ba, 4,222 Sq Ft
47 Holabird CircleHighwood, IL 60040#12697544
Single Family Residence12 weeks
Active
33 photos
$1,295,000
3 bd, 3.5 ba, 3,281 Sq Ft
251 High StreetHighwood, IL 60040#12716039
Single Family Residence7 weeks

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Market Overview — Highwood, IL

Showing Highwood, IL

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$737,500
Median Listing Price: 28
Median Days on EXIT Realty: 2,599
Median Sq Ft: $353
Median Price per Sq Ft

Compare

Compare Highwood, IL to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Highwood, IL	$737,500	28	2,599	$353

Market Composition

What's on the market

46%For Lease12 active
38%Residential10 active
8%Commercial Lease2 active
8%Multi-Family2 active

Active listings by price

$400K-$600K17% · 2
$600K-$800K42% · 5
$800K-$1M25% · 3
Over $1M17% · 2

Median Price Trend

Sep 2026: $535,000 +17.8%Oct 2026: $630,000

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Nearby Schools

Elementary 8

Oak Terrace Elementary School
Highwood, IL · 0.3 mi away
Wayne Thomas Elementary School
Highland Park, IL · 0.8 mi away
Montessori Connection East
Highland Park, IL · 1.4 mi away
Lincoln Elementary School
Highland Park, IL · 1.9 mi away
Cherokee Elementary School
Lake Forest, IL · 2.1 mi away
Montessori Connection
Highland Park, IL · 2.2 mi away
Deerfield Montessori School
Deerfield, IL · 2.4 mi away
Edgewood Middle School
Highland Park, IL · 2.5 mi away

Secondary 4

Highland Park High School
Highland Park, IL · 0.7 mi away
Township High School
Highland Park, IL · 1.1 mi away
Edgewood Middle School
Highland Park, IL · 2.5 mi away
Deerfield High School
Deerfield, IL · 2.5 mi away

Other schools 8

St James School
Highwood, IL · 0.2 mi away
Indian Trail School
Highland Park, IL · 1.0 mi away
North Shore School District 112
Highland Park, IL · 1.0 mi away
112 Education Foundation
Highland Park, IL · 1.0 mi away
North Shore Community Hebrew School
Highland Park, IL · 1.3 mi away
Bethany United Methodist Church of Highland Park
Highland Park, IL · 1.3 mi away
Walden School
Deerfield, IL · 2.5 mi away
North Suburban Synagogue Beth El
Highland Park, IL · 2.5 mi away

Highwood, IL Real Estate Listings

Highwood, IL Real Estate Listings

105 Prairie Avenue 105CHighwood, IL 60040#12774230

49 Prairie Avenue 49BHighwood, IL 60040#12774224

325 Grove AvenueHighwood, IL 60040#12762775

701 Lyster RoadHighwood, IL 60040#12755302

11 Rienzi LaneHighwood, IL 60040#12760125

27 Pleasant AvenueHighwood, IL 60040#12747205

47 Holabird CircleHighwood, IL 60040#12697544

251 High StreetHighwood, IL 60040#12716039

105 Prairie Avenue 105CHighwood, IL 60040#12774230

49 Prairie Avenue 49BHighwood, IL 60040#12774224

325 Grove AvenueHighwood, IL 60040#12762775

701 Lyster RoadHighwood, IL 60040#12755302

11 Rienzi LaneHighwood, IL 60040#12760125

27 Pleasant AvenueHighwood, IL 60040#12747205

47 Holabird CircleHighwood, IL 60040#12697544

251 High StreetHighwood, IL 60040#12716039

Market Overview — Highwood, IL

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 8

Secondary 4

Other schools 8