Winter Haven, FL Real Estate
Winter Haven area-wide market snapshot
Market-wide figures for all of Winter Haven, not only the homes listed on this site. Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winter Haven, refreshed nightly -- updated Nov 5, 2026.
Median list price
$249,000
Median sale price (12mo)
$235,000
Avg. days on market
95 days
Sale-to-list ratio
98.0%
Year over year
-5.2%
Homes for sale in Winter Haven
See all 1,094 →
New
$449,900
1907 ELOISE COVE DR
WINTER HAVEN, 33884
4 bd·3 ba·2,888 sqft
0 days on market
Listed by GLOBAL LIFESTYLE LLC
Source: Stellar MLS

New
$396,828
5378 SAN PIETRO DR
WINTER HAVEN, 33884
5 bd·3 ba·3,011 sqft
0 days on market
New construction
Listed by CASA FRESCA REALTY
Source: Stellar MLS

New
$329,990
5357 SAN PIETRO DR
WINTER HAVEN, 33884
4 bd·2.5 ba·2,039 sqft
0 days on market
New construction
Listed by CASA FRESCA REALTY
Source: Stellar MLS

New
$255,900
1619 PEARCE RD NW
WINTER HAVEN, 33881
2 bd·1 ba·1,922 sqft
1 day on market
Pool
Listed by YELLOWFIN REALTY
Source: Stellar MLS

New
$239,000
2656 TRINITY CIR NW
WINTER HAVEN, 33881
2 bd·2 ba·1,106 sqft
0 days on market
Listed by RIGHT TURN REALTY
Source: Stellar MLS

New
$118,000
4157 ROLLING OAKS DR
WINTER HAVEN, 33880
2 bd·2 ba·1,464 sqft
0 days on market
Pool
Listed by LA ROSA REALTY PRESTIGE
Source: Stellar MLS

New
$115,000
1550 11TH ST NE #C5
WINTER HAVEN, 33881
2 bd·2 ba·1,148 sqft
0 days on market
Listed by TOP TIER RESORT REALTY
Source: Stellar MLS

New
$698,000
2500 AVENUE O NW
WINTER HAVEN, 33881
11 bd·5 ba·4,465 sqft
1 day on market
Listed by S & D REAL ESTATE SERVICE LLC
Source: Stellar MLS

New
$409,900
427 W LAKE ELBERT DR NE
WINTER HAVEN, 33881
3 bd·3 ba·1,867 sqft
1 day on market
Waterfront
Listed by ASSOCIATE REALTY
Source: Stellar MLS
Recently sold in Winter Haven
Last 6 months. Real comps from the MLS, not estimates.

Sold 3 days ago
$200,000
Listed at $219,900
3941 WARBLER DR
WINTER HAVEN, 33880
4 bd·3 ba·1,936 sqft

Sold 4 days ago
$235,000
Listed at $247,990
961 HAROLD PASS
WINTER HAVEN, 33884
3 bd·2 ba·1,432 sqft

Sold 4 days ago
$218,000
Listed at $230,000
617 WEXFORD CT
WINTER HAVEN, 33884
2 bd·2 ba·1,286 sqft

Sold 4 days ago
$80,000
Listed at $90,000
134 LAKE HAZEL DR
WINTER HAