Highland Park Historic Homes For Sale

Highland Park Vintage Real Estate Listings 

Thinking about calling Highland Park, IL home? Browse available Highland Park historic homes and Highland Park vintage real estate listings below. Our advanced Highland Park real estate website features all Highland Park historic home listings currently on the real estate market, and is updated every 15 minutes so Highland Park home buyers are viewing the most up-to-date property listings. For additional information on any Highland Park historic homes for sale, just click the "Request Info" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of vintage and historic homes and condos recently sold nearby, and more.

We also encourage all users to register for a free account so that you can receive email alerts whenever new Highland Park historic homes hit the market that match your search preferences, allowing you to stay one-step ahead of other home buyers. Or you can also break down your search right now and browse Highland Park historic homes by community below

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• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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Newest First

New

$899,000

650 Green Bay Road, Highland Park, 60035

5 Beds 3.5 Baths 2,496 SqFt Residential MLS® # 12743833

New

$750,000

972 Coventry Lane, Highland Park, 60035

2 Beds 3.5 Baths 2,394 SqFt Residential MLS® # 12750368

New Open House

$1,195,000

723 Detamble Avenue, Highland Park, 60035

3 Beds 2.5 Baths 2,951 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 1pm - 3pm

MLS® # 12751434

Contingent

$575,000

1767 Clifton Avenue, Highland Park, 60035

3 Beds 1.5 Baths 1,890 SqFt Residential MLS® # 12731197

Contingent

$995,000

890 Dryden Lane, Highland Park, 60035

4 Beds 2.5 Baths 3,511 SqFt Residential MLS® # 12739925

Contingent

$1,450,000

315 N Deere Park Drive, Highland Park, 60035

5 Beds 5 Baths 5,118 SqFt Residential MLS® # 12740788

$1,499,000

↓ $100,000

327 Marshman Avenue, Highland Park, 60035

4 Beds 3.5 Baths 4,254 SqFt Residential MLS® # 12737417

New

$1,599,000

215 Prospect Avenue, Highland Park, 60035

6 Beds 6.5 Baths 5,000 SqFt Residential MLS® # 12733085

Contingent

$750,000

↓ $15,000

1645 Sherwood Road, Highland Park, 60035

4 Beds 2.5 Baths 3,861 SqFt Residential MLS® # 12721149

Contingent

$625,000

3107 Dato Avenue, Highland Park, 60035

3 Beds 2.5 Baths 1,877 SqFt Residential MLS® # 12716773

$1,150,000

↓ $100,000

201 Aspen Lane, Highland Park, 60035

5 Beds 5 Baths 6,360 SqFt Residential MLS® # 12693363

New

$1,095,000

2925 Parkside Drive, Highland Park, 60035

5 Beds 5.5 Baths 3,396 SqFt Residential MLS® # 12685702

Contingent

$3,850,000

2214 Churchill Lane, Highland Park, 60035

5 Beds 9 Baths 10,000 SqFt Residential MLS® # 12678290

Contingent

$1,495,000

↓ $80,000

3464 Old Mill Road, Highland Park, 60035

5 Beds 5.5 Baths 5,819 SqFt Residential MLS® # 12645085