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Real Estate Market Trends and Analytics in Winter Garden, FL

In August 2026, the median home sale price in Winter Garden, FL was $595,000, with homes selling in an average of 67 days — unchanged from last year. A total of 1898 homes sold in this period, down from 1979 last year.
View all properties for sale in Winter Garden, FL

Winter Garden, FL Market Trend

Median List Price
The median list price of Winter Garden, FL, was $565,000 in August 2026, compared to $587,398 in August 2025.

Winter Garden, FL Market Trend for Houses

Median List Price
The median list price of houses in Winter Garden, FL, was $719,500 in August 2026, compared to $674,995 in August 2025.

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

Median List Price
The median list price of condos/co-ops in Winter Garden, FL, was $419,450 in August 2026, compared to $434,990 in August 2025.

Winter Garden, FL Market Trend for Lots/Land

Median List Price
The median list price of lots/land in Winter Garden, FL, was $449,450 in August 2026, compared to $975,000 in August 2025.

Winter Garden, FL Market Trend for Commercial

Median List Price
The median list price of commercial in Winter Garden, FL, was $500,000 in August 2026, compared to $744,500 in August 2025.

Winter Garden, FL Housing Market Analysis

There are currently 735 homes listed for sale in Winter Garden, FL, an increase of 33.64% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $737,356 (down 6.82% year-over-year), and the average price per square foot is $256 compared to $257 in 2025. Properties spend an average of 121 days on the market before going under contract.
736
for sale
139
for rent
1,898
sold
Median Price
$565K
Median SQFT Price
$256
SF Range
350 - 8,700 SF
Beds
1 - 8
Avg. Dom
121 days
Year Built
1915 - 2027
Monthly brief
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Housing & Mortgage & Foreclosure Risk Score

Housing & Mortgage

Median Home Value $440K
Median Monthly Mortgage $2K/mo
Median Rent $2K/mo
Homeownership Rate 72.1%
Cost Burden 21.5%

Foreclosure Risk Score

31/100 MODERATE
30-Year Mortgage Rate 6.58%
Local Unemployment 3.9%

Risk score based on economic indicators, lis pendens filings, and census data. Not financial advice.

Data powered by brokerone.io

Properties in Winter Garden, FL

For Sale
$824,900
House
5 bds · 3 ba · 3,344 sqft
CARRIAGE POINTE A-I & L, WINTER GARDEN
2202 REDMARK LANE
New
For Sale
$419,900
House
4 bds · 2 ba · 1,695 sqft
DEERFIELD PLACE, WINTER GARDEN
445 SPRING LEAP CIRCLE
New
For Sale
$1,085,669
House
5 bds · 3 ba · 4,114 sqft
OSPREY RANCH, WINTER GARDEN
12528 GOLD HONEYSUCKLE STREET
New
For Sale
$475,000
Townhouse
3 bds · 2 ba · 1,844 sqft
HICKORY HAMMOCK PH 1C, WINTER GARDEN
15613 ORANGE HARVEST LOOP
New
For Sale
$359,999
Townhouse
3 bds · 2 ba · 1,991 sqft
ORCHARD, WINTER GARDEN
242 WINTER NELLIS CIRCLE
New
For Sale
$447,500
Townhouse
3 bds · 2 ba · 1,567 sqft
WATERLEIGH, WINTER GARDEN
16510 BARBOURS CREEK WAY
New
For Sale
$424,990
Townhouse
3 bds · 2 ba · 1,567 sqft
WATERLEIGH, WINTER GARDEN
16516 BARBOURS CREEK WAY
New
For Sale
$545,000
House
3 bds · 2 ba · 1,774 sqft
VININGS ADD WINTER GARDEN, WINTER GARDEN
300 S WOODLAND STREET

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