1958 Castlewood, Highland Park IL 60035
$499,000

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Property Description

Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods - and it's ready for someone with the vision to bring it back to its full glory. Built in 1956 with the solid bones of mid-century construction, this 1,616 sq ft property offers the kind of square footage and lot size that buyers simply can't find at this price point in 60035. In addition to the 1,616 sq ft of above-grade living space, the property includes over 700 sq ft of additional space that is largely above grade, featuring a spacious family room and a furnace/laundry room with ample natural light. There is also a 700+ sq ft basement converted from a crawl space, featuring a lifetime transferable waterproofing warranty. The basement has passed inspection by the City of Highland Park and would only require the addition of a staircase to complete. Whether you're an investor, a DIY enthusiast, or a buyer looking to build instant equity, this is the canvas you've been waiting for. The spacious lot offers plenty of room to grow - think expanded outdoor living, lush landscaping, or simply the breathing room that's increasingly rare in today's market. Add in both an attached and detached garage, and you've got serious flexibility right from day one. Priced to reflect its as-is condition, this is your chance to get into Highland Park at a compelling entry point - and create exactly the home you've always wanted, down to every last detail. Properties with this combination of lot, location, and upside don't come around often. Bring your contractor, bring your creativity, and bring your best offer.

Features & Information

Key Details

  • List Price $499,000
  • Property Taxes $13,582
  • Square Feet 1616
  • Price/ Sq. Ft. $308.79
  • Year Built 1956
  • Parking Type Garage
  • Status Active

Rooms

  • Total Rooms 8
  • Basement N
  • Master Bedroom

  • Master Bath N
  • Room Size 15X12
  • Bedroom 2

  • Room Size 15X11
  • Floor Level 2nd Level
  • Bedroom 3

  • Room Size 11X10
  • Floor Level 2nd Level
  • Living Room

  • Room Size 24X17
  • Floor Level Main Level
  • Family Room

  • Room Size 20X13
  • Floor Level Lower
  • Dining Room

  • Room Size 11X11
  • Floor Level Main Level
  • Kitchen

  • Room Size 16X10
  • Floor Level Main Level
  • Basement

  • Basement Description Crawl
  • Bathroom(s) in Basement N

Additional Rooms

Interior Features

  • Heating & Cooling

  • Heating Type Gas, Forced Air, Baseboard
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 1

Exterior Features

  • Building Information

  • Age of Building 61-70 Years
  • Exterior Construction Block
  • Parking

  • Parking Garage
  • # of Cars 1

Location

  • County Lake
  • Township West Deerfield
  • Corporate Limits Highland Park
  • Directions to Property Deerfield To Ridge (n) To Castlewood (w)
  • Schools

  • Elementary School District 109
  • School Name Kipling Elementary School
  • Junior High District 109
  • School Name Alan B Shepard Middle Sch
  • High School District: 113
  • School Name Deerfield High School
  • Property Taxes

  • Tax 13582
  • Tax Year 2025
  • Parcel Identification Number 16284060060000
  • Lot Information

  • Dimensions 130X110
  • Acreage 0

Utilities

  • Sewer Sewer-Publ

Listed by: Baird & Warner | Phone: 847.432.0500
Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 6/25/2026 5:32 AM. 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.

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