The Collaborative International Dictionary of English v.0.48:

Speculator \Spec"u*la`tor\ (sp[e^]k"[-u]*l[=a]`t[~e]r), n. [L.,
   a spy, explorer, investigator: cf. F. sp['e]culateur.]
   One who speculates. Specifically:
   (a) An observer; a contemplator; hence, a spy; a watcher.
       [Obs.] --Sir T. Browne.
       [1913 Webster]
   (b) One who forms theories; a theorist.
       [1913 Webster]

             A speculator who had dared to affirm that the human
             soul is by nature mortal.            --Macaulay.
       [1913 Webster]
   (c) (Com.) One who engages in speculation; one who buys and
       sells goods, land, etc., with the expectation of deriving
       profit from fluctuations in price.
       [1913 Webster]

WordNet (r) 3.0 (2006):

speculator
    n 1: someone who makes conjectures without knowing the facts
    2: someone who risks losses for the possibility of considerable
       gains [syn: speculator, plunger]

Moby Thesaurus II by Grady Ward, 1.0:

54 Moby Thesaurus words for "speculator":
   adventurer, armchair authority, betting ring, bettor, big operator,
   boneshaker, cardshark, cardsharp, cardsharper, casuist,
   compulsive gambler, cosmologist, crap shooter, doctrinaire,
   doctrinarian, gambler, gamester, gunslinger, hazarder, hypothesist,
   hypothesizer, lame duck, margin purchaser, metaphysician, operator,
   petty gambler, philosophaster, philosophe, philosopher,
   philosophizer, piker, player, plunger, punter, scalper, sharp,
   sharper, sharpie, smart operator, sophist, sport, sporting man,
   sportsman, stag, theoretic, theoretician, theorist, theorizer,
   thinker, tinhorn, tipster, tout, venturer, wagerer



U.S. Gazetteer Places (2000):

Speculator, NY -- U.S. village in New York
   Population (2000):    348
   Housing Units (2000): 484
   Land area (2000):     44.645288 sq. miles (115.630759 sq. km)
   Water area (2000):    2.580705 sq. miles (6.683996 sq. km)
   Total area (2000):    47.225993 sq. miles (122.314755 sq. km)
   FIPS code:            70123
   Located within:       New York (NY), FIPS 36
   Location:             43.526920 N, 74.363185 W
   ZIP Codes (1990):     12164
   Note: some ZIP codes may be omitted esp. for suburbs.
   Headwords:
    Speculator, NY
    Speculator