| House Prices in Abbey Croft, Chesterfield S41 | £360,600 | 6 | - |
| House Prices in Abercrombie Street, Chesterfield S41 | £346,111 | 18 | 3 |
| House Prices in Abney Close, Chesterfield S40 | £217,667 | 14 | - |
| House Prices in Acacia Avenue, Hollingwood, Chesterfield S43 | £175,600 | 24 | - |
| House Prices in Acres View Close, Chesterfield S41 | £346,000 | 8 | 5 |
| House Prices in Adelphi Way, Ireland Industrial Estate, Chesterfield S43 | £575,500 | - | 2 |
| House Prices in Albert Avenue, New Whittington, Chesterfield S43 | £132,600 | 20 | - |
| House Prices in Albert Road, New Whittington, Chesterfield S43 | £100,000 | 12 | 5 |
| House Prices in Albert Street North, Chesterfield S41 | £132,667 | 25 | 5 |
| House Prices in Albion Road, Chesterfield S40 | £183,364 | 29 | 9 |
| House Prices in Alder Gardens, Hollingwood, Chesterfield S43 | £249,750 | 7 | - |
| House Prices in Alexandra Road East, Chesterfield S41 | £235,783 | 46 | 1 |
| House Prices in Alexandra Road West, Chesterfield S40 | £193,267 | 43 | - |
| House Prices in Alford Close, Chesterfield S40 | £109,864 | 2 | 24 |
| House Prices in Alldays, Chesterfield Road, Staveley, Chesterfield S43 | £50,000 | - | 4 |
| House Prices in Allport Terrace, Barrow Hill, Chesterfield S43 | £88,769 | 20 | - |
| House Prices in Allsops Place, Chesterfield S41 | £138,500 | 4 | - |
| House Prices in Alma Street West, Chesterfield S40 | £112,250 | 53 | - |
| House Prices in Almond Crescent, Mastin Moor, Chesterfield S43 | £130,000 | 22 | - |
| House Prices in Almond Place, Brimington, Chesterfield S43 | £224,750 | 4 | - |
| House Prices in Alpine Grove, Hollingwood, Chesterfield S43 | £155,000 | 26 | - |
| House Prices in Alum Chine Close, Hasland, Chesterfield S41 | £211,000 | 8 | - |
| House Prices in Alverley Gardens, Staveley, Chesterfield S43 | £186,000 | 9 | - |
| House Prices in Amber Court, Newland Dale, Chesterfield S41 | £66,000 | - | 11 |
| House Prices in Amber Crescent, Chesterfield S40 | £293,917 | 45 | - |
| House Prices in Amber Croft, Staveley, Chesterfield S43 | - | 16 | - |
| House Prices in Ambleside Close, Chesterfield S41 | £367,600 | 8 | - |
| House Prices in Amesbury Close, Chesterfield S41 | £258,000 | 3 | - |
| House Prices in Anderson Close, New Whittington, Chesterfield S43 | £138,083 | 20 | - |
| House Prices in Angel Yard, Chesterfield S40 | £117,667 | 5 | 3 |
| House Prices in Annesley Close, Hasland, Chesterfield S41 | £112,600 | 10 | 54 |
| House Prices in Appledore Court, Devonshire Close, Chesterfield S41 | £67,000 | - | 9 |
| House Prices in Arbour Close, Chesterfield S41 | £311,667 | 19 | - |
| House Prices in Archdale Close, Chesterfield S40 | £135,408 | 33 | 121 |
| House Prices in Arden Close, Chesterfield S40 | £191,667 | 8 | 2 |
| House Prices in Ardsley Road, Chesterfield S40 | £338,333 | 31 | - |
| House Prices in Arklow Close, Hasland, Chesterfield S41 | £310,500 | 11 | - |
| House Prices in Arnside Close, Chesterfield S41 | £195,846 | 17 | - |
| House Prices in Arundel Close, Chesterfield S41 | £70,000 | - | 96 |
| House Prices in Ashbourne Close, Chesterfield S40 | £190,400 | 8 | - |
| House Prices in Ashcroft Court, Bower Farm Road, Old Whittington, Chesterfield S41 | £58,000 | - | 18 |
| House Prices in Ashcroft Drive, Old Whittington, Chesterfield S41 | £142,800 | 99 | - |
| House Prices in Ashdown Drive, Chesterfield S40 | £192,087 | 17 | 14 |
| House Prices in Ashfield Road, Hasland, Chesterfield S41 | £133,939 | 45 | - |
| House Prices in Ashford Court, Newland Dale, Chesterfield S41 | £56,500 | - | 22 |
| House Prices in Ashgate Avenue, Chesterfield S40 | £357,684 | 73 | - |
| House Prices in Ashgate Court, Wenlock Close, Chesterfield S40 | £98,000 | - | 9 |
| House Prices in Ashgate Road, Chesterfield S40 | £350,387 | 231 | 36 |
| House Prices in Ashgate Valley Road, Chesterfield S40 | £291,294 | 20 | - |
