HMO Deal Check · £499

You’ve found an HMO.
It looks good on paper.

And there’s a voice saying “what if I’m wrong?”

Why not let us walk you through the deal? Line by line, the way we’d look at it if we were buying it ourselves. From award winning HMO investors, named Best HMO Investor at the HMO Summit and Awards 2025.

£499. One property, checked properly, before your money’s on the line.

2025Winner, Best HMO InvestorHMO Summit and Awards
2024HMO Property Investor of the YearProperty Investor Awards finalist
2024Deal of the Year, over 6 roomsProperty Investor Awards finalist
2023Deal of the Year, over 6 roomsProperty Investor Awards finalist
2023Deal of the Year, 6 or less roomsProperty Investor Awards finalist
Who’s checking it

I’ve sat exactly where you are

I’m Greg. I run Pineapple Living with Stuart. Before that I sourced and refurbished around seventy properties up north, in Manchester, Stoke, Crewe, Liverpool, St Helens and Nottingham, for investors buying from a distance.

Now I own and run HMOs myself, here in the South East. So I know the feeling. The agent’s keen, the numbers on the brochure look lovely, and you’re trying to work out what they’ve left out.

Most of the bad HMO deals I’ve seen weren’t bad houses. They were good houses bought at the wrong price, in the wrong street, with costs nobody mentioned. That’s what the Deal Check is for.

In 2025 we won Best HMO Investor at the HMO Summit and Awards. We manage HMOs every day, so we’re checking your deal against real rooms, real bills and real tenants, not a template.

What you’re really asking

  • Am I paying too much for this?
  • Will the council let me do what I’m planning?
  • What’s this going to cost me before the first tenant moves in?
  • Will the rooms actually let, at that price, in that street?
  • After every bill, what’s left for me each month?
  • What will my HMO be worth at the end of the works, and how will the valuers approach it?
  • And if it’s the right one, how do I get the price down?
What I see every week

Why most HMOs listed online are overpriced

They cost a lot to create. Fire doors, alarms, en suites, extra kitchens, the licence. The owner has spent serious money turning a house into an HMO and wants it all back, and then some.

The agent often doesn’t understand HMOs. Plenty of agents have never valued one properly. They don’t know what the rooms really let for or what it costs to run.

The agent has to agree with the owner. If they tell the owner it’s worth less, the owner goes to the agent down the road who’ll say yes. So the asking price is the one that wins the listing, not the one the house is worth.

The premium gets stretched. A good HMO should sell for more than bricks and mortar, depending on its income and condition. But more often than not, the asking price is way past that.

That gap is what you’d be paying for. The Deal Check tells you how big it is before you make an offer.

The worries, one by one

Every “what if” gets an answer

These are the things that keep buyers up at night. They should. Here’s what we look at for each one, on your property, in your street.

  • Worry 1

    Am I overpaying?

    What we check

    An HMO is valued on what it earns, not just bricks and mortar. We work out the commercial value from the rent it can really achieve, then hold that against the asking price. If you’re paying a premium for income that isn’t there, you’ll know before you offer.

  • Worry 2

    Will planning let me do it?

    What we check

    Article 4, restricted areas, how many HMOs are already nearby, and whether the council is likely to fight you. If you need planning for what you’ve got in mind, we tell you how hard that’s going to be, and what happens to the numbers if it’s refused.

  • Worry 3

    What licence will I need?

    What we check

    Which licence the property needs, what the council will ask for to grant it, and what that means in fire doors, alarms, room sizes and kitchens. Licensing is where a lot of “ready to go” HMOs turn out not to be.

  • Worry 4

    What will the works really cost?

    What we check

    What has to be done before it can let, what’s worth doing to push the rents up, and a realistic idea of what both are likely to cost. We refurb and maintain HMOs all year round, so we know what things actually cost, not what a brochure says.

  • Worry 5

    What do I need to put in it?

    What we check

    Kitchenettes or a bigger shared kitchen, en suites, furniture, broadband, the amenities and facilities tenants expect now, and roughly what each one costs. We fit out and run HMOs, so we’ll tell you what earns its keep and what’s money down the drain.

  • Worry 6

    How do I stand out from the crowd?

    What we check

    Every town has rooms that all look the same. We look at what’s around you and help you find your USP, the thing that makes yours the room tenants pick first and pay more for. Standing out is how you fill rooms faster and push the rent.

  • Worry 7

    Will the rooms actually let?

    What we check

    Room rates in that street and the streets around it, from what’s advertised right now. And you get our own data too: what our rooms really let for, how quickly they fill, and where there’s room to push the rent beyond what the portals suggest. Then whether the rent you need is a rent people will actually pay.

