| House Prices in Potters Close, Old Whittington, Chesterfield S41 | - | 43 | - |
| House Prices in Potters Place, Chesterfield S40 | £152,100 | - | 55 |
| House Prices in Pottery Lane, Chesterfield S41 | - | 33 | 1 |
| House Prices in Pottery Lane East, Chesterfield S41 | £91,100 | 10 | - |
| House Prices in Pottery Lane West, Chesterfield S41 | £100,286 | 7 | - |
| House Prices in Pottery Mews, Barker Lane, Chesterfield S40 | £85,000 | - | 6 |
| House Prices in Prestwold Way, Chesterfield S41 | £401,286 | 14 | - |
| House Prices in Priestfield Gardens, Chesterfield S41 | £430,000 | 3 | - |
| House Prices in Princess Street, Brimington, Chesterfield S43 | £125,489 | 65 | - |
| House Prices in Princess Street, Chesterfield S41 | £178,286 | 12 | 4 |
| House Prices in Princeton House, Old Pheasant Court, Chesterfield S40 | £167,100 | - | 11 |
| House Prices in Private Drive, Hollingwood, Chesterfield S43 | £198,406 | 46 | - |
| House Prices in Prospect Road, Old Whittington, Chesterfield S41 | £150,929 | 134 | 9 |
| House Prices in Prospect Terrace, Chesterfield S40 | £130,833 | 30 | 1 |
| House Prices in Pullman Close, Staveley, Chesterfield S43 | £145,000 | 23 | 34 |
| House Prices in Purbeck Avenue, Chesterfield S40 | £233,667 | 34 | - |
| House Prices in Pynot Road, Old Whittington, Chesterfield S41 | £160,667 | 7 | - |
| House Prices in Quantock Way, Chesterfield S40 | £204,200 | 29 | 3 |
| House Prices in Quarry Bank Road, Chesterfield S41 | £169,500 | 8 | - |
| House Prices in Quarry Lane, Chesterfield S40 | £441,667 | 13 | 1 |
| House Prices in Queen Mary Road, Chesterfield S40 | £306,120 | 31 | - |
| House Prices in Queen Street, Brimington, Chesterfield S43 | £134,443 | 87 | 8 |
| House Prices in Queen Street, Chesterfield S40 | £240,077 | 33 | 21 |
| House Prices in Queen Street North, Chesterfield S41 | £102,500 | 7 | 6 |
| House Prices in Queen Street, Staveley, Chesterfield S43 | £137,131 | 87 | 8 |
| House Prices in Quorn Drive, Chesterfield S40 | £237,444 | 13 | - |
| House Prices in Racecourse Mount, Chesterfield S41 | £136,000 | 22 | - |
| House Prices in Racecourse Road, Chesterfield S41 | £142,643 | 90 | 21 |
| House Prices in Racecourse Villas, Chesterfield S41 | £152,500 | 2 | - |
| House Prices in Railway Cottages, Mansfield Road, Corbriggs, Chesterfield S41 | £137,667 | 4 | 2 |
| House Prices in Railway Terrace, Hasland, Chesterfield S41 | £144,500 | 8 | - |
| House Prices in Ralph Road, Staveley, Chesterfield S43 | £197,452 | 57 | 6 |
| House Prices in Ramsey Avenue, Chesterfield S40 | £333,000 | 16 | 2 |
| House Prices in Ramshaw Close, Chesterfield S41 | £358,500 | 10 | - |
| House Prices in Raneld Mount, Chesterfield S40 | £421,909 | 13 | - |
| House Prices in Ranmoor Close, Hasland, Chesterfield S41 | £190,125 | 16 | - |
| House Prices in Ratcliffe Close, Chesterfield S41 | £391,286 | 7 | - |
| House Prices in Ravensdale Close, Inkersall, Chesterfield S43 | £211,000 | 10 | - |
| House Prices in Ravenswood Road, Chesterfield S40 | £294,889 | 14 | - |
| House Prices in Rayleigh Avenue, Brimington, Chesterfield S43 | £172,596 | 64 | 1 |
| House Prices in Recreation Road, Brimington, Chesterfield S43 | £269,000 | 12 | - |
| House Prices in Recreation Villas, Cross Street, Chesterfield S40 | £305,000 | 3 | 1 |
| House Prices in Rectory Road, Staveley, Chesterfield S43 | £182,286 | 39 | 12 |
| House Prices in Redbrook Avenue, Hasland, Chesterfield S41 | £522,438 | 25 | - |
| House Prices in Redgrove Way, Chesterfield S40 | £366,333 | 11 | - |
| House Prices in Rednall Close, Chesterfield S40 | £96,286 | 15 | 1 |
| House Prices in Red Roof, Ivy House Farm Lane, Brimington, Chesterfield S43 | £193,000 | 1 | 1 |
| House Prices in Redvers Buller Road, Chesterfield S40 | £109,125 | 31 | - |
| House Prices in Redwood Close, Hollingwood, Chesterfield S43 | £187,667 | 9 | - |
| House Prices in Regent Gardens, Chesterfield S41 | £223,167 | 6 | - |
