| House Prices in Station Road, Whittington Moor, Chesterfield S41 | £204,857 | 12 | 11 |
| House Prices in St Augustines Avenue, Chesterfield S40 | £116,278 | 117 | - |
| House Prices in St Augustines Crescent, Chesterfield S40 | £135,100 | 72 | 21 |
| House Prices in St Augustines Drive, Chesterfield S40 | £123,333 | 17 | - |
| House Prices in St Augustines Mount, Chesterfield S40 | £118,192 | 113 | - |
| House Prices in St Augustines Rise, Chesterfield S40 | £86,000 | 10 | - |
| House Prices in St Augustines Road, Chesterfield S40 | £159,615 | 84 | - |
| House Prices in Staunton Close, Chesterfield S40 | £383,725 | 40 | - |
| House Prices in Staveley Lane, Staveley, Chesterfield S43 | £248,000 | 4 | 1 |
| House Prices in Staveley Road, New Whittington, Chesterfield S43 | £151,324 | 91 | 4 |
| House Prices in Staveley Road, Poolsbrook, Chesterfield S43 | £149,289 | 91 | 4 |
| House Prices in St Chads Way, Chesterfield S41 | £314,741 | 27 | - |
| House Prices in St. Crispin Court, Ashgate Road, Chesterfield S40 | £533,000 | 3 | - |
| House Prices in St Davids Rise, Chesterfield S40 | £387,800 | 15 | - |
| House Prices in Steele Avenue, Inkersall, Chesterfield S43 | £155,000 | 14 | - |
| House Prices in Steeping Close, Brimington, Chesterfield S43 | £165,512 | 55 | - |
| House Prices in Steeple Grange, Chesterfield S41 | £315,222 | 31 | - |
| House Prices in Stephenson Court, Chatsworth Road, Chesterfield S40 | £156,762 | - | 87 |
| House Prices in Stephenson Place, Chesterfield S40 | £173,000 | 2 | 3 |
| House Prices in Sterland Street, Chesterfield S40 | £133,886 | 57 | - |
| House Prices in Stevenson House, Tapton Lock Hill, Chesterfield S41 | £159,167 | - | 12 |
| House Prices in St Giles Close, Chesterfield S40 | £329,750 | 5 | - |
| House Prices in St Helens Street, Chesterfield S41 | £154,643 | 58 | 24 |
| House Prices in Stillman Close, Hasland, Chesterfield S41 | £329,750 | 9 | - |
| House Prices in Stirling Court, Nightingale Close, Chesterfield S41 | £129,615 | - | 41 |
| House Prices in St James Close, Chesterfield S41 | £143,231 | 17 | 1 |
| House Prices in St. Johns Farm, Woodthorpe Road, Woodthorpe, Chesterfield S43 | £305,333 | 3 | - |
| House Prices in St Johns Place, Staveley, Chesterfield S43 | £99,000 | 5 | 4 |
| House Prices in St Johns Road, Chesterfield S41 | £192,892 | 161 | 82 |
| House Prices in St Johns Road, Staveley, Chesterfield S43 | £113,625 | 62 | - |
| House Prices in St Josephs Court, Staveley, Chesterfield S43 | £268,571 | 7 | - |
| House Prices in St Leonards Drive, Chesterfield S41 | £173,000 | 12 | - |
| House Prices in St Lukes Court, Stand Road, Chesterfield S41 | £100,467 | 1 | 22 |
| House Prices in St Lukes Court, St Johns Road, Chesterfield S41 | £99,133 | 1 | 22 |
| House Prices in St Margarets Drive, Chesterfield S40 | £237,571 | 28 | 11 |
| House Prices in St Marks Road, Chesterfield S40 | £148,000 | 18 | - |
| House Prices in St Martins Close, Chesterfield S41 | £504,500 | 8 | - |
| House Prices in St Marys Gate, Chesterfield S40 | £356,000 | 4 | 2 |
| House Prices in St Marys Gate, Chesterfield S41 | £238,400 | 3 | 4 |
| House Prices in Stonecroft, High Street, Old Whittington, Chesterfield S41 | £421,000 | 1 | 1 |
| House Prices in Stone Lane, New Whittington, Chesterfield S43 | £220,600 | 19 | 2 |
| House Prices in Stoops Close, Chesterfield S40 | £228,636 | 11 | - |
| House Prices in Storforth Lane, Chesterfield S40 | £218,110 | 137 | 14 |
| House Prices in Storforth Lane, Chesterfield S41 | £91,750 | 17 | 2 |
| House Prices in Storforth Lane, Hasland, Chesterfield S40 | £220,890 | 137 | 14 |
| House Prices in Storforth Lane, Hasland, Chesterfield S41 | £171,926 | 135 | 16 |
| House Prices in Storforth Lane Terrace, Hasland, Chesterfield S41 | £152,294 | 54 | - |
| House Prices in Stormont Grove, Inkersall, Chesterfield S43 | £189,571 | 14 | - |
| House Prices in Storrs Road, Chesterfield S40 | £342,277 | 86 | 3 |