  • Worry 8

    What tenants will I get, and how do I find good ones?

    What we check

    Who’s actually renting rooms in that area, what they’re looking for, and how to find, vet and keep the right ones. One wrong tenant can cost you the whole house, so we tell you how we pick them.

  • Worry 9

    What are the running costs?

    What we check

    Bills, broadband, council tax, management, maintenance, compliance, cleaning, voids. All the things that turn a good gross yield into a disappointing net one. Nothing left out because it makes the deal look worse.

  • Worry 10

    What’s left for me each month?

    What we check

    Your net cash flow at today’s interest rates, not the rates from two years ago. If the deal only works on a rate you can’t get, it doesn’t work.

  • Worry 11

    What’s my exit once the works are done?

    What we check

    How you get off the bridge or the development finance, and whether a commercial HMO mortgage is the right next step. We explain how a commercial valuation works, how valuers in that area approach HMOs, what they look for on the day and what you need in place before they visit. Then a realistic idea of the value you’re likely to get once the works are finished, and how much of your money that lets you pull back out.

  • Worry 12

    If it’s the right deal, how do I get the price down?

    What we do

    We show you how to negotiate. The questions to ask the agent, what to find out before you offer, how to back your figure up with the numbers from the check, and how to present your offer so the vendor takes it seriously. On an HMO, a few percent off the price is tens of thousands of pounds.

★★★★★
If 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.
Kelvin Maye · October 2026 · Trustpilot
★★★★★
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.
Ahmed Alhusseiny · October 2026 · Trustpilot
★★★★★
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.
Ganesh Pun · August 2026 · Trustpilot
★★★★★
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.
Laine Hilden · May 2025 · Trustpilot
★★★★★
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.
Steve Myers · August 2025 · Trustpilot
★★★★★
Greg and Stuart has been an invaluable sourcing agent for me in completing a UK property purchase in a short time frame.
Poter Wong · September 2024 · Trustpilot
★★★★★
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.
Alagen Rebecca · April 2025 · Trustpilot
★★★★★
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!
Trustpilot reviewer · February 2026 · Trustpilot
★★★★★
Very helpful professional advice.
Trustpilot reviewer · July 2026 · Trustpilot
★★★★★
A great agent who truly know the market and simultaneously care about both the landlord’s property and the tenants needs!
Niall Scott-Underdown · October 2025 · Trustpilot
★★★★★
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.
Justin · October 2024 · Trustpilot
★★★★★
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.
Viking Customer · November 2025 · Trustpilot
★★★★★
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.
Emilie Baha · October 2024 · Trustpilot
★★★★★
I met with Greg at Pineapple Investment Group who thoroughly guided me through the whole process. The team were fantastic from start to finish.
Jennifer · October 2024 · Trustpilot
★★★★★
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!
Andrew Symonette · September 2023 · Trustpilot
★★★★★
Good sound advice and a clear sensible approach along the whole value chain.
Bryan Wilson · October 2024 · Trustpilot
★★★★★
Greg gave me some amazing advice and guidance… I felt listened to and that he understood my individual needs.
Sean Brice · May 2024 · Trustpilot
★★★★★
10/10 on communication, always someone to talk to if you have questions.
Paul Whiddett · April 2026 · Trustpilot
★★★★★
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.
Irene · November 2023 · Trustpilot
★★★★★
Their customer service was exceptional—so friendly, responsive, respectful, and understanding.
Shade Johnson · September 2026 · Trustpilot
★★★★★
A trusted partner who helped me manage the renovation project remotely on time and within budget.
Ellen Wong · September 2023 · Trustpilot
★★★★★
From start to finish, Anne, Stuart and Greg were absolutely fantastic. They went above and beyond…
Tobias S · January 2026 · Trustpilot
★★★★★
The people are extremely knowledgeable and the resources they offer are the best I’ve seen in the industry.
Steve · April 2024 · Trustpilot
★★★★★
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.
Ahmed Alhusseiny · October 2026 · Trustpilot
If it’s the right deal

We help you buy it for less

Finding out a deal works is only half of it. The other half is not paying a penny more than you need to. So we show you exactly how to negotiate it.

The questions to ask the agent

Why it’s for sale, how long it’s been on, what offers they’ve had, what’s included, and what the vendor really needs. The answers tell you where the room to negotiate is.

Your number, backed up

We help you set your offer from the check itself. The works, the licensing, the real room rates. Evidence an agent can take back to the vendor, not just a lower figure.

How to present your offer

What to say, what to put in writing, how to come across as a serious buyer, and when to hold your ground or walk away.

Knock 5% off a £400,000 HMO and you’ve saved £20,000.

