1958 CASTLEWOOD Road
, IL, 60035

Price$539,000
Beds3
Baths2
SqFt2,751

Status:Active
Property Type:Residential
School:
New roof and freshly painted inside and out! Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home features a private office/den ideal for remote work, a study, traditional living space and sits on a generous 1/3-acre lot in one of Highland Park’s most established neighborhoods. Built in 1956 with the solid bones of mid-century construction, this 2,751 sq ft property offers the kind of square footage and lot size that buyers simply can’t find at this price point in 60035. There is also a 654+ 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 a 1 car 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.

Listing provided by: Baird & Warner, Scott Rose

Source: MRED, MLS#: MRD12702605

Price $539,000
Bedrooms 3
Full Baths 2
Half Baths 0
Total Baths 2
Acres 0
Property Type Residential
Sub type Single Family Residence
MLS Sub type Single Family
Exterior Features Patio
Year Built 1956
Heating Gas, Forced Air, Central Air
Parking Description Detached, Other
Parking Spaces 1
Directions DEERFIELD TO RIDGE (N) TO CASTLEWOOD (W)
Latitude 42.173379
Longitude -87.829255
Market Area Any Other Areas
Address 1958 CASTLEWOOD Road, IL 60035
Postal Code 60035
State IL
Country United States
Listing Office Baird & Warner
Listing Office Phone 847-432-0500
Listing Agent Scott Rose
Listing Agent Phone 847-921-4082
Days on market 0
MLS Status Active
Listing Date Jul 14, 2026
Listing Last Modified Jul 20, 2026
Tax Year 2025
Tax Annual Amount 13582
MLS Area Any Other Areas
MLS # MRD12702605

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