diff --git a/models/project/issue.go b/models/project/issue.go
index 1c31b154ced..b4347a9c2b4 100644
--- a/models/project/issue.go
+++ b/models/project/issue.go
@@ -117,3 +117,9 @@ func (c *Column) moveIssuesToAnotherColumn(ctx context.Context, newColumn *Colum
 		return nil
 	})
 }
+
+// DeleteAllProjectIssueByIssueIDsAndProjectIDs delete all project's issues by issue's and project's ids
+func DeleteAllProjectIssueByIssueIDsAndProjectIDs(ctx context.Context, issueIDs, projectIDs []int64) error {
+	_, err := db.GetEngine(ctx).In("project_id", projectIDs).In("issue_id", issueIDs).Delete(&ProjectIssue{})
+	return err
+}
diff --git a/models/project/project.go b/models/project/project.go
index 8cebf34b5ee..050ccf44e02 100644
--- a/models/project/project.go
+++ b/models/project/project.go
@@ -296,6 +296,12 @@ func GetProjectForRepoByID(ctx context.Context, repoID, id int64) (*Project, err
 	return p, nil
 }
 
+// GetAllProjectsIDsByOwnerID returns the all projects ids it owns
+func GetAllProjectsIDsByOwnerIDAndType(ctx context.Context, ownerID int64, projectType Type) ([]int64, error) {
+	projects := make([]int64, 0)
+	return projects, db.GetEngine(ctx).Table(&Project{}).Where("owner_id=? AND type=?", ownerID, projectType).Cols("id").Find(&projects)
+}
+
 // UpdateProject updates project properties
 func UpdateProject(ctx context.Context, p *Project) error {
 	if !IsCardTypeValid(p.CardType) {
diff --git a/options/locale/locale_en-US.ini b/options/locale/locale_en-US.ini
index b30504edd79..f3a7a389514 100644
--- a/options/locale/locale_en-US.ini
+++ b/options/locale/locale_en-US.ini
@@ -2186,6 +2186,7 @@ settings.transfer_in_progress = There is currently an ongoing transfer. Please c
 settings.transfer_notices_1 = - You will lose access to the repository if you transfer it to an individual user.
 settings.transfer_notices_2 = - You will keep access to the repository if you transfer it to an organization that you (co-)own.
 settings.transfer_notices_3 = - If the repository is private and is transferred to an individual user, this action makes sure that the user does have at least read permission (and changes permissions if necessary).
+settings.transfer_notices_4 = - If the repository belongs to an organization, and you transfer it to another organization or individual, you will lose the links between the repository's issues and the organization's project board.
 settings.transfer_owner = New Owner
 settings.transfer_perform = Perform Transfer
 settings.transfer_started = This repository has been marked for transfer and awaits confirmation from "%s"
diff --git a/services/repository/transfer.go b/services/repository/transfer.go
index 9e0ff7ae140..f48653072a8 100644
--- a/services/repository/transfer.go
+++ b/services/repository/transfer.go
@@ -15,6 +15,7 @@ import (
 	"code.gitea.io/gitea/models/organization"
 	"code.gitea.io/gitea/models/perm"
 	access_model "code.gitea.io/gitea/models/perm/access"
+	project_model "code.gitea.io/gitea/models/project"
 	repo_model "code.gitea.io/gitea/models/repo"
 	user_model "code.gitea.io/gitea/models/user"
 	"code.gitea.io/gitea/modules/log"
@@ -177,6 +178,22 @@ func transferOwnership(ctx context.Context, doer *user_model.User, newOwnerName
 		}
 	}
 
+	// Remove project's issues that belong to old organization's projects
+	if oldOwner.IsOrganization() {
+		projects, err := project_model.GetAllProjectsIDsByOwnerIDAndType(ctx, oldOwner.ID, project_model.TypeOrganization)
+		if err != nil {
+			return fmt.Errorf("Unable to find old org projects: %w", err)
+		}
+		issues, err := issues_model.GetIssueIDsByRepoID(ctx, repo.ID)
+		if err != nil {
+			return fmt.Errorf("Unable to find repo's issues: %w", err)
+		}
+		err = project_model.DeleteAllProjectIssueByIssueIDsAndProjectIDs(ctx, issues, projects)
+		if err != nil {
+			return fmt.Errorf("Unable to delete project's issues: %w", err)
+		}
+	}
+
 	if newOwner.IsOrganization() {
 		teams, err := organization.FindOrgTeams(ctx, newOwner.ID)
 		if err != nil {
diff --git a/templates/repo/settings/options.tmpl b/templates/repo/settings/options.tmpl
index f12bbbdf4a7..8f71f0020f1 100644
--- a/templates/repo/settings/options.tmpl
+++ b/templates/repo/settings/options.tmpl
@@ -957,7 +957,8 @@
 			<div class="ui warning message">
 				{{ctx.Locale.Tr "repo.settings.transfer_notices_1"}} <br>
 				{{ctx.Locale.Tr "repo.settings.transfer_notices_2"}} <br>
-				{{ctx.Locale.Tr "repo.settings.transfer_notices_3"}}
+				{{ctx.Locale.Tr "repo.settings.transfer_notices_3"}} <br>
+				{{ctx.Locale.Tr "repo.settings.transfer_notices_4"}}
 			</div>
 			<form class="ui form" action="{{.Link}}" method="post">
 				{{.CsrfTokenHtml}}