That’s what the negotiation help alone can be worth. The check costs £499.

What you get

A straight answer, in writing

1

You send us the deal

The listing, the asking price, and what you’re planning to do with it. Anything the agent’s given you helps too.

2

We go through it

Value, planning, licensing, works, fit out, your USP, room rates, tenants, running costs, cash flow and exit. Every one of them, on your property, with our own rent data behind it.

3

You get the report and a call

A written Deal Check you can take to your broker, plus a call to go through it. If it’s right, we help you negotiate it down. If it’s not, you walk away knowing why.

Our track record

Successful deals

Tonbridge Road, MaidstoneBlock of flatsTonbridge RoadMaidstone · off market
Holland Road, Maidstone6 bed HMOHolland RoadMaidstone · off market
Upper Fant Road, Maidstone8 bed HMOUpper Fant RoadMaidstone · off market
Charles Street, Maidstone8 bed HMOCharles StreetMaidstone
Fisher Street, Maidstone7 bed HMOFisher StreetMaidstone
Hayle Road, Maidstone9 bed HMOHayle RoadMaidstone
Hayle Road, MaidstoneExisting 11 bed HMOHayle RoadMaidstone
College Avenue, Gillingham8 bed HMOCollege AvenueGillingham
Boundary Road, Chatham6 bed HMOBoundary RoadChatham
Single letGreen StreetGillingham
Berkley Road, GravesendBlock of flatsBerkley RoadGravesend
Berkley Road, Gravesend10 bed HMOBerkley RoadGravesend
Parrock Street, GravesendBlock of flatsParrock StreetGravesend
Heathfield Road, Croydon8 bed HMOHeathfield RoadCroydon · off market
Clive Way, Crawley6 bed HMOClive WayCrawley
5 bed HMOCaburn HeightsCrawley
Single letNewlands ParkCrawley
Bower Terrace, MaidstoneBlock of flatsBower TerraceMaidstone
Saltdean Park Road beforeSaltdean Park Road afterBeforeAfterBlock of flatsSaltdean Park RoadSaltdean
Claremont Gardens, SurbitonBlock of flatsClaremont GardensSurbiton
The price

£499. Cheaper than one bad decision.

£499

Overpay by ten grand, miss a licensing condition, or buy in a street where the rooms won’t let at the rent you need, and you’ll lose far more than this in the first year alone.

If you buy it and we manage it for you, the £499 comes off your management. So if the deal’s right, the check ends up costing you nothing.

Pay below and we’ll be in touch to get the details of the property.

Questions

Before you book

What do you need from me?

The listing or the agent’s particulars, the asking price, and what you want to do with it. Keep it as it is, add rooms, change the use. If you’ve had a survey or the agent’s sent figures, send those too.

Do you only look at HMOs?

Yes. It’s what we buy, own and manage every day, so it’s where our numbers are worth something. If it’s a single let, ask us first and we’ll tell you honestly if it’s worth your £499.

Where do you cover?

Sussex and Kent, where we manage rooms ourselves and know what they let for. Maidstone, Medway, Gravesend and Crawley especially. If your deal is somewhere else, WhatsApp us before you pay.

What if you tell me not to buy it?

Then the £499 has done its job. Walking away from the wrong house is the cheapest result you’ll ever get in property.

Do I get the £499 back if you manage it?

Yes. If you buy the property and bring it to us to manage, the £499 is credited against your management. So if the deal’s right, the check ends up costing you nothing.

Won’t you just tell me to buy it, so you get to manage it?

No. If it doesn’t stack, we’ll tell you straight. We don’t need you to buy that one. We’d much rather you walked away and bought one of the deals we source that does work, than bought a bad one with our name on it.

Are you trying to sell me something else?

No. If the deal’s good and you want someone to run it, we’re here. If you’d rather manage it yourself, the report is still yours. We’d rather you bought a good one than a bad one with us attached to it.

Before you sign anything

Let’s make sure it stacks

You’ve done the hard part and found one. Spend £499 making sure it’s the right one.

Want to Maximise Your HMO Profits Without the Guesswork?

You don’t need to figure it out alone. We’ve already tested, built, and refined HMOs across Kent—now you can plug straight into what works. Here’s what you’ll get right away:

  • The 100+ page Mastering HMO Projects book — step-by-step guidance on what to do, what to buy, what to avoid, and how to pull it all together.
  • Instant access to the Kent HMO Alliance community — connect with active investors, het real insights on how the world of HMO investing in Kent is operating NOW, and tap into ££££s of free training.
  • The HMO Mastery Pack — tools, checklists, and templates to fast-track your next project and save months of trial and error.