I’d recommend a waiter at a high end restaurant.

There's a ton of bars, parks, restaurants and yoga studios that you can walk to.

Let your business be the one and not local media outlets to be the provider of content of the best local restaurants, the best local schools, the 10 best things to see and do this weekend all, etc... in all the area you service.See by approaching it this way You are now becoming the source for people that want to move to those locations and or maybe want to sell their house but stay in the local area. 

Millennials care most about the location and the proximity to amenities like parks, shopping centers, restaurants, nightlife, etc.

@Brandon LewisFor investment properties I look for several key indicators- Local businesses/restaurants/shopping centers near by- Easy access to public transportation- Proximity to local schools and the quality of those schools- Investment in the area (is the area being built up/commercialized?)

Some places have bathrooms that lack sitting thrones and toilet paper, unless you are in a hotel/restaurant that caters to Westerners (you could pogo stick bounce on one side of this toilet all day and not cause any bolts to come loose):Let's see... smoking cigarettes inside.

Port Chester is a pretty nice with The Cap and some good restaurants.

Years ago I did some work with SaskTel downtown and there use to be a pretty good Japanese restaurant just down the street (not something I expected in the middle of the prairie).Looking at what you have posted - and with the caveat that I do not know the market in Regina {property taxes must be low} - my first question is does your figure of $1445/month include: snow removal, lawn care, maintenance reserve (~10% EGR ... which is more like $5500/yr) and property management (say 7-8%)?  

Some do large apartments, restaurants, mixed use, office buildings, ect. 

Luckily I have a friend who does design/build for restaurants to help at least guide me on the basic steps for the renovation so I am not flying entirely blind there.