Winter Park Pines Community Association
A Great Place to Live, Work, and Play
About
On October 16, 1895, one hundred sixty acres of land was sold by the United States of America to John Cummings. Later, on October 24, 1905, three people became "stockholders" of the property called The Overstreet Turpentine Company. The business operated turpentine farms which included cutting and selling timber. In 1923 it became the Overstreet Investment Company dealing in real estate and by the 1930's it was being used as a dairy farm.
In the late 1950's Carroll Ward sold the property to Winter Park Pines, Ltd. Then, in February 1964 easements were granted and our community was designated "residential only" with lot numbers assigned. The VA and FHA approved the sales price of the lots. The county issued a "Notice of Commencement" to start building homes on October 18, 1965.
* This historical information courtesy of Pat & Terry Elsasser. Pines residents since 1985.
2026 Elections.
We are looking for a Pines bi-lingual Spanish speaking person to work the elections in 2026. (Necesitamos especialmente una persona bilingüe que hable español.)
Join fellow Pines residents in working the elections in 2026. The Adopt-A-Precinct (AAP) Program is a community partnership that Orange County began in 1998. It offers organizations a unique opportunity to serve their community, raise funds, and is a great way to get to know and work with other Pines residents. Participating organizations “adopt” one or more precincts during an election by supplying the staff needed to run those polling places. Rather than paying individual poll workers, the Orange County Supervisor of Elections provides a payment to the organization, in this case our WPPCA. These funds help supplement memberships so we can maintain our Mall and other entrance, produce six newsletters annually, recognize outstanding yards each month, hold fun events, maintain our website, recognize veterans, and welcome new residents, etc. The WPPCA has done this for many years whereas volunteers from the Pines all work at the same election voting precinct as a team and donate the earnings received by the Orange County Elections Office to the WPPCA. In past election years we have earned $2k - $8K for the WPPCA depending on the quantity of elections each year and if we get a full slate of workers for all election days. Orange County also provides free training for all positions. If interested, please let Peter Mason know at wppcapresident@gmail.com and he will send you more detailed information.