| House Prices in Pottery Lane, Chesterfield S41 | - | 33 | 1 |
| House Prices in Pottery Lane East, Chesterfield S41 | £92,300 | 10 | - |
| House Prices in Pottery Lane West, Chesterfield S41 | £101,714 | 7 | - |
| House Prices in Pottery Mews, Barker Lane, Chesterfield S40 | £85,000 | - | 6 |
| House Prices in Prestwold Way, Chesterfield S41 | £410,929 | 14 | - |
| House Prices in Priestfield Gardens, Chesterfield S41 | £440,500 | 3 | - |
| House Prices in Princess Street, Brimington, Chesterfield S43 | £127,064 | 65 | - |
| House Prices in Princess Street, Chesterfield S41 | £180,571 | 12 | 4 |
| House Prices in Princeton House, Old Pheasant Court, Chesterfield S40 | £168,400 | - | 11 |
| House Prices in Private Drive, Hollingwood, Chesterfield S43 | £201,031 | 46 | - |
| House Prices in Prospect Road, Old Whittington, Chesterfield S41 | £153,393 | 134 | 9 |
| House Prices in Prospect Terrace, Chesterfield S40 | £132,433 | 30 | 1 |
| House Prices in Pullman Close, Staveley, Chesterfield S43 | £147,000 | 23 | 34 |
| House Prices in Purbeck Avenue, Chesterfield S40 | £236,619 | 34 | - |
| House Prices in Pynot Road, Old Whittington, Chesterfield S41 | £162,667 | 7 | - |
| House Prices in Quantock Way, Chesterfield S40 | £206,500 | 29 | 3 |
| House Prices in Quarry Bank Road, Chesterfield S41 | £172,167 | 8 | - |
| House Prices in Quarry Lane, Chesterfield S40 | £451,778 | 13 | 1 |
| House Prices in Queen Mary Road, Chesterfield S40 | £310,800 | 31 | - |
| House Prices in Queen Street, Brimington, Chesterfield S43 | £135,656 | 87 | 8 |
| House Prices in Queen Street, Chesterfield S40 | £243,385 | 33 | 21 |
| House Prices in Queen Street North, Chesterfield S41 | £103,500 | 7 | 6 |
| House Prices in Queen Street, Staveley, Chesterfield S43 | £137,131 | 87 | 8 |
| House Prices in Quorn Drive, Chesterfield S40 | £242,111 | 13 | - |
| House Prices in Racecourse Mount, Chesterfield S41 | £138,000 | 22 | - |
| House Prices in Racecourse Road, Chesterfield S41 | £144,286 | 90 | 21 |
| House Prices in Racecourse Villas, Chesterfield S41 | £154,500 | 2 | - |
| House Prices in Railway Cottages, Mansfield Road, Corbriggs, Chesterfield S41 | £139,333 | 4 | 2 |
| House Prices in Railway Terrace, Hasland, Chesterfield S41 | £146,000 | 8 | - |
| House Prices in Ralph Road, Staveley, Chesterfield S43 | £201,355 | 57 | 6 |
| House Prices in Ramsey Avenue, Chesterfield S40 | £339,000 | 16 | 2 |
| House Prices in Ramshaw Close, Chesterfield S41 | £367,400 | 10 | - |
| House Prices in Raneld Mount, Chesterfield S40 | £430,818 | 13 | - |
| House Prices in Ranmoor Close, Hasland, Chesterfield S41 | £192,625 | 16 | - |
| House Prices in Ratcliffe Close, Chesterfield S41 | £400,571 | 7 | - |
| House Prices in Ravensdale Close, Inkersall, Chesterfield S43 | £214,000 | 10 | - |
| House Prices in Ravenswood Road, Chesterfield S40 | £301,444 | 14 | - |
| House Prices in Rayleigh Avenue, Brimington, Chesterfield S43 | £176,213 | 64 | 1 |
| House Prices in Recreation Road, Brimington, Chesterfield S43 | £273,800 | 12 | - |
| House Prices in Recreation Villas, Cross Street, Chesterfield S40 | £309,333 | 3 | 1 |
| House Prices in Rectory Road, Staveley, Chesterfield S43 | £182,286 | 39 | 12 |
| House Prices in Redbrook Avenue, Hasland, Chesterfield S41 | £534,562 | 25 | - |
| House Prices in Redgrove Way, Chesterfield S40 | £375,000 | 11 | - |
| House Prices in Rednall Close, Chesterfield S40 | £97,714 | 15 | 1 |
| House Prices in Red Roof, Ivy House Farm Lane, Brimington, Chesterfield S43 | £196,000 | 1 | 1 |
| House Prices in Redvers Buller Road, Chesterfield S40 | £110,750 | 31 | - |
| House Prices in Redwood Close, Hollingwood, Chesterfield S43 | £191,000 | 9 | - |
| House Prices in Regent Gardens, Chesterfield S41 | £226,167 | 6 | - |
| House Prices in Rempstone Drive, Chesterfield S41 | £284,482 | 38 | 18 |
