| House Prices in Croft Cottage, Poolsbrook, Chesterfield S43 | £282,000 | 1 | 1 |
| House Prices in Croft View, Inkersall, Chesterfield S43 | £326,000 | 31 | 14 |
| House Prices in Cromdale Avenue, New Whittington, Chesterfield S43 | £170,529 | 23 | - |
| House Prices in Cromford Court, Newbold Road, Chesterfield S41 | £89,500 | - | 16 |
| House Prices in Cromford Drive, Staveley, Chesterfield S43 | £244,571 | 22 | - |
| House Prices in Cromwell Road, Chesterfield S40 | £450,857 | 31 | 2 |
| House Prices in Cropston Close, Chesterfield S41 | £382,333 | 10 | - |
| House Prices in Cross London Street, New Whittington, Chesterfield S43 | £115,846 | 19 | 6 |
| House Prices in Cross Street, Brimington, Chesterfield S43 | £147,333 | 6 | - |
| House Prices in Cross Street, Chesterfield S40 | £236,158 | 19 | 13 |
| House Prices in Cross Street Villas, Chesterfield S40 | £291,500 | 2 | - |
| House Prices in Cross Wellington Street, New Whittington, Chesterfield S43 | £110,000 | 5 | - |
| House Prices in Crow Lane, Chesterfield S41 | £335,600 | 9 | - |
| House Prices in Crown Close, New Whittington, Chesterfield S43 | £230,000 | 8 | - |
| House Prices in Crown Road, Chesterfield S41 | £163,167 | 19 | - |
| House Prices in Cumberland Drive, Chesterfield S41 | £280,647 | 17 | - |
| House Prices in Curbar Curve, Inkersall, Chesterfield S43 | £160,714 | 74 | 1 |
| House Prices in Cuttholme Close, Chesterfield S40 | £343,000 | 6 | - |
| House Prices in Cuttholme Road, Chesterfield S40 | £215,723 | 92 | 7 |
| House Prices in Cuttholme Way, Chesterfield S40 | £79,000 | 2 | 11 |
| House Prices in Cutthorpe Grange, Chesterfield S41 | £408,000 | 10 | - |
| House Prices in Dade Avenue, Inkersall, Chesterfield S43 | £154,625 | 20 | 1 |
| House Prices in Dalebank Crescent, New Whittington, Chesterfield S43 | £192,400 | 72 | 1 |
| House Prices in Dale Bank Crescent, New Whittington, Chesterfield S43 | £177,643 | 14 | - |
| House Prices in Dale Close, Staveley, Chesterfield S43 | £257,125 | 19 | - |
| House Prices in Dalewood Close, Chesterfield S41 | £210,333 | 11 | - |
| House Prices in Dalvey Way, New Whittington, Chesterfield S43 | £169,364 | 17 | - |
| House Prices in Damon Drive, Brimington, Chesterfield S43 | £219,417 | 21 | - |
| House Prices in Damson Croft, Hollingwood, Chesterfield S43 | £274,167 | 12 | - |
| House Prices in Danby Avenue, Old Whittington, Chesterfield S41 | £168,857 | 29 | 29 |
| House Prices in Darley Close, Staveley, Chesterfield S43 | - | 24 | 48 |
| House Prices in Dartmouth Court, Arundel Close, Chesterfield S41 | £66,000 | - | 6 |
| House Prices in Darwent Road, Chesterfield S41 | £232,950 | 29 | - |
| House Prices in Darwin Avenue, Chesterfield S40 | £177,048 | 39 | 1 |
| House Prices in Darwin Road, Chesterfield S40 | £187,769 | 23 | 1 |
| House Prices in Davian Way, Chesterfield S40 | £219,321 | 60 | - |
| House Prices in Deans Close, Brimington, Chesterfield S43 | £275,600 | 6 | - |
| House Prices in Deben Close, Chesterfield S40 | £349,333 | 9 | - |
| House Prices in Deerlands Road, Chesterfield S40 | £418,909 | 28 | - |
| House Prices in Delph Bank, Chesterfield S40 | £438,333 | 10 | - |
| House Prices in Delves Close, Chesterfield S40 | £324,091 | 17 | - |
| House Prices in Denby Road, Staveley, Chesterfield S43 | - | 21 | - |
| House Prices in Derby Road, Chesterfield S40 | £120,814 | 247 | 70 |
| House Prices in Derwent Crescent, Chesterfield S41 | £172,167 | 14 | - |
| House Prices in Derwent View, Mastin Moor, Chesterfield S43 | £106,000 | 18 | 2 |
| House Prices in Devizes Close, Chesterfield S40 | £110,600 | 15 | 47 |
| House Prices in Devon Drive, Brimington, Chesterfield S43 | £117,690 | 92 | 9 |
| House Prices in Devon Park View, Brimington, Chesterfield S43 | £193,438 | 19 | 5 |
| House Prices in Devonshire Avenue East, Hasland, Chesterfield S41 | £158,571 | 38 | - |
| House Prices in Devonshire Avenue North, New Whittington, Chesterfield S43 | £141,969 | 103 | 3 |
