General Area in Orlando>Question Details

Jeremy Stamm, Home Buyer in Kingwood, TX

Considering moving & trying to decide between Windermere & Winter Garden; would like a safe area with good schools, any thoughts? Budget

Asked by Jeremy Stamm, Kingwood, TX Wed Jan 12, 2011

about 275K. I would like to know if one town was better to live in than another, especially when it comes to safety and the quality of schools. Are there any subdivisions within those towns that are more desirable or that we should stay away from?

Help the community by answering this question:


Hi Jeremy,

Thank you for reaching out to the Trulia community. I see that you already have a lot of informative answers and I agree it is a tough call to pick one over the other. First of all, be assured you won't regret your relocation to Florida and you have narrowed down your search to two GREAT communities. I personally live in Winter Garden which is like a best kept secret. I love the area and the quaint, charming downtown, as well as the newer Fowler Grove shopping center minutes from my house. Windermere continues to have a superb reputation and is more well known, however they received a lot of bad press today in regard to the local police department and reportedly will be regrouping. (Google search for details) For your price range, your options are unlimited and I would suggest since they are neighboring towns that you explore both and take the advice of other Realtor's comments. Both cities have desirable school districts and there several prestigious and sought after gated neighborhoods in both vicinties. Once I know additional information regarding your personal preferences: # of minimum bedrooms/bathrooms, desired square footage, one or two story, etc., I will be happy to begin to send you properties that either match or exceed your expectations so you can begin house hunting and compare offerings. I would appreciate the opportunity to find you a new house to call home. Feel free to call me anytime morning until midnight or e-mail me and I will promptly respond. I look forward to discussing your endeavor, sharing more details & feedback once we personally talk and will anticipate having you as a neighbor. :)

Thank you kindly,
CENTURY 21 Elite Home Finders
1 vote Thank Flag Link Wed Jan 12, 2011
Guys steering isn't coming into play here, steering is based on race, color, national origin, religious preference, sex, familial status, handicaps

If someone asks you to eliminate certain areas based on any of the protected classes, you cannot legally follow their instructions, even if you are a Buyer's Agent.

(definition of steering on

Nowhere did the question bring these issues up, now you could say 'stay away from', 'safe', 'more desirable', 'good schools' are code words but I don't think so as those don't fit protected class and doesn't seem to be the buyer intent.

Now you are right about the school issue and anything dealing with crime but that isn't in the definition of steering that's a whole separate issue that agents need to be careful with and you where right to point to county school and police (county, city) websites.

Dave Lowe, Broker

Community and Family Values
Web Reference:
1 vote Thank Flag Link Wed Jan 12, 2011

Windermere is easily the more desirable community but your question can have a complicated answer. Because parts of Windermere and Winter Garden are across the street from each other and both send their kids to the same schools. I should also say that depending on where your home in Windermere is your kids could goto two different sets of schools, and more importantly a different set from where the million dollar homes are located. I don’t believe Windermere has bad communities but its lower end ones are Summerport and Lakes of Windermere. In Winter Garden you want to stick to Independence(legal name Signature Lakes), Wintermere pointe, Stoneybrook West, Belle Meade and Black Lake Park. I would stay away from new construction in these areas if you care about price and remember these Winter Garden communities will have lower taxes than Windermere Homes with relatively the same location. I hope that helped
0 votes Thank Flag Link Tue Jan 18, 2011
Jeremy, Right now there are 95 properties in Winter Garden priced under $150,000 with prices starting in the $20's. There are 22 properties in Windermere priced below $150,000 and only 2 well below $100,000. My thoughts are pretty simple. Windermere.
0 votes Thank Flag Link Thu Jan 13, 2011
Please call me at 407.325.4344
I will answer all your questions honestly without beating around the bush.

Michael de Filippi
Lord Villejust Realty
0 votes Thank Flag Link Wed Jan 12, 2011

Below are some links regarding the schools in the Winter Garden and Windermere area!

Hopefully you are getting the information you need to help form your decision on where to begin your home search! The metro Orlando has many attractions to offer in a variety of forms! Best of luck!
Web Reference:
0 votes Thank Flag Link Wed Jan 12, 2011
To answer your question directly would be considered "steering" which is something an agent is not allowed to do.

I would suggest looking up the school districts, property values across several years, and whatever else may help you decide between the two areas.

I also work in these areas. If you need any additional help with anything feel free to contact me. (my website below)
0 votes Thank Flag Link Wed Jan 12, 2011

I spend time in both areas with buyers and sellers and the best fit would be the area between Windermere and Disney that's zoned 'Horizon West'.

The Horizon West area is located within Orange County, the county where the City of Orlando is located, and is one of the largest counties in Central Florida.

Homes & Communities in the area;…

Link to latest news about Florida Schools;…

Hope this helps,

Dave Lowe, Broker
Web Reference:
0 votes Thank Flag Link Wed Jan 12, 2011
Since real estate professionals are prohibited from steering, enticing a buyer to purchase, or not, in specific neighborhoods, consider revisiting the areas more than once and at different times of day; drive around and look at anything of imprtance to you, get a sense of belonging, chat with locals if possible, etc., also see links
For any safety concerns, do contact/visit the local authorities and ask all your questions, hear all there is to hear firsthand--For schools see link-- and you may also wish to visit the schools, ask for a tour of the facilities, speak to the superintendent, principal, teachers, etc., and ask all your questions--then make a determination, where will your comfort level best be reached. If you don't have an agent of own, do consider the idea, as he/she can best guide you.....
0 votes Thank Flag Link Wed Jan 12, 2011

Great concerns and question, I actively work in both areas and they both offer great school systems. As Raquel mentioned you can check the crime rates on line, talk to the local police departments or if you are in town you can drive through the neighborhoods of interest.

For a direct comparison one thing I have noticed is that in Winter Garden you can get more home for your dollar and pay less in property taxes. However Windermere is a great area and has a very good reputation.

At the end of the day it all comes down to what you are exactly looking for so you can compare apples to apples. If you need help comparing any properties or have any other general questions please feel free to contact me.

Best of luck with your search!

Jeramie Vaine
Web Reference:
0 votes Thank Flag Link Wed Jan 12, 2011
Hi Jeremy,

Both Windermere and Winter Garden have good schools. Windermere I understand is a 5 star school district.
With your budget you should be able to get a good property in either of those two areas.
In order to find out about safety you should look at the crime statistics in both areas. They can be found on the internet.
I would be delighted to help you in any additional way I can.
0 votes Thank Flag Link Wed Jan 12, 2011
Search Advice
Ask our community a question
Email me when…

Learn more

Copyright © 2016 Trulia, Inc. All rights reserved.   |  
Have a question? Visit our Help Center to find the answer