| House Prices in Abbey Croft, Chesterfield S41 | £368,200 | 6 | - |
| House Prices in Abercrombie Street, Chesterfield S41 | £351,667 | 18 | 3 |
| House Prices in Abney Close, Chesterfield S40 | £221,167 | 14 | - |
| House Prices in Acacia Avenue, Hollingwood, Chesterfield S43 | £176,500 | 24 | - |
| House Prices in Acres View Close, Chesterfield S41 | £350,000 | 8 | 5 |
| House Prices in Adelphi Way, Ireland Industrial Estate, Chesterfield S43 | £575,500 | - | 2 |
| House Prices in Albert Avenue, New Whittington, Chesterfield S43 | £133,800 | 20 | - |
| House Prices in Albert Road, New Whittington, Chesterfield S43 | £102,000 | 12 | 5 |
| House Prices in Albert Street North, Chesterfield S41 | £133,444 | 25 | 5 |
| House Prices in Albion Road, Chesterfield S40 | £184,727 | 29 | 9 |
| House Prices in Alder Gardens, Hollingwood, Chesterfield S43 | £255,000 | 7 | - |
| House Prices in Alexandra Road East, Chesterfield S41 | £239,652 | 46 | 1 |
| House Prices in Alexandra Road West, Chesterfield S40 | £195,367 | 43 | - |
| House Prices in Alford Close, Chesterfield S40 | £110,273 | 2 | 24 |
| House Prices in Alldays, Chesterfield Road, Staveley, Chesterfield S43 | £50,500 | - | 4 |
| House Prices in Allport Terrace, Barrow Hill, Chesterfield S43 | £90,231 | 20 | - |
| House Prices in Allsops Place, Chesterfield S41 | £139,250 | 4 | - |
| House Prices in Alma Street West, Chesterfield S40 | £113,800 | 53 | - |
| House Prices in Almond Crescent, Mastin Moor, Chesterfield S43 | £132,000 | 22 | - |
| House Prices in Almond Place, Brimington, Chesterfield S43 | £227,000 | 4 | - |
| House Prices in Alpine Grove, Hollingwood, Chesterfield S43 | £157,053 | 26 | - |
| House Prices in Alum Chine Close, Hasland, Chesterfield S41 | £214,000 | 8 | - |
| House Prices in Alverley Gardens, Staveley, Chesterfield S43 | £187,222 | 9 | - |
| House Prices in Amber Court, Newland Dale, Chesterfield S41 | £66,000 | - | 11 |
| House Prices in Amber Crescent, Chesterfield S40 | £298,667 | 45 | - |
| House Prices in Amber Croft, Staveley, Chesterfield S43 | - | 16 | - |
| House Prices in Ambleside Close, Chesterfield S41 | £373,000 | 8 | - |
| House Prices in Amesbury Close, Chesterfield S41 | £260,333 | 3 | - |
| House Prices in Anderson Close, New Whittington, Chesterfield S43 | £139,333 | 20 | - |
| House Prices in Angel Yard, Chesterfield S40 | £118,000 | 5 | 3 |
| House Prices in Annesley Close, Hasland, Chesterfield S41 | £113,200 | 10 | 54 |
| House Prices in Appledore Court, Devonshire Close, Chesterfield S41 | £67,000 | - | 9 |
| House Prices in Arbour Close, Chesterfield S41 | £317,222 | 19 | - |
| House Prices in Archdale Close, Chesterfield S40 | £136,282 | 33 | 121 |
| House Prices in Arden Close, Chesterfield S40 | £194,000 | 8 | 2 |
| House Prices in Ardsley Road, Chesterfield S40 | £345,000 | 31 | - |
| House Prices in Arklow Close, Hasland, Chesterfield S41 | £317,000 | 11 | - |
| House Prices in Arnside Close, Chesterfield S41 | £197,000 | 17 | - |
| House Prices in Arundel Close, Chesterfield S41 | £70,200 | - | 96 |
| House Prices in Ashbourne Close, Chesterfield S40 | £193,200 | 8 | - |
| House Prices in Ashcroft Court, Bower Farm Road, Old Whittington, Chesterfield S41 | £59,000 | - | 18 |
| House Prices in Ashcroft Drive, Old Whittington, Chesterfield S41 | £142,414 | 99 | - |
| House Prices in Ashdown Drive, Chesterfield S40 | £194,783 | 17 | 14 |
| House Prices in Ashfield Road, Hasland, Chesterfield S41 | £134,788 | 45 | - |
| House Prices in Ashford Court, Newland Dale, Chesterfield S41 | £57,500 | - | 22 |
| House Prices in Ashgate Avenue, Chesterfield S40 | £363,895 | 73 | - |
| House Prices in Ashgate Court, Wenlock Close, Chesterfield S40 | £98,000 | - | 9 |
| House Prices in Ashgate Road, Chesterfield S40 | £355,903 | 231 | 36 |
| House Prices in Ashgate Valley Road, Chesterfield S40 | £297,176 | 20 | - |
| House Prices in Ash Grove, Mastin Moor, Chesterfield S43 | £148,600 | 26 | - |
| House Prices in Ashhurst Close, Chesterfield S40 | £355,000 | 2 | - |
| House Prices in Ashleigh Close, Old Whittington, Chesterfield S41 | £342,500 | 5 | - |
| House Prices in Ash Lodge Court, Brocklehurst Piece, Chesterfield S40 | £207,000 | 1 | 3 |
| House Prices in Ashopton Road, Chesterfield S41 | £388,429 | 35 | - |
| House Prices in Ashover Road, Inkersall, Chesterfield S43 | £232,267 | 63 | - |
| House Prices in Ashton Close, Chesterfield S40 | £414,200 | 11 | - |
| House Prices in Ashton House, Horse Chestnut Close, Chesterfield S40 | £117,000 | - | 2 |
| House Prices in Ashtree Close, Chesterfield S40 | - | 3 | - |
| House Prices in Ash Tree Close, Chesterfield S40 | £364,857 | 16 | - |
| House Prices in Ashurst Close, Chesterfield S40 | £279,333 | 16 | - |
| House Prices in Askew Way, Chesterfield S40 | £211,571 | 62 | 3 |
| House Prices in Aspley Close, Chesterfield S40 | £280,786 | 25 | - |
| House Prices in Aston Court, Staveley, Chesterfield S43 | - | - | 29 |
| House Prices in Aston House, Horse Chestnut Close, Chesterfield S40 | £115,909 | - | 39 |
| House Prices in Atlow Close, Chesterfield S40 | £135,000 | 24 | 13 |
| House Prices in Attlee Road, Inkersall, Chesterfield S43 | £154,667 | 22 | - |
| House Prices in Avenue Road, Chesterfield S41 | £219,692 | 45 | 24 |
| House Prices in Aviemore Close, New Whittington, Chesterfield S43 | £375,316 | 21 | - |
| House Prices in Avondale Road, Chesterfield S40 | £359,862 | 41 | 3 |
| House Prices in Avondale Road, Inkersall, Chesterfield S43 | £204,483 | 73 | - |
| House Prices in Avonside Close, Barrow Hill, Chesterfield S43 | £168,000 | 14 | - |
| House Prices in Bacons Lane, Chesterfield S40 | £153,556 | 75 | 2 |
| House Prices in Baden Powell Avenue, Chesterfield S40 | £126,833 | 29 | 2 |
| House Prices in Baden Powell Road, Chesterfield S40 | £141,016 | 111 | 11 |
| House Prices in Baines Wood Close, Chesterfield S41 | £159,000 | 14 | - |
| House Prices in Bakewell Road, Inkersall, Chesterfield S43 | £204,625 | 18 | - |
| House Prices in Ballidon Close, Chesterfield S40 | - | 10 | - |
| House Prices in Balmoak Lane, Chesterfield S41 | £323,852 | 43 | - |
| House Prices in Balmoak Lane, Tapton, Chesterfield S41 | £318,259 | 43 | - |
| House Prices in Balmoral Way, New Whittington, Chesterfield S43 | £258,500 | 11 | - |
| House Prices in Bamford Court, Yarncliff Close, Chesterfield S40 | £79,000 | - | 4 |
| House Prices in Bamford Road, Inkersall, Chesterfield S43 | £234,413 | 93 | - |
| House Prices in Bamford Street, New Whittington, Chesterfield S43 | £136,000 | 1 | 1 |
| House Prices in Bank Court, Brimington, Chesterfield S43 | £219,500 | 2 | - |
| House Prices in Bank House Farm, Bolsover Road, Woodthorpe, Chesterfield S43 | - | 2 | - |
| House Prices in Bank Road, Chesterfield S41 | £177,727 | 15 | - |
| House Prices in Bank Street, Brimington, Chesterfield S43 | £182,875 | 30 | - |
| House Prices in Bank Street, Chesterfield S40 | £127,778 | 32 | 2 |
| House Prices in Bankwood Close, Chesterfield S41 | - | 25 | - |
| House Prices in Bank Wood Close, Chesterfield S41 | £358,357 | 14 | - |
| House Prices in Barbon Close, Chesterfield S40 | £348,222 | 10 | - |
| House Prices in Barclay Grange, Wain Avenue, Chesterfield S41 | £127,889 | - | 18 |
| House Prices in Bar Croft, Chesterfield S40 | £257,000 | 7 | - |
| House Prices in Barholme Close, Chesterfield S41 | £278,647 | 31 | - |
| House Prices in Barker Fold, Chesterfield S40 | £134,750 | 4 | - |
| House Prices in Barker Lane, Chesterfield S40 | £167,467 | 58 | 25 |
| House Prices in Barlow, Chesterfield S41 | - | 2 | - |
| House Prices in Barlow Road, Chesterfield S41 | £384,000 | 2 | 2 |
| House Prices in Barn Close, Chesterfield S41 | £282,909 | 31 | - |
| House Prices in Barnes Road, Chesterfield S41 | £144,538 | 20 | - |
