ClosedPrice Reduced

$525,000

$539,000
1958 CASTLEWOOD Road, Highland Park, IL 60035
3 Beds2 Baths3,405 sqft34 days
1958 CASTLEWOOD Road·Highland Park, IL 60035
3Bedrooms
2Bathrooms
3,405Sq Ft
1956Year Built
About This Home

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. 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. 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.

MLS# 12702605Listed July 14, 2026ResidentialBi-Level
Property Details

Beds & Baths

Total Bedrooms3
Total Bathrooms2
Full Baths2
Half Baths0
Total Rooms8

Size & Structure

Living Area3,405 sqft
Garage Spaces1
Fireplaces1
Year Built1956
Lot Size130X110

Location

CountyLake
TownshipWest Deerfield
Zip Code60035

Financial

List Price$525,000
Original Price$539,000
Price / Sq Ft$154
Annual Taxes (2025)$13,582
Monthly Tax Est.$1,132
Parcel #16284060060000
Interior Features

Heating

Natural GasForced Air

Cooling

Central Air

Basement

Partially FinishedCellarPartialDaylight
Exterior & Lot

Construction

Brick

Roof

Asphalt

Patio & Porch

Patio
Utilities & Parking

Sewer

Public Sewer

Water Source

Public

Parking

Garage Door OpenerYesGarage OwnedDetachedGarage
HOA & Community
HOA Fee
$0
Not Applicable

HOA Includes

None
Schools
Elementary
Kipling Elementary School
District: 109
Middle School
Alan B Shepard Middle School
District: 109
High School
Deerfield High School
District: 113
Tax & Financial
Annual Taxes
$13,582
Tax Year 2025
Monthly Tax Est.
$1,132
per month
Price per Sq Ft
$154
per square foot
Price Reduced by $14,000
Original list price: $539,000
Property Location

1958 CASTLEWOOD Road, Highland Park, IL 60035 — Lake County

$525,000
$154 / sqft
1958 CASTLEWOOD Road
3 bd2 ba3,405 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
34 days on market
1-car garage
1 fireplace
130X110
$13,582/yr taxes
$0 HOA (not applicable)
Price reduced $14,000
$3,891
estimated monthly payment
Principal & Interest
$2,759/mo
Property Tax
$1,132/mo
$525,000
20% — $105,000
3%50%
6.875%
3%12%
Loan Amount
$420,000
Down Payment
$105,000

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Baird & Warner
Agent: Scott Rose
Similar Homes

You May Also Like

Keep Exploring

Find Your Perfect Home

Browse available listings in Highland Park and across the North Shore.

Also popular on the North Shore

REALTOR® Logo
Equal Housing Opportunity LogoEqual Housing Opportunity

Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

Based on information submitted to the MLS GRID. 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.

© 2026 MLS GRID. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use.