


1958 CASTLEWOOD RoadHighland Park, IL 60035
Single Family · 3 Beds · 2 Full Baths · 1,616 Sq. ft.1958 CASTLEWOOD Road Overview
- Time on Site:
- 25 days
- Visits:
- 1
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.
1958 CASTLEWOOD Road Facts & Features
- Type Single Family
- Sq. ft. 1,616
- Price/Sq.ft. $309
Details
General
Association/HOA
- Association Fee: $0.00
- Association Fee Frequency: Not Applicable
- Association Fee Includes: None
School Information
- School District: 113
- Elementary School: Kipling Elementary School
- Middle Or Junior School: Alan B Shepard Middle School
- High School: Deerfield High School
Listing Information
- Contingency: Attorney/Inspection
Building Information
- New Construction: No
- Year Built: 1956
Location/Region
- County Or Parish: Lake
- MLS Area Major: Highland Park
- Township: West Deerfield
Tax Information
- Tax Annual Amount: $13,582.00
- Tax Year: 2025
General Information
- Ownership: Fee Simple
- Parcel Number: 16284060060000
- Property Type: Residential
- Special Listing Conditions: None
Interior
Building Information
- Approx. Total Finished SqFt.: 0
- Disability Access: No
- Total SqFt.: 0
Parking Information
- Garage Spaces: 1
Beds/Baths
- Bathrooms Full: 2
- Bathrooms Half: 0
- Bathrooms Total: 2
- Bedrooms Total: 3
- Bedrooms Possible: 3
General Information
- Basement: Crawl Space
- Cooling: Central Air
- Fireplaces Total: 1
- Heating: Natural Gas, Forced Air, Baseboard
- Living Area: 1616
- Living Area Source: Estimated
- Rooms Total: 8
Exterior
Parking Information
- Parking Features: Yes, Garage Owned, Detached, Garage
- Parking Total: 1
Lot Information
- Additional Parcels: No
- Lot Size Acres: 0
- Lot Size Dimensions: 130X110
- Water Source: Public
Waterfront/View
- Waterfront: No
Building Exterior/Construction
- Construction Materials: Block
- Roof: Asphalt
General Information
- Sewer: Public Sewer
Room Information
Room: Family Room
- Level: Lower
- Dimensions: 20X13
Room: Den
- Level: Main
- Dimensions: 10X14
Room: Dining Room
- Level: Main
- Dimensions: 11X11
Room: Kitchen
- Level: Main
- Dimensions: 16X10
Room: Living Room
- Level: Main
- Dimensions: 24X17
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
- Level: N/A
Room: Bedroom 4
- Level: N/A
Room: Laundry
- Level: N/A
Room: Bedroom 2
- Level: Second
- Dimensions: 15X11
Room: Bedroom 3
- Level: Second
- Dimensions: 11X10
Room: Master Bedroom
- Level: Second
- Dimensions: 15X12
1958 CASTLEWOOD Road Neighborhood
Community
60035 (Highland Park) Demographics
Schools
School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.1958 CASTLEWOOD Road Monthly Cost
1958 CASTLEWOOD Road Market Data
Based on the last 30 days in this zip code
1958 CASTLEWOOD Road History
| Date | Value | Agent |
|---|---|---|
| 6/30/2026Source: MRED | Contingent |
|
| 6/23/2026Source: MRED | Active |
|
| 6/17/2026Source: MRED | $499,000 -9.3% |
|
| 6/17/2026Source: MRED | Price Change |
|
| 6/10/2026Source: MRED | Active |
|
| 6/5/2026Source: MRED | June 05, 2026 |
|
| 6/20/2022Source: MRED | January 27, 2022 |





















