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| Ralph (Helen) Rental House | 1895 | 165 First Street | Vernacular |
| Faulconer (Alfred) House | 1947 | 234 First Street | Vernacular |
| Harper-Luceford Rental House | 1944 | 240 First Street | Vernacular |
| Hall-Thompson House | 1949 | 270 First Street | Vernacular |
| Ghea (Thomas & Martha) House | 1949 | 272 First Street | Vernacular |
| Danford (Beecher & Katie) House | 1920 | 108 Second Street | Craftsman Bungalow |
| Hicks (Margaret) House | 1901 | 120 Second Street | Vernacular |
| 1900 | 125 Second Street | Stick/Eastlake |
| Alwine (Alvin) House | 1947 | 136 Second Street | Bungalow |
| Hargadine (Charles & Carrie) House | 1900 | 138 Second Street | Vernacular |
| 1910 | 139 Second Street | Vernacular |
| 1890 | 153 Second Street | Vernacular |
| 1892 | 159 Second Street | Vernacular |
| Hosley (Charles) House | 1888 | 239 Second Street | Vernacular |
| Carpenter-Love House | 1886 | 247 Second Street | Vernacular (Stick) |
| Love (G. W.) Rental House II | 1900 | 263 Second Street | Vernacular (Italianate) |
| Love (G. W.) Rental House I | 1900 | 269 Second Street | Vernacular (Italianate) |
| Blunck (Elmer) House | 1940 | 283 Second Street | Vernacular |
| Goff (Edgar & Kate) House II | 1899 | 50 Third Street | Vernacular (Queen Anne) |
| Goff (Edgar & Kate) House I | 1900 | 56 Third Street | Vernacular |
| Hicks (Margaret) House II | 1900 | 64 Third Street | Vernacular |
| Evans (Julia) House II | 1899 | 70 Third Street | Vernacular (Queen Anne) |
| Evans (Julia) House I | 1899 | 74 Third Street | Vernacular (Queen Anne) |
| Ganiard (Lucinda) Rental House I | 1899 | 78 Third Street | Vernacular (Queen Anne) |
| Morehouse (Sherman) Rental House I | 1908 | 87 Third Street | Bungalow |
| Morehouse (Sherman) House | 1912 | 94 Third Street | Craftsman Bungalow |
| Silsby (Colonel William H.) House (National Register Listing #85000365) | 1896 | 111 Third Street | Queen Anne |
| Nortstrom (John & Olive) Rental | 1930 | 114 Third Street | Norman Farmhouse |
| Van Tassel (Margaret) House | 1903 | 117 Third Street | Vernacular |
| Blevins (F. M.) Rental House | 1912 | 125 Third Street | Vernacular |
| Hartley (Roy) Rental House I | 1942 | 130 Third Street | Vernacular |
| Groat (W. A.) House | 1900 | 138 Third Street | Vernacular (Queen Anne) |
| Whetstone (Newell & Beulah) Rental House | 1941 | 142 Third Street | Vernacular |
| Wells (Erastus & Ellen) House | 1902 | 143 Third Street | Craftsman Bungalow |
| Hosley (Roy) House | 1912 | 155 Third Street | Bungalow |
| Boiven (Henry & Nellie) House | 1900 | 156 Third Street | Vernacular (Queen Anne) |
| Beswick Rental House II | 1901 | 253 Third Street | Vernacular |
| Beswick Rental House III | 1900 | 247 Third Street | Vernacular (Queen Anne) |
| Enders-Corbett House | 1909 | 248 Third Street | Vernacular (Queen Anne) |
| Beswick Rental House I | 1901 | 257 Third Street | Vernacular |
| Corbett-Hughes House | 1910 | 258 Third Street | Bungalow |
| Whitmore (S. I.) House | 1902 | 265 Third Street | Vernacular |
| Davison (Frank) House | 1901 | 266 Third Street | Bungalow |
