diff --git a/app/services/bulk_upload/lettings/year2024/row_parser.rb b/app/services/bulk_upload/lettings/year2024/row_parser.rb
index ef7433614..6315274ce 100644
--- a/app/services/bulk_upload/lettings/year2024/row_parser.rb
+++ b/app/services/bulk_upload/lettings/year2024/row_parser.rb
@@ -607,14 +607,22 @@ private
 
   def validate_uprn_exists_if_any_key_address_fields_are_blank
     if field_16.blank? && !key_address_fields_provided?
-      errors.add(:field_16, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "UPRN."))
+      %i[field_17 field_19 field_21 field_22].each do |field|
+        errors.add(field, I18n.t("#{ERROR_BASE_KEY}.address.not_answered")) if send(field).blank?
+      end
+      errors.add(:field_16, I18n.t("#{ERROR_BASE_KEY}.address.not_answered", question: "UPRN."))
     end
   end
 
   def validate_address_option_found
     if log.uprn.nil? && field_16.blank? && key_address_fields_provided?
+      error_message = if log.address_options_present?
+                        I18n.t("#{ERROR_BASE_KEY}.address.not_determined")
+                      else
+                        I18n.t("#{ERROR_BASE_KEY}.address.not_found")
+                      end
       %i[field_17 field_18 field_19 field_20 field_21 field_22].each do |field|
-        errors.add(field, I18n.t("#{ERROR_BASE_KEY}.address.not_found"))
+        errors.add(field, error_message) if errors[field].blank?
       end
     end
   end
@@ -625,19 +633,19 @@ private
 
   def validate_address_fields
     if field_16.blank? || log.errors.attribute_names.include?(:uprn)
-      if field_17.blank?
+      if field_17.blank? && errors[:field_17].blank?
         errors.add(:field_17, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "address line 1."))
       end
 
-      if field_19.blank?
+      if field_19.blank? && errors[:field_19].blank?
         errors.add(:field_19, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "town or city."))
       end
 
-      if field_21.blank?
+      if field_21.blank? && errors[:field_21].blank?
         errors.add(:field_21, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "part 1 of postcode."))
       end
 
-      if field_22.blank?
+      if field_22.blank? && errors[:field_22].blank?
         errors.add(:field_22, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "part 2 of postcode."))
       end
     end
diff --git a/app/services/bulk_upload/sales/year2024/row_parser.rb b/app/services/bulk_upload/sales/year2024/row_parser.rb
index fdef65aec..0e7b72d6f 100644
--- a/app/services/bulk_upload/sales/year2024/row_parser.rb
+++ b/app/services/bulk_upload/sales/year2024/row_parser.rb
@@ -605,14 +605,22 @@ private
 
   def validate_uprn_exists_if_any_key_address_fields_are_blank
     if field_22.blank? && !key_address_fields_provided?
-      errors.add(:field_22, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "UPRN."))
+      %i[field_23 field_25 field_27 field_28].each do |field|
+        errors.add(field, I18n.t("#{ERROR_BASE_KEY}.address.not_answered")) if send(field).blank?
+      end
+      errors.add(:field_22, I18n.t("#{ERROR_BASE_KEY}.address.not_answered", question: "UPRN."))
     end
   end
 
   def validate_address_option_found
     if log.uprn.nil? && field_22.blank? && key_address_fields_provided?
+      error_message = if log.address_options_present?
+                        I18n.t("#{ERROR_BASE_KEY}.address.not_determined")
+                      else
+                        I18n.t("#{ERROR_BASE_KEY}.address.not_found")
+                      end
       %i[field_23 field_24 field_25 field_26 field_27 field_28].each do |field|
-        errors.add(field, I18n.t("#{ERROR_BASE_KEY}.address.not_found"))
+        errors.add(field, error_message) if errors[field].blank?
       end
     end
   end
@@ -623,19 +631,19 @@ private
 
   def validate_address_fields
     if field_22.blank? || log.errors.attribute_names.include?(:uprn)
-      if field_23.blank?
+      if field_23.blank? && errors[:field_23].blank?
         errors.add(:field_23, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "address line 1."))
       end
 
-      if field_25.blank?
+      if field_25.blank? && errors[:field_25].blank?
         errors.add(:field_25, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "town or city."))
       end
 
-      if field_27.blank?
+      if field_27.blank? && errors[:field_27].blank?
         errors.add(:field_27, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "part 1 of postcode."))
       end
 
