Has anyone bought a house in Windsor hills or similar community?

proud_canadian

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Nov 23, 2009
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Would love to get in touch with some other homeowners as me and my husband are seriously considering buying out a house to use as a short term rental. Please PM me or let me know some of the pros and cons of doing so! Thanks!
 
We bought a 3BR condo in Oakwater Resort. We closed last June. Now, 7 months later, we just launched our website and feel ready to rent. We don't have any bookings yet.

It took a lot longer to get up and ready than I had hoped it would. It's hard unless one of you can down for a month or two, or unless you turn it over to someone else. Our feeling was that turning it over to someone else, would cost more and possibly get us a lower quality of work. We were there when all workman were in the unit.

I have not done vrbo or homeaway yet. We're going to try and market it to friends and aquaintances from work first.
We're definitely over budget.

PROS - It's really cool and relaxing to have a place that is "your home" I flew down for just a 3 day weekend in January, and it felt like a five day vacation. Don't know why, I think it's just that you really settle in much quicker.
Our other pro - we have a garage and have a car there. We're lucky to have some locals as friends who can help us with airport transportation; but love having our own car there and not worrying about rental car costs.

CONS - so far we have had a really difficult time finding a management company. We finally settled on one that we think will be good; but we'll keep you posted on that.

I can't be much help with how it works after it's established; but would be happy to answer any questions about start up.

You can e-mail me at anne@livelaughrelax.com and give me your phone if you want to chat. Next week, I'll be at the condo and will have some time.
 
Hi,
We are in the same situation, we are working with Dolby Properties and so far they have been great. We are waiting to have confirmed financing here in Canada so we can buy the house for cash.
We are super excited, but I am so impatient!
We are thinking of a 4 bedroom at Windsor Hills.
Have you made any decisions yet?
We have a 4 day trip planned for April.
Would love to hear from you, maybe we can share our experiences and information.
Christine
 
We looked at houses last year and it seemed certain communities (new ones) were REALLY being pushed by realtors. We found out that they were offering 10% bonuses to the purchasing realtor (IOW if we bought a new home for $400K our realtor would get a $40K commission!!!!) No wonder they were being pushed so hard! So beware the new communities. I think they are overpriced and will quickly settle down in value.

We decided to keep looking and will probably buy one soon in WH or WP. I would most definitely stick with the communities you see talked about on this forum a lot. If you look at Homeaway and check out people's calendars (some people do fill them out) you can see who gets bookings and who doesn't.
 

We bought a house in a community near Disney and LOVE it! :banana: We looked and "thought it over" for about a year and a half before finding the right house. We also worked through Dolby Properties, and we have no complaints at all about them.

Our house is a little further out (20 minutes from Disney), because we wanted to be in a peaceful setting when our days at Disney are over and we wanted to find the right house for US, not necessarily just for potential renters. That was more important to us than filling it up with rentals; in fact, we weren't sure we were even going to rent it at all. We closed in May of last year, and go there about every three months (oh, and the kids and I spent the whole summer there, for the most part, and we will do the same this summer).

The pros: there are still some really good deals, even as the housing market is recovering; having everything you need down there (much less to pack); this is a big one.....feeling like you are going "home" both ways :thumbsup2; watching the value go up already and feeling like you get to enjoy your long-term investment; the fun of decorating with some Disney themed rooms (when you may not be comfortable doing that at your primary home); getting to know the community beyond "that neighborhood we stayed at that one time...."; feeling a lot more comfortable running down there for a weekend (so much less to plan); having time to do more than Disney (in fact, feeling like you can go there and NOT do Disney, because you are sure to be there again before too long); for us, being near four cruise ports and lots of beaches :woohoo:

The cons: it WILL most definitely cost more than you think, especially to start; it is a second home, with all the challenges that a first home brings (yes, things will break) and you don't feel like you can put off the repairs or do it yourself on your own schedule if you are renting it out; tax mess if you are renting it and using it pretty extensively yourself; being a long-distance owner and not having any idea what is going on down there at any given time (you have to give up a lot of control); finding a trustworthy management company and giving that control to them; allowing strangers to sleep in YOUR house; you have to pay for services you might not even pay for at your own home, because your renters will expect it; HOA costs are crazy down there, and many of the HOAs are not well-managed; it's a bit of a leap of faith in many, many ways.

Here are a few things we feel like we did right, so I guess these would count as bits of advice...1. don't be in too big of a hurry. The realtors will try to rush you a bit, but don't buy until you know you have the property you really want. Visit it more than one time, especially after seeing some others you think won't work for you. On that same note, if you find one you LOVE, you do have to be prepared to act quickly. The better properties go pretty quickly.
2. Get a good realtor who will help you after the sale as well. I don't know what we would have done without Dave (from Dolby). He helped us with getting the house painted, the pool cleaned and functioning, the furniture arranged, homeowners insurance set up, the mail and other services taken care of, and lots more.
3. Find a good management company that is close to your home. And get a really clear understanding of what they will do and when, how much they charge for everything, how they handle their business, etc. (Ok, this one we are still not sure we did right, but we have learned this much so far)
4. If you can, install both an alarm and a thermostat that you can control from your computer or smart phone. Those have helped relieve my anxiety a bit, as I can tell from my phone when people are in and out.

It is a lot of fun and a very exciting endeavor! Good luck. Feel free to PM me if I can answer any questions.
 
Sorry everyone! I didnt realize anyone had responded. Thanks so much for all the advice! I have pm'ed all of you!
 
We owned a home in Emerald Island for 6 years that we built. We loved it! It was a 7 bedroom 4 1/2 bath. We used it when it wasn't rented. Tried for 26 weeks a year and usually got that with repeat rentors. Now the downside, our master and manor association dues were out of control. Started having problems with things disappearing (grills, tables, and our pool heater!) had great property managers but thought it was time to get out while we could still make money on the house. I loved dealing with people and renting out our home, but it just got to be too expensive.
 
buying out a house to use as a short term rental.
Orlando is a crazy-competitive rental market. You should view this as a way to offset *some* of the costs of owning a second vacation home, and *not* as a profit-making enterprise. My uncle owns a home in the area; when he was using it mostly as a rental, his opinion was that he would not do it again. Now that he is snowbirding 3-4 months a year, he's changed his mind somewhat.
 
Orlando is a crazy-competitive rental market. You should view this as a way to offset *some* of the costs of owning a second vacation home, and *not* as a profit-making enterprise.

Bingo! Wife and I bought a place at Villas at Island Club years ago. It's a great location, but we haven't turned a profit on the property as a short-term rental even with a dedicated management company and the 3/2 townhome owned free and clear.

After years of saving and dreaming, we finally closed on a 5/4 home in Celebration. It is NOT zoned for short-term rentals (shortest term is an annual lease or a 3-month rental on a garage apartment), but it's not as if the short-term rental market was anything more than a way to offset some of the ownership costs.
 












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