1958 CASTLEWOOD Road Highland Park, IL $ 550,000
1958 CASTLEWOOD Road
$ 550,000
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1958 CASTLEWOOD Road

Highland Park, IL, 60035
$ 550,000
Bedrooms3 Baths2.0 Sq 1,616

Monthly Estimate*

$ 3,386

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Single Family Home for sale in Highland Park, IL

for $550,000 with 3 bedrooms and 2 full baths. This 1,616 square foot home was built in 1956.

Attention Investors and Rehabbers! 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.

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Single Family Active

Price

$ 550,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 13,582

Style

Year Built

1956

Town/City

Highland Park

County/Region

Lake

MLS | Web ID

12654396

Features
General
Living Area 1616
Sewer Public Sewer
Heating Natural Gas Forced Air Baseboard
Cooling Central Air
Possession Closing
Roof Asphalt
HOA Fee 0
Garage Spaces 1
Association Fee Includes None
Construction Materials Block
Year Built 1956
Township West Deerfield
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Lake
New Construction N
Property Type Residential Detached Single
Total Rooms 8
Full Baths 2
Status New
Directions DEERFIELD TO RIDGE (N) TO CASTLEWOOD (W)
High School Deerfield High School
City Highland Park
High School District 113
MLS Area Highland Park
Elementary School Kipling Elementary School
Tax Annual Amount 13582
Middle/Junior High School Alan B Shepard Middle School
Additional Parcels Y/N N
Standard Status Active
Middle/Junior School District 109
Elementary School District 109
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Interior
Basement Crawl Space
Total Fireplaces 1
Half Baths 0
Total Bedrooms 3
Room Type Den
Total Baths 2
Bedrooms Possible 3
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Exterior
Parking Features Yes Garage Owned Detached Garage
Water Source Public
Total Parking 1
Lot Dimensions 130X110
Lot Size Acres 0
Waterfront Y/N N
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* Excluded Features
List By
Baird & Warner

Broker

scott.rose@bairdwarner.com

Email

Affordability Calculator

$4,518
Per Month
75%
25%
0%
Monthly Principal & Interest
$3,386
Monthly Property Taxes
$1,132
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1539399 Elementary School
566172 Middle School
Deerfield High School High School
Pricing History
DatePricePrice ChangeDescription
6/5/2026$550,000 Listed Price

Map


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1958 CASTLEWOOD Road, Highland Park, IL, 60035 is a Single Family Home for sale at $550,000 with 1,616 sqft. 1958 CASTLEWOOD Road has 3 bedrooms, 2.0 baths, and was built in 1956. The property's zip code is 60035 which is in Highland Park, IL