| House Prices in Brecon Close, Chesterfield S40 | £215,200 | 22 | - |
| House Prices in Brendon Avenue, Chesterfield S40 | £231,000 | 5 | 1 |
| House Prices in Brent Close, Chesterfield S40 | £598,000 | 4 | - |
| House Prices in Bretby Road, Chesterfield S40 | £240,333 | 16 | - |
| House Prices in Bretton Close, Chesterfield S40 | - | 7 | - |
| House Prices in Briar Close, Chesterfield S41 | £383,600 | 8 | - |
| House Prices in Briardene Close, Chesterfield S40 | £230,333 | 10 | - |
| House Prices in Briar View, Brimington, Chesterfield S43 | £175,300 | 11 | 5 |
| House Prices in Brick Kiln Drive, Hasland, Chesterfield S41 | £235,400 | 10 | - |
| House Prices in Bridge Bank Close, Chesterfield S40 | £213,762 | 21 | - |
| House Prices in Bridge Street, Chesterfield S40 | £134,222 | 13 | - |
| House Prices in Bridle Road, Woodthorpe, Chesterfield S43 | £285,667 | 25 | - |
| House Prices in Brimington, Chesterfield S43 | - | 2 | 1 |
| House Prices in Brimington Road, Chesterfield S41 | £268,352 | 107 | 10 |
| House Prices in Brincliffe Close, Chesterfield S40 | £342,000 | 20 | - |
| House Prices in Brindley House, Tapton Lock Hill, Chesterfield S41 | £146,917 | - | 24 |
| House Prices in Brindley Road, Chesterfield S41 | £134,667 | 11 | 6 |
| House Prices in Broadgorse Close, Chesterfield S40 | £122,000 | 18 | 32 |
| House Prices in Broadoaks Close, Chesterfield S41 | £172,412 | 24 | - |
| House Prices in Brockhill Court, Chapel Street, Brimington, Chesterfield S43 | - | - | 36 |
| House Prices in Brocklehurst Piece, Chesterfield S40 | £174,111 | 18 | 3 |
| House Prices in Brockwell Lane, Chesterfield S40 | £269,760 | 148 | 8 |
| House Prices in Brockwell Place, Chesterfield S40 | - | 1 | 3 |
| House Prices in Brockwell Terrace, Chesterfield S40 | £143,750 | 17 | - |
| House Prices in Bromehead Way, Chesterfield S41 | - | - | 18 |
| House Prices in Brookbank Avenue, Chesterfield S40 | £193,636 | 40 | - |
| House Prices in Brooke Drive, Brimington, Chesterfield S43 | £229,484 | 82 | - |
| House Prices in Brookfield Avenue, Chesterfield S40 | £518,143 | 12 | 1 |
| House Prices in Brookfield View Drive, Chesterfield S40 | £860,714 | 8 | - |
| House Prices in Brooklyn Drive, Chesterfield S40 | £187,522 | 79 | - |
| House Prices in Brookside Bar, Chesterfield S40 | £484,885 | 42 | 2 |
| House Prices in Brookside Glen, Chesterfield S40 | £500,429 | 46 | - |
| House Prices in Brooks Road, Barrow Hill, Chesterfield S43 | £117,900 | 48 | - |
| House Prices in Brook Vale, Chesterfield S40 | £118,333 | 3 | - |
| House Prices in Broom Close, Chesterfield S41 | £182,500 | 4 | - |
| House Prices in Broomfield Avenue, Hasland, Chesterfield S41 | £261,426 | 77 | 3 |
| House Prices in Broom Gardens, Brimington, Chesterfield S43 | - | 10 | - |
| House Prices in Broomhill Road, Old Whittington, Chesterfield S41 | £253,762 | 42 | 2 |
| House Prices in Broughton Road, Chesterfield S41 | £180,429 | 24 | - |
| House Prices in Browning Court, Chesterfield S40 | £159,833 | 1 | 11 |
| House Prices in Brunswick Street, Chesterfield S41 | - | 11 | - |
| House Prices in Brushfield Road, Chesterfield S40 | £221,261 | 107 | - |
| House Prices in Bryn Lea, Chesterfield S41 | £504,875 | 11 | - |
| House Prices in Buckden Close, Chesterfield S40 | £233,778 | 20 | - |
| House Prices in Bunting House, High Street, Old Whittington, Chesterfield S41 | £144,000 | 1 | 14 |
| House Prices in Burbage Road, Staveley, Chesterfield S43 | £161,786 | 30 | - |
| House Prices in Burgess Close, Hasland, Chesterfield S41 | £255,800 | 12 | - |
| House Prices in Burkitt Drive, Woodthorpe, Chesterfield S43 | £241,250 | 8 | - |
| House Prices in Burlington Street, Chesterfield S40 | £751,000 | 2 | - |
| House Prices in Burnbridge Road, Old Whittington, Chesterfield S41 | £142,108 | 110 | 6 |
| House Prices in Burnell Street, Brimington, Chesterfield S43 | £117,225 | 57 | 1 |
| House Prices in Burns Close, Chesterfield S40 | - | 19 | - |
| House Prices in Burrs Wood Croft, Chesterfield S41 | £411,571 | 8 | - |
| House Prices in Bursden Close, Old Whittington, Chesterfield S41 | £226,000 | 10 | - |
| House Prices in Buttermere Close, Chesterfield S41 | - | 17 | - |
| House Prices in Butterton Drive, Chesterfield S40 | £175,333 | 18 | - |
| House Prices in Byron Road, Chesterfield S40 | £129,000 | 30 | 1 |
| House Prices in Caernarvon Close, Chesterfield S40 | £345,538 | 20 | - |
| House Prices in Cairn Drive, New Whittington, Chesterfield S43 | £217,500 | 12 | - |
| House Prices in Cairngorm Close, New Whittington, Chesterfield S43 | - | 20 | - |
| House Prices in Calow Lane, Hasland, Chesterfield S41 | £157,517 | 100 | 13 |
| House Prices in Calstock Close, Chesterfield S40 | - | 11 | - |
| House Prices in Calver Crescent, Staveley, Chesterfield S43 | £119,333 | 56 | 1 |
| House Prices in Cambrian Close, Chesterfield S40 | £355,750 | 6 | - |
| House Prices in Cambridge Road, Brimington, Chesterfield S43 | £120,750 | 6 | - |
| House Prices in Camerory Way, New Whittington, Chesterfield S43 | £293,000 | 13 | - |
| House Prices in Camlough Walk, Chesterfield S41 | £138,037 | - | 108 |
| House Prices in Campbell Court, New Whittington, Chesterfield S43 | £75,000 | - | 9 |
| House Prices in Campbell Drive, Barrow Hill, Chesterfield S43 | £61,000 | 28 | 47 |
| House Prices in Canal Mews, Chesterfield S41 | £203,526 | 17 | 2 |
| House Prices in Canalside Crescent, Chesterfield S41 | £410,789 | 19 | - |
| House Prices in Canal Wharf, Chesterfield S41 | £167,417 | 14 | - |
| House Prices in Canterbury Close, Chesterfield S40 | - | 14 | - |
| House Prices in Cantrell Close, Brimington, Chesterfield S43 | £287,000 | 12 | - |
| House Prices in Capel Rise, Brimington, Chesterfield S43 | £210,000 | 8 | - |
| House Prices in Capthorne Close, Chesterfield S40 | £265,333 | 14 | - |
| House Prices in Carlton House, Vincent Crescent, Chesterfield S40 | £140,667 | - | 7 |
| House Prices in Carlton Road, Chesterfield S40 | £296,182 | 19 | - |
| House Prices in Carlyon Gardens, Chesterfield S40 | - | 7 | 8 |
| House Prices in Carnoustie Avenue, Chesterfield S40 | £390,353 | 32 | - |
| House Prices in Carpenter Avenue, Mastin Moor, Chesterfield S43 | £127,091 | 59 | - |
| House Prices in Carpenters Mews, Chesterfield S41 | £309,500 | 2 | - |
| House Prices in Carrwood Road, Chesterfield S41 | £1,206,250 | - | 4 |
| House Prices in Carsington Close, Chesterfield S40 | £158,625 | 45 | - |
| House Prices in Cartmel Crescent, Chesterfield S41 | £195,778 | 37 | - |
| House Prices in Castleton Grove, Inkersall, Chesterfield S43 | £172,091 | 32 | - |
| House Prices in Catchford View, Chesterfield S41 | £353,000 | 6 | 1 |
| House Prices in Catherine Street, Chesterfield S40 | £129,524 | 35 | 1 |
| House Prices in Cauldon Drive, Chesterfield S40 | £63,000 | 23 | 90 |
| House Prices in Caulfield Close, Chesterfield S41 | £592,750 | 23 | - |
| House Prices in Cavendish Court, Newland Dale, Chesterfield S41 | £73,333 | - | 30 |
| House Prices in Cavendish Street, Chesterfield S40 | £193,000 | 3 | 10 |
| House Prices in Cavendish Street North, Old Whittington, Chesterfield S41 | £188,667 | 17 | - |
| House Prices in Cavendish Street, Staveley, Chesterfield S43 | £118,375 | 49 | - |
| House Prices in Caxton Close, New Whittington, Chesterfield S43 | £184,833 | 28 | - |
| House Prices in Cedar Avenue, Chesterfield S40 | £291,909 | 18 | - |
| House Prices in Cedar Street, Hollingwood, Chesterfield S43 | £169,318 | 38 | 6 |
| House Prices in Cemetery Terrace, Brimington, Chesterfield S43 | £122,750 | 8 | - |
| House Prices in Central Avenue, Chesterfield S40 | £163,889 | 28 | - |
| House Prices in Central Drive, Hasland, Chesterfield S41 | £198,857 | 19 | - |
