Cheltenham Road, Winchcombe, Cheltenham

Nestled in the heart of the North Cotswolds, Winchcombe is one of Gloucestershire’s most charming market towns, combining honey-coloured architecture, rich heritage and a vibrant community atmosphere. Surrounded by rolling countryside and scenic walking trails, it offers an exceptional lifestyle for families, professionals and those seeking a slower pace without sacrificing convenience.
Steeped in history, Winchcombe was once an important Saxon settlement and remains renowned for its beautifully preserved high street, independent boutiques, artisan cafés and welcoming pubs. The town is perhaps best known for Sudeley Castle and Gardens, the final resting place of Katherine Parr, which hosts exhibitions, events and spectacular seasonal displays throughout the year.
Outdoor enthusiasts are spoilt for choice. The Cotswold Way National Trail passes through the town, while nearby footpaths and bridleways provide endless opportunities for walking, cycling and exploring the surrounding villages and countryside. Prescott Speed Hill Climb offers a unique motorsport experience, while the Gloucestershire Warwickshire Steam Railway provides nostalgic family days out.
Winchcombe enjoys easy access to the cultural attractions, festivals and shopping of nearby Cheltenham, including the world-famous literature, science and jazz festivals, alongside celebrated racing events at Cheltenham Racecourse.
For families, the area benefits from highly regarded local schools, a range of sports clubs and a strong sense of community. Excellent transport links connect residents to Cheltenham, Gloucester, Birmingham and the wider South West, making Winchcombe an ideal base for both everyday life and weekend adventures.
With its blend of history, culture and countryside, Winchcombe captures the very best of Cotswold living.

Set within easy walking distance of the charming centre of Winchcombe, 28 Cheltenham Street is a stand-out four-bedroom semi-detached home that combines thoughtful contemporary design with the timeless appeal of Cotswold living.
Beautifully presented throughout, this elegant family home offers versatile accommodation arranged across four floors, creating a seamless balance between stylish entertaining spaces and practical everyday living. The interiors have been carefully curated, with a sophisticated palette, high-quality finishes and an abundance of natural light enhancing every room.
At the heart of the home is a spacious kitchen that flows effortlessly into a bright conservatory dining area – a welcoming space for family meals, relaxed weekends and entertaining friends. French doors open onto the landscaped rear garden, which unfolds over several levels to create distinct areas for outdoor dining, play and quiet relaxation, all enjoying delightful views across neighbouring fields.
The property offers four well-proportioned bedrooms, including a principal suite with en-suite shower room, alongside a contemporary family bathroom designed to accommodate modern family life with ease.
On the lower ground floor, a flexible basement level provides valuable additional space that can be tailored to individual needs, whether as a family room, home office, gym or extensive storage area. An adjacent WC further enhances the practicality of this versatile floor.
Perfectly positioned to enjoy everything Winchcombe has to offer, residents are moments from independent cafés, boutiques, highly regarded schools and an array of walking and cycling routes through the surrounding Cotswold countryside. Nearby attractions including Sudeley Castle, Prescott Speed Hill Climb and the Cotswold Way contribute to the area's enduring appeal for families and outdoor enthusiasts alike.
Available immediately on an unfurnished, long-let basis, 28 Cheltenham Street presents a rare opportunity to make a beautifully finished house in one of the Cotswolds' most desirable market towns your next home.