| 594 Elm Street | L.G. Lyeman - Gothic Revival | 1872 |
| 830 Sheridan Road (Lloyd House) | Queene Anne | c. 1850 |
| 500 Maple Street | William Aitken, builder - Georgian Revival | 1916 |
| 950 Hill Road (Joseph H. McNabb House) | S.S. Beman - Tudor Revival | 1927 |
| 510 Green Bay Road (Village Hall) | Edwin Clark - Georgian Revival | 1925 |
| 11 Indian Hill Road (Leroy Kellog House) | French Revival | 1926 |
| 978 Eudlid Avenue (Mrs. Enos Barton House) | Tudor Revival | 1923 |
| 915 Sheridan Road (Max Epstein House "Edgecliffe") | Samuel Marx - French Revival | 1930 |
| 939 Tower Road (Erwin P. Snyder House) | Fred Keck - Tudor Revival | 1923 |
| 930 Fisher Lane (Murray Nelson House) | Colonial Revival | 1904 |
| 949 Fisher Lane (Walter T. Fisher House) | Howard Fisher | 1926 |
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| 535 Cherry Street | N/A | 1929 |
| 687 Cherry Street | Sam Steffans - Colonial Revival | 1926 |
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| 20 Fox Lane (Everett D. Graff House) | Stanley Anderson - Georgian Revival | 1937 |
| 411 Linden Street (Winnetka Historical Society) | Gothic Revival | c. 1859 |
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| 902 Greenwood Avenue | Andrew W Paulson - Swedish | 1928 |
| 94 Mary Street | Howard VanDoren Shaw - Georgian Revival | 1909 |
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| 739 Elm Street (New Trier Twp. Office Building) | Clifford Shopbell - Tudor Revival | 1922 |
| 419 Sheridan Road (Henry Haven Windsor, Jr. House) | Ernest and Peter Mayo - French Electic | 1928 |
| 1479 Tower Road (Red Tile Lodge) | Andrew W Paulson - Swedish | 1928 |
| 455 Birch Street (Lola Maverick Lloyd House) | Charles Haag - Swedish Arts and Crafts | 1920 |
| 1140 Willow Road (Winnetka Historical Society Log House) | Alexander McDaniel - Log House | c. 1836 |
| 1345 Trapp Lane (Robert D. Gordon House) | Howard Van Doren Shaw - Georgian Revival | 1929 |
| 592 Cherry Street (Joseph R. Gay House) | Queene Anne | 1896 |
| 507 Cedar Street (Jane M. Tittle House) | Colonial Revival | 1910 |
| 660 Pine Street (William Nicholls House) | N/A | N/A |
| 779 Bryant Avenue (Albert Kales House) | Howard Van Doren Shaw | 1909 |
| 790 Bryant Avenue (Ernest M. and Jessie W Kimball House) | Tudor Revival | 1903 |
| 545 Oak Street (Dr. Paul W and Eunice Greeley House) | Frank Polito, architect - Federal | 1937 |
| 1153 Asbury Avenue (Joseph C. Long House) | N/A | N/A |