October 22, 2026
Preparing your rental property for winter
Spend time on a few key measures to weather-proof the building against heavy rain and freezing temperatures – and reduce the need for costly repairs later on.
- Landlords
- Renting
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Office details
Mon : 8:30am to 6.00pm Tues-Thurs : am to 6.00pmFri : 9am to 5pm Sat : 9.30am to 1.30pm Sun : Closed
Sales and Lettings
Winkworth Cheltenham
For expert property advice on Cheltenham, or the surrounding villages, look no further than Winkworth.
Our stunning and luxurious office stands proudly on the Promenade, in the heart of Cheltenham. We work hard to offer each and every client first class and honest advice, tailored for any specific needs, so should you be looking to buy, sell, rent or let, or even just be searching for some advice regarding local properties, schooling or the general area, please do have a chat with our friendly, qualified and passionate team at our Cheltenham estate agents who will be delighted to help you. In addition to selling properties, we are one of the premier Cheltenham lettings agents, looking after many local properties for our clients.
Good things to know
Why Winkworth Cheltenham?
Est. 1835
The Winkworth brand has nearly two centuries of property expertise, and we're still as passionate about getting it right as we've ever been. Trusted by generations of buyers, sellers and landlords across the UK.
90+ independent local offices
Every Winkworth office is independently owned and run by local experts who know their area inside out. Backed by a trusted nationwide network, you get the best of both worlds.
A network of active buyers and tenants
With tens of thousands of registered buyers and tenants across our network, your property will be seen by the right people from the moment it goes to market.
With you every step of the way
Selling or letting a property can be a complex process. From managing viewings, navigating chains, managing properties and arranging contracts, our agents are with you from market appraisal to completion and move in, with honest advice and personal support throughout.
Discover the value of your property
Book your free no obligation valuation today
22 January 2026
Cheltenham
Tom & Tom are the best! They are so kind and helpful and always get things sorted so quickly.. highly recommend these guys :)
Kay
20 November 2025
Cheltenham
Great experience with Winkworth Cheltenham. The staff were helpful, attentive, and made everything straightforward. Would happily use them again.
Violet
31 January 2025
Cheltenham
I've used lots of estate agents over the years but always use Tom for things in Cheltenham. He goes the extra mile, even picking up keys from my mother's house on one occasion. And is never too busy to answer the phone and do what needs to be done. Can't fault his service.
Alex
13 January 2025
Cheltenham
We worked with Tom Mayfield. He was extremely helpful, proficient, and attentive. Throughout what was a complicated sale he showed patience and advised us well. I would highly recommend him and the office.
oliver elliott
12 August 2024
Cheltenham
Winkworth in Cheltenham provide an absolutely excellent service. I work with many estate agents across the country and can comfortably say Kim and Tom at Winkworth in Cheltenham are the best. Extremely responsive, quick to reply, highly competent and always looking to proactively solve any problems that arise. I could not recommend or endorse them more strongly.
Andrew Owen
31 July 2024
Cheltenham
I have let my flat in Cheltenham through Winkworth for the last 3 years and recently sold it with them too. Throughout this time, they’ve been an absolute pleasure to work with, always being extremely responsive and offering sound advice on the best course of action around a range of challenges. I couldn’t recommend Tom, Tanya and the team highly enough.
Gareth Naylor
11 March 2024
Cheltenham
Incredibly fast sale for my mother’s flat. The fastest sale process I’ve ever been through. Brilliant service from Tom and the team. Thank you
C Jones
27 February 2024
Cheltenham
Absolutely lovely people to have as letting agents. They’re communicative, flexible, quick to solve issues and always available. Best agents I’ve ever dealt with, as a tenant.
Jennifer Westfield
22 September 2023
Cheltenham
After a long and arduous process due to unreasonable buyers who twice dropped out at the point of exchange Tom and his team finally secured the sale of our property. Tom has always been available and has tirelessly worked towards achieving a positive outcome.
Roger Pride
28 July 2023
Cheltenham
These are tough times for everyone and Tom and Tanya offer wise counsel and help that goes beyond anything that might reasonably be expected for the fees they charge. Decent, honest and fair to all sides they have transformed my experience of letting after the most dreadful experience at Peter Ball.Thank you from the bottom of my heart
shirley white
09 July 2023
Cheltenham
Great folks, lovely experience over the last year of renting. Ophelia specifically made sure that our building was kept in check, with this actual changes were made when requested. An extremely professional agency and one of the few estate agencies that made a lasting impression on me for what good service over a long period of time is. There are many bad ones out there but this one is one of the good ones.
