diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-envops.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-envops.rkt
index 3332e47c3b..afb1f099ae 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-envops.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-envops.rkt
@@ -8,7 +8,7 @@
          (infer-in infer)
          (rep type-rep filter-rep object-rep rep-utils)
          (utils tc-utils)
-         (types resolve subtype remove-intersect union)
+         (types resolve subtype remove-intersect union filter-ops)
          (env type-env-structs lexical-env)
          (rename-in (types abbrev)
                     [-> -->]
@@ -78,11 +78,14 @@
          x Γ)]
       [_ Γ])))
 
-;; run code in an extended env and with replaced props
+;; run code in an extended env and with replaced props. Requires the body to return a tc-results.
+;; TODO make this only add the new prop instead of the entire environment once tc-id is fixed to
+;; include the interesting props in its filter.
 (define-syntax (with-lexical-env/extend-props stx)
   (define-splicing-syntax-class flag
     [pattern (~seq #:flag v:expr)]
     [pattern (~seq) #:with v #'(box #t)])
   (syntax-parse stx
     [(_ ps flag:flag . b)
-     #'(with-lexical-env (env+ (lexical-env) ps flag.v) . b)]))
+     #'(with-lexical-env (env+ (lexical-env) ps flag.v)
+         (add-unconditional-prop (let () . b) (apply -and (env-props (lexical-env)))))]))
diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-expr-unit.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-expr-unit.rkt
index 8c75c5ab67..5637ee0372 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-expr-unit.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-expr-unit.rkt
@@ -353,7 +353,7 @@
       [(tc-results: _ (list (FilterSet: f+ f-) ...) _ _ _)
        (map -or f+ f-)]))
   (with-lexical-env/extend-props props
-    (add-unconditional-prop (k) (apply -and props))))
+    (k)))
 
 ;; type-check a body of exprs, producing the type of the last one.
 ;; if the body is empty, the type is Void.
diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-if.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-if.rkt
index f4ef73bebf..01a88d4d47 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-if.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-if.rkt
@@ -35,10 +35,10 @@
      (define flag- (box #t))
      (define results-t
        (with-lexical-env/extend-props (list fs+) #:flag flag+
-         (add-unconditional-prop (tc thn (unbox flag+)) (apply -and (env-props (lexical-env))))))
+         (tc thn (unbox flag+))))
      (define results-u
        (with-lexical-env/extend-props (list fs-) #:flag flag-
-         (add-unconditional-prop (tc els (unbox flag-)) (apply -and (env-props (lexical-env))))))
+         (tc els (unbox flag-))))
 
      ;; record reachability
      ;; since we may typecheck a given piece of code multiple times in different
diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-let-unit.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-let-unit.rkt
index 456213b9fc..0119e336f5 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-let-unit.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-let-unit.rkt
@@ -73,11 +73,9 @@
                   exprs
                   expected-results)
         ;; typecheck the body
-        (add-unconditional-prop
-          (if expected
-              (tc-body/check body (erase-filter expected))
-              (tc-body body))
-          (apply -and (apply append props)))))))
+        (if expected
+            (tc-body/check body (erase-filter expected))
+            (tc-body body))))))
 
 (define (tc-expr/maybe-expected/t e names)
   (syntax-parse names