diff --git a/coderd/healthcheck/derphealth/derp.go b/coderd/healthcheck/derphealth/derp.go
index 83dfcbf4a1..8f99ca5994 100644
--- a/coderd/healthcheck/derphealth/derp.go
+++ b/coderd/healthcheck/derphealth/derp.go
@@ -26,6 +26,7 @@ import (
 
 const (
 	warningNodeUsesWebsocket = `Node uses WebSockets because the "Upgrade: DERP" header may be blocked on the load balancer.`
+	oneNodeUnhealthy         = "Region is operational, but performance might be degraded as one node is unhealthy."
 )
 
 // @typescript-generate Report
@@ -146,6 +147,7 @@ func (r *RegionReport) Run(ctx context.Context) {
 	r.NodeReports = []*NodeReport{}
 
 	wg := &sync.WaitGroup{}
+	var healthyNodes int // atomic.Int64 is not mandatory as we depend on RegionReport mutex.
 
 	wg.Add(len(r.Region.Nodes))
 	for _, node := range r.Region.Nodes {
@@ -169,8 +171,8 @@ func (r *RegionReport) Run(ctx context.Context) {
 
 			r.mu.Lock()
 			r.NodeReports = append(r.NodeReports, &nodeReport)
-			if !nodeReport.Healthy {
-				r.Healthy = false
+			if nodeReport.Healthy {
+				healthyNodes++
 			}
 
 			for _, w := range nodeReport.Warnings {
@@ -179,8 +181,14 @@ func (r *RegionReport) Run(ctx context.Context) {
 			r.mu.Unlock()
 		}()
 	}
-
 	wg.Wait()
+
+	// Coder allows for 1 unhealthy node in the region, unless there is only 1 node.
+	if len(r.Region.Nodes) == 1 {
+		r.Healthy = healthyNodes == len(r.Region.Nodes)
+	} else if healthyNodes < len(r.Region.Nodes) {
+		r.Warnings = append(r.Warnings, oneNodeUnhealthy)
+	}
 }
 
 func (r *NodeReport) derpURL() *url.URL {
diff --git a/coderd/healthcheck/derphealth/derp_test.go b/coderd/healthcheck/derphealth/derp_test.go
index c9ed3d5915..a877e03fd2 100644
--- a/coderd/healthcheck/derphealth/derp_test.go
+++ b/coderd/healthcheck/derphealth/derp_test.go
@@ -81,6 +81,56 @@ func TestDERP(t *testing.T) {
 		}
 	})
 
+	t.Run("HealthyWithNodeDegraded", func(t *testing.T) {
+		t.Parallel()
+
+		healthyDerpSrv := derp.NewServer(key.NewNode(), func(format string, args ...any) { t.Logf(format, args...) })
+		defer healthyDerpSrv.Close()
+		healthySrv := httptest.NewServer(derphttp.Handler(healthyDerpSrv))
+		defer healthySrv.Close()
+
+		var (
+			ctx        = context.Background()
+			report     = derphealth.Report{}
+			derpURL, _ = url.Parse(healthySrv.URL)
+			opts       = &derphealth.ReportOptions{
+				DERPMap: &tailcfg.DERPMap{Regions: map[int]*tailcfg.DERPRegion{
+					1: {
+						EmbeddedRelay: true,
+						RegionID:      999,
+						Nodes: []*tailcfg.DERPNode{{
+							Name:             "1a",
+							RegionID:         999,
+							HostName:         derpURL.Host,
+							IPv4:             derpURL.Host,
+							STUNPort:         -1,
+							InsecureForTests: true,
+							ForceHTTP:        true,
+						}, {
+							Name:             "1b",
+							RegionID:         999,
+							HostName:         "derp.is.dead.tld",
+							IPv4:             "derp.is.dead.tld",
+							STUNPort:         -1,
+							InsecureForTests: true,
+							ForceHTTP:        true,
+						}},
+					},
+				}},
+			}
+		)
+
+		report.Run(ctx, opts)
+
+		assert.True(t, report.Healthy)
+		for _, region := range report.Regions {
+			assert.True(t, region.Healthy)
+			assert.True(t, region.NodeReports[0].Healthy)
+			assert.False(t, region.NodeReports[1].Healthy)
+			assert.Len(t, region.Warnings, 1)
+		}
+	})
+
 	t.Run("Tailscale/Dallas/OK", func(t *testing.T) {
 		t.Parallel()