Alex B
04 July 2023
Cheltenham
I had a great experience renting with Winkworth. Tom, Tanya and Ophelia were all consistently helpful in resolving any small issues in the flat and keeping me updated with the schedule of any safety checks being carried out. Would highly recommend Winkworth as a go-to for Estate Agents in Cheltenham - a really polite and supportive team.
Sachin Amlani
15 June 2023
Cheltenham
It’s a shame my ongoing purchase isn’t with Winkworths as theirs is a much more personal, friendly and professional experience. Tom was throughout, always available on his mobile, going above and beyond and a massive help. My house sold in a day and you can’t get better than that Cannot recommend highly enough.
Claire Attwood
23 May 2023
Cheltenham
Tom and Tanya are absolutely incredible. They are estate agents, advisors, councillors, friends and great professionals, all in one. We were going through a very difficult and stressful purchase of our dream home. Tom was always there, helping wherever and whenever he could, all along the way, day and night, even on his holidays! Always very knowledgeable, helpful, patient and understanding. He literally did everything he could to get us through the finishing line! Now we have the keys to our happy ever after home! Thank you very much Tom and Tanya for guiding us through all those difficult times! We will not be buying or selling any properties in a near future, but if we ever do, it would be only with Tom at Winkworth!
St Michael's Bistro
23 May 2023
Cheltenham
Tom and Tanya have been amazing. Tom has seen through our house sale, going beyond expectations, phoning all parties, at all hours and even when on holiday. The process has not been without stress and Tom has guided and calmed us throughout. We couldn't have asked for a better service.
Charles Barclay
12 November 2022
Cheltenham
Having finally settled into my new home I can’t thank Tania and Tom enough for consistently going above and beyond over the last year to make this happen for me. I had 3 properties to sell, 2 of which were difficult sales involving complicated leases and without their dogged determination these sales would not have completed within the necessary timescale. In each case they achieved a selling price higher than any of the estimates I received from other agents. I can’t recommend them highly enough.
Linda Rogers
12 November 2022
Cheltenham
Tom and Tanya have been simply incredible. We have had 3 difficult sales which Tom and Tanya have handled exceptionally. These sales would not have gotten over the line without their invaluable input. They have worked relentlessly and been a constant source of support to us. I would recommend them to anyone and use them again in a heartbeat.
Kate & Anthony Gunning
17 August 2022
Cheltenham
Tom and Tanya have dealt with the letting of my property and have been absolutely brilliant. Extremely helpful throughout.
AttiZor
23 February 2022
Cheltenham
I’d just like to say a huge thank you to you and your team for sorting everything out so quickly, so far I’m very impressed and happy I went with Winkworth
Dan Tilling
07 February 2022
Cheltenham
Professional and acted as they should.. We do have a situation with the landlords rather then the agents which is iff icily but we are sure they will act in both interests. Mc
Martyn Clinton
30 October 2020
Cheltenham
Winkworth provide an excellent property management service. Always quick to respond and find a resolution to any issues, such as repairs that arise. Tanya has clear communication, and kind assistance for any extra requests from both my tenants and myself. Even during these difficult times the standard of service has remained impeccable. When it comes to finding tenants, Tom and his team are forward thinking and proactive, workIng hard to let your property to the right tenant. Nothing is too much trouble and they are always on hand for advise, tips and ideas on how to get the best return for your rental investment. I would highly recommend them. Thank you Tom, Tanya and the team for all your help and assistance.
S Phelps
29 October 2020
Cheltenham
Attention to detail, one to one service. Tanya was always on hand to answer any queries no matter how big or small. Confident that my property is in safe & capable hands. Would highly and have recommended to other satisfied property vendors/buyers/landlords. A*
Antony Evans
28 October 2020
Cheltenham
Tanya has dealt with the letting of my house for the past year. She took charge of the whole process from start to finish and everything has run smoothly ever since. Any issues that have arisen have been dealt with quickly and efficiently. The whole team have always been most helpful, whether dealing with an enquiry or passing it on to the appropriate person. Best wishes to Tanya and her great team😊
T B
28 October 2020
Cheltenham
Tanya Baxter and Tom Mayfield are the most efficient pair I have ever come across and Winkworth is therefore a “Go to” company to use. No problem is too small and their management and letting skills second to none.
