Wintermere Harbor
Wintermere Harbor: Local Questions Answered
Where is Wintermere Harbor in Winter Garden?
Wintermere Harbor is off Winter Garden Vineland Road at Lakeshore Grove Drive, on Lake Luntz, with homes on Lakeshore Grove Drive, Clover View Way, Green Ash Court and Harbor Cove Way. It is inside City of Winter Garden limits.
What types of homes are in Wintermere Harbor?
Wintermere Harbor has 91 single-family homes, all but one built from 1999 to 2003, according to Orange County Property Appraiser records. Homes range from about 2,440 to 4,540 square feet on lots of about 0.26 to 0.93 acre; 43 are one-story and 48 are two-story, and 74 have a pool. There are no townhomes.
How much do homes cost in Wintermere Harbor?
Over the past two years (MLS data, October 2026), homes in Wintermere Harbor sold three times, for about $765,000, $775,000 and $800,000. For today's listings, see the top of this page.
What are the HOA fees in Wintermere Harbor?
Recent MLS listings show HOA dues of about $103 to $111 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 Wintermere Harbor, but check the property tax bill for any special assessments. The association is Wintermere Harbor Homeowners Association, Inc.
What schools serve Wintermere Harbor?
Orange County Public Schools' 2026-27 school zones place Wintermere Harbor in Lake Whitney 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 Wintermere Harbor the same as Wintermere Pointe or The Harbor?
No. Wintermere Pointe is a separate neighborhood immediately to the west, on plats from 1998 and 2001 with its own association. The Harbor is a 1984 neighborhood on Lake Apopka about four miles north, and Harbor Isle is a separate community in the Windermere area. Wintermere Harbor is the gated Lake Luntz neighborhood.
Can you rent homes in Wintermere Harbor short term?
No Wintermere Harbor-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.
