Living in Chesterfield


Chesterfield is a vibrant market town, offering the perfect balance between urban life and natural beauty. Positioned on the edge of the Peak District National Park, it provides residents with easy access to both stunning countryside and strong transport links to major cities like Sheffield, Derby, and Nottingham. With excellent road and rail connections, Chesterfield is ideal for commuters. The town is also a hub for education and industry, with local colleges and global businesses calling it home. Those looking to settle down in this area will find a strong sense of community, peaceful living, and new housing developments offering modern comforts just minutes from the town’s historic charm.

History of the area

Chesterfield has a rich history that dates back to Roman times when it was a small fort. Over the centuries, it grew into a bustling town, known for its iconic twisted spire atop the Church of Saint Mary and All Saints, a 13th-century marvel. The town's medieval heart is best explored through The Shambles, a maze of ancient streets lined with independent retailers and historic landmarks like the Royal Oak, one of Britain's oldest pubs. Nearby, Revolution House in Whittington marks a pivotal moment in English history, where noblemen plotted to overthrow King James II.

The property market

New build homes

Demand for new build homes has grown significantly in recent years and many of these builds are in the private sector. Chesterfield’s property market offers a mix of historic homes and modern developments, appealing to a range of buyers. The area has seen increasing demand due to its proximity to Sheffield and Derby, as well as its scenic location near the Peak District, making it a sought-after place to live for those seeking both tranquillity and convenience.

First time buyers

Chesterfield is an attractive option for first-time buyers, as property prices are generally more affordable compared to nearby cities. The town’s mix of new and older homes provides a range of choices, from modern apartments to charming terraced houses, making it accessible for those looking to get on the property ladder.

Schools and education

Chesterfield offers a wide range of educational options for families, from primary schools to further education institutions. Popular primary schools include Newbold Church Primary and Duckmanton Primary, both rated ‘Good’ by Ofsted. For those seeking private education, St Peter and St Paul School stands out as one of the UK's top 100 prep schools, educating children from 4 to 11 years old. Secondary options include Brookfield Community School, which serves over 1,000 pupils, and Tupton Hall School, known for its modern facilities as part of the Redhill Academy Trust. For further education, Chesterfield College provides a variety of courses, while the nearby University of Sheffield offers highly regarded higher education opportunities.

Transport links

Chesterfield boasts excellent transport connections, making it easy to reach major cities and beyond. The town is served by direct trains to Sheffield, Leeds, Nottingham, and London, with journeys to the capital taking just under two hours. Located close to the M1 motorway, Chesterfield is easily accessible by road, with quick links to Sheffield, Derby, and Leeds. For air travel, Manchester, East Midlands, and Doncaster Sheffield airports are all within an hour's drive. Local bus services also provide convenient routes to nearby towns and the scenic Peak District, making Chesterfield a well-connected and accessible town for commuters and travellers alike.

Lifestyle and leisure

Places to see

Chesterfield is steeped in history and culture, offering plenty of landmarks to explore. The Barrow Hill Roundhouse Railway Centre is a fascinating step back into the golden age of railways, while the Chesterfield Museum and Art Gallery showcases the town's history and local exhibitions. For nature lovers, Grassmoor Country Park and the nearby Peak District offer beautiful countryside trails, while Sherwood Forest provides acres of stunning woodland to discover.

Things to do

Residents can enjoy a wide array of leisure activities, from fitness facilities at Queen’s Park Sports Centre to solving puzzles at the Chesterfield Escape Rooms. The town also boasts a rich cultural calendar, with events like the Real Ale Festival and Walking Festival providing fun for all. Theatre enthusiasts will love the Pomegranate Theatre and Winding Wheel Theatre, which host live performances, film screenings, and musical events. The town is home to a renowned 800-year-old open-air market, perfect for browsing everything from food stalls to artisanal crafts. For more retail options, Vicar Lane Shopping Centre and Ravenside Retail Park offer a range of high street favourites, while nearby Meadowhall shopping centre is a destination for serious shoppers.

Where to eat

Chesterfield’s diverse dining scene caters to all tastes. Popular spots include the sustainability-focused Bottle and Thyme, Turkish delights at Afat’s Grill, and Italian classics at Lombardi’s. For a more traditional pub experience, The Royal Oak and The Market Pub offer great food and drink selections. Whether you're in the mood for Mediterranean at Sicily Restaurant or gourmet pub fare at The Tickled Trout, Chesterfield has no shortage of excellent eateries to enjoy.

The surrounding area

Not far from the town lies the stunning Hardwick Hall, an impressive Elizabethan estate, and Bolsover Castle, both full of history. Renishaw Hall & Gardens is another nearby gem, known for its beautiful grounds and literary heritage. Outdoor enthusiasts can explore Creswell Crags, with its Ice Age history, or take walks along the scenic trails surrounding the town, including Linacre Reservoirs. You’re also a stone’s throw away from the stunning sights of the Peak District. As previously mentioned, you’re also very close to other major cities such as Leeds and Manchester.

Thinking of living in Chesterfield?

Whether you’re thinking of buying your first home or renting some student digs, Haybrook can help you find the right property for you and your needs. Browse our properties for sale in Chesterfield online, or contact our local agents today. You can fill in our online form, give us a call or visit us in-person.