$525,000

1958 CASTLEWOOD Road, Highland Park, IL 60035

Active Under Contract
3 beds 2 baths 2,751 sqft (estimated) Built 1956 Residential MLS #MRD12702605 34 days on market
Listing courtesy of Baird & Warner · 847-432-0500 · MLS #MRD12702605 · Status: Active Under Contract
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.

Property details

Interior

Fireplaces
1
Basement
Partially Finished, Cellar, Partial, Daylight
Additional rooms
Den
Total rooms
8

Building & exterior

Style
Bi-Level
Age
61-70 Years
Exterior
Brick
Roof
Asphalt
Patio & porch
Patio
Other structures
Garage(s)

Parking

Garage spaces
1
Total spaces
1
Parking details
Garage Door Opener, Yes, Garage Owned, Detached, Garage

Lot & location

Lot dimensions
130X110
Township
West Deerfield
County
Lake

Utilities

Heating
Natural Gas, Forced Air
Cooling
Central Air
Water
Public
Sewer
Public Sewer

HOA & community

Assessment includes
None

Schools

Elementary
Kipling Elementary School (109)
Junior high
Alan B Shepard Middle School (109)
High school
Deerfield High School (113)

Taxes & terms

Annual taxes
$13,582 (2025)
Parcel number (PIN)
16284060060000
PIN
16284060060000
Ownership
Fee Simple
Possession
Closing
Special conditions
None
Listed
7/14/2026

Rooms

RoomSizeLevelFlooring
Den10X14MainHardwood
Bedroom 215X11Second
Bedroom 311X10Second
Bedroom 4N/A
Dining Room11X11Main
Family Room20X13Lower
Kitchen16X10Main
LaundryN/A
Living Room24X17Main
Master Bedroom15X12Second

What would this home cost per month?

Using this listing's actual tax bill (2025) — adjust anything.

Rates move daily — edit to today's quote. Under 20% down adds PMI automatically.

Estimated monthly payment
$0
Principal & interest
Property taxes
Insurance
PMI (under 20% down)
HOA / assessments

Estimates only — not a loan offer or quote; your rate, insurance and PMI depend on your credit and lender. Run other scenarios on the full mortgage calculator, or ask us to connect you with lenders our clients actually close with.

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$549,000
3 bd · 2 ba · 1,829 sqft
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Want to see this home?

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Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

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