diff --git a/pkg/sql/ast/ast_expressions.go b/pkg/sql/ast/ast_expressions.go
index 1c68cc4e..b22c0bde 100644
--- a/pkg/sql/ast/ast_expressions.go
+++ b/pkg/sql/ast/ast_expressions.go
@@ -271,6 +271,24 @@ func (s SubqueryExpression) Children() []Node {
 	return []Node{s.Subquery}
 }
 
+// ParenthesizedExpression represents an expression wrapped in parentheses to
+// preserve grouping/operator-precedence, e.g. `WHERE (a OR b) AND c`.
+// SQL requires them to round-trip unchanged; discarding the node would silently
+// change AND/OR precedence on re-render.
+type ParenthesizedExpression struct {
+	Expr Expression
+	Pos  models.Location // Source position of the opening parenthesis
+}
+
+func (p *ParenthesizedExpression) expressionNode()     {}
+func (p ParenthesizedExpression) TokenLiteral() string { return "PAREN" }
+func (p ParenthesizedExpression) Children() []Node {
+	if p.Expr == nil {
+		return nil
+	}
+	return []Node{p.Expr}
+}
+
 // AnyExpression represents expr op ANY (subquery)
 type AnyExpression struct {
 	Expr     Expression
diff --git a/pkg/sql/ast/pool_expression_release.go b/pkg/sql/ast/pool_expression_release.go
index 2eed7731..2be19ea6 100644
--- a/pkg/sql/ast/pool_expression_release.go
+++ b/pkg/sql/ast/pool_expression_release.go
@@ -339,6 +339,14 @@ func putExpressionImpl(expr Expression, depth int) {
 			}
 			subqueryExprPool.Put(e)
 
+		case *ParenthesizedExpression:
+			if e.Expr != nil {
+				workQueue = append(workQueue, e.Expr)
+			}
+			e.Expr = nil
+			// ParenthesizedExpression has no dedicated pool; children are freed above
+			// and the node itself is left to the garbage collector.
+
 		case *CastExpression:
 			if e.Expr != nil {
 				workQueue = append(workQueue, e.Expr)
diff --git a/pkg/sql/ast/roundtrip_test.go b/pkg/sql/ast/roundtrip_test.go
index 1ab20369..95a1a3a8 100644
--- a/pkg/sql/ast/roundtrip_test.go
+++ b/pkg/sql/ast/roundtrip_test.go
@@ -31,6 +31,8 @@ func TestRoundtrip(t *testing.T) {
 		{"select where", "SELECT id FROM users WHERE active = TRUE"},
 		{"select and", "SELECT id FROM users WHERE active = TRUE AND age > 18"},
 		{"select or", "SELECT id FROM users WHERE a = 1 OR b = 2"},
+		{"select or grouped", "SELECT id FROM users WHERE (a = 1 OR b = 2) AND c = 3"},
+		{"select nested parens", "SELECT id FROM users WHERE ((a AND b) OR c) AND d"},
 		{"select distinct", "SELECT DISTINCT status FROM orders"},
 		{"select limit offset", "SELECT * FROM users LIMIT 10 OFFSET 20"},
 		{"select order by", "SELECT * FROM users ORDER BY name"},
diff --git a/pkg/sql/ast/sql.go b/pkg/sql/ast/sql.go
index 9569cfe3..67818c75 100644
--- a/pkg/sql/ast/sql.go
+++ b/pkg/sql/ast/sql.go
@@ -313,6 +313,15 @@ func (s *SubqueryExpression) SQL() string {
 	return fmt.Sprintf("(%s)", stmtSQL(s.Subquery))
 }
 
+// SQL returns the parenthesized expression as "(expr)". The parentheses are
+// preserved so that AND/OR grouping survives a round-trip (see #519).
+func (p *ParenthesizedExpression) SQL() string {
+	if p == nil {
+		return ""
+	}
+	return fmt.Sprintf("(%s)", exprSQL(p.Expr))
+}
+
 // SQL returns the SQL representation of this ANY expression as "expr op ANY (subquery)".
 func (a *AnyExpression) SQL() string {
 	if a == nil {
diff --git a/pkg/sql/parser/expressions_literal.go b/pkg/sql/parser/expressions_literal.go
index 04516108..6afa88af 100644
--- a/pkg/sql/parser/expressions_literal.go
+++ b/pkg/sql/parser/expressions_literal.go
@@ -331,7 +331,10 @@ func (p *Parser) parsePrimaryExpression() (ast.Expression, error) {
 			return p.parseArrayAccessExpression(expr)
 		}
 
-		return expr, nil
+		// Preserve grouping for a single parenthesized expression. Without this
+		// node the parentheses are dropped and AND/OR precedence changes on
+		// re-render, e.g. `(a OR b) AND c` → `a OR b AND c` (see #519).
+		return &ast.ParenthesizedExpression{Expr: expr, Pos: parenPos}, nil
 	}
 
 	if p.isType(models.TokenTypeExists) {
diff --git a/pkg/sql/parser/parenthesized_expression_test.go b/pkg/sql/parser/parenthesized_expression_test.go
new file mode 100644
index 00000000..cf88c06a
--- /dev/null
+++ b/pkg/sql/parser/parenthesized_expression_test.go
@@ -0,0 +1,53 @@
+// Copyright 2026 GoSQLX Authors
+//
+// Licensed under the Apache License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License.
+// You may obtain a copy of the License at
+//
+//     http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+
+package parser_test
+
+import (
+	"testing"
+
+	"github.com/ajitpratap0/GoSQLX/pkg/gosqlx"
+	"github.com/ajitpratap0/GoSQLX/pkg/sql/keywords"
+)
+
+// Regression for #519: parenthesized expressions must round-trip unchanged.
+// Previously the `ParenthesizedExpression` node did not exist, so parentheses
+// were dropped during parsing and AND/OR precedence silently changed on render:
+//   (a OR b) AND c  →  a OR b AND c
+func TestParenthesizedExpressionRoundtrip(t *testing.T) {
+	tests := []struct {
+		name string
+		sql  string
+	}{
+		{"or group and",
+			`SELECT * FROM t WHERE (category = 'si' OR category = 'eev') AND snapshot_date = today()`},
+		{"and group",
+			`SELECT * FROM t WHERE a AND (b OR c)`},
+		{"nested parens",
+			`SELECT * FROM t WHERE ((a AND b) OR c) AND d`},
+		{"join condition parens",
+			`SELECT * FROM t WHERE name = 'Vasya' AND (user_id = account.id) GROUP BY position`},
+	}
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			tree, err := gosqlx.ParseWithDialect(tt.sql, keywords.DialectClickHouse)
+			if err != nil {
+				t.Fatalf("parse failed: %v", err)
+			}
+			if got := tree.SQL(); got != tt.sql {
+				t.Errorf("SQL() = %q, want %q", got, tt.sql)
+			}
+		})
+	}
+}