| House Prices in Stour Close, Brimington, Chesterfield S43 | £142,000 | 5 | - |
| House Prices in St Pauls Avenue, Hasland, Chesterfield S41 | £233,600 | 31 | - |
| House Prices in St Philips Drive, Hasland, Chesterfield S41 | £290,017 | 87 | 8 |
| House Prices in Stradbroke Rise, Chesterfield S40 | £427,200 | 17 | - |
| House Prices in St Thomas Street, Chesterfield S40 | £186,000 | 50 | - |
| House Prices in Stuart Close, Chesterfield S41 | £198,263 | 32 | - |
| House Prices in Stubbing Road, Chesterfield S40 | £90,000 | 19 | 13 |
| House Prices in Sudbury Close, Chesterfield S40 | £143,364 | 32 | - |
| House Prices in Sudhall Close, Chesterfield S41 | £175,143 | 26 | 4 |
| House Prices in Sudhall Court, Chesterfield S41 | - | - | 4 |
| House Prices in Summerfield Crescent, Brimington, Chesterfield S43 | £158,889 | 46 | - |
| House Prices in Summerfield Place, Park Road, Chesterfield S40 | £178,857 | - | 9 |
| House Prices in Summerfield Road, Chesterfield S40 | £259,867 | 53 | 1 |
| House Prices in Summerskill Green, Inkersall, Chesterfield S43 | £149,000 | 2 | 5 |
| House Prices in Sunningdale Close, Chesterfield S40 | £220,333 | 8 | - |
| House Prices in Sunningdale Rise, Chesterfield S40 | £391,500 | 11 | - |
| House Prices in Sunnybank, Grasscroft Park, New Whittington, Chesterfield S43 | £198,000 | 1 | 1 |
| House Prices in Sunny Springs, Chesterfield S41 | £119,071 | 34 | - |
| House Prices in Sutton Crescent, Inkersall, Chesterfield S43 | £174,333 | 20 | - |
| House Prices in Swaddale Avenue, Chesterfield S41 | £188,706 | 97 | - |
| House Prices in Swaddale Close, Chesterfield S41 | £80,000 | 2 | 4 |
| House Prices in Swalebank Close, Chesterfield S40 | £209,391 | 32 | - |
| House Prices in Swanbourne Close, Hasland, Chesterfield S41 | £402,000 | 6 | - |
| House Prices in Swan Street, Poolsbrook, Chesterfield S43 | £176,250 | 4 | - |
| House Prices in Swanwick Court, Cheedale Avenue, Chesterfield S40 | £87,500 | - | 2 |
| House Prices in Swanwick Street, Old Whittington, Chesterfield S41 | £168,417 | 26 | - |
| House Prices in Swinscoe Way, Chesterfield S40 | £276,429 | 27 | - |
| House Prices in Swithland Close, Chesterfield S41 | £386,333 | 8 | - |
| House Prices in Sycamore Avenue, Chesterfield S40 | £127,333 | 71 | - |
| House Prices in Sycamore Lane, Hollingwood, Chesterfield S43 | £352,278 | 24 | 1 |
| House Prices in Sycamore Road, Hollingwood, Chesterfield S43 | £143,732 | 98 | - |
| House Prices in Sydney Street, Chesterfield S40 | £158,535 | 51 | - |
| House Prices in Sylvan Close, Chesterfield S41 | £452,500 | 6 | - |
| House Prices in Taddington Road, Chesterfield S40 | £181,000 | 8 | - |
| House Prices in Talbot Crescent, Hasland, Chesterfield S41 | £143,400 | 19 | 31 |
| House Prices in Talbot Street, Hasland, Chesterfield S41 | £130,000 | 41 | - |
| House Prices in Tansley Court, Highfield Lane, Chesterfield S41 | £82,000 | - | 8 |
| House Prices in Tansley Drive, Chesterfield S40 | - | 25 | - |
| House Prices in Tansley Way, Inkersall, Chesterfield S43 | £190,786 | 29 | - |
| House Prices in Tapton Lane, Chesterfield S41 | £129,333 | - | 28 |
| House Prices in Tapton Lock Hill, Chesterfield S41 | £151,688 | - | 83 |
| House Prices in Tapton Terrace, Chesterfield S41 | £102,867 | 26 | - |
| House Prices in Tapton Vale, Chesterfield S41 | £201,300 | 29 | - |
| House Prices in Tapton View Road, Chesterfield S41 | £183,711 | 115 | 72 |
| House Prices in Taylor Crescent, Chesterfield S41 | £138,000 | 30 | 8 |
| House Prices in Tennyson Avenue, Chesterfield S40 | £455,737 | 29 | 1 |
| House Prices in The Bungalow, Eckington Road, Staveley, Chesterfield S43 | £346,000 | 3 | 4 |
| House Prices in The Bungalows, Chesterfield S41 | £102,000 | 19 | - |
| House Prices in The Cedars, Somersall Lane, Chesterfield S40 | £261,333 | - | 7 |
| House Prices in The Clough, Chesterfield S41 | £266,250 | 4 | - |
| House Prices in The Coach House, Gladstone Road, Chesterfield S40 | £332,000 | 1 | 2 |