Cathy Twiston Davies
22 October 2020
Cheltenham
I struck lucky when I appointed Winkworth's Estate Agents of Cheltenham to act for me in the sale of my flat. Tom Mayfield and his team were simply outstanding throughout and drove through a sale that was quite problematic at times. Their professionalism and 'can do' attitude was incredibly helpful throughout, and just what we needed when things looked a little uncertain. Thank you to all of you, Tom, Tanya, Katy and Laura for making it all happen. Lachlan Campbell
Lachlan Campbell
26 May 2020
Cheltenham
Tom has been the sheer definition of professional since the 1st telephone consultation. He has been amazing at keeping us updated and has bent over backwards to help us. He has made us feel exceptionally valued and it's very obvious that he genuinely cares about his customers. Personally I wouldn't use another estate agent!
Clare Winter
04 April 2020
Cheltenham
We are very grateful to all at Winkworths for their unfailing help whilst letting our property. Their judgements throughout the process have been exceptionally professional. Very impressed with their efforts to get our tenants in at such short notice before the current lock down. Thank you
R Meech
26 January 2020
Cheltenham
Hi everyone, my wife and I were buyers and found Winkworth excellent. They keep in touch and even hand delivered documents to our solicitors who were having some issues with their email system. WE dealt with Kate and Katy and both were very helpful. I imagine Winkworth are also excellent when selling so as buyers we'd certainly recommend them.
wayne harris
05 December 2019
Cheltenham
Katy is enthusiastic and proactive always ready with a reassuring word and a smile. Would highly recommend.
zooey arabella
29 November 2019
Cheltenham
I had a great experience with these guys. They successfully leased a house for me in less than 24hrs of marketing it. They handled the whole process and secured an excellent booking for me.
Michael Howe
28 November 2019
Cheltenham
We were first time buyers and had a great experience with Katy, Tanya, Tom and the team - they were incredibly helpful, upbeat and generally a pleasure to deal with. Not at all your typical placating faces and empty sales experience like we've had a taste of before - they really are a different kind of estate agency :)
Daniel Davis
28 November 2019
Cheltenham
Super professional team who always do their best to help my clients, whether selling or renting. I know they will be looked after and answer any questions or queries they or I may have! Would thoroughly recommend!
Fran Rudzki
28 November 2019
Cheltenham
Tom and his team are fantastic and have been brilliant throughout.
Damien Mayhew
28 November 2019
Cheltenham
We only looked at one property, Katy provided an excellent apartment for our brief. Totally supportive team, excellent service, kept us in touch throughout the process. Highly recommend Katy and the team. Guy and Jean
Guy Woodward
28 November 2019
Cheltenham
Winkworth in Cheltenham have provided a fantastic service to me and my family. Katy's experience and market knowledge on the sales side is second to none. There is always a friendly face in the office when I walk in and the team were great at spending time to talk through both the selling and buying process to me at a level I could easily understand. Great job!
Karl Rudzki
10 September 2019
Cheltenham
Winkworth Cheltenham have been the most competent and friendly estate agents we've ever instructed. From the initial valuation right up to completion they have been honest and straightforward; keeping in touch with all parties concerned. A truly extraordinary level of service.
Ben
02 September 2019
Cheltenham
Winkworth’s service has been fantastic. Tanya found me an ideal tenant within a week, and in less than a fortnight they have moved into the property. Cannot recommend highly enough!
samantha
07 August 2019
Cheltenham
Katy and the team took one week to sell my property. Really professional and a first for me with an Estate agent listened to my instructions!!
keith hawker
24 July 2019
Cheltenham
From the minute I have started to use Winkworth Cheltenham I have been really happy with their service and high professional knowledge and skills. For the sale of my property I could not thank enough to Katy. She is been extremely helpful and really taking her job seriously. I wish you all the best in the future in the professional and private field. Kind regards.
Maya Doneva
16 July 2019
Cheltenham
If you're thinking of using a decent agent, look no further. Use Winkworths in Cheltenham! This was my first experience with them, and I have to mention Amy Wright who has been excellent throughout. She provided a very thorough, professional and personalised service for us. Second to none.
Gavin Baker
04 June 2019
Cheltenham
Dealing with Winkworth was a pleasure. They were extremely helpful and went above and beyond to make sure our house purchase experience went through without a hitch. Thanks you very much.
Huw Thomas
28 May 2019
Cheltenham
Katy has been absolutely fantastic, very professional and knowledgable. Winkworth have been a great help with my first property purchase. Highly recommended.
