Orange County · Local guide
Living in Winter Garden, Florida
Winter Garden is a West Orange County city known for its walkable historic downtown on Plant Street, about 14 miles west of downtown Orlando. Newer homes spread south toward Horizon West and the SR 429 corridor.
Getting around
- Downtown Orlando: about 14 miles via SR 408 or SR 50
- Walt Disney World: about 13 miles via SR 429
- Orlando International Airport: about 30 miles
- Main roads: SR 429, SR 408, Florida's Turnpike, SR 50
Rough driving distances; times depend on traffic.
Things to do
- Historic downtown Plant Street: restaurants, shops and the Garden Theatre
- The Winter Garden Farmers Market on Saturday mornings
- The West Orange Trail, a paved trail for walking, skating and cycling
- Lake Apopka and the Lake Apopka Wildlife Drive for birdwatching
- Oakland Nature Preserve, just to the west
Homes in Winter Garden
Older homes and bungalows near downtown, established subdivisions, and many newer communities to the south. Prices near downtown and in newer master-planned areas tend to be higher than in nearby Lake County towns.
Costs to plan for
- Newer communities often have HOA fees and some have CDD fees
- Downtown is popular, so homes nearby can sell quickly
- Orange County property taxes and any CDD appear on one tax bill
Florida homeowner costs guide →
Work out the true monthly cost →
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Nearby areas
Ocoee Horizon West Windermere Montverde Clermont All areas Florida map
Common questions
How far is Winter Garden from Orlando and the theme parks?
Downtown Orlando: about 14 miles via SR 408 or SR 50. Walt Disney World: about 13 miles via SR 429. Orlando International Airport: about 30 miles. Main roads: SR 429, SR 408, Florida's Turnpike, SR 50. Times depend on traffic.
What costs should I plan for when buying a home in Winter Garden?
Newer communities often have HOA fees and some have CDD fees. Downtown is popular, so homes nearby can sell quickly. Orange County property taxes and any CDD appear on one tax bill. Our Florida homeowner costs guide explains property tax, homestead, insurance, HOA and CDD fees.
Can Bill help me buy or sell a home in Winter Garden?
Yes. Bill McElhill is a Realtor and a licensed mortgage loan originator who works across Central Florida, so he can help with the home and the loan. Call or text 352-988-4900, or use the form on this page to get matching homes sent to you.
General information for 2026; check details such as fees, flood zones and rental rules for any home you're considering. In line with fair housing law, we describe places and homes, not the people who live there, and the choice of where to live is always yours.
Educational information only. This page gives general information to help you learn and plan. It is not legal, tax, financial or other professional advice, or an offer to lend. For advice on your situation, talk to a licensed professional. Terms of use