1958 CASTLEWOOD RD, Highland Park, IL 60035
1958 CASTLEWOOD RD, Highland Park, IL 60035
1958 CASTLEWOOD RD, Highland Park, IL 60035
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Doug Anderson

Doug Anderson

+1(847) 687-3424
$539,000
Est. payment /mo
3 Beds
2 Baths
2,751 SqFt
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UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 2,751 sqft

Price per Sqft $195

MLS Listing ID 12702605

Style Bi-Level

Bedrooms 3

Full Baths 2

Year Built 1956

Annual Tax Amount $13,582

Tax Year 2025

Lot Dimensions 130X110

Property Sub-Type Detached Single

Property Description

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.

Location

State IL

County Lake

Area Highland Park

Rooms

Basement Partially Finished, Cellar, Partial, Daylight

Interior

Heating Natural Gas, Forced Air

Cooling Central Air

Fireplaces Number 1

Fireplace Y

Exterior

Garage Spaces 1.0

Roof Type Asphalt

Building

Dwelling Type Detached Single

Building Description Brick, No

Sewer Public Sewer

Water Public

Level or Stories Split Level

Structure Type Brick

New Construction false

Schools

Elementary Schools Kipling Elementary School

Middle Schools Alan B Shepard Middle School

High Schools Deerfield High School

School District 109 , 109, 113

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

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Midwest Real Estate Data (MRED) IDX
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Scott Rose of  Baird & Warner 

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Doug Anderson

Doug Anderson

Designated Managing Broker

+1(847) 687-3424

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1958 CASTLEWOOD RD