Kerri Haines
21 May 2019
Cheltenham
We have had the best experience with Tanya. She is an absolute credit to Winkworth, I hope they take notice. I must admit we were difficult tenants, in a more-so difficult property. None the less, nothing was too much hassle and every encounter with the letting agent was a pleasant and quite often hilarious experience, even on the most testing days. Tanya was fun, friendly, respectful and most importantly personable. I couldn't state enough to reflect just how fast, competent and professional she is. We are sorry we can't deal with Winkworth further (for the time being) and would highly recommend using these guys, a quality service provided by quality people.
Joe
03 March 2019
Cheltenham
Amazing experience with Winkworths, Amy Wright rented our flat out within a week of having it on their books. Real care taken and attention to detail, can’t fault their service at all and will definitely use again.
Gemma Carter
14 February 2019
Cheltenham
Winkworth were pro-active and professional in letting our property. Amy Wright was excellent from start to finish and I would certainly recommend asking for her if you have any letting needs. Will certainly be using again.
Aaron Allard-Morgan
02 February 2019
Cheltenham
Really really amazing!!!!
Barbara Hindle
Area highlights
Why move to Cheltenham
An elegant Regency town in the heart of Gloucestershire, known as the cultural centre of the Cotswolds.
Hosts major annual festivals, including the Cheltenham Jazz Festival and Literature Festival.
Home to the world-renowned Cheltenham Racecourse and the Gold Cup.
Grew from an Anglo-Saxon settlement into a fashionable spa town after mineral springs were discovered in 1716.
King George III visited in 1788, cementing its status as a fashionable destination.
The Promenade and Montpellier Quarter offer a mix of high street names and independent boutiques.
Support you can trust
Meet the Team
Our team understands Cheltenham's property market, from elegant Regency and period homes to Victorian terraces, family houses and modern apartments across the town's different neighbourhoods. We know the subtle differences between areas and what matters to buyers and tenants, allowing us to give advice that goes beyond the property itself. Combining genuine local knowledge with extensive sales and lettings experience, we provide a personal and informed service. Whether you're buying, selling, renting or letting, our estate and letting agents in Cheltenham are always on hand to help.
A few of our recent successes
Recently sold properties in Cheltenham
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Check out what we're up to on social media
From new properties coming to the marketing to behind-the-scenes moments and video tours, follow us for a closer look at life at Winkworth and the homes we sell.
Let's get you in the right place
Property expertise, tailored to you
Expert guidance & advice
Winkworth Insights
Stay informed with Winkworth's latest property insights. From expert blogs and guidance to podcast, get advice, market updates and inspiration for buyers, sellers and landlords
October 22, 2026
On the market: Six gorgeous rental properties
Are you looking for a new home? Here are six of our most enticing rental properties across London, the country and the coast.
- Landlords
- Renting
Read article
October 13, 2026
Cost-effective improvements for selling your home
Let’s say you have only a few weeks before you put your home on the market. A tight budget too. What gives you maximum upswing for minimum time and cost?
- Selling
Read article
October 13, 2026
Downsizing before the new year: What to consider
Moving to a smaller home can bring huge advantages but also moving costs and strain, not to mention strong emotions. Here are some things to mull over when making your decision.
- Selling
Read article
October 13, 2026
Why Making Tax Digital Will Soon Reach Most Prime Central London Landlords
For many landlords, the annual tax return has long been a once-a-year exercise: gather the statements, pass them to an accountant and think no more about it until the following January.
- Prime Central London
- Landlords
Read article
October 13, 2026
Company or Personal Ownership? How Prime Central London Landlords Are Rethinking the Question
For much of the past decade, one of the most common conversations among landlords has not been about rents or tenants, but about structure.
- Prime Central London
- Landlords
Read article
October 13, 2026
What Rising Rents and Fewer Lettings Mean for Prime Central London Landlords
Prime London's lettings market has taken on a slightly unusual shape this autumn.
- Prime Central London
- Landlords
Read article
October 13, 2026
What Landlord Registration Means for Prime Central London Owners
Every private landlord in England will soon need to be on an official register.
- Prime Central London
- Landlords
Read article
October 06, 2026
Rent in advance and guarantors: What’s changed?
Private landlords can no longer ask tenants for, or accept, more than one month’s rent in advance, meaning there’s more pressure on guarantors.