| House Prices in Rempstone Drive, Chesterfield S41 | £278,857 | 38 | 18 |
| House Prices in Renishaw Road, Mastin Moor, Chesterfield S43 | £173,333 | 31 | 1 |
| House Prices in Repton Close, Chesterfield S40 | £209,417 | 18 | - |
| House Prices in Reservoir Terrace, Chesterfield S40 | £142,267 | 21 | - |
| House Prices in Rhodes Avenue, Chesterfield S41 | £231,576 | 78 | 12 |
| House Prices in Rhodesia Road, Chesterfield S40 | £255,404 | 59 | 4 |
| House Prices in Riber Close, Inkersall, Chesterfield S43 | £195,609 | 52 | - |
| House Prices in Riber Court, Masson Close, Chesterfield S40 | £82,000 | - | 6 |
| House Prices in Riber Terrace, Chesterfield S40 | £141,158 | 27 | - |
| House Prices in Richmond Close, Chesterfield S40 | £226,400 | 15 | - |
| House Prices in Richmond Gardens, Chesterfield S41 | £224,400 | 5 | - |
| House Prices in Riddings Croft, Chesterfield S41 | £388,900 | 10 | - |
| House Prices in Ringwood Avenue, Chesterfield S41 | £196,477 | 120 | 2 |
| House Prices in Ringwood Avenue, Inkersall, Chesterfield S43 | - | 11 | - |
| House Prices in Ringwood Meadows, Brimington, Chesterfield S43 | £213,946 | 39 | - |
| House Prices in Ringwood Road, Brimington, Chesterfield S43 | £182,074 | 96 | 2 |
| House Prices in Ringwood View, Brimington, Chesterfield S43 | £217,333 | 6 | 2 |
| House Prices in Ripple Walk, Chesterfield S41 | £371,750 | 12 | - |
| House Prices in River View, Derby Road, Chesterfield S40 | £141,000 | 5 | - |
| House Prices in Robin Croft, Chesterfield S40 | £118,000 | 16 | - |
| House Prices in Rockingham Close, Chesterfield S40 | £288,750 | 30 | - |
| House Prices in Rockley Close, Chesterfield S40 | £111,000 | 17 | 26 |
| House Prices in Rodge Croft, Old Whittington, Chesterfield S41 | £430,000 | 4 | 1 |
| House Prices in Rodsley Close, Chesterfield S40 | £114,600 | 15 | - |
| House Prices in Roecar Close, Old Whittington, Chesterfield S41 | £132,526 | 52 | - |
| House Prices in Romford Way, Barrow Hill, Chesterfield S43 | £126,000 | 10 | 16 |
| House Prices in Rose Cottages, Piccadilly Road, Chesterfield S41 | £230,400 | 5 | - |
| House Prices in Rose Crescent, Mastin Moor, Chesterfield S43 | £108,900 | 28 | - |
| House Prices in Rosedale Avenue, Chesterfield S40 | £299,077 | 16 | - |
| House Prices in Rose Garth Close, Chesterfield S41 | £224,958 | 24 | - |
| House Prices in Rose Hill, Chesterfield S40 | £142,833 | 8 | - |
| House Prices in Rosewood Close, Chesterfield S41 | - | 42 | - |
| House Prices in Rose Wood Close, Chesterfield S41 | £154,077 | 11 | 2 |
| House Prices in Rossendale Close, Chesterfield S40 | £242,889 | 13 | - |
| House Prices in Rother Avenue, Brimington, Chesterfield S43 | £192,630 | 38 | 1 |
| House Prices in Rother Close, Chesterfield S40 | £479,400 | 8 | - |
| House Prices in Rothervale Road, Chesterfield S40 | £118,182 | 24 | - |
| House Prices in Rothey Grove, Chesterfield S40 | £325,444 | 11 | - |
| House Prices in Rowan Road, Mastin Moor, Chesterfield S43 | £305,562 | 23 | - |
| House Prices in Rowsley Crescent, Staveley, Chesterfield S43 | £176,000 | 2 | - |
| House Prices in Royal Oak Court, Bolsover Road, Mastin Moor, Chesterfield S43 | £156,923 | 9 | 7 |
| House Prices in Ruby Drive, Hasland, Chesterfield S41 | £230,100 | 10 | - |
| House Prices in Rufford Close, Chesterfield S40 | £144,545 | 24 | 20 |
| House Prices in Rugby Drive, Chesterfield S41 | £251,812 | 16 | - |
| House Prices in Rushen Mount, Chesterfield S40 | £299,833 | 16 | - |
| House Prices in Ruston Close, Chesterfield S40 | £145,429 | 31 | - |
| House Prices in Rutland Road, Chesterfield S40 | £193,017 | 71 | 11 |
| House Prices in Rutland Road, St Leonards Street, Chesterfield S40 | £197,356 | 71 | 11 |
| House Prices in Rutland Street, Old Whittington, Chesterfield S41 | £176,167 | 22 | - |
| House Prices in Rydal Crescent, Chesterfield S41 | £162,294 | 36 | - |
