North Shore Historic Homes For Sale

North Shore Vintage Real Estate Listings 

Thinking about calling North Shore, IL home? Browse available North Shore historic homes and North Shore vintage real estate listings below. Our advanced North Shore real estate website features all North Shore historic home listings currently on the real estate market, and is updated every 15 minutes so North Shore home buyers are viewing the most up-to-date property listings. For additional information on any North Shore 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 North Shore 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 North Shore historic homes by community below

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New Open House
274 Vine Avenue, Lake Forest, 60045

$1,499,000

274 Vine Avenue, Lake Forest, 60045

5 Beds 3 Baths 3,073 SqFt Residential
Sun, Mar 15th, 2026 @ 1pm - 4pm
MLS® # 12587858

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New Open House
9526 Lawndale Avenue, Evanston, 60203

$1,499,000

9526 Lawndale Avenue, Evanston, 60203

5 Beds 3 Baths 5,250 SqFt Residential
Sun, Mar 22nd, 2026 @ 10:30am - 1pm
MLS® # 12579842

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New Open House
881 Harvard Court, Highland Park, 60035

$1,050,000

881 Harvard Court, Highland Park, 60035

4 Beds 4 Baths 3,268 SqFt Residential
Sun, Mar 15th, 2026 @ 12pm - 3pm
MLS® # 12580141

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New Open House
627 Pleasant Avenue, Highland Park, 60035

$649,000

627 Pleasant Avenue, Highland Park, 60035

3 Beds 2 Baths 1,352 SqFt Residential
Sat, Mar 14th, 2026 @ 12pm - 2pm
MLS® # 12582084

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New Open House
936 East Ringwood Road, Lake Forest, 60045

$2,475,000

936 East Ringwood Road, Lake Forest, 60045

5 Beds 4 Baths 5,211 SqFt Residential
Sun, Mar 15th, 2026 @ 11am - 1pm
MLS® # 12571823

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New Open House
3534 Thornwood Avenue, Wilmette, 60091

$1,399,000

3534 Thornwood Avenue, Wilmette, 60091

4 Beds 5 Baths 4,270 SqFt Residential
Sat, Mar 14th, 2026 @ 12pm - 1:30pm
MLS® # 12587425

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New Open House
2315 Park Place, Evanston, 60201

$1,200,000

2315 Park Place, Evanston, 60201

5 Beds 3 Baths 2,841 SqFt Residential
Sun, Mar 15th, 2026 @ 10am - 12pm
MLS® # 12587027

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New
1695 Overland Trail, Deerfield, 60015

$825,000

1695 Overland Trail, Deerfield, 60015

5 Beds 3 Baths 3,119 SqFt Residential MLS® # 12585391

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New Open House
2619 Wildwood Lane, Deerfield, 60015

$1,049,000

2619 Wildwood Lane, Deerfield, 60015

6 Beds 6 Baths 4,014 SqFt Residential
Sat, Mar 14th, 2026 @ 12pm - 2pm
MLS® # 12577300

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New Open House
4907 Sherwin Avenue, Skokie, 60077

$730,000

4907 Sherwin Avenue, Skokie, 60077

5 Beds 3 Baths 2,988 SqFt Residential
Sun, Mar 15th, 2026 @ 1pm - 3pm
MLS® # 12587710

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New Contingent
1326 Ashland Avenue, Wilmette, 60091

$2,045,000

1326 Ashland Avenue, Wilmette, 60091

5 Beds 5 Baths 4,789 SqFt Residential MLS® # 12582086

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New
62 Woodley Road, Winnetka, 60093

$2,699,900

62 Woodley Road, Winnetka, 60093

6 Beds 6 Baths 7,000 SqFt Residential MLS® # 12587043

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New
3501 Lawson Road, Glenview, 60026

$799,000

3501 Lawson Road, Glenview, 60026

4 Beds 3 Baths 3,294 SqFt Residential MLS® # 12586672

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Contingent
3373 Brook Road, Highland Park, 60035

