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Real Estate Market Trends and Analytics in Winter Garden, FL

In January 2026, Winter Garden, FL homes were selling for an average price of $694,857, Winter Garden, FL homes on average sell after 68 days on the market compared to 61 days last year. There were 1860 homes sold in Winter Garden, FL for January 2026, compared to 2077 last year.
View all properties for sale in Winter Garden, FL

Winter Garden, FL Market Trend

Average List Price
The average list price of Winter Garden, FL, was $742,637 in January 2026, compared to $762,829 in January 2025.

Winter Garden, FL Market Trend for Houses

Average List Price
The average list price of houses in Winter Garden, FL, was $845,520 in January 2026, compared to $793,753 in January 2025.

Winter Garden, FL Market Trend for Condos / Townhouses / Penthouses

Average List Price
The average list price of condos/co-ops in Winter Garden, FL, was $414,731 in January 2026, compared to $430,665 in January 2025.

Winter Garden, FL Market Trend for Lots/Land

Average List Price
The average list price of lots/land in Winter Garden, FL, was $1,639,087 in January 2026, compared to $1,859,991 in January 2025.

Winter Garden, FL Market Trend for Commercial

Average List Price
The average list price of commercial in Winter Garden, FL, was $1,383,879 in January 2026, compared to $4,733,000 in January 2025.

Winter Garden, FL Housing Market Analysis

The average list price in Winter Garden, FL is $742,637. The average list price in Winter Garden, FL went down 2.74% from 2025 to 2026. Winter Garden, FL home resale inventories is 630, which increased 25.50% since 2025. The average list price per square foot in Winter Garden, FL is $278. 2025 it was $278.
630
for sale
201
for rent
12,449
sold
Price Range
$54K - $16.0M
Avg. SQFT Price
$278
SF Range
350 - 18,910 SF
Beds
1 - 7
Avg. Dom
145 days
Year Built
1915 - 2026

Properties in Winter Garden, FL

16288 MERRY ALLEY placeholder 16288 MERRY ALLEY
New
For Sale
Townhouse
$488,590
3 bds 2 ba 1,553 sqft
16288 MERRY ALLEY
16394 TALIESIN STREET placeholder 16394 TALIESIN STREET
New
For Sale
House
$910,000
5 bds 4 ba 3,093 sqft
16394 TALIESIN STREET
16300 MERRY ALLEY placeholder 16300 MERRY ALLEY
New
For Sale
Townhouse
$546,390
3 bds 2 ba 1,770 sqft
16300 MERRY ALLEY
16294 MERRY ALLEY placeholder 16294 MERRY ALLEY
New
For Sale
Townhouse
$492,090
3 bds 2 ba 1,553 sqft
16294 MERRY ALLEY
16304 BRIGHT LEAF ROAD placeholder 16304 BRIGHT LEAF ROAD
New
For Sale
Townhouse
$521,490
4 bds 2 ba 1,770 sqft
16304 BRIGHT LEAF ROAD
2069 NERVA ROAD placeholder 2069 NERVA ROAD
New
For Sale
House
$925,000
6 bds 4 ba 4,280 sqft
2069 NERVA ROAD
16276 MERRY ALLEY placeholder 16276 MERRY ALLEY
New
For Sale
Townhouse
$491,490
4 bds 2 ba 1,770 sqft
16276 MERRY ALLEY
16587 BARBOURS CREEK WAY placeholder 16587 BARBOURS CREEK WAY
New
For Sale
Townhouse
$416,990
3 bds 2 ba 1,567 sqft
16587 BARBOURS CREEK WAY

Market Trends nearby