Julio,
If I understand you correctly, wanting a Macgregor "[built] no later than 1995", then you'll most likely be looking at the so-called "Classic Macgregors", the later models of which are often collectively called "26C" (for classic), but are actually designated as "26D" (for daggerboard) or "26S" (for swing keel). These are more or less traditional sailboats, but with a water ballast system (which makes them MUCH lighter and easier to trailer around). These "classic" models are reasonably well regarded and inexpensive sailboats, and there are many other earlier and smaller models of Macgregor or the earlier Ventures going back to the '60s. Of course, if the video you mention is one showing a water skier being towed along, then these traditional pre-1995 models are not what you're looking for. Like other typical sailboats of their class, they rarely have engines more than 10hp. If you like the idea of being able to charge around at about 15 or 20 knots or miles per hour, then you'll be wanting one of Macgregor's hybrid "power-sailers" built after 1996, namely the 26X (made 1996-2002) or 26M (2003-2013?), or maybe the rarer little 19. All these models can handle motors of 50hp or more. The 26Xs tend to be about half as expensive as the newer 26Ms, but have their own virtues. I just adore my 2001 26X. Lots of traditional purist Sailor Joe types with bowline knots in their pubes have nothing good to say about these hybrids, but you can safely disregard them. They may not be "blue water sailers" suitable for circling the globe, but if you just want to get a small family or a couple-few friends out on a lake or bay or do a little extended coastal cruising, they really can't be beat. Think: "Waterbago". Sure, some head off to the Bahamas or Florida Keys or Dry Tortugas every year, but these are typically some very skilled sailors...more so than me, anyhow. I just like to poke around the Potomac River and Cheasapeake Bay, with that option to fire up that "big iron wind" to get where I want really quickly if need be.
Obviously, as with any boat, surfboard, motorcycle or other summery toy, generally the best time to buy is, say, November through maybe March...NOT in Spring or Summer...though bargains may present themselves at any time.
Happy hunting!