Whisperwood

Whisperwood is on Swallow Run, Canford Court and Whisperwood Drive, near North Goldenrod Road. Units have Winter Park 32792 addresses but are in unincorporated Orange County, outside Winter Park city limits.

Whisperwood has 82 condominium units, according to Orange County Property Appraiser records. Phase 1 has 50 units from 1974, about 1,365 to 1,690 square feet with 2 to 3 bedrooms. Phases 2 to 4 have 32 two-bedroom units from 1983 to 1985, about 760 to 800 square feet.

Over the past two years (MLS data, October 2026), units in Whisperwood sold 8 times for a median of about $150,000, ranging from about $121,000 to $248,000. The larger phase 1 units sold at the top of that range. For today's listings, see the top of this page.

Recent MLS listings show condominium association dues of about $410 to $575 per month as of October 2026. Phase 1 and phases 2 to 4 have separate associations. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Whisperwood, but check the property tax bill for any special assessments.

Orange County Public Schools' 2026-27 school zones place Whisperwood in Cheney Elementary, Glenridge Middle and Winter Park High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

No. Village at Whisperwood is a separate condominium recorded in 2007 next door on Swallow Run, and it is not covered on this page. Whisperwood Condo in Orlando is also unrelated. Hidden Oaks and The Colonies are other separate condominiums nearby.

No Whisperwood-specific rental rules turned up in our research. Condominium documents often limit leasing, so confirm the current rules with the associations before buying if you plan to rent.