Regency Oaks
Regency Oaks: Local Questions Answered
Where is Regency Oaks in Winter Garden?
Regency Oaks is off Daniels Road, on Home Grove Drive, Groves End Lane, Social Lane and Willett Drive, and the plats also border Roper Road. It is inside City of Winter Garden limits.
What types of homes are in Regency Oaks?
Regency Oaks has 163 single-family homes built from 2003 to 2005, according to Orange County Property Appraiser records. Homes range from about 1,320 to 3,600 square feet on lots of about 0.14 to 0.25 acre; 92 are one-story and 71 are two-story. There are no townhomes.
How much do homes cost in Regency Oaks?
Over the past two years (MLS data, October 2026), homes in Regency Oaks sold six times for a median of about $525,000, ranging from about $375,000 to $540,000. For today's listings, see the top of this page.
What are the HOA fees in Regency Oaks?
Recent MLS listings show HOA dues of about $99 to $100 per month as of October 2026. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Regency Oaks, but check the property tax bill for any special assessments. The association is Regency Oaks at Stone Crest Homeowners Association, Inc., and Regency Oaks is also part of the Stone Crest Master Association, so ask what the dues cover.
What schools serve Regency Oaks?
Orange County Public Schools' 2026-27 school zones place Regency Oaks in SunRidge Elementary, SunRidge Middle and West Orange 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 Regency Oaks part of Stone Crest?
Yes. The Grove Park association's website lists Regency Oaks as one of five Stone Crest neighborhoods, with Glynwood, Grovehurst, Foxcrest and Grove Park. Regency Oaks has its own plats and association. It is not related to Regency Hills, a separate community in Clermont, Lake County.
Can you rent homes in Regency Oaks short term?
No Regency Oaks-specific rental rules turned up in our research. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
