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Real Estate Market Trends and Analytics in Winter Haven, FL

In April 2026, the median home sale price in Winter Haven, FL was $285,000, with homes selling in an average of 87 days — slower than the 69-day average last year, suggesting buyers have more negotiating room. A total of 1961 homes sold in this period, down from 2127 last year.
View all properties for sale in Winter Haven, FL

Winter Haven, FL Market Trend

Median List Price
The median list price of Winter Haven, FL, was $289,740 in April 2026, compared to $289,000 in April 2025.

Winter Haven, FL Market Trend for Houses

Median List Price
The median list price of houses in Winter Haven, FL, was $304,994 in April 2026, compared to $300,000 in April 2025.

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

Median List Price
The median list price of condos/co-ops in Winter Haven, FL, was $142,200 in April 2026, compared to $139,900 in April 2025.

Winter Haven, FL Market Trend for Lots/Land

Median List Price
The median list price of lots/land in Winter Haven, FL, was $225,000 in April 2026, compared to $150,000 in April 2025.

Winter Haven, FL Market Trend for Commercial

Median List Price
The median list price of commercial in Winter Haven, FL, was $419,900 in April 2026, compared to $325,000 in April 2025.

Winter Haven, FL Housing Market Analysis

There are currently 887 homes listed for sale in Winter Haven, FL, an increase of 12.14% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $345,337 (up 2.89% year-over-year), and the average price per square foot is $173 compared to $171 in 2025. Properties spend an average of 153 days on the market before going under contract.
889
for sale
128
for rent
15,125
sold
Price Range
$6.7K - $6.0M
Avg. SQFT Price
$173
SF Range
248 - 93,312 SF
Beds
1 - 10
Avg. Dom
153 days
Year Built
1900 - 2026

Properties in Winter Haven, FL

542 EAGLE LANDING BOULEVARD placeholder 542 EAGLE LANDING BOULEVARD
New
For Sale
House
$290,000
3 bds 2 ba 1,292 sqft
542 EAGLE LANDING BOULEVARD
 placeholder
New
For Sale
$120,000
2 bds 2 ba 1,200 sqft
6643 WESTCHESTER DRIVE NE placeholder 6643 WESTCHESTER DRIVE NE
New
For Sale
$185,000
2 bds 2 ba 1,456 sqft
6643 WESTCHESTER DRIVE NE
3396 AVENUE U NW placeholder 3396 AVENUE U NW
New
For Sale
House
$289,990
4 bds 2 ba 1,592 sqft
3396 AVENUE U NW
2102 CHRIS DRIVE placeholder 2102 CHRIS DRIVE
New
For Sale
House
$265,740
4 bds 2 ba 1,824 sqft
2102 CHRIS DRIVE
3790 AVENUE U NW placeholder 3790 AVENUE U NW
New
For Sale
Lots/Land
$300,000
0 room(s)
3790 AVENUE U NW
626 PAVARE COURT UNIT 626 placeholder 626 PAVARE COURT UNIT 626
New
For Sale
Condo/Co-op
$145,900
2 bds 2 ba 823 sqft
626 PAVARE COURT UNIT 626
5561 TAVERNA LOOP placeholder 5561 TAVERNA LOOP
New
For Sale
House
$272,990
3 bds 2 ba 1,504 sqft
5561 TAVERNA LOOP

Market Trends nearby