Property management for landlords in London, Sussex and Kent
More money from your property.
Without needing to put the rent up.
Rates are up and margins are thin. We know, we’re landlords too. So every empty week and every repair bill gets treated like it’s coming out of our own pocket.
- Better off in 6 months or we work free
- Capped at £200 a month
- Live landlord dashboard
- 100% compliant, or next year’s certs are on us
Four quick questions. Nothing goes to your agent until you’ve signed.
Online now
Updated: 19th October 2026
Dear Landlord,
Quick question.
When did your letting agent last tell you how your property is actually performing?
Not "the rent's in". Not "the boiler's fixed".
The real numbers. What it earned. What it cost. What's left for you.
If you can't remember, you're not alone.
Because here's the uncomfortable truth.
Your agent gets paid either way.
Room empty for a month? They still get paid.
Rents not reviewed in two years? They still get paid.
Small job comes back with a big markup? They might get paid twice.
And when something goes wrong, they gather every issue into a big lorry and dump it on your doorstep at 4pm on a Friday.
Meanwhile, being a landlord has never been harder. Higher rates, more licensing, more compliance, more ways to get fined.
We were promised passive income. Instead we got more risk, more red tape and more worry.
So here are six questions worth asking your agent this week.
1. What's my property's yield right now?
2. When did you last check my rents against the market?
3. Is there anything I could do to the property that pays for itself?
4. Who picks up when a pipe bursts at 9pm?
5. When was my property last inspected, and what did you find?
6. Do you own any property yourselves?
If the answers make you wince, keep reading.
Who are we, and why should you care?
We're Greg and Stuart. We were investors first.
So we know what it really takes to get a property online.
Raising the money in the first place. The deposit, the stamp duty, the finance, and the sleepless nights that come with it.
Then the work. Planning. Building regs. Licensing. Fire safety. Builders who don't turn up. Months of it.
And finally, it's done. Tenants in, rent coming in. You hand it to an agent and breathe out.
Then you visit a year or two later.
And your heart sinks.
Not because the place has been trashed. Because of the little things.
The dripping tap that's now rotted the cupboard. The mould nobody wiped back. The fire door closer that snapped months ago. The sealant that's let water get behind the tiles.
Jobs that would have cost next to nothing if someone had caught them early.
Ignore them, and they cost more. A lot more.
That's if they get picked up at all.
That's how most letting agents operate.
Nobody on top of the tenants. Nobody looking after the property like it's an investment, because to them it isn't one.
We know, because it happened to us. Our own houses, handed to agents, slowly going downhill.
So we did what any fed up landlord would do. We took the management back and did it ourselves.
That's how Pineapple Living started. Running HMOs, the kind of work some agents won't touch with a bargepole.
Since then, more than 495 people have called one of our properties home.
In 2025 we were named Best HMO Investor at the HMO Summit and Awards. And our landlords rate us 4.6 out of 5 on Trustpilot.
What changes when we manage your property?
We look at it the way you do. As an investment, not a job on a list.
We visit every quarter and fix the little things while they're still little. Cheap to put right now, instead of expensive later.
You see how it's performing every step of the way, on your own landlord dashboard.
One capped fee. No margin added to maintenance. No drip of small invoices. Because an uncapped percentage just charges more for the same job.
We're firm but fair with tenants. Happy tenants stay, and tenants who stay are how your property earns.
Your money is protected with Client Money Protect. Even local authorities refer landlords to us.
You're already paying for management. The only question is whether you're getting it.
"But switching agents is a pain."
Not when you don't have to do it.
Tell us who your agent is. We send the letter, we deal with them, we take it from there. No awkward exit call.
In a notice period? No problem. We take on the management and you don't pay twice.
So what do you get back?
A property that earns what it should.
More time.
More evenings with the people you love.
More weekends that are actually yours.
We only take on a handful of new landlords each quarter, so we can look after them properly.
Greg Railton and Stuart French
Pineapple Living
P.S. Are you missing a room? Rents that are a little low on every room can add up to a whole room's rent, every month. Book a call and we'll tell you straight.
Two ways to start below. Let us handle the switch, or talk it through with us first.
Time for a change?
Services
Talk it through first
Walk away with answers. In 30 minutes we find solutions to your biggest and hairiest problems, connect you to trusted people and show you where your properties can perform.
Book a callLet us run it for you
Dreading ‘that awkward exit call’ with your current agent? We’ll handle that for you, along with tenants, maintenance and paperwork. One quick form and you’re on your way.
Start my switchFour quick questions. Nothing goes to your agent until you’ve signed. Very limited spots each quarter.
What people say
★★★★★Rated 4.6 out of 5 on Trustpilot. Read all reviewsIf you’re a HMO owner in Kent, use these guys. They are the best managing agent in the County… Since moving to Pineapple, the phone has stopped ringing with problems, and our tenants are happy.
I was looking to speak to a HMO managing agent in Kent and was advised to speak to Pineapple group… Thank you Greg for being generous with your time and for the amazing insights you shared with me about the HMO market in Kent.
I had the opportunity to have a 30 minute call with Greg regarding setting up an HMO in Kent… Our conversation was incredibly helpful and gave me valuable guidance as I continue my HMO journey.
I brought my first property sourced by Pineapple which was great because the property was perfect for what I wanted… Using Pineapple gave me the confidence to invest and I couldn't recommend them enough.
