Deer Island
Deer Island Living: Local Insights & FAQs
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
Where is Deer Island in Winter Garden?
Deer Island is on Johns Lake, with homes on Deer Isle Drive and Deer Isle Circle. It has Winter Garden mailing addresses but is in unincorporated Orange County. It is not the Deer Island in Lake County.
What types of homes are in Deer Island?
Deer Island has 121 single-family homes and about six vacant lots, according to Orange County Property Appraiser records. Homes were built from 1985 to 2023, and most range from about 2,500 to 6,000 square feet, on lots of about 1 to 4 acres.
How much do homes cost in Deer Island?
Six homes in Deer Island sold over the past two years (MLS data, October 2026). Based on those six sales, the median was about $1.5 million, and prices ranged from about $975,000 to $2.8 million. For today's listings, see the top of this page.
What are the HOA fees in Deer Island?
Recent MLS listings show HOA dues of about $206 to $289 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 Deer Island, but check the property tax bill for any special assessments. Florida's list does include a Deer Island CDD, but it is in Lake County and is not related to this neighborhood. The association is Deer Island Homeowners' Association of Killarney, Inc.
What schools serve Deer Island?
Orange County Public Schools' 2026-27 school zones place Deer Island in Tildenville Elementary, Lakeview 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 Deer Island gated, and does it have lake access?
Yes. HOA documents refer to the community's security gate. The neighborhood sits on Johns Lake, and an HOA policy on the recreation areas lists a boat launch dock, tennis courts and basketball courts, with keys issued to residents.
Can you rent homes in Deer Island short term?
No. Deer Island's HOA Policy Resolution 2022-01 says owners may rent their homes only for 12 months or longer, and only after living in the home for at least 24 months. Tenants must be registered with the association within 10 days. The policy also says Deer Island is not zoned by Orange County for short-term or transient rentals. Confirm the current rules with the association before buying.
