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Unsure when to go on the market

Hello everyone,

First post on here with my little dilemma.

I currently own a property which I let out and I live in a rental property. I want to buy a house in the village I rent in so need to sell the other property.

My question is regarding timing.

My tenant is on a rolling tenancy currently. My tenancy (for where i live) is a fixed term until March 2018. I have seen a house I like for sale and it is rare that houses in this area are offered for sale within my price band.

I am concerned if I go up for sale too early (as I'm in a fixed tenancy until march) that my current tenant will leave the property and I will have a mortgage and rent to pay. However if I leave too late the house I like may sell. Just to complicate things I have a fixed rate mortgage that has high early repayment charges if I don't buy another property within 6 months of selling.

So if I go on market now and my tenant leaves after a month I will have to pay mortgage and rent until March. But if I wait and put on market maybe towards the end of the year and the house I like sells before then I maybe stuck with nothing to buy and end up paying the early repayment. Its hard to predict the future haha.

I hope I have made this clear, what would you do? Any advice greatly appreciated!

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