diff --git a/freqtrade/constants.py b/freqtrade/constants.py
index d7ace131c..abf43b24d 100644
--- a/freqtrade/constants.py
+++ b/freqtrade/constants.py
@@ -22,6 +22,7 @@ ORDERTYPE_POSSIBILITIES = ['limit', 'market']
 ORDERTIF_POSSIBILITIES = ['gtc', 'fok', 'ioc']
 AVAILABLE_PAIRLISTS = ['StaticPairList', 'VolumePairList']
 DRY_RUN_WALLET = 999.9
+MATH_CLOSE_PREC = 1e-14  # Precision used for float comparisons
 
 TICKER_INTERVALS = [
     '1m', '3m', '5m', '15m', '30m',
diff --git a/freqtrade/freqtradebot.py b/freqtrade/freqtradebot.py
index f56b1f2ea..3f7eab27a 100644
--- a/freqtrade/freqtradebot.py
+++ b/freqtrade/freqtradebot.py
@@ -6,6 +6,7 @@ import copy
 import logging
 import traceback
 from datetime import datetime
+from math import isclose
 from typing import Any, Dict, List, Optional, Tuple
 
 import arrow
@@ -510,7 +511,7 @@ class FreqtradeBot:
                         trade.pair.startswith(exectrade['fee']['currency'])):
                     fee_abs += exectrade['fee']['cost']
 
-        if amount != order_amount:
+        if not isclose(amount, order_amount, abs_tol=constants.MATH_CLOSE_PREC):
             logger.warning(f"Amount {amount} does not match amount {trade.amount}")
             raise OperationalException("Half bought? Amounts don't match")
         real_amount = amount - fee_abs
@@ -535,7 +536,7 @@ class FreqtradeBot:
             # Try update amount (binance-fix)
             try:
                 new_amount = self.get_real_amount(trade, order)
-                if order['amount'] != new_amount:
+                if not isclose(order['amount'], new_amount, abs_tol=constants.MATH_CLOSE_PREC):
                     order['amount'] = new_amount
                     # Fee was applied, so set to 0
                     trade.fee_open = 0
diff --git a/tests/test_freqtradebot.py b/tests/test_freqtradebot.py
index c26186e9d..ee28f2e58 100644
--- a/tests/test_freqtradebot.py
+++ b/tests/test_freqtradebot.py
@@ -4,6 +4,7 @@
 import logging
 import time
 from copy import deepcopy
+from math import isclose
 from unittest.mock import MagicMock, PropertyMock
 
 import arrow
@@ -12,6 +13,7 @@ import requests
 
 from freqtrade import (DependencyException, InvalidOrderException,
                        OperationalException, TemporaryError, constants)
+from freqtrade.constants import MATH_CLOSE_PREC
 from freqtrade.data.dataprovider import DataProvider
 from freqtrade.freqtradebot import FreqtradeBot
 from freqtrade.persistence import Trade
@@ -1635,6 +1637,31 @@ def test_update_trade_state_withorderdict(default_conf, trades_for_order, limit_
     assert trade.amount == limit_buy_order['amount']
 
 
+def test_update_trade_state_withorderdict_rounding_fee(default_conf, trades_for_order,
+                                                       limit_buy_order, mocker, caplog):
+    trades_for_order[0]['amount'] = limit_buy_order['amount'] + 1e-14
+    mocker.patch('freqtrade.exchange.Exchange.get_trades_for_order', return_value=trades_for_order)
+    # get_order should not be called!!
+    mocker.patch('freqtrade.exchange.Exchange.get_order', MagicMock(side_effect=ValueError))
+    patch_exchange(mocker)
+    Trade.session = MagicMock()
+    amount = sum(x['amount'] for x in trades_for_order)
+    freqtrade = get_patched_freqtradebot(mocker, default_conf)
+    trade = Trade(
+        pair='LTC/ETH',
+        amount=amount,
+        exchange='binance',
+        open_rate=0.245441,
+        open_order_id="123456",
+        is_open=True,
+        open_date=arrow.utcnow().datetime,
+    )
+    freqtrade.update_trade_state(trade, limit_buy_order)
+    assert trade.amount != amount
+    assert trade.amount == limit_buy_order['amount']
+    assert log_has_re(r'Applying fee on amount for .*', caplog)
+
+
 def test_update_trade_state_exception(mocker, default_conf,
                                       limit_buy_order, caplog) -> None:
     freqtrade = get_patched_freqtradebot(mocker, default_conf)
@@ -3205,6 +3232,54 @@ def test_get_real_amount_invalid_order(default_conf, trades_for_order, buy_order
     assert freqtrade.get_real_amount(trade, limit_buy_order) == amount
 
 
+def test_get_real_amount_wrong_amount(default_conf, trades_for_order, buy_order_fee, mocker):
+    limit_buy_order = deepcopy(buy_order_fee)
+    limit_buy_order['amount'] = limit_buy_order['amount'] - 0.001
+
+    patch_RPCManager(mocker)
+    patch_exchange(mocker)
+    mocker.patch('freqtrade.exchange.Exchange.get_trades_for_order', return_value=trades_for_order)
+    amount = float(sum(x['amount'] for x in trades_for_order))
+    trade = Trade(
+        pair='LTC/ETH',
+        amount=amount,
+        exchange='binance',
+        open_rate=0.245441,
+        open_order_id="123456"
+    )
+    freqtrade = FreqtradeBot(default_conf)
+    patch_get_signal(freqtrade)
+
+    # Amount does not change
+    with pytest.raises(OperationalException, match=r"Half bought\? Amounts don't match"):
+        freqtrade.get_real_amount(trade, limit_buy_order)
+
+
+def test_get_real_amount_wrong_amount_rounding(default_conf, trades_for_order, buy_order_fee,
+                                               mocker):
+    # Floats should not be compared directly.
+    limit_buy_order = deepcopy(buy_order_fee)
+    trades_for_order[0]['amount'] = trades_for_order[0]['amount'] + 1e-15
+
+    patch_RPCManager(mocker)
+    patch_exchange(mocker)
+    mocker.patch('freqtrade.exchange.Exchange.get_trades_for_order', return_value=trades_for_order)
+    amount = float(sum(x['amount'] for x in trades_for_order))
+    trade = Trade(
+        pair='LTC/ETH',
+        amount=amount,
+        exchange='binance',
+        open_rate=0.245441,
+        open_order_id="123456"
+    )
+    freqtrade = FreqtradeBot(default_conf)
+    patch_get_signal(freqtrade)
+
+    # Amount changes by fee amount.
+    assert isclose(freqtrade.get_real_amount(trade, limit_buy_order), amount - (amount * 0.001),
+                   abs_tol=MATH_CLOSE_PREC,)
+
+
 def test_get_real_amount_invalid(default_conf, trades_for_order, buy_order_fee, mocker):
     # Remove "Currency" from fee dict
     trades_for_order[0]['fee'] = {'cost': 0.008}