diff --git a/packages/types/src/__tests__/vscode-llm.spec.ts b/packages/types/src/__tests__/vscode-llm.spec.ts
index b03a3e0a600..9c5b17e1ba6 100644
--- a/packages/types/src/__tests__/vscode-llm.spec.ts
+++ b/packages/types/src/__tests__/vscode-llm.spec.ts
@@ -22,6 +22,27 @@ describe("vscodeLlmModels", () => {
 		expect(vscodeLlmModels["gemini-2.5-pro"].maxInputTokens).toBe(108594)
 	})
 
+	it("includes the 2026-07-14 additions with their measured single-message ceilings", () => {
+		// Measured via single-message binary search on VS Code 1.126.0 (largest input the backend
+		// accepts). claude-sonnet-5 accepts nearly its full advertised window (925449), unlike the
+		// older claude rows that cap at ~197.9K — this divergence is exactly why the values are
+		// measured rather than inferred from a sibling row.
+		expect(vscodeLlmModels["claude-sonnet-5"].maxInputTokens).toBe(925449)
+		expect(vscodeLlmModels["claude-sonnet-5"].contextWindow).toBe(925449)
+		expect(vscodeLlmModels["gpt-5.6-luna"].maxInputTokens).toBe(199753)
+		expect(vscodeLlmModels["gpt-5.6-sol"].maxInputTokens).toBe(271785)
+		expect(vscodeLlmModels["gpt-5.6-terra"].maxInputTokens).toBe(271785)
+	})
+
+	it("includes the 2026-07-26 model-picker-cache additions at their advertised windows", () => {
+		// Sourced from `chat.cachedLanguageModels` in User/globalStorage/state.vscdb; not yet
+		// binary-searched, so both fields carry the advertised value exactly as captured.
+		expect(vscodeLlmModels["claude-opus-5"].maxInputTokens).toBe(935793)
+		expect(vscodeLlmModels["claude-opus-5"].contextWindow).toBe(935793)
+		expect(vscodeLlmModels["gemini-3.6-flash"].maxInputTokens).toBe(935793)
+		expect(vscodeLlmModels["gemini-3.6-flash"].contextWindow).toBe(935793)
+	})
+
 	it("keeps both window fields populated and positive for every row", () => {
 		// NOTE: contextWindow and maxInputTokens are intentionally ALLOWED to differ (claude-opus-4.8
 		// diverges: 679560 vs 197897). The UI reads maxInputTokens, and that divergence is a deliberate
@@ -40,6 +61,9 @@ describe("vscodeLlmModels", () => {
 		expect(vscodeLlmModels).not.toHaveProperty("claude-opus-4.7-high")
 		expect(vscodeLlmModels).not.toHaveProperty("claude-3.5-sonnet")
 		expect(vscodeLlmModels).not.toHaveProperty("claude-4-sonnet")
+		expect(vscodeLlmModels).not.toHaveProperty("auto")
+		expect(vscodeLlmModels).not.toHaveProperty("copilot-utility")
+		expect(vscodeLlmModels).not.toHaveProperty("copilot-utility-small")
 	})
 
 	it("defaults to a model id that exists in the table", () => {
diff --git a/packages/types/src/providers/vscode-llm.ts b/packages/types/src/providers/vscode-llm.ts
index b00bf4e8daa..e3c5b01d031 100644
--- a/packages/types/src/providers/vscode-llm.ts
+++ b/packages/types/src/providers/vscode-llm.ts
@@ -18,9 +18,30 @@ export const vscodeLlmDefaultModelId: VscodeLlmModelId = "claude-sonnet-4.5"
 //   - claude-opus-4.7 / 4.6, claude-sonnet-4.6,
 //     gemini-3.1-pro-preview, gemini-3.5-flash:          enforced ~197.9K
 //   - gpt-5.5 / gpt-5.4:                                 enforced ~268.4K
+// Additions measured 2026-07-14 (VS Code 1.126.0) with the same single-message binary search:
+//   - claude-sonnet-5:                                   enforced 925449 (near-full window, unlike the older ~197.9K claude rows)
+//   - gpt-5.6-luna:                                      enforced 199753
+//   - gpt-5.6-sol / gpt-5.6-terra:                       enforced 271785
+// Additions sourced 2026-07-26 from the Copilot model-picker cache (`chat.cachedLanguageModels` in
+// VS Code's User/globalStorage/state.vscdb), which persists the metadata `selectChatModels` returns:
+//   - claude-opus-5 / gemini-3.6-flash:                  advertised 935793, NOT yet binary-searched
+// Those two rows carry the advertised value exactly as captured; re-measure by binary search and
+// correct them if the backend turns out to enforce a lower ceiling.