| House Prices in Renishaw Road, Mastin Moor, Chesterfield S43 | £176,000 | 31 | 1 |
| House Prices in Repton Close, Chesterfield S40 | £212,917 | 18 | - |
| House Prices in Reservoir Terrace, Chesterfield S40 | £143,933 | 21 | - |
| House Prices in Rhodes Avenue, Chesterfield S41 | £235,394 | 78 | 12 |
| House Prices in Rhodesia Road, Chesterfield S40 | £259,936 | 59 | 4 |
| House Prices in Riber Close, Inkersall, Chesterfield S43 | £198,739 | 52 | - |
| House Prices in Riber Court, Masson Close, Chesterfield S40 | £83,000 | - | 6 |
| House Prices in Riber Terrace, Chesterfield S40 | £142,947 | 27 | - |
| House Prices in Richmond Close, Chesterfield S40 | £228,100 | 15 | - |
| House Prices in Richmond Gardens, Chesterfield S41 | £227,200 | 5 | - |
| House Prices in Riddings Croft, Chesterfield S41 | £398,300 | 10 | - |
| House Prices in Ringwood Avenue, Chesterfield S41 | £199,415 | 120 | 2 |
| House Prices in Ringwood Avenue, Inkersall, Chesterfield S43 | - | 11 | - |
| House Prices in Ringwood Meadows, Brimington, Chesterfield S43 | £217,757 | 39 | - |
| House Prices in Ringwood Road, Brimington, Chesterfield S43 | £185,265 | 96 | 2 |
| House Prices in Ringwood View, Brimington, Chesterfield S43 | £221,333 | 6 | 2 |
| House Prices in Ripple Walk, Chesterfield S41 | £381,167 | 12 | - |
| House Prices in River View, Derby Road, Chesterfield S40 | £143,000 | 5 | - |
| House Prices in Robin Croft, Chesterfield S40 | £119,667 | 16 | - |
| House Prices in Rockingham Close, Chesterfield S40 | £294,875 | 30 | - |
| House Prices in Rockley Close, Chesterfield S40 | £112,167 | 17 | 26 |
| House Prices in Rodge Croft, Old Whittington, Chesterfield S41 | £440,000 | 4 | 1 |
| House Prices in Rodsley Close, Chesterfield S40 | £116,200 | 15 | - |
| House Prices in Roecar Close, Old Whittington, Chesterfield S41 | £134,211 | 52 | - |
| House Prices in Romford Way, Barrow Hill, Chesterfield S43 | £127,500 | 10 | 16 |
| House Prices in Rose Cottages, Piccadilly Road, Chesterfield S41 | £230,400 | 5 | - |
| House Prices in Rose Crescent, Mastin Moor, Chesterfield S43 | £108,400 | 28 | - |
| House Prices in Rosedale Avenue, Chesterfield S40 | £306,462 | 16 | - |
| House Prices in Rose Garth Close, Chesterfield S41 | £229,375 | 24 | - |
| House Prices in Rose Hill, Chesterfield S40 | £144,500 | 8 | - |
| House Prices in Rosewood Close, Chesterfield S41 | - | 42 | - |
| House Prices in Rose Wood Close, Chesterfield S41 | £156,154 | 11 | 2 |
| House Prices in Rossendale Close, Chesterfield S40 | £246,333 | 13 | - |
| House Prices in Rother Avenue, Brimington, Chesterfield S43 | £195,741 | 38 | 1 |
| House Prices in Rother Close, Chesterfield S40 | £488,800 | 8 | - |
| House Prices in Rothervale Road, Chesterfield S40 | £117,727 | 24 | - |
| House Prices in Rothey Grove, Chesterfield S40 | £333,444 | 11 | - |
| House Prices in Rowan Road, Mastin Moor, Chesterfield S43 | £305,562 | 23 | - |
| House Prices in Rowsley Crescent, Staveley, Chesterfield S43 | £180,000 | 2 | - |
| House Prices in Royal Oak Court, Bolsover Road, Mastin Moor, Chesterfield S43 | £159,154 | 9 | 7 |
| House Prices in Ruby Drive, Hasland, Chesterfield S41 | £234,600 | 10 | - |
| House Prices in Rufford Close, Chesterfield S40 | £144,900 | 24 | 20 |
| House Prices in Rugby Drive, Chesterfield S41 | £256,250 | 16 | - |
| House Prices in Rushen Mount, Chesterfield S40 | £306,333 | 16 | - |
| House Prices in Ruston Close, Chesterfield S40 | £147,357 | 31 | - |
| House Prices in Rutland Road, Chesterfield S40 | £195,627 | 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 | £179,500 | 22 | - |
| House Prices in Rydal Crescent, Chesterfield S41 | £164,412 | 36 | - |
| House Prices in Rye Flatt Lane, Chesterfield S40 | £174,000 | 3 | - |
| House Prices in Rye Hill Avenue, Chesterfield S40 | £712,333 | 16 | - |