| Brown-Decker House | 1901 | 39 Fourth Street | Vernacular |
| Gibson (W. C.) House | 1900 | 49 Fourth Street | Vernacular |
| Stauffer (E. L. & Eva) House | 1946 | 65 Fourth Street | No Style |
| Haskins (Sarah) House | 1945 | 70 Fourth Street | Vernacular |
| Schultz (A. F.) House II | 1891 | 78 Fourth Street | Vernacular (Gothic Revival) |
| Van Sant (J. K.) House | 1899 | 107 Fourth Street | Vernacular (Italianate) |
| White (Henry) Rental House III | 1912 | 109 Fourth Street | Bungalow |
| Wooden (William) House | 1901 | 130 Fourth Street | Vernacular |
| White (Henry) Rental House II | 1915 | 131 Fourth Street | Bungalow |
| Burns (William & Ella) House | 1900 | 143 Fourth Street | Vernacular |
| Veghte (Charles) House | 1898 | 144 Fourth Street | Vernacular |
| Potter Rooming House | 1911 | 160 Fourth Street | Vernacular |
| Engwicht (George) House | 1899 | 161 Fourth Street | Vernacular |
| McFarland (Albert) Rental House | 1912 | 162 Fourth Street | Vernacular |
| Nininger (Charles) Building II | 1899 | 215 Fourth Street | Commercial |
| Nininger (Charles) Building II | 1903 | 220 Fourth Street | Vernacular |
| Peerless Rooms Building (National Register Listing #92001328) | 1900 | 243 Fourth Street | Commercial |
| Hennan (Price) House | 1947 | 246 Fourth Street | Vernacular |
| Ashland Hose Company No. 2 | 1908 | 264 Fourth Street | California Mission Revival |
| Whittle Transfer Company Warehouse | 1947 | 264 Fourth Street | Utilitarian |
| Loomis (E. F.) Building | 1899 | 287 Fourth Street | Chicago School |
| Ganiard (Sarah) Rental House | 1902 | 41 Fifth Street | Vernacular |
| O'Donoghue (Laura) House | 1900 | 47 Fifth Street | Bungalow |
| Crocker (Merton) House | 1900 | 57 Fifth Street | Vernacular (Queen Anne) |
| Senseny-McGinnis House | 1900 | 60 Fifth Street | Vernacular (Queen Anne) |
| Easlick (William) Rental House | 1903 | 72 Fifth Street | Vernacular |
| Flagg (W. H.) House | 1911 | 77 Fifth Street | Bungalow |
| Miller-Van Vactor House | 1899 | 90 Fifth Street | Vernacular (Italianate) |
| McGinnis (Luke) Rental House I | 1902 | 107 Fifth Street | Bungalow |
| Baer (Victoria) House | 1902 | 129 Fifth Street | Vernacular |
| Banks (John) House | 1888 | 132 Fifth Street | Vernacular |
| Baer (Edward) House | 1902 | 137 Fifth Street | Vernacular |
| Taylor (John) House | 1908 | 155 Fifth Street | Vernacular |
| Mellus (Richard) house | 1888 | 156 Fifth Street | Vernacular |
| Spayde (Mary Ada) House | 1928 | 223 Fifth Street | Vernacular |
| Mitchell (Henry) House | 1201 | 235 Fifth Street | Vernacular |
| Early Vernacular House | 1898 | 236 Fifth Street | Vernacular |
| Ahlstrom (Nils) House (National Register Listing #80003315) | 1888 | 248 Fifth Street | Vernacular house built for Southern Pacific conductor Nils Ahlstrom and his family. |
| Nininger (Charles) Rental House | 1902 | 259 Fifth Street | Vernacular |
| Ahlstrom (Nils) Rental House | 1900 | 266 Fifth Street | Vernacular |
| Lucas and Rose Houses (National Register Listing #88001115) | 1897 | 59 & 77 Sixth Street | Queen Anne |
| Rose Brothers Rental House | 1912 | 78 Sixth Street | Bungalow |
