diff --git a/src/lightning/pytorch/trainer/connectors/data_connector.py b/src/lightning/pytorch/trainer/connectors/data_connector.py
index 240dae6296c1f..07cfaf291f9fb 100644
--- a/src/lightning/pytorch/trainer/connectors/data_connector.py
+++ b/src/lightning/pytorch/trainer/connectors/data_connector.py
@@ -244,12 +244,27 @@ def _get_distributed_sampler(
     return DistributedSamplerWrapper(dataloader.sampler, **kwargs)
 
 
+def _is_simple_sampler_replaceable(sampler: Sampler) -> bool:
+    """Check if a sampler can be safely replaced with SequentialSampler for overfit batches."""
+    simple_sampler_types = (
+        RandomSampler,
+        SequentialSampler,
+        DistributedSampler,
+        DistributedSamplerWrapper,
+        UnrepeatedDistributedSamplerWrapper,
+    )
+    return isinstance(sampler, simple_sampler_types)
+
+
 def _resolve_overfit_batches(combined_loader: CombinedLoader, mode: RunningStage) -> None:
     """Resolve overfit batches by disabling shuffling.
 
     When overfit_batches > 0, this function ensures that sequential sampling is used without shuffling for consistent
     batches across epochs. Training and validation use different sets of data.
 
+    For simple samplers (RandomSampler, SequentialSampler, etc.), they are replaced with SequentialSampler. For custom
+    samplers that may use complex indexing, they are preserved but a warning is issued.
+
     """
     all_have_sequential_sampler = all(
         isinstance(dl.sampler, SequentialSampler) for dl in combined_loader.flattened if hasattr(dl, "sampler")
@@ -257,6 +272,20 @@ def _resolve_overfit_batches(combined_loader: CombinedLoader, mode: RunningStage
     if all_have_sequential_sampler:
         return
 
+    # Check if any dataloaders have custom samplers that shouldn't be replaced
+    has_custom_samplers = any(
+        hasattr(dl, "sampler") and not _is_simple_sampler_replaceable(dl.sampler) for dl in combined_loader.flattened
+    )
+
+    if has_custom_samplers:
+        rank_zero_warn(
+            f"You requested to overfit but some {mode.dataloader_prefix} dataloaders use custom samplers. "
+            f"Custom samplers are preserved, but please ensure they provide deterministic, non-shuffled output "
+            f"for consistent overfitting behavior.",
+            category=PossibleUserWarning,
+        )
+        return
+
     rank_zero_warn(
         f"You requested to overfit but enabled {mode.dataloader_prefix} dataloader shuffling."
         f" We are turning off the {mode.dataloader_prefix} dataloader shuffling for you."
diff --git a/tests/tests_pytorch/trainer/connectors/test_data_connector.py b/tests/tests_pytorch/trainer/connectors/test_data_connector.py
index 367c2340ce542..9580ed278a3e5 100644
--- a/tests/tests_pytorch/trainer/connectors/test_data_connector.py
+++ b/tests/tests_pytorch/trainer/connectors/test_data_connector.py
@@ -19,7 +19,7 @@
 import pytest
 from lightning_utilities.test.warning import no_warning_call
 from torch import Tensor
-from torch.utils.data import BatchSampler, DataLoader, DistributedSampler, Sampler, SequentialSampler
+from torch.utils.data import BatchSampler, DataLoader, DistributedSampler, RandomSampler, Sampler, SequentialSampler
 
 import lightning.fabric
 from lightning.fabric.utilities.distributed import DistributedSamplerWrapper
@@ -30,6 +30,8 @@
     _check_dataloader_iterable,
     _DataHookSelector,
     _DataLoaderSource,
+    _is_simple_sampler_replaceable,
+    _resolve_overfit_batches,
     _worker_check,
     warning_cache,
 )
@@ -696,3 +698,49 @@ def test_iterable_check_on_known_iterators():
     dataloader.__iter__ = Mock()
     _check_dataloader_iterable(dataloader, Mock(), Mock())
     dataloader.__iter__.assert_not_called()
+
+
+def test_is_simple_sampler_replaceable():
+    """Test that _is_simple_sampler_replaceable correctly identifies simple vs custom samplers."""
+    dataset = RandomDataset(32, 64)
+
+    assert _is_simple_sampler_replaceable(SequentialSampler(dataset)) is True
+    assert _is_simple_sampler_replaceable(RandomSampler(dataset)) is True
+
+    class CustomSampler(Sampler):
+        def __init__(self, dataset):
+            self.dataset = dataset
+
+        def __iter__(self):
+            return iter([{"index": i, "param": 0.5} for i in range(len(self.dataset))])
+
+        def __len__(self):
+            return len(self.dataset)
+
+    assert _is_simple_sampler_replaceable(CustomSampler(dataset)) is False
+
+
+def test_resolve_overfit_batches_preserves_custom_sampler():
+    """Test that _resolve_overfit_batches does not alter custom samplers."""
+    dataset = RandomDataset(32, 64)
+
+    class CustomDictSampler(Sampler):
+        def __init__(self, dataset):
+            self.dataset = dataset
+
+        def __iter__(self):
+            return iter([{"index": i, "param": 0.5} for i in range(len(self.dataset))])
+
+        def __len__(self):
+            return len(self.dataset)
+
+    custom_sampler = CustomDictSampler(dataset)
+    dataloader = DataLoader(dataset, sampler=custom_sampler, batch_size=2)
+    combined_loader = CombinedLoader([dataloader])
+    original_sampler = dataloader.sampler
+
+    _resolve_overfit_batches(combined_loader, RunningStage.TRAINING)
+
+    assert combined_loader.flattened[0].sampler is original_sampler
+    assert combined_loader.flattened[0].sampler is custom_sampler
+    assert isinstance(combined_loader.flattened[0].sampler, CustomDictSampler)