$635,000

3373 Brook Road, Highland Park, 60035

4 Beds 3 Baths 2,528 SqFt Residential MLS® # 12583309

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New
215 Scott Avenue, Winnetka, 60093

$2,995,000

215 Scott Avenue, Winnetka, 60093

5 Beds 6 Baths 7,070 SqFt Residential MLS® # 12568473

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331 East Witchwood Lane, Lake Bluff, 60044

$2,095,000

331 East Witchwood Lane, Lake Bluff, 60044

6 Beds 6 Baths 5,974 SqFt Residential MLS® # 12572807

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Open House
1004 Elm Street, Winnetka, 60093

$1,450,000

1004 Elm Street, Winnetka, 60093

5 Beds 4 Baths 3,047 SqFt Residential
Sun, Mar 15th, 2026 @ 12pm - 3pm
MLS® # 12570658

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38 Washington Street, Glenview, 60025

$1,450,000

38 Washington Street, Glenview, 60025

5 Beds 5 Baths 4,300 SqFt Residential MLS® # 12585740

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985 Ridge Road, Highland Park, 60035

$925,000

985 Ridge Road, Highland Park, 60035

4 Beds 3 Baths 3,518 SqFt Residential MLS® # 12583080

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Contingent
1346 Wessling Drive, Northbrook, 60062

$870,000

1346 Wessling Drive, Northbrook, 60062

4 Beds 3 Baths 2,861 SqFt Residential MLS® # 12569037

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219 Woodland Road, Highland Park, 60035

$650,000

219 Woodland Road, Highland Park, 60035

3 Beds 4 Baths 2,588 SqFt Residential MLS® # 12550765

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1459 Eastwood Avenue, Highland Park, 60035

$899,900

1459 Eastwood Avenue, Highland Park, 60035

5 Beds 3 Baths 2,878 SqFt Residential MLS® # 12577799

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Contingent
567 Hill Terrace, Winnetka, 60093

$1,695,000

567 Hill Terrace, Winnetka, 60093

4 Beds 4 Baths 3,662 SqFt Residential MLS® # 11911610

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1423 Asbury Avenue, Winnetka, 60093

$2,399,000

1423 Asbury Avenue, Winnetka, 60093

6 Beds 7 Baths 5,350 SqFt Residential MLS® # 12482150

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Are you planning to buy or sell a home or condo in Chicago's suburbs? Contact our suburban Chicago real estate team, local North Shore home buying and selling experts, for help navigating the North Shore real estate market. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!

Things To Know Before Buying a North Shore Historic Home 

Buying a North Shore historic home can be an incredibly rewarding experience for someone who loves and appreciates classic architectural styles. Not only does it give you the chance to own and restore a piece of the past, but you also get to live in a home with unique charm and character. But before you start searching North Shore historic homes for sale, there are several important things to consider before you make your purchase.

First, many historic homes in the North Shore suburbs require extra maintenance and care. Many older houses have outdated electrical systems, plumbing, and roofs that need to be replaced or repaired. You'll also want to look into any local restrictions on renovations that could limit what changes you can make to the home, especially when it comes to homes along the lakefront. Additionally, check if there are any historic designations associated with the property that you may be required to follow in order to receive tax breaks or other benefits.

Buying a North Historic Home Can Be Costly

Another important factor is cost. The purchase price of a historic home in Chicago's North Shore may be higher than similar homes due to the unique features and potential for restoration projects. This means you'll need to budget for additional maintenance costs as well as any renovations you wish to make. You should also speak with insurance professionals to make sure that your home is properly covered.

In addition to the financial aspects, you should research the history of the home and neighborhood. This can help you understand more about the property's past and how it fits into the local culture. Also, if you plan on renting out the home, be aware that there may be zoning restrictions or tenant rules you must follow.

Contact a North Shore Historic Home Expert

Finally, be sure to find a trusted real estate agent to help you through the process of buying a historic home in the North Shore area. A knowledgeable agent will be able to provide valuable information and resources and guide you throughout the entire process.