Oh no... you got me started on tour guide mode.
My boyfriend was homeschooled in a strong community of support in 1980s Boulder, but the culture there is a little too upscale/material for my taste these days. I feel out of place when I got to a coffee shop and see nothing but nannies and rastafarians. The stereotype seems to be of consumerist green-washing: that you are either young, white, in dreads, and high; or older, white, in Patagonia and making a ton of money in some high tech job while employing a snobby nanny. I don't think it's a fair stereotype fair since I know some fine people in Boulder, but those are the extremes you will find. In my experience visiting, there's just not a lot of diversity, which might suit you if safety is more important than dynamics, but I think it'd be boring to be around so many knee-jerk follower types.
I live in Denver, and it's just insanely diverse, which I love. I'll never be allowed to get lazy in my opinions here. But if you want a specific FEEL, you can find pretty much whatever culture in a neighborhood you want and live in it. From more suburban crunchy in stapleton, to city-life crunchy in the Highlands, and what I consider the sweet spot in between of Baker/West Wash Park (the small bungalow and condos zone). You can access anything from any subculture you want, and most of the neighborhoods, even the city ones, feel quite homey and old-fashioned rather than cold-city-like.
I personally love the latino-american influenced 'hoods since I miss my mom's Salvadoran cooking and dad's salsa music. Santa Fe area is an inner-city artsy community while RiNo is more of a pioneering warehousey art district. Uptown is a good "starter" neighborhood for young couples, but it's less crunchy and more metro, as are downtown and the "Golden Triangle" area. Forget LODO. It's just heartless capitalism and boozing from what I can tell.
Capital Hill is a 1990s grunge wonderland of mostly childless 18-25 yr olds, but has some family homes further west. I liked living there when I was younger, but it's pretty boozy to be raising a kid in. Of course, there are also the typical suburbs like Highlands Ranch, for the conservative experience, but places like Rosedale are in between, kinda suburby but you're likely to have a neighbor with a chicken coop.
Five Points proper has a reputation as the stomping grounds of many influential African Americans, and continues to be a cultural destination for lovers of hip hop, Jazz, and slam poetry (Slam Nuba -- National Champs! We Cut Heads!). However, the further east you go, the less lovely it becomes as factory pollution and less favorable cultural influences take hold.
I don't know about homeschooling communities in Denver, but I have seen homeschooling group pages on many local cultural institutions' sites, so there have to be many families doing it to merit that kind of attention!
Other towns you might like are Netherlands and Carbondale if you can afford it (and don't mind the snow!). I've heard Netherlands is where all the "original" Boulder crunchies moved to when Boulder turned into the People's Republic of Boulder and began to fill out with consumerist green-washing. But again, just another unfair stereotype repeated around these parts! I do know Netherland is BEAUTIFUL and they always seem to be having cute, homey festivals.
Edited by cynthiamoon - 11/26/12 at 3:42pm