diff --git a/bundler/lib/bundler/dependency.rb b/bundler/lib/bundler/dependency.rb
index efc39a12f3ef..77d7a00362b9 100644
--- a/bundler/lib/bundler/dependency.rb
+++ b/bundler/lib/bundler/dependency.rb
@@ -68,6 +68,10 @@ def should_include?
       @should_include && current_env? && current_platform?
     end
 
+    def gemspec_dev_dep?
+      type == :development
+    end
+
     def current_env?
       return true unless @env
       if @env.is_a?(Hash)
diff --git a/bundler/lib/bundler/dsl.rb b/bundler/lib/bundler/dsl.rb
index a67f7ed8a1ec..1eca749617a0 100644
--- a/bundler/lib/bundler/dsl.rb
+++ b/bundler/lib/bundler/dsl.rb
@@ -103,16 +103,21 @@ def gem(name, *args)
       # if there's already a dependency with this name we try to prefer one
       if current = @dependencies.find {|d| d.name == dep.name }
         # Always prefer the dependency from the Gemfile
-        deleted_dep = @dependencies.delete(current) if current.type == :development
+        @dependencies.delete(current) if current.gemspec_dev_dep?
 
         if current.requirement != dep.requirement
           current_requirement_open = current.requirements_list.include?(">= 0")
 
-          if current.type == :development
-            unless current_requirement_open || dep.type == :development
-              Bundler.ui.warn "A gemspec development dependency (#{dep.name}, #{current.requirement}) is being overridden by a Gemfile dependency (#{dep.name}, #{dep.requirement}).\n" \
-                              "This behaviour may change in the future. Please remove either of them, or make sure they both have the same requirement\n" \
+          gemspec_dep = [dep, current].find(&:gemspec_dev_dep?)
+          if gemspec_dep
+            gemfile_dep = [dep, current].find(&:runtime?)
+
+            unless current_requirement_open
+              Bundler.ui.warn "A gemspec development dependency (#{gemspec_dep.name}, #{gemspec_dep.requirement}) is being overridden by a Gemfile dependency (#{gemfile_dep.name}, #{gemfile_dep.requirement}).\n" \
+                              "This behaviour may change in the future. Please remove either of them, or make sure they both have the same requirement\n"
             end
+
+            return if dep.gemspec_dev_dep?
           else
             update_prompt = ""
 
@@ -130,8 +135,8 @@ def gem(name, *args)
                            "You specified: #{current.name} (#{current.requirement}) and #{dep.name} (#{dep.requirement})" \
                            "#{update_prompt}"
           end
-        elsif current.type == :development || dep.type == :development
-          return if deleted_dep.nil?
+        elsif current.gemspec_dev_dep? || dep.gemspec_dev_dep?
+          return if dep.gemspec_dev_dep?
         elsif current.source != dep.source
           raise GemfileError, "You cannot specify the same gem twice coming from different sources.\n" \
                           "You specified that #{dep.name} (#{dep.requirement}) should come from " \
diff --git a/bundler/spec/commands/install_spec.rb b/bundler/spec/commands/install_spec.rb
index aa7c54ce4b43..7c016ff3d8a1 100644
--- a/bundler/spec/commands/install_spec.rb
+++ b/bundler/spec/commands/install_spec.rb
@@ -460,6 +460,35 @@
       expect(the_bundle).to include_gems("rubocop 1.37.1")
     end
 
+    it "warns when a Gemfile dependency is overriding a gemspec development dependency, with different requirements" do
+      build_lib "my-gem", path: bundled_app do |s|
+        s.add_development_dependency "rails", ">= 5"
+      end
+
+      build_repo4 do
+        build_gem "rails", "7.0.8"
+      end
+
+      gemfile <<~G
+        source "#{file_uri_for(gem_repo4)}"
+
+        gem "rails", "~> 7.0.8"
+
+        gemspec
+      G
+
+      bundle :install
+
+      expect(err).to include("A gemspec development dependency (rails, >= 5) is being overridden by a Gemfile dependency (rails, ~> 7.0.8).")
+      expect(err).to include("This behaviour may change in the future. Please remove either of them, or make sure they both have the same requirement")
+
+      # This is not the best behavior I believe, it would be better if both
+      # requirements are considered if they are compatible, and a version
+      # satisfying both is chosen. But not sure about changing it right now, so
+      # I went with a warning for the time being.
+      expect(the_bundle).to include_gems("rails 7.0.8")
+    end
+
     it "does not warn if a gem is added once in Gemfile and also inside a gemspec as a development dependency, with same requirements, and different sources" do
       build_lib "my-gem", path: bundled_app do |s|
         s.add_development_dependency "activesupport"