| Monroe (George) House | 1912 | 90 Sixth Street | Craftsman Bungalow |
| Church of the Holy Rosary | 1889 | 100 Sixth Street | Vernacular (Gothic Elements) |
| Badger (Clarence) House | 1908 | 107 Sixth Street | Bungalow |
| Van Horne-Wells House | 1895 | 123 Sixth Street | Vernacular |
| Bledsoe (Hattie) House | 1905 | 132 Sixth Street | Vernacular |
| Chisholm-Ogg House | 1902 | 142 Sixth Street | Vernacular |
| Rice (John) Rental House | 1888 | 150 Sixth Street | Vernacular |
| Stephenson (G. W.) Rental House I | 1903 | 155 Sixth Street | Vernacular |
| Unidentified House | 1895 | 156 Sixth Street | Vernacular |
| Dilhan (Joseph & Jessie) House | 1912 | 164 Sixth Street | Bungalow |
| Ahlstrom, North House | 1920 | 247 Sixth Street | Bungalow |
| Turner (O. B.) House | 1905 | 256 Sixth Street | Vernacular |
| Everton (Walter) House | 1918 | 265 Sixth Street | Bungalow |
| Gilliam (Lawrence & Edna) House | 1946 | 267 Sixth Street | Vernacular |
| Hannon (Leonard & Irene) House | 1946 | 294 Sixth Street | Vernacular |
| Farquar (George & Nellie) House | 1947 | 297 Sixth Street | Vernacular |
| Poley Rental House | 1903 | 89 Seventh Street | Vernacular |
| Evenson (Even) House | 1907 | 90 Seventh Street | Vernacular |
| Smith (George & Elizabeth) House | 1900 | 107 Seventh Street | Vernacular |
| McCune (Joseph) House | 1904 | 108 Seventh Street | Vernacular |
| Snyder (Valandingham & Sarah) House | 1908 | 119 Seventh Street | Bungalow |
| Cox (Allen & Sarah) House | 1900 | 120 Seventh Street | Vernacular |
| Pfaff (Charles) House | 1905 | 137 Seventh Street | Vernacular |
| Soverns (Carleton) House | 1905 | 140 Seventh Street | Bungalow |
| Baker (Adam & Lydia) House | 1895 | 155 Seventh Street | Vernacular |
| McClung-Peterson House | 1902 | 247 Seventh Street | Vernacular |
| Walker (Lunsford) House | 1902 | 263 Seventh Street | Bungalow |
| Reader (Mrs. J. K.) Rental House | 1909 | 92 Eighth Street | Bungalow |
| Engwicht-McMillan House | 1905 | 110 Eighth Street | Vernacular |
| Long (Osmer & Lila) House | 1901 | 117 Eighth Street | Vernacular |
| Harp-Long House | 1904 | 130 Eighth Street | Vernacular |
| Billing-Sterrett House | 1948 | 132 Eighth Street | Bungalow |
| Porter (Morris) House | 1890 | 143 Eighth Street | Vernacular |
| Eggleston-Davis House | 1903 | 155 Eighth Street | Vernacular (Queen Anne) |
| Harrington (Elmer & Bertie) house | 1907 | 156 Eighth Street | Vernacular |
| Crowson (Frank & Anna) House | 1904 | 253 Eighth Street | Vernacular |
| Hahn-Jackson house | 1942 | 270 Eighth Street | Vernacular |
| Bell (Glen & Opal) House | 1948 | 286 Eighth Street | Vernacular |
| Ganiard (Lucinda) Rental House V | 1899 | 438 A Street | Vernacular |
| Ganiard (Lucinda) Rental House IV | 1899 | 450 A Street | Vernacular |
| Powell (William) House | 1889 | 462 A Street | Vernacular |
| 1905 | 542 A Street | Vernacular |
| 1908 | 552 A Street | Vernacular |
| 1925 | 562 A Street | Bungalow |
| Ashland Depot Hotel, South Wing (National Register Listing #91000047) | 1887 | 624 A Street | |
| Casey (John) House | 1909 | 640 A Street | Craftsman Bungalow |