| House Prices in Devonshire Close, Chesterfield S41 | £95,750 | 7 | 60 |
| House Prices in Devonshire Close, Staveley, Chesterfield S43 | - | 9 | 39 |
| House Prices in Devonshire Park, Brimington, Chesterfield S43 | £124,000 | 4 | 16 |
| House Prices in Devonshire Park, Devonshire Street, Brimington, Chesterfield S43 | £167,667 | - | 6 |
| House Prices in Devonshire Road East, Hasland, Chesterfield S41 | £165,000 | 12 | - |
| House Prices in Devonshire Road North, New Whittington, Chesterfield S43 | £130,250 | 48 | - |
| House Prices in Devonshire Street, Brimington, Chesterfield S43 | £148,381 | 22 | 9 |
| House Prices in Devonshire Villas, Chesterfield S41 | £119,000 | 3 | - |
| House Prices in Dickenson Road, Chesterfield S41 | £122,545 | 26 | - |
| House Prices in Didcot Close, Chesterfield S40 | £88,857 | 22 | 37 |
| House Prices in Discovery Way, Whittington Moor, Chesterfield S41 | £3,265,500 | - | 2 |
| House Prices in Division Street, Staveley, Chesterfield S43 | £134,500 | 6 | - |
| House Prices in Dixon Croft, New Whittington, Chesterfield S43 | £370,200 | 6 | - |
| House Prices in Dixon Road, Chesterfield S41 | £135,000 | 11 | - |
| House Prices in Dobson Place, Inkersall, Chesterfield S43 | £63,000 | 4 | 2 |
| House Prices in Dorothy Vale, Chesterfield S40 | £278,417 | 16 | - |
| House Prices in Dorset Avenue, Brimington, Chesterfield S43 | £116,333 | 8 | - |
| House Prices in Dorset Close, Brimington, Chesterfield S43 | £129,000 | 8 | - |
| House Prices in Dorset Drive, Brimington, Chesterfield S43 | £129,045 | 35 | - |
| House Prices in Douglas Road, Chesterfield S41 | £248,324 | 49 | - |
| House Prices in Dovedale Avenue, Inkersall, Chesterfield S43 | £135,000 | 13 | - |
| House Prices in Dovedale Court, St Johns Road, Chesterfield S41 | £83,000 | - | 14 |
| House Prices in Doveridge Close, Old Whittington, Chesterfield S41 | £210,778 | 15 | - |
| House Prices in Dovetail Court, Chesterfield S41 | £176,000 | 5 | 3 |
| House Prices in Dowdeswell Street, Chesterfield S41 | £140,500 | 23 | 2 |
| House Prices in Downlands, Brimington, Chesterfield S43 | £147,333 | 55 | - |
| House Prices in Drake Avenue, Poolsbrook, Chesterfield S43 | £200,875 | 8 | - |
| House Prices in Drake Terrace, Brimington, Chesterfield S43 | £110,800 | 5 | - |
| House Prices in Dryden Avenue, Chesterfield S40 | £151,500 | 23 | 2 |
| House Prices in Dukes Drive, Chesterfield S41 | £330,227 | 78 | 2 |
| House Prices in Duke Street, Chesterfield S41 | - | 3 | 2 |
| House Prices in Duke Street, Staveley, Chesterfield S43 | £120,542 | 34 | 59 |
| House Prices in Dumble Wood Grange, Chesterfield S41 | £339,800 | 10 | - |
| House Prices in Dundonald Road, Chesterfield S40 | £104,692 | 20 | - |
| House Prices in Dunston Grange, Dunston Lane, Chesterfield S41 | £577,750 | 5 | - |
| House Prices in Dunston Lane, Chesterfield S41 | £220,100 | 104 | - |
| House Prices in Dunston Road, Chesterfield S41 | £519,154 | 30 | 2 |
| House Prices in Dunston Road, Whittington Moor, Chesterfield S41 | £507,923 | 30 | 2 |
| House Prices in Dunston Trading Estate, Chesterfield S41 | £194,500 | - | 2 |
| House Prices in Durham Avenue, New Whittington, Chesterfield S43 | £206,000 | 7 | - |
| House Prices in Durham Close, New Whittington, Chesterfield S43 | £189,000 | 31 | - |
| House Prices in Durley Chine Drive, Hasland, Chesterfield S41 | £194,000 | 11 | - |
| House Prices in Easedale Close, Chesterfield S40 | £245,900 | 12 | - |
| House Prices in East Bank View, Hasland Road, Chesterfield S41 | £113,000 | 3 | - |
| House Prices in Eastleigh Court, Hasland, Chesterfield S41 | £274,400 | 6 | 5 |
| House Prices in Eastmoor Road, Brimington, Chesterfield S43 | £238,364 | 18 | - |
| House Prices in Eastside Close, Chesterfield S41 | £109,375 | 15 | 1 |
| House Prices in East View, Chesterfield S40 | £86,000 | 2 | - |
| House Prices in East View, Markham Road, Chesterfield S40 | £231,333 | 3 | - |
| House Prices in Eastwood Close, Hasland, Chesterfield S41 | £210,143 | 10 | - |