Dealing with Pineapple Living has been a pleasure… The property is excellent and maintained to a high standard. The whole process from application to moving in went very smoothly.
Greg and Stuart has been an invaluable sourcing agent for me in completing a UK property purchase in a short time frame.
I was a tenant with Pineapple for over a year, and it was one of the best properties I’ve stayed in… Any issues that came up in the property were resolved very quickly.
Great people to work with. The team at Pineapple do exactly what they say they are going to do, exactly when they say they are going to do it! How Refreshing!
Very helpful professional advice.
A great agent who truly know the market and simultaneously care about both the landlord’s property and the tenants needs!
I was initially expecting a short call, but Greg went above and beyond giving me advice and pointing out things which I hadn’t considered.
I had a recent telephone meeting with Greg where he gave me excellent advice, helping me navigate the HMO market. His knowledge surrounding all things HMO is incredible.
He went past the call of duty to explain the ins and outs of UK property investment and advise me on a project I was already considering. His help was invaluable in my decision making.
I met with Greg at Pineapple Investment Group who thoroughly guided me through the whole process. The team were fantastic from start to finish.
They were able to guide me through the process with professionalism and quick responses… They even saved me a huge sum of money on sales tax by picking up on something that others missed!
Good sound advice and a clear sensible approach along the whole value chain.
Greg gave me some amazing advice and guidance… I felt listened to and that he understood my individual needs.
10/10 on communication, always someone to talk to if you have questions.
As an overseas buyer, I’ve bought several houses in the UK. One of them is with Pineapple Investment Group. They are definitely the best! They are very responsive and helpful throughout the process.
Their customer service was exceptional—so friendly, responsive, respectful, and understanding.
A trusted partner who helped me manage the renovation project remotely on time and within budget.
From start to finish, Anne, Stuart and Greg were absolutely fantastic. They went above and beyond…
The people are extremely knowledgeable and the resources they offer are the best I’ve seen in the industry.
I was looking to speak to a HMO managing agent in Kent and was advised to speak to Pineapple group… Thank you Greg for being generous with your time and for the amazing insights you shared with me about the HMO market in Kent.
Where we operate
Successful deals
Block of flatsTonbridge RoadMaidstone · off market
6 bed HMOHolland RoadMaidstone · off market
8 bed HMOUpper Fant RoadMaidstone · off market
8 bed HMOCharles StreetMaidstone
7 bed HMOFisher StreetMaidstone
9 bed HMOHayle RoadMaidstone
Existing 11 bed HMOHayle RoadMaidstone
8 bed HMOCollege AvenueGillingham
6 bed HMOBoundary RoadChatham
Block of flatsBerkley RoadGravesend
10 bed HMOBerkley RoadGravesend
Block of flatsParrock StreetGravesend
8 bed HMOHeathfield RoadCroydon · off market
6 bed HMOClive WayCrawley
Block of flatsBower TerraceMaidstone
BeforeAfterBlock of flatsSaltdean Park RoadSaltdean
Block of flatsClaremont GardensSurbitonReady when you are
Let us handle the switch, or talk it through with us first. Nothing goes to your agent until you’ve signed.
More money from your property. Without needing to put the rent up.
Most landlords think the only way to earn more is to put the rent up. It isn't. The money usually leaks out somewhere else.
Empty weeks
A room or a whole house, every week it sits empty is rent you never get back. We aim for 97% occupancy across everything we manage.
Tenants leaving
We match the right tenants to the right home, then we keep them happy. Regular contact, the property kept in good order, and everyone sticking to their tenancy. In shared houses we call it house harmony.
If a tenant hands their notice in, we ask why. Nicely. One told us recently he loved the house but felt people on the road could see into his room. We offered privacy screens. He stayed.
No more guessing
£400 one month, £560 the next, £380 after that. That's what a lot of landlords get from their agent, and it's why property starts to feel like it doesn't pay. With us the swings flatten out, and you see exactly why on your dashboard.
The right tradesperson
Not an electrician for a hob on child lock. Not a bench joiner to hang a shelf. Good people we trust, matched to the job, at cost.
We'd rather wait a week for someone who stays two years than fill it tomorrow with someone who leaves in seven months.
We still check your rent against the market. It's just the last lever we pull, not the first.
We put our fee where our mouth is.
The better off guarantee is for landlords switching from another agent. Every guarantee has simple terms, and we'll go through them on your call.
Your letting agent is a letting agent. We're property investors.
Most agents get paid whether your property performs or not. We know it has to perform, because ours need to too. That changes how we look after every room, every tenant, every repair and every bill.
The hob that wasn't broken
A tenant told us the hob was broken. Plenty of agents would've sent an electrician out, paid the call out and added their margin on top.
We went round, had a look, and it was on child lock. Two seconds to fix. No call out, nothing on the landlord's bill.
That's the stuff we won't tolerate. It's one of the reasons we exist.
Want to know what your property should be doing?
Book a callQuestions
You’ve got questions, we’ve got answers
What's your first name?
Best mobile to reach you on?
And your email?
We'll send your calendar invite here.
Pick a date
What do you want from the call?
You're booked
We'll ring you on at the start time.
Need to cancel or move it? Email living@pineapple-group.co.uk with your name and the time you booked, as early as you can.