| Young-Davenport House | 1910 | 664 A Street | Craftsman Bungalow |
| Flook-Grubb House | 1890 | 762 A Street | Vernacular |
| Parker-Davies House | 1890 | 784 A Street | Vernacular |
| Dews (Oliver) House | 1902 | 832 A Street | Vernacular |
| Dews (Oliver) Rental House | 1903 | 854 A Street | Vernacular |
| Herbig (Thomas) House | 1906 | 868 A Street | Bungalow |
| Butler (John) House | 1920 | 886 A Street | Bungalow |
| Thompson Rental House | 1930 | 11 B Street | Vernacular cottage |
| Damon (George) House | 1925 | 14 B Street | Bungalow |
| Blalock (Walter) House | 1908 | 111 B Street | Vernacular |
| Rice (Mary) House | 1885 | 123 B Street | Vernacular |
| Richardson-Good House | 1884 | 135 B Street | Vernacular |
| Vining (Mary) House | 1886 | 136 B Street | Vernacular |
| Anderson (Belle) House | 1908 | 142 B Street | Vernacular |
| Gosnell (Eva) House | 1941 | 145 B Street | Vernacular |
| Chilcott-Shaw House | 1888 | 154 B Street | Vernacular (Italianate) |
| Woods (Marc & Alta) House | 1946 | 164 B Street | English Cottage |
| Hosley (Charles) House | 1886 | 171 B Street | Vernacular |
| Ferguson (James) House | 1912 | 184 B Street | Craftsman Bungalow |
| Shaw Rental House | 1931 | 185 B Street | Bungalow |
| Zeller-Markle House | 1884 | 225 B Street | Vernacular |
| Pelton (John and Charlotte) House (National Register Listing #93000922) | 1894 | 228 B Street | Stick Victorian |
| Stephenson-Harvey House | 1900 | 237 B Street | Vernacular |
| Stephenson (George) Rental House II | 1900 | 249 B Street | Queen Anne |
| 1899 | 252 B Street | Queen Anne |
| Heffling (John) House | 1898 | 259 B Street | Vernacular |
| Fox (William) House | 1899 | 269 B Street | Vernacular (Queen Anne) |
| Jones (William) House | 1908 | 283 B Street | Vernacular |
| Grubb (Millard) House | 1922 | 311 B Street | Bungalow |
| First Christian Church of Ashland | 1947 | 318 B Street | Gothic Revival |
| Ganiard (Lucinda) Rental House III | 1901 | 333 B Street | Vernacular |
| Pratt (John) House | 1895 | 338 B Street | Vernacular |
| Ganiard (Lucinda) Rental House II | 1901 | 343 B Street | Vernacular |
| Hicks (Margaret) Rental House III | 1901 | 350 B Street | Vernacular |
| Van Sant (J. K.) Rental House II | 1899 | 355 B Street | Queen Anne |
| Van Sant (J. K.) Rental House I | 1899 | 363 B Street | Queen Anne |
| Cooke (Nicholas) House | 1910 | 375 B Street | Vernacular |
| Mills-Poley House | 1887 | 385 B Street | Vernacular |
| Kane House (National Register Listing #86002964) | 1886 | 386 B Street | Queen Anne |
| Pinkston-Bartges House | 1889 | 426 B Street | Vernacular |
| Abbot-Prescott House | 1910 | 435 B Street | Bungalow |
| Royston (Dott & Earl) House | 1947 | 440 B Street | Vernacular |
| Spiegel (Gottlieb) Building | 1902 | 447 B Street | Vernacular |
| Long (N. M.) Rental House I | 1888 | 455 B Street | Vernacular |
| Long (N. M.) Rental House II | 1888 | 463 B Street | Vernacular |
| Winkler (Walter) Rental House | 1915 | 544 B Street | Craftsman Bungalow |
| White (Henry) Rental House | 1900 | 556 B Street | Vernacular (Queen Anne) |
| Smith (Kelcy & Ruby) House | 1949 | 565 B Street | Vernacular |
| Wolfe (Julius) House | 1910 | 586 B Street | Craftsman Bungalow |
| Trefern (Mary) House | 1920 | 625 B Street | Bungalow |
| Keller-Ellis House | 1890 | 626 B Street | Vernacular |
| Ahlstrom (Nils) Rental House | 1908 | 637 B Street | Vernacular |
| Harris (Carl) House | 1915 | 660 B Street | Bungalow |
| Frulan (John & Clara) House | 1888 | 661 B Street | Vernacular |
| Farra-McFarland House | 1888 | 692 B Street | Vernacular |
| Boulton Rental House | 1947 | 695 B Street | Vernacular |
| Brown (Charles & Mattie) House | 1898 | 725 B Street | Vernacular |
| Brown (Mattie) Rental House | 1898 | 733 B Street | Vernacular |
| Hedberg-Silver House | 1904 | 743 B Street | Vernacular (Queen Anne) |
| Powell (D. Sherman) Rental House | 1913 | 762 B Street | Bungalow |
| Dunkin (James) House | 1893 | 773 B Street | Vernacular |
| Cox-Cavin House | 1900 | 774 B Street | Vernacular |
| Poirera (Joseph) House | 1889 | 785 B Street | Vernacular |
| Tibbetts (Elmo) House | 1901 | 826 B Street | Vernacular |
| Carey (R. L.) House | 1889 | 843 B Street | Vernacular |
| Hansen (Hans) House | 1904 | 855 B Street | Vernacular |
| Ritzinger-Flackus House | 1948 | 871 B Street | Vernacular |
| Holmes-Flackus House | 1888 | 872 B Street | Vernacular |
| Booth (Oren) House | 1915 | 882 B Street | Bungalow |
| Cossairt-East House | 1900 | 885 B Street | Vernacular |
| Smith (William & Annie) House | 1902 | 925 B Street | Vernacular (Queen Anne) |
| Lindsay (William) house | 1901 | 928 B Street | Vernacular (Queen Anne) |
| Cooley (Benson D.) House | 1902 | 939 B Street | Vernacular (Queen Anne) |
| Throop (Elmer) House | 1901 | 940 B Street | Vernacular |
| Payne (Andrew) House | 1900 | 954 B Street | Vernacular (Queen Anne) |
| Porter (Frank) House | 1917 | 548 C Street | Bungalow |
| McGinnis (Luke) Rental House II | 1900 | 561 C Street | Vernacular |
| King-Mathes Rental House | 1908 | 582 C Street | Vernacular |
| King (Burton) House | 1908 | 586 C Street | Vernacular |
| Ludlow-Stevens House | 1909 | 746 C Street | Vernacular |
| Lane (Clarence) House | 1900 | 880 C Street | Vernacular |
| Maupin (Charles and Ella) House | 1945 | 27 Dewey Street | Vernacular |
| Ashland Cemetery (National Register Listing #95000687) | | 0 Main Street | |
| Callahan-Mansfield House | 1928 | 549 Main Street East | Vernacular |
| McCall (Jesse) House | 1890 | 550 Main Street East | Vernacular |
| Wilson-Byrd House | 1922 | 555 Main Street East | Bungalow |
| Rose (Charles & Laura) House | 1907 | 568 Main Street East | Bungalow |
| Van Sant-Bryant House | 1901 | 573 Main Street East | Vernacular |
| Long (O. W. & Minda) Rental House | 1941 | 574 Main Street East | Bungalow |
| Hubbard-Hardy House | 1889 | 581 Main Street East | Vernacular |
| Palethorpe (George) House | 1888 | 585 Main Street East | Vernacular |
| Currie (Joseph) Boarding House | 1908 | 586 Main Street East | Vernacular |
| Unknown House | 1920 | 598 Main Street East | Vernacular |
| Reader (J. K.) Rental House | 1890 | 600 Main Street East | Vernacular |
| Shultz (A. F.) House I | 1888 | 637 Main Street East | Vernacular |
| Morris (J. W. B. & Cynthia) House | 1900 | 649 Main Street East | Vernacular |
| Morris (J. W. B.) Rental House | 1902 | 665 Main Street East | Vernacular |
| Long (Eliza) Rental House | 1909 | 675 Main Street East | Vernacular |
| Unknown House | 1909 | 685 Main Street East | Vernacular |
| Wilson (Merritt & Nancy) House | 1905 | 767 Main Street East | Vernacular (Queen Anne) |
| Free Methodist Church Parsonage | 1908 | 775 Main Street East | Vernacular (Italianate) |
| Free Methodist Church | 1908 | 777 Main Street East | Vernacular (Gothic Elements) |
| Howett-Bagley House | 1901 | 855 Main Street East | Vernacular |
| Inlow-Sherard House | 1905 | 881 Main Street East | Vernacular (Queen Anne) |
| Crowson-Addison House | 1907 | 916 Main Street East | Vernacular cottage |
| Callie Winter's Grocery | 1940 | 917 Main Street East | Bungalow |
| Reid (Ethel) House | 1926 | 933 Main Street East | Bungalow |
| Bryant (T. W. and Delphia) House | 1889 | 968 Main Street East | Vernacular cottage |
| Jacobs-Slack house | 1920 | 975 Main Street East | Bungalow |
| Jacobs Rental House | 1910 | 985 Main Street East | Vernacular |
| McCall House (National Register Listing #81000488) | 1883 | 153 Oak Street | Italianate |
| Coffee (George) House | 1908 | 154 Oak Street | Craftsman Bungalow |
| Franco (Tony & Lulu) | 1946 | 170 Oak Street | Vernacular Revival |
| Sherwin (Eugene) House | 1900 | 171 Oak Street | Vernacular |
| Van Sant (James) House II | 1907 | 181 Oak Street | Craftsman American Foursquare |
| Angle (Levi) House | 1904 | 191 Oak Street | Vernacular |
| Ashland Oregon National Guard Armory (National Register Listing #87001564) | 1913 | 208 Oak Street | California Mission Revival |
| Chapman-Mickelson House | 1902 | 209 Oak Street | Queen Anne |
| Smith (Elliott) House | 1907 | 221 Oak Street | Vernacular cottage |
| Barnes (Albert) House | 1904 | 239 Oak Street | Vernacular wood frame dwelling with modest Queen Anne influences |
| Merley (Josiah) House | 1908 | 247 Oak Street | Vernacular hipped-roof cottage |
| Loosely (George) House | 1917 | 263 Oak Street | Arts & Crafts Bungalow |
| Powell (D. Sherman) House | 1900 | 281 Oak Street | Arts & Crafts Bungalow |
| McNair (William) House | 1909 | 303 Oak Street | Arts & Crafts Bungalow |
| McNair (William & Lorena) House | 1910 | 323 Oak Street | This Arts & Crafts Bungalow was built for druggist William H. McNair. |
| Powell (Thaddeus) House | 1910 | 337 Oak Street | This Arts & Crafts Bungalow was built for the miner, Thaddeus Powell, who live here with his wife until 1952. |
| 1912 | Oak and A Streets | Industrial |
| Losher (James) House | 1904 | 150 Pioneer Street North | Vernacular |
| Mulit (Lloyd) House | 1905 | 162 Pioneer Street North | Vernacular |
| Murphy (Roy) Rental House | 1941 | 163 Pioneer Street North | Bungalow |
| Vining-White House | 1884 | 180 Pioneer Street North | Vernacular (Queen Anne) |
| Hargrove (Anna & Ida) House | 1909 | 185 Pioneer Street North | Craftsman Bungalow |
| Ganiard (Lucinda) Rental House VI | 1900 | 309 Pioneer Street North | Vernacular |
| Hay Warehouse | 1908 | 309 1/2 Pioneer Street North | Industrial |
)