| House Prices in Ash Grove, Mastin Moor, Chesterfield S43 | £141,833 | 26 | - |
| House Prices in Ashhurst Close, Chesterfield S40 | £347,500 | 2 | - |
| House Prices in Ashleigh Close, Old Whittington, Chesterfield S41 | £335,750 | 5 | - |
| House Prices in Ash Lodge Court, Brocklehurst Piece, Chesterfield S40 | £206,000 | 1 | 3 |
| House Prices in Ashopton Road, Chesterfield S41 | £380,886 | 35 | - |
| House Prices in Ashover Road, Inkersall, Chesterfield S43 | £228,633 | 63 | - |
| House Prices in Ashton Close, Chesterfield S40 | £407,600 | 11 | - |
| House Prices in Ashton House, Horse Chestnut Close, Chesterfield S40 | £116,000 | - | 2 |
| House Prices in Ashtree Close, Chesterfield S40 | - | 3 | - |
| House Prices in Ash Tree Close, Chesterfield S40 | £357,429 | 16 | - |
| House Prices in Ashurst Close, Chesterfield S40 | £274,167 | 16 | - |
| House Prices in Askew Way, Chesterfield S40 | £208,655 | 62 | 3 |
| House Prices in Aspire Way, Staveley, Chesterfield S43 | £243,500 | 6 | - |
| House Prices in Aspley Close, Chesterfield S40 | £276,214 | 25 | - |
| House Prices in Aston Court, Staveley, Chesterfield S43 | - | - | 29 |
| House Prices in Aston House, Horse Chestnut Close, Chesterfield S40 | £115,455 | - | 39 |
| House Prices in Atlow Close, Chesterfield S40 | £134,429 | 24 | 13 |
| House Prices in Attlee Road, Inkersall, Chesterfield S43 | £153,000 | 22 | - |
| House Prices in Avenue Road, Chesterfield S41 | £217,103 | 45 | 24 |
| House Prices in Aviemore Close, New Whittington, Chesterfield S43 | £368,000 | 21 | - |
| House Prices in Avondale Road, Chesterfield S40 | £349,533 | 41 | 3 |
| House Prices in Avondale Road, Inkersall, Chesterfield S43 | £203,367 | 73 | - |
| House Prices in Avonside Close, Barrow Hill, Chesterfield S43 | £164,786 | 14 | - |
| House Prices in Bacons Lane, Chesterfield S40 | £151,833 | 75 | 2 |
| House Prices in Baden Powell Avenue, Chesterfield S40 | £125,500 | 29 | 2 |
| House Prices in Baden Powell Road, Chesterfield S40 | £139,641 | 111 | 11 |
| House Prices in Baines Wood Close, Chesterfield S41 | £156,667 | 14 | - |
| House Prices in Bakewell Road, Inkersall, Chesterfield S43 | £201,875 | 18 | - |
| House Prices in Ballidon Close, Chesterfield S40 | - | 10 | - |
| House Prices in Balmoak Lane, Chesterfield S41 | £311,071 | 43 | - |
| House Prices in Balmoak Lane, Tapton, Chesterfield S41 | £318,259 | 43 | - |
| House Prices in Balmoral Way, New Whittington, Chesterfield S43 | £254,833 | 11 | - |
| House Prices in Bamford Court, Yarncliff Close, Chesterfield S40 | £79,000 | - | 4 |
| House Prices in Bamford Road, Inkersall, Chesterfield S43 | £230,587 | 93 | - |
| House Prices in Bamford Street, New Whittington, Chesterfield S43 | £135,000 | 1 | 1 |
| House Prices in Bank Court, Brimington, Chesterfield S43 | £215,000 | 2 | - |
| House Prices in Bank House Farm, Bolsover Road, Woodthorpe, Chesterfield S43 | - | 2 | - |
| House Prices in Bank Road, Chesterfield S41 | £175,273 | 15 | - |
| House Prices in Bank Street, Brimington, Chesterfield S43 | £180,625 | 30 | - |
| House Prices in Bank Street, Chesterfield S40 | £125,815 | 32 | 2 |
| House Prices in Bankwood Close, Chesterfield S41 | - | 25 | - |
| House Prices in Bank Wood Close, Chesterfield S41 | £351,857 | 14 | - |
| House Prices in Barbon Close, Chesterfield S40 | £342,778 | 10 | - |
| House Prices in Barclay Grange, Wain Avenue, Chesterfield S41 | £127,500 | - | 18 |
| House Prices in Bar Croft, Chesterfield S40 | £252,286 | 7 | - |
| House Prices in Barholme Close, Chesterfield S41 | £275,778 | 31 | - |
| House Prices in Barker Fold, Chesterfield S40 | £133,000 | 4 | - |
| House Prices in Barker Lane, Chesterfield S40 | £166,733 | 58 | 25 |
| House Prices in Barlow, Chesterfield S41 | - | 2 | - |
| House Prices in Barlow Road, Chesterfield S41 | £376,000 | 2 | 2 |
| House Prices in Barn Close, Chesterfield S41 | £277,818 | 31 | - |
