Depending on which part of Riverside Ave you are on can make a big difference in the Spring. The very first section between the road and the Aroostook River can and does flood in the Spring run-off (I think all the houses have been removed from that portion though after the big flood a few years ago leaving only 2 buildings). If you are on the same side, and beyond the driveway to McGillan Construction I haven't see water reach there ever. Now it doesn't happen every year and it hasn't happened in at least 10 years now, but it can. The ones on the same side of the road as McGillan's and between them and the corner are also pretty dry every year as well.
Nothing on the river side I would even think about.
Fort Fairfield is probably my favorite little town in that area. The school is small, but actually care about the kids. I have done quite a bit of work in town there and have worked with the school many times. I would send my kids there over any other school in the area personally (Easton would be a close second). I believe they do have accelerated programs for the kids, but cannot say with 100% certainty.
Fort Fairfield has a very nice new (finished Fall of 2008) community swimming pool located in town. The people are very nice and open there as well. There are some rather good for their size stores downtown that will save a 12 mile trip into Presque Isle for things. Rite-Aid has a decent sized store right on the Main corner and there are also a couple gas stations in town. Every Summer - early Fall the "Maine Potato Blossom Festival is held in Fort Fairfield and in the Summer they have a gospel music as well as a bluegrass festival. You won't find any real restaurants in town, but the Harvest Market across from Rite-Aid is a good place to stop in and get a very good meal. They have a couple booths, a couple tables, and some seating at the counter to go along with good basic food. Down on the other end of town is a smaller, but rather well stocked grocery store. Also the Irving station has a Subway sandwich place in it. The hardware store was for sale last thing I knew, and I hope it is still open downtown because it was nice.
Snow --- well now, this is the real question isn't it

. Fort Fairfield and surrounding areas do a GREAT job of clearing the roads during and after a snowstorm. The main roads between Fort and either Presque Isle or Caribou are 99.99% of the time open and in decent shape. I used to travel them every single day and not once did I have to turn around because they were not plowed. No matter what time of day or night I was traveling them either. My suggestion, and this is coming from someone who has lived 44 out of 46 years in the North country, is that the best thing you can do during the winter months is get a set of 4 good snow tires. There you can get studded tires, but honestly there isn't that much difference between the studded and new studless snow tires (I have a set for each of my vehicles and put them on as soon as snow flies). After the first snowfall find a large parking lot and play around a bit to see just how your vehicle is going to handle when it loses traction (Notice I sad WHEN, not IF). Slow down, take your time and don't push yourself beyond your personal comfort zone on the snow and ice. When you do, that is when you find yourself in the ditch or snowbank. If somebody wants to go faster, let them pass.
Buy some sleds for the kids, and an extra one or two as well. Might as well enjoy the snow and cold instead of sitting inside and thinking about how cold it is. It will get cold, very cold if you are not used to it. I have seen at LEAST -35 every single year I lived there. Some years colder.
If you need the names of service people up there drop me a DM and I will send you a list of them. Mechanics, Electricians, Plumbers, etc...