The Colonies
The Colonies: Local Questions Answered
Where is The Colonies in Winter Park?
The Colonies is on George Mason Avenue, Daniel Webster Drive and Aaron Burr Avenue, just south of Hidden Oaks. Units have Winter Park 32792 mailing addresses but are in unincorporated Orange County, not inside City of Winter Park limits.
What types of homes are in The Colonies?
The Colonies has 159 condominium units, according to Orange County Property Appraiser records: 154 built in 1974 and 5 built in 1981. Units range from about 525 to 1,360 square feet and include studios, one- and two-bedroom units and a few three-bedroom units. There are no single-family homes.
How much do condos cost in The Colonies?
Over the past two years (MLS data, October 2026), condos in The Colonies sold 24 times for a median of about $93,000, ranging from about $50,000 to $128,000. For today's listings, see the top of this page.
What are the HOA fees in The Colonies?
MLS records show monthly fees that vary widely by unit and aren't reported consistently, so confirm current dues with the association. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for The Colonies, but check the property tax bill for any special assessments. County records list a condominium association as owner of the common areas.
What schools serve The Colonies?
Orange County Public Schools' 2026-27 school zones place The Colonies 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.
Is The Colonies the same as Hidden Oaks?
No. Hidden Oaks is a separate condominium community next door to the north, built in 1983 and 1984 with its own association. The Colonies was built mostly in 1974. It is also separate from the nearby Whisperwood condominiums.
Can you rent condos in The Colonies short term?
No Colonies-specific rental rules turned up in our research. Condo documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
