Highwood Real Estate

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Highwood Real Estate Market

Highwood is a small, vibrant North Shore community located between Highland Park and Lake Forest. Known for its walkable downtown, restaurant scene and close proximity to the lake, Highwood offers a unique mix of character homes and newer residences in a compact setting.

The Highwood housing market includes:
  • Single-family homes and townhomes
  • Vintage properties
  • Updated cottages
  • Newer construction homes
  • Investment properties

Because Highwood is geographically small, inventory levels can fluctuate significantly throughout the year. Days on market and pricing trends often differ from nearby Highland Park or Deerfield. 

Highwood Neighborhoods

Highwood is known for:

  • Walkable downtown restaurants and retail
  • Proximity to Metra commuter rail
  • Close access to lakefront communities
  • Smaller lot sizes compared to neighboring suburbs
  • Strong neighborhood feel

Schools in Highwood

Highwood residents are typically served by:

  • North Shore School District 112
  • Township High School District 113

School district boundaries can influence buyer demand and long-term resale value. Lyn Wise Group provides clarity on district positioning during the buying process.

Explore Nearby North Shore & North Suburban Communities

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Contact Lyn Wise Group for Highwood real estate consultation.

Work With Us

Lyn Wise Group represents buyers and sellers in Chicago, Highland Park, Highwood, Deerfield, Northbrook, Glencoe, Lake Forest, Glenview, Buffalo Grove, Winnetka, Wilmette and other surrounding suburbs with data-driven North Shore and North Suburban real estate expertise. We specialize in hyper-local expertise, and personalized client service. We have exceptional relationships with local agents and often hear about properties before they come on the market.