Market reports › FL

Winter Garden, FL housing market: September 2026

What's happening in the Winter Garden market right now.

$568,910
Typical home value
−0.5% in a year
+23.8%
Home values, 5 years
$2,352/mo
Typical rent
−0.5% in a year
$424,950
Median list price · Orange County
−1.2% in a year
5,554
Homes for sale · Orange County
−0.9% in a year
73 days
Median days on market · Orange County
22.3%
Listings with a price cut
20.2
Price-to-rent ratio
$400K $600K 201620182020202220242026

Buyer's or seller's market?

Winter Garden, FL leans toward a buyer's market: homes in Orange County take a median of 73 days to sell, and the number for sale is −0.9% on a year ago. Buyers have room to negotiate; sellers should price carefully.

12-month outlook

−2% to +2% for the typical Winter Garden home value over the next 12 months.

A projection from past prices (the trend of the last 3 and 12 months, damped), not a prediction or advice. Local conditions can move faster than any trend.

Sources: Zillow Home Value Index, September 2026 · Zillow Observed Rent Index, September 2026 · Realtor.com county data, September 2026. Listing figures are for Orange County as a whole.

See 2,317 Winter Garden agents Browse homes

Winter Garden market — questions answered

What is the typical home value in Winter Garden, FL?

$568,910 as of September 2026, −0.5% on a year earlier (Zillow Home Value Index).

Are home prices going up in Winter Garden, FL?

No — the typical home value changed −0.5% over the year to September 2026 and +23.8% over five years.

Is Winter Garden, FL a buyer's or seller's market?

It leans toward buyers: the median home in Orange County sells in 73 days (Realtor.com, September 2026).

How much is rent in Winter Garden, FL?

The typical rent is $2,352 a month as of September 2026, −0.5% on a year earlier (Zillow Observed Rent Index).

How many homes are for sale in Winter Garden, FL?

5,554 homes were listed for sale across Orange County in September 2026 (Realtor.com).

Who are the best real estate agents in Winter Garden, FL?

Homegrity lists 2,317 licensed agents in Winter Garden, each license verified against the state register. Placement is never bought. See them at /real-estate-agents/winter-garden.

Nearby FL markets

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