 // Guardrail: these are empirically measured — re-measure (do not hand-tune) if the models change.
 // See GitHub issue simurg79/Roo-Code#10 and myplans/VSCode LM Model Table Integrity/vscode_lm_opus_data_integrity_design.md.
 export const vscodeLlmModels = {
+	"claude-opus-5": {
+		contextWindow: 935793,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "claude-opus-5",
+		version: "claude-opus-5",
+		name: "Claude Opus 5",
+		supportsToolCalling: true,
+		maxInputTokens: 935793,
+	},
 	"claude-opus-4.8": {
 		contextWindow: 679560,
 		supportsImages: true,
@@ -69,6 +90,18 @@ export const vscodeLlmModels = {
 		supportsToolCalling: true,
 		maxInputTokens: 167790,
 	},
+	"claude-sonnet-5": {
+		contextWindow: 925449,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "claude-sonnet-5",
+		version: "claude-sonnet-5",
+		name: "Claude Sonnet 5",
+		supportsToolCalling: true,
+		maxInputTokens: 925449,
+	},
 	"claude-sonnet-4.6": {
 		contextWindow: 197896,
 		supportsImages: true,
@@ -105,6 +138,42 @@ export const vscodeLlmModels = {
 		supportsToolCalling: true,
 		maxInputTokens: 135790,
 	},
+	"gpt-5.6-luna": {
+		contextWindow: 199753,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "gpt-5.6-luna",
+		version: "gpt-5.6-luna",
+		name: "GPT-5.6 Luna",
+		supportsToolCalling: true,
+		maxInputTokens: 199753,
+	},
+	"gpt-5.6-sol": {
+		contextWindow: 271785,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "gpt-5.6-sol",
+		version: "gpt-5.6-sol",
+		name: "GPT-5.6 Sol",
+		supportsToolCalling: true,
+		maxInputTokens: 271785,
+	},
+	"gpt-5.6-terra": {
+		contextWindow: 271785,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "gpt-5.6-terra",
+		version: "gpt-5.6-terra",
+		name: "GPT-5.6 Terra",
+		supportsToolCalling: true,
+		maxInputTokens: 271785,
+	},
 	"gpt-5.5": {
 		contextWindow: 268426,
 		supportsImages: true,
@@ -177,6 +246,18 @@ export const vscodeLlmModels = {
 		supportsToolCalling: true,
 		maxInputTokens: 12078,
 	},
+	"gemini-3.6-flash": {
+		contextWindow: 935793,
+		supportsImages: true,
+		supportsPromptCache: false,
+		inputPrice: 0,
+		outputPrice: 0,
+		family: "gemini-3.6-flash",
+		version: "gemini-3.6-flash",
+		name: "Gemini 3.6 Flash",
+		supportsToolCalling: true,
+		maxInputTokens: 935793,
+	},
 	"gemini-3.1-pro-preview": {
 		contextWindow: 197897,
 		supportsImages: true,
diff --git a/src/package.json b/src/package.json
index 420be82a1bd..5ed4ab6ed15 100644
--- a/src/package.json
+++ b/src/package.json
@@ -3,7 +3,7 @@
 	"displayName": "%extension.displayName%",
 	"description": "%extension.description%",
 	"publisher": "RooVeterinaryInc",
-	"version": "3.53.2",
+	"version": "3.53.3",
 	"icon": "assets/icons/icon.png",
 	"galleryBanner": {
 		"color": "#617A91",