| House Prices in Ians Way, Chesterfield S40 | £233,750 | 14 | 1 |
| House Prices in Ilam Close, Inkersall, Chesterfield S43 | £200,800 | 17 | - |
| House Prices in Ilford Court, New Whittington, Chesterfield S43 | £59,000 | - | 6 |
| House Prices in Immingham Grove, Staveley, Chesterfield S43 | £106,000 | 4 | - |
| House Prices in Infirmary Road, Chesterfield S41 | £167,286 | 19 | 5 |
| House Prices in Inglenook, Mile Hill, Hasland, Chesterfield S41 | £499,500 | 2 | - |
| House Prices in Ingleton Road, Hasland, Chesterfield S41 | £140,167 | 11 | - |
| House Prices in Inkerman Cottages, Chesterfield S40 | £339,600 | 5 | - |
| House Prices in Inkersall Farm Cottage, Inkersall Road, Staveley, Chesterfield S43 | £230,000 | 2 | - |
| House Prices in Inkersall Green Road, Inkersall, Chesterfield S43 | £204,053 | 33 | 3 |
| House Prices in Inkersall Road, Inkersall, Chesterfield S43 | £223,000 | 12 | 9 |
| House Prices in Inkersall Road, Staveley, Chesterfield S43 | £219,667 | 12 | 9 |
| House Prices in Ireland Industrial Estate, Staveley, Chesterfield S43 | £675,500 | - | 2 |
| House Prices in Ireland Street, Staveley, Chesterfield S43 | £137,000 | 16 | - |
| House Prices in Ivy Close, Old Whittington, Chesterfield S41 | £203,917 | 21 | - |
| House Prices in Ivy House Farm Lane, Brimington, Chesterfield S43 | £193,000 | 2 | - |
| House Prices in James Street, Chesterfield S41 | £4,502,292 | 37 | 1 |
| House Prices in Jasper Avenue, Hasland, Chesterfield S41 | £239,703 | 37 | - |
| House Prices in Jawbones Hill, Chesterfield S40 | £130,115 | 44 | 1 |
| House Prices in Jebb Gardens, Chesterfield S40 | £182,625 | 8 | - |
| House Prices in Jepson Road, Hasland, Chesterfield S41 | £131,556 | - | 10 |
| House Prices in Jervis Place, Inkersall, Chesterfield S43 | £162,800 | 12 | 2 |
| House Prices in Johnstone Close, Chesterfield S40 | £191,400 | 17 | - |
| House Prices in John Street, Brimington, Chesterfield S43 | £149,595 | 55 | 5 |
| House Prices in John Street, Chesterfield S40 | £117,171 | 48 | - |
| House Prices in Jubilee Works, Middlecroft Road, Staveley, Chesterfield S43 | £107,375 | 6 | 5 |
| House Prices in Juniper Close, Hollingwood, Chesterfield S43 | £210,429 | 28 | - |
| House Prices in Kariba Close, Chesterfield S41 | £183,200 | 15 | - |
| House Prices in Kedleston Close, Chesterfield S41 | £391,875 | 10 | - |
| House Prices in Keilder Court, Chesterfield S40 | - | 1 | 4 |
| House Prices in Kelburn Avenue, Chesterfield S40 | £327,222 | 16 | - |
| House Prices in Kendal Road, Chesterfield S41 | £163,846 | 62 | 28 |
| House Prices in Kennet Vale, Chesterfield S40 | £362,625 | 11 | - |
| House Prices in Kent Close, Chesterfield S41 | £238,600 | 5 | - |
| House Prices in Kentmere House, Archdale Close, Chesterfield S40 | £90,324 | - | 41 |
| House Prices in Kentmere Way, Staveley, Chesterfield S43 | £286,100 | 10 | - |
| House Prices in Kent Street, Chesterfield S41 | £178,776 | 65 | 1 |
| House Prices in Kenyon Road, Chesterfield S41 | £128,167 | 36 | - |
| House Prices in Keswick Drive, Chesterfield S41 | £174,660 | 168 | - |
| House Prices in Kibworth Close, Chesterfield S41 | £434,571 | 7 | - |
| House Prices in Kidsley Close, Chesterfield S40 | £234,167 | 11 | - |
| House Prices in Kilburn Court, Westlands, Barrow Hill, Chesterfield S43 | £113,000 | 1 | 4 |
| House Prices in Kinder Road, Inkersall, Chesterfield S43 | £168,000 | 31 | - |
| House Prices in Kingfisher House, High Street, Old Whittington, Chesterfield S41 | £110,455 | 2 | 20 |
| House Prices in Kingsclere Walk, Chesterfield S40 | £114,556 | 36 | - |
| House Prices in Kingsley Avenue, Chesterfield S40 | £120,167 | 50 | 21 |
| House Prices in Kingsmede Avenue, Chesterfield S40 | £286,273 | 18 | - |
| House Prices in King Street, Brimington, Chesterfield S43 | £155,411 | 170 | - |
| House Prices in King Street Gardens, Brimington, Chesterfield S43 | £217,167 | 6 | - |
| House Prices in King Street North, Chesterfield S41 | £112,808 | 43 | - |
| House Prices in King Street South, Chesterfield S40 | £114,500 | 16 | - |
| House Prices in Kingswood Close, Chesterfield S41 | £140,100 | 20 | 8 |
| House Prices in Kipling Road, Chesterfield S41 | - | 9 | 33 |
| House Prices in Kirby Close, Chesterfield S41 | £473,636 | 11 | - |
| House Prices in Kirkdale Close, Chesterfield S40 | £275,444 | 17 | - |
| House Prices in Kirklands, Grove Road, Brimington, Chesterfield S43 | £296,000 | 1 | 1 |
| House Prices in Kirkstone Road, Chesterfield S41 | £155,500 | 120 | 29 |
| House Prices in Knifesmithgate, Chesterfield S40 | £128,909 | 2 | 26 |
| House Prices in Knighton Close, Chesterfield S41 | £253,846 | 13 | - |
| House Prices in Knightsbridge Court, West Bars, Chesterfield S40 | £148,545 | - | 11 |
| House Prices in Laburnum Street, Hollingwood, Chesterfield S43 | £139,396 | 72 | - |
| House Prices in Ladybower Lane, Staveley, Chesterfield S43 | £139,750 | 20 | - |
| House Prices in Ladywood Drive, Chesterfield S41 | £395,333 | 14 | - |
| House Prices in Lakeside Close, Old Whittington, Chesterfield S41 | £302,481 | 27 | - |
| House Prices in Lake View Avenue, Chesterfield S40 | £399,143 | 23 | 14 |
| House Prices in Lambourne Court, Jepson Road, Hasland, Chesterfield S41 | £131,556 | - | 10 |
| House Prices in Lancaster Road, Chesterfield S41 | £250,444 | 62 | - |
| House Prices in Lancelot Close, Chesterfield S40 | £305,833 | 13 | - |
| House Prices in Langdale Close, Chesterfield S40 | £228,364 | 13 | - |
| House Prices in Langdale Square, Brimington, Chesterfield S43 | £181,000 | 11 | - |
| House Prices in Langerfield Avenue, Chesterfield S40 | £192,444 | 13 | - |
| House Prices in Langer Lane, Chesterfield S40 | £286,259 | 120 | 7 |
| House Prices in Langford Croft, Chesterfield S40 | £206,538 | 12 | 1 |
| House Prices in Langhurst Court, Wenlock Close, Chesterfield S40 | £86,000 | - | 32 |
| House Prices in Langhurst Road, Chesterfield S40 | £235,091 | 20 | - |
| House Prices in Langley Close, Chesterfield S40 | £216,333 | 8 | - |
| House Prices in Langtree Avenue, Old Whittington, Chesterfield S41 | £210,542 | 48 | - |
| House Prices in Lansbury Avenue, Mastin Moor, Chesterfield S43 | £138,778 | 71 | 1 |
| House Prices in Lansdowne Avenue, Chesterfield S41 | £250,862 | 35 | 4 |
| House Prices in Lansdowne Road, Brimington, Chesterfield S43 | £138,571 | 82 | 49 |
| House Prices in Larch Way, Chesterfield S40 | £277,107 | 50 | 1 |
| House Prices in Lathkill Avenue, Inkersall, Chesterfield S43 | £183,750 | 9 | - |
| House Prices in Laurel Crescent, Hollingwood, Chesterfield S43 | £137,924 | 95 | 4 |
| House Prices in Laurel Garth Close, Old Whittington, Chesterfield S41 | £192,786 | 16 | 2 |
| House Prices in Laurence Close, Chesterfield S41 | - | 8 | - |
| House Prices in Laver Drive, Chesterfield S41 | £262,200 | 5 | - |
| House Prices in Laxfield Close, Chesterfield S40 | £351,000 | 8 | - |
| House Prices in Layton Drive, Old Whittington, Chesterfield S41 | £222,417 | 16 | - |
| House Prices in Leadhill Road, Chesterfield S40 | - | 16 | - |
| House Prices in Lee Road, Chesterfield S41 | £148,400 | 32 | 1 |
| House Prices in Leeswood Close, Chesterfield S41 | £157,750 | 16 | 6 |
| House Prices in Leicester Gardens, Chesterfield S41 | £272,778 | 9 | - |
| House Prices in Levens Way, Chesterfield S41 | £188,222 | 46 | - |
| House Prices in Leyburn Close, Chesterfield S40 | £414,000 | 10 | - |
| House Prices in Lichfield Road, Chesterfield S40 | £351,600 | 33 | - |
| House Prices in Lilac Street, Hollingwood, Chesterfield S43 | £190,917 | 48 | 1 |
| House Prices in Lilleymede Close, Chesterfield S40 | £394,667 | 3 | - |
| House Prices in Lillymede Close, Chesterfield S40 | £365,200 | 5 | - |
| House Prices in Lime Avenue, Staveley, Chesterfield S43 | £138,731 | 69 | 1 |
| House Prices in Limetree Close, Brimington, Chesterfield S43 | £194,000 | 12 | - |