-      if field_28.blank?
+      if field_28.blank? && errors[:field_28].blank?
         errors.add(:field_28, I18n.t("#{ERROR_BASE_KEY}.not_answered", question: "part 2 of postcode."))
       end
     end
diff --git a/config/locales/validations/lettings/2024/bulk_upload.en.yml b/config/locales/validations/lettings/2024/bulk_upload.en.yml
index 76985ee32..a16090543 100644
--- a/config/locales/validations/lettings/2024/bulk_upload.en.yml
+++ b/config/locales/validations/lettings/2024/bulk_upload.en.yml
@@ -50,6 +50,8 @@ en:
             invalid: "Age of person %{person_num} must be a number or the letter R"
           address:
             not_found: "We could not find this address. Check the address data in your CSV file is correct and complete, or select the correct address using the CORE site."
+            not_determined: "There are multiple matches for this address. Either select the correct address manually or correct the UPRN in the CSV file."
+            not_answered: "Enter either the UPRN or the full address."
           nationality:
             invalid: "Select a valid nationality."
           charges:
diff --git a/config/locales/validations/sales/2024/bulk_upload.en.yml b/config/locales/validations/sales/2024/bulk_upload.en.yml
index fc68662d1..2621386c1 100644
--- a/config/locales/validations/sales/2024/bulk_upload.en.yml
+++ b/config/locales/validations/sales/2024/bulk_upload.en.yml
@@ -40,5 +40,7 @@ en:
             buyer_cannot_be_over_16_and_child: "Buyer 2's age cannot be 16 or over if their working situation is child under 16."
           address:
             not_found: "We could not find this address. Check the address data in your CSV file is correct and complete, or select the correct address using the CORE site."
+            not_determined: "There are multiple matches for this address. Either select the correct address manually or correct the UPRN in the CSV file."
+            not_answered: "Enter either the UPRN or the full address."
           nationality:
             invalid: "Select a valid nationality."
diff --git a/spec/services/bulk_upload/lettings/year2024/row_parser_spec.rb b/spec/services/bulk_upload/lettings/year2024/row_parser_spec.rb
index e9047b2ae..13ab91370 100644
--- a/spec/services/bulk_upload/lettings/year2024/row_parser_spec.rb
+++ b/spec/services/bulk_upload/lettings/year2024/row_parser_spec.rb
@@ -1658,11 +1658,11 @@ RSpec.describe BulkUpload::Lettings::Year2024::RowParser do
 
             it "adds appropriate errors to UPRN and key address fields" do
               parser.valid?
-              expect(parser.errors[:field_16]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "UPRN.")])
-              expect(parser.errors[:field_17]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "address line 1.")])
-              expect(parser.errors[:field_19]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "town or city.")])
-              expect(parser.errors[:field_21]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "part 1 of postcode.")])
-              expect(parser.errors[:field_22]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "part 2 of postcode.")])
+              expect(parser.errors[:field_16]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
+              expect(parser.errors[:field_17]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
+              expect(parser.errors[:field_19]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
+              expect(parser.errors[:field_21]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
+              expect(parser.errors[:field_22]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
             end
           end
 
@@ -1671,8 +1671,8 @@ RSpec.describe BulkUpload::Lettings::Year2024::RowParser do
 
             it "adds errors to UPRN and the missing key address field" do
               parser.valid?
-              expect(parser.errors[:field_16]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "UPRN.")])
-              expect(parser.errors[:field_17]).to eql([I18n.t("validations.lettings.2024.bulk_upload.not_answered", question: "address line 1.")])
+              expect(parser.errors[:field_16]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
+              expect(parser.errors[:field_17]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_answered")])
               expect(parser.errors[:field_19]).to be_empty
               expect(parser.errors[:field_21]).to be_empty
               expect(parser.errors[:field_22]).to be_empty
@@ -1721,7 +1721,7 @@ RSpec.describe BulkUpload::Lettings::Year2024::RowParser do
                 parser.valid?
                 expect(parser.errors[:field_16]).to be_empty
                 %i[field_17 field_18 field_19 field_20 field_21 field_22].each do |field|
-                  expect(parser.errors[field]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_found")])
+                  expect(parser.errors[field]).to eql([I18n.t("validations.lettings.2024.bulk_upload.address.not_determined")])
                 end
               end
             end
diff --git a/spec/services/bulk_upload/sales/year2024/row_parser_spec.rb b/spec/services/bulk_upload/sales/year2024/row_parser_spec.rb
index e4e2eb6f5..7e969c10e 100644
--- a/spec/services/bulk_upload/sales/year2024/row_parser_spec.rb
+++ b/spec/services/bulk_upload/sales/year2024/row_parser_spec.rb
@@ -310,7 +310,7 @@ RSpec.describe BulkUpload::Sales::Year2024::RowParser do
 
           it "only has one error added to the field" do
             parser.valid?
-            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "address line 1.")])
+            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
           end
         end
 
@@ -1042,11 +1042,11 @@ RSpec.describe BulkUpload::Sales::Year2024::RowParser do
 
           it "adds appropriate errors to UPRN and key address fields" do
             parser.valid?
-            expect(parser.errors[:field_22]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "UPRN.")])
-            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "address line 1.")])
-            expect(parser.errors[:field_25]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "town or city.")])
-            expect(parser.errors[:field_27]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "part 1 of postcode.")])
-            expect(parser.errors[:field_28]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "part 2 of postcode.")])
+            expect(parser.errors[:field_22]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
+            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
+            expect(parser.errors[:field_25]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
+            expect(parser.errors[:field_27]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
+            expect(parser.errors[:field_28]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
           end
         end
 
@@ -1055,8 +1055,8 @@ RSpec.describe BulkUpload::Sales::Year2024::RowParser do
 
           it "adds errors to UPRN and the missing key address field" do
             parser.valid?
-            expect(parser.errors[:field_22]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "UPRN.")])
-            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.not_answered", question: "address line 1.")])
+            expect(parser.errors[:field_22]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
+            expect(parser.errors[:field_23]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_answered")])
             expect(parser.errors[:field_25]).to be_empty
             expect(parser.errors[:field_27]).to be_empty
             expect(parser.errors[:field_28]).to be_empty
@@ -1105,7 +1105,7 @@ RSpec.describe BulkUpload::Sales::Year2024::RowParser do
               parser.valid?
               expect(parser.errors[:field_22]).to be_empty
               %i[field_23 field_24 field_25 field_26 field_27 field_28].each do |field|
-                expect(parser.errors[field]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_found")])
+                expect(parser.errors[field]).to eql([I18n.t("validations.sales.2024.bulk_upload.address.not_determined")])
               end
             end
           end