| House Prices in Brecon Close, Chesterfield S40 | £212,400 | 22 | - |
| House Prices in Brendon Avenue, Chesterfield S40 | £228,500 | 5 | 1 |
| House Prices in Brent Close, Chesterfield S40 | £584,000 | 4 | - |
| House Prices in Bretby Road, Chesterfield S40 | £236,667 | 16 | - |
| House Prices in Bretton Close, Chesterfield S40 | - | 7 | - |
| House Prices in Briar Close, Chesterfield S41 | £377,200 | 8 | - |
| House Prices in Briardene Close, Chesterfield S40 | £225,333 | 10 | - |
| House Prices in Briar View, Brimington, Chesterfield S43 | £172,700 | 11 | 5 |
| House Prices in Brick Kiln Drive, Hasland, Chesterfield S41 | £232,300 | 10 | - |
| House Prices in Bridge Bank Close, Chesterfield S40 | £210,857 | 21 | - |
| House Prices in Bridge Street, Chesterfield S40 | £132,222 | 13 | - |
| House Prices in Bridle Road, Woodthorpe, Chesterfield S43 | £280,000 | 25 | - |
| House Prices in Brimington, Chesterfield S43 | - | 2 | 1 |
| House Prices in Brimington Road, Chesterfield S41 | £263,741 | 107 | 10 |
| House Prices in Brincliffe Close, Chesterfield S40 | £334,545 | 20 | - |
| House Prices in Brindley House, Tapton Lock Hill, Chesterfield S41 | £145,625 | - | 24 |
| House Prices in Brindley Road, Chesterfield S41 | £133,000 | 11 | 6 |
| House Prices in Broadgorse Close, Chesterfield S40 | £120,375 | 18 | 32 |
| House Prices in Broadoaks Close, Chesterfield S41 | £170,176 | 24 | - |
| House Prices in Brockhill Court, Chapel Street, Brimington, Chesterfield S43 | - | - | 36 |
| House Prices in Brocklehurst Piece, Chesterfield S40 | £172,111 | 18 | 3 |
| House Prices in Brockwell Lane, Chesterfield S40 | £265,354 | 148 | 8 |
| House Prices in Brockwell Place, Chesterfield S40 | - | 1 | 3 |
| House Prices in Brockwell Terrace, Chesterfield S40 | £141,938 | 17 | - |
| House Prices in Bromehead Way, Chesterfield S41 | - | - | 18 |
| House Prices in Brookbank Avenue, Chesterfield S40 | £191,182 | 40 | - |
| House Prices in Brooke Drive, Brimington, Chesterfield S43 | £225,968 | 82 | - |
| House Prices in Brookfield Avenue, Chesterfield S40 | £507,571 | 12 | 1 |
| House Prices in Brookfield View Drive, Chesterfield S40 | £840,429 | 8 | - |
| House Prices in Brooklyn Drive, Chesterfield S40 | £185,326 | 79 | - |
| House Prices in Brookside Bar, Chesterfield S40 | £474,000 | 42 | 2 |
| House Prices in Brookside Glen, Chesterfield S40 | £489,929 | 46 | - |
| House Prices in Brooks Road, Barrow Hill, Chesterfield S43 | £116,200 | 48 | - |
| House Prices in Brook Vale, Chesterfield S40 | £117,000 | 3 | - |
| House Prices in Broom Close, Chesterfield S41 | £180,000 | 4 | - |
| House Prices in Broomfield Avenue, Hasland, Chesterfield S41 | £257,500 | 77 | 3 |
| House Prices in Broom Gardens, Brimington, Chesterfield S43 | - | 10 | - |
| House Prices in Broomhill Road, Old Whittington, Chesterfield S41 | £248,762 | 42 | 2 |
| House Prices in Broughton Road, Chesterfield S41 | £178,000 | 24 | - |
| House Prices in Browning Court, Chesterfield S40 | £158,333 | 1 | 11 |
| House Prices in Brunswick Street, Chesterfield S41 | - | 11 | - |
| House Prices in Brushfield Road, Chesterfield S40 | £216,871 | 107 | - |
| House Prices in Bryn Lea, Chesterfield S41 | £492,875 | 11 | - |
| House Prices in Buckden Close, Chesterfield S40 | £231,000 | 20 | - |
| House Prices in Bunting House, High Street, Old Whittington, Chesterfield S41 | £142,889 | 1 | 14 |
| House Prices in Burbage Road, Staveley, Chesterfield S43 | £159,643 | 30 | - |
| House Prices in Burgess Close, Hasland, Chesterfield S41 | £252,600 | 12 | - |
| House Prices in Burkitt Drive, Woodthorpe, Chesterfield S43 | £236,250 | 8 | - |
| House Prices in Burlington Street, Chesterfield S40 | £743,000 | 2 | - |
| House Prices in Burnbridge Road, Old Whittington, Chesterfield S41 | £140,270 | 110 | 6 |
| House Prices in Burnell Street, Brimington, Chesterfield S43 | £116,450 | 57 | 1 |
| House Prices in Burns Close, Chesterfield S40 | - | 19 | - |
| House Prices in Burrs Wood Croft, Chesterfield S41 | £401,714 | 8 | - |
| House Prices in Bursden Close, Old Whittington, Chesterfield S41 | £220,667 | 10 | - |
| House Prices in Buttermere Close, Chesterfield S41 | - | 17 | - |
| House Prices in Butterton Drive, Chesterfield S40 | £173,333 | 18 | - |
| House Prices in Byron Road, Chesterfield S40 | £126,750 | 30 | 1 |
| House Prices in Caernarvon Close, Chesterfield S40 | £338,000 | 20 | - |
| House Prices in Cairn Drive, New Whittington, Chesterfield S43 | £213,500 | 12 | - |
| House Prices in Cairngorm Close, New Whittington, Chesterfield S43 | - | 20 | - |
| House Prices in Calow Lane, Hasland, Chesterfield S41 | £155,033 | 100 | 13 |
| House Prices in Calstock Close, Chesterfield S40 | - | 11 | - |
| House Prices in Calver Crescent, Staveley, Chesterfield S43 | £117,733 | 56 | 1 |
| House Prices in Cambrian Close, Chesterfield S40 | £349,000 | 6 | - |
| House Prices in Cambridge Road, Brimington, Chesterfield S43 | £119,500 | 6 | - |
| House Prices in Camerory Way, New Whittington, Chesterfield S43 | £286,091 | 13 | - |
| House Prices in Camlough Walk, Chesterfield S41 | £136,935 | - | 108 |
| House Prices in Campbell Court, New Whittington, Chesterfield S43 | £74,000 | - | 9 |
| House Prices in Campbell Drive, Barrow Hill, Chesterfield S43 | £60,000 | 28 | 47 |
| House Prices in Canal Mews, Chesterfield S41 | £201,053 | 17 | 2 |
| House Prices in Canalside Crescent, Chesterfield S41 | £406,300 | 20 | - |
| House Prices in Canal Wharf, Chesterfield S41 | £165,583 | 14 | - |
| House Prices in Canterbury Close, Chesterfield S40 | - | 14 | - |
| House Prices in Cantrell Close, Brimington, Chesterfield S43 | £280,000 | 12 | - |
| House Prices in Capel Rise, Brimington, Chesterfield S43 | £206,800 | 8 | - |
| House Prices in Capthorne Close, Chesterfield S40 | £258,889 | 14 | - |
| House Prices in Carlton House, Vincent Crescent, Chesterfield S40 | £134,750 | - | 8 |
| House Prices in Carlton Road, Chesterfield S40 | £289,909 | 19 | - |
| House Prices in Carlyon Gardens, Chesterfield S40 | - | 7 | 8 |
| House Prices in Carnoustie Avenue, Chesterfield S40 | £381,235 | 32 | - |
| House Prices in Carpenter Avenue, Mastin Moor, Chesterfield S43 | £125,455 | 59 | - |
| House Prices in Carpenters Mews, Chesterfield S41 | £305,500 | 2 | - |
| House Prices in Carrwood Road, Chesterfield S41 | £1,206,250 | - | 4 |
| House Prices in Carsington Close, Chesterfield S40 | £156,500 | 45 | - |
| House Prices in Cartmel Crescent, Chesterfield S41 | £193,000 | 37 | - |
| House Prices in Castleton Grove, Inkersall, Chesterfield S43 | £169,727 | 32 | - |
| House Prices in Catchford View, Chesterfield S41 | £344,400 | 6 | 1 |
| House Prices in Catherine Street, Chesterfield S40 | £127,952 | 35 | 1 |
| House Prices in Cauldon Drive, Chesterfield S40 | £63,000 | 23 | 90 |
| House Prices in Caulfield Close, Chesterfield S41 | £583,050 | 23 | - |
| House Prices in Cavendish Court, Newland Dale, Chesterfield S41 | £73,000 | - | 30 |
| House Prices in Cavendish Street, Chesterfield S40 | £190,500 | 3 | 10 |
| House Prices in Cavendish Street North, Old Whittington, Chesterfield S41 | £186,111 | 17 | - |
| House Prices in Cavendish Street, Staveley, Chesterfield S43 | £116,750 | 49 | - |
| House Prices in Caxton Close, New Whittington, Chesterfield S43 | £182,278 | 28 | - |
| House Prices in Cedar Avenue, Chesterfield S40 | £285,636 | 18 | - |
| House Prices in Cedar Street, Hollingwood, Chesterfield S43 | £167,000 | 38 | 6 |
| House Prices in Cemetery Terrace, Brimington, Chesterfield S43 | £121,250 | 8 | - |
| House Prices in Central Avenue, Chesterfield S40 | £161,444 | 28 | - |
| House Prices in Central Drive, Hasland, Chesterfield S41 | £196,571 | 19 | - |