- Renters Rights
- Landlords
- Renting
Read article
June 24, 2026
Garden squares of Notting Hill buck the prime London downturn
Hugh Grant and Julia Roberts were onto something when they climbed over the railings of a private garden square in the hit film Notting Hill.
- Property Exchange
- New Franchising
Read article
May 11, 2026
Stamp duty “bunging up the housing market”, says Shadow Chancellor
Stamp duty is “bunging up the housing market” – stopping people buy their first home, blocking those who need to move for work, and making it unaffordable to move for the elderly, according to Shadow Chancellor Sir Mel Stride.
- Property Exchange
- New Franchising
Read articleApril 23, 2026
Are you ready for the Renters’ Rights Act?
As the Renters’ Rights Act comes into force from 1st May, Winkworth has some key advice for landlords and tenants.
- Property Exchange
- New Franchising
Read articleMarch 31, 2026
Padel, private members’ clubs and wellness attract a new country set
Padel, private members clubs, wellness and wildlife are on the wish lists of a new generation of city dwellers heading for the countryside.
- Property Exchange
- New Franchising
Read articleMarch 03, 2026
Behind the façade of prime central London homes
A Japanese ice maker in the kitchen and a champagne fridge in the bathroom are among the bespoke interior features favoured by high net worth homeowners in prime central London, according to leading estate agents Winkworth.
- Property Exchange
- New Franchising
Read articleJanuary 30, 2026
Spring looking brighter for property market, says Winkworth
The Spring outlook for the property market is looking more positive, according to leading estate agents Winkworth.
- Property Exchange
- New Franchising
Read articleDecember 10, 2025
Dreaming of a perfect Christmas London village? Barnes or Blackheath vie for top spot
What makes a perfect place to live in London at Christmas?
- Property Exchange
- New Franchising
Read articleNovember 21, 2025
Budget must show London is open for investment
The Government needs to use the forthcoming Budget to show international investors that London is open for business.
- London
- New Franchising
Read articleOctober 30, 2025
SoTo or Little London - Winkworth reveals where £500k can buy a family home
With Budget speculation of stamp duty changes on properties priced over £500,000, leading estate agents Winkworth has revealed the places to look for a home under the half million mark.
- Property Exchange
- New Franchising
Read article
October 15, 2026
Winkworth Prime Central London Market Update: Autumn 2026
From the mansion tax line to a market renting for now, our latest Prime Central London report draws on internal data and expert insight to unpack the market in Q3.
- Prime Central London
- Publications
Read article
July 29, 2026
Winkworth Prime Central London Market Update: Summer 2026
From the cost of waiting to a breakdown of who's buying, our latest Prime Central London report draws on internal data and expert local insight to unpack the market in Q2.
- Prime Central London
- Publications
Read article
May 07, 2026
Winkworth Prime Fringe Market Update: Spring 2026
From first-time buyer momentum to a tightening rental market, our prime fringe report draws on internal data and expert insight to unpack how London's outer prime neighbourhoods performed in Q1.
- London
- Publications
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April 23, 2026
Winkworth Prime Central London Market Update: Spring 2026
From brutal pricing to resilient tenant demand, our latest Prime Central London report draws on internal data and expert insight to unpack the market in Q1.
- Prime Central London
- Publications
Read article
January 30, 2026
Winkworth Prime Central London Market Update: 2025 Review & 2026 Outlook
From pricing realism to policy clarity, our Full Year 2025 Review draws on internal data and expert insight to unpack a year of recalibration across Prime Central London.
- Prime Central London
- Publications
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November 05, 2025
Winkworth Prime Central London Market Update: Autumn 2025
From realistic pricing to resilient rental demand, our latest Prime Central London report draws on internal data and expert insight to unpack the market in Q3.
- Prime Central London
- Publications
Read article
June 30, 2025
Winkworth Prime Central London Market Update: Summer 2025
From sales momentum to shifting rental trends, our latest Prime Central London report combines internal data with expert insight from across our office network to explore the market in Q2.
- Prime Central London
- Publications
Read article
April 14, 2025
Winkworth Prime Central London Market Update: Spring 2025
From marketwide trends to postcode-level insights, we bring together data and ground level commentary from experts within our PCL office network to look at the market in Q1 2025.
- Prime Central London
- Publications
Read article
Winkworth Cheltenham is the trading name of T S Mayfield Limited Registered office: 2 Lace Market Sq, Nottingham, NG1 1PB Registered in England: No 10329771 VAT No. 10329771 Copy of Professional Liability Insurance available on request
