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Real Estate Market Trends and Analytics in Winter Park (32789), FL

In October 2026, the median home sale price in Winter Park (32789), FL was $899,000, with homes selling in an average of 72 days — slower than the 66-day average last year, suggesting buyers have more negotiating room. A total of 493 homes sold in this period, down from 503 last year.
View all properties for sale in Winter Park (32789), FL

Winter Park (32789), FL Market Trend

Median List Price
The median list price of Winter Park (32789), FL, was $1,150,000 in October 2026, compared to $864,020 in October 2025.

Winter Park (32789), FL Market Trend for Houses

Median List Price
The median list price of houses in Winter Park (32789), FL, was $1,599,000 in October 2026, compared to $1,140,000 in October 2025.

Winter Park (32789), FL Market Trend for Condos / Townhouses / Penthouses

Median List Price
The median list price of condos/co-ops in Winter Park (32789), FL, was $522,500 in October 2026, compared to $349,500 in October 2025.

Winter Park (32789), FL Market Trend for Lots/Land

Median List Price
The median list price of lots/land in Winter Park (32789), FL, was $874,500 in October 2026, compared to $1,222,500 in October 2025.

Winter Park (32789), FL Market Trend for Commercial

Median List Price
The median list price of commercial in Winter Park (32789), FL, was $1,379,000 in October 2026, compared to $1,755,000 in October 2025.

Winter Park (32789), FL Housing Market Analysis

There are currently 199 homes listed for sale in Winter Park (32789), FL, an increase of 47.41% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $1,603,585 (up 13.78% year-over-year), and the average price per square foot is $514 compared to $431 in 2025. Properties spend an average of 101 days on the market before going under contract.
199
for sale
44
for rent
494
sold
Median Price
$1.1M
Median SQFT Price
$514
SF Range
550 - 10,429 SF
Beds
1 - 11
Avg. Dom
101 days
Year Built
1921 - 2027
Monthly brief
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Properties in Winter Park (32789), FL

For Sale
$3,195,000
House
4 bds · 4 ba · 4,311 sqft
KENILWORTH SHORES SEC 06, WINTER PARK
1825 WHITEHALL DRIVE
New
For Sale
$695,000
Townhouse
2 bds · 2 ba · 1,801 sqft
TEMPLE TRAIL VILLAGE, WINTER PARK
2887 TEMPLE TRAIL
New
For Sale
$4,695,000
House
11 bds · 7 ba · 3,615 sqft
WINTER PARK, WINTER PARK
617 N INTERLACHEN AVENUE
New
For Sale
$3,495,000
House
5 bds · 5 ba · 4,483 sqft
GREEN OAKS REP, WINTER PARK
1600 LEGION DRIVE
New
For Sale
$2,629,000
House
5 bds · 4 ba · 3,682 sqft
COMSTOCK PARK, WINTER PARK
1681 WOODLAND AVENUE
New
For Sale
$305,000
House
3 bds · 1 ba · 1,216 sqft
KILLARNEY CIRCLE, WINTER PARK
2640 BEVERLY AVENUE
New
For Sale
$320,000
House
3 bds · 2 ba · 1,156 sqft
WINTER PARK OAKS, WINTER PARK
148 OAK GROVE RD
New
For Sale
$6,000,000
House
5 bds · 5 ba · 4,806 sqft
PALMER PARK, WINTER PARK
1011 MCKEAN CIRCLE

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