| All Souls Church Summer Camp Historic District | Parksville | District | 2023 |
| Anshei Glen Wild Synagogue | Glen Wild | Building | 1999 |
| Aqudas Achim Synagogue | Livingston Manor | Building | 1998 |
| Arlington Hotel | Narrowsburg | Building | 1983 |
| B'nai Israel Synagogue | Woodbourne | Building | 1999 |
| Beaverkill Covered Bridge | Beaverkill | Structure | 2007 |
| Bennett Family House | Monticello | Building | 2001 |
| Bikur Cholim B'nai Israel Synagogue | Swan Lake | Building | 1999 |
| Bloomingburg Reformed Protestant Dutch Church | Bloomingburg | Building | 1980 |
| Broadway Historic District | Monticello | District | 2020 |
| C. Burton Hotel | Grahamsville | Building | 2005 |
| Calkins, Ellery, House | Cochecton | Building | 1992 |
| Callicoon Downtown Historic District | Callicoon | District | 2016 |
| Callicoon Methodist Church and Parsonage | Callicoon | Building | 1993 |
| Callicoon National Bank | Callicoon | Building | 1994 |
| Center Theatre | Woodbourne | Building | 2001 |
| Chevro Ahavath Zion Synagogue | Monticello | Building | 1999 |
| Cochecton Center Methodist Episcopal Church | Cochecton Center | Building | 2000 |
| Cochecton Presbyterian Church | Cochecton | Building | 1992 |
| Cochecton Railroad Station | Cochecton | Building | 2005 |
| Drake-Curtis House | Cochecton | Building | 1993 |
| Dundas Castle | Roscoe | District | 2001 |
| Ferndale School | Ferndale | Building | 2005 |
| First Methodist Episcopal Church of Parksville | Parksville | Building | 2001 |
| Forestburgh Town Hall | Forestburgh | Building | 2011 |
| German Presbyterian Church and Hortonville Cemetery | Hortonville | Building | 2003 |
| Glen Wild Methodist Church | Glen Wild | Building | 1984 |
| Grahamsville Historic District | Grahamsville | District | 1979 |
| Greenfield Preparative Meeting House | Grahamsville | Building | 2010 |
| Hankins District No. One Schoolhouse | Hankins | Building | 2000 |
| Hankins Stone Arch Bridge | Hankins | Structure | 2000 |
| Hart House | Burlingham | Building | 2006 |
| Hasbrouck Stone House | Woodbourne | Building | 2019 |
| Hebrew Congregation of Mountaindale Synagogue | Mountaindale | Building | 2001 |
| Hessinger Store | Callicoon Center | Building | 2000 |
| Hillig Castle | Liberty | Building | 2021 |
| Jeffersonville School | Jeffersonville | Building | 1988 |
| Jewish Center of Lake Huntington | Lake Huntington | Building | 2009 |
| Jewish Community Center of White Sulphur Springs | White Sulphur Springs | Building | 1999 |
| Kirk House | Narrowsburg | Building | 1984 |
| Levitz Family Farm | Grahamsville | District | 2002 |
| Liberty Downtown Historic District | Liberty | District | 2006 |
| Liberty Village Historic District | Liberty | District | 1978 |
| Loch Sheldrake Synagogue | Loch Sheldrake | Building | 1997 |
| Mamakating Park Historic District | Wurtsboro | District | 1998 |
| Manion's General Store | Ferndale | Building | 2004 |
| Manny, Anthony, House | Hankins | Building | 2000 |
| Masten-Quinn House | Wurtsboro | Building | 2003 |
| Minisink Battlefield | Minisink Ford | Site | 1993 |
| Munson Diner | Liberty | Building | 2006 |
| Narrowsburg Methodist Church | Narrowsburg | Building | 2000 |
| Ohave Shalom Synagogue | Woodridge | Building | 2000 |
| Old Cochecton Cemetery | Cochecton | Site | 1992 |
| Page House | Cochecton | Building | 1992 |
| Parsonage Road Historic District | Cochecton | Building | 1992 |
| Reformed Dutch Church of Mamakating | Wurtsboro | Building | 2022 |
| Reilly's Store | Cochecton | Building | 1992 |
| Rialto Theatre | Monticello | Building | 2001 |
| Riverside Cemetery | Long Eddy | Site | 1993 |
| Rivoli Theatre | South Fallsburg | Building | 2001 |
| Rockland Mill Complex | Rockland | District | 1984 |
| Roscoe Presbyterian Church and Westfield Flats Cemetery | Roscoe | Building | 2001 |
| Shelburne Playhouse | Ferndale | Building | 2004 |
| Silver Lake Dam | Woodridge | Structure | 2000 |
| South Fallsburg Hebrew Association Synagogue | South Fallsburg | Building | 2000 |
| Spring House | Barryville | Building | 2009 |
| St. James Church and Rectory | Callicoon | Building | 1993 |
| St. John's Episcopal Church and Rectory | Monticello | Building | 2002 |
| St. Joseph's Seminary | Callicoon | District | 1993 |
| St. Paul's Evangelical Lutheran Church | Liberty | Building | 1997 |
| Stone Arch Bridge | Kenoza Lake | Structure | 1976 |
| Tefereth Israel Anshei Parksville Synagogue | Parksville | Building | 1999 |
| Ten Mile River Baptist Church | Tusten | Building | 1997 |
| Town and Country Building | Liberty | Building | 2004 |
| Tusten Stone Arch Bridge | Tusten | Structure | 2000 |
| Valleau Tavern | Cochecton | Building | 1992 |
| Woodbourne Reformed Church Complex | Woodbourne | Building | 2003 |
| Woodstock Music Festival Site | Bethel | District | 2017 |
Anshei Glen Wild Synagogue Glen Wild · Building · listed 1999 
Aqudas Achim Synagogue Livingston Manor · Building · listed 1998 
Arlington Hotel Narrowsburg · Building · listed 1983 
B'nai Israel Synagogue Woodbourne · Building · listed 1999 
Beaverkill Covered Bridge Beaverkill · Structure · listed 2007 
Bennett Family House Monticello · Building · listed 2001 
Bikur Cholim B'nai Israel Synagogue Swan Lake · Building · listed 1999 
Bloomingburg Reformed Protestant Dutch Church Bloomingburg · Building · listed 1980 
C. Burton Hotel Grahamsville · Building · listed 2005 
Calkins, Ellery, House Cochecton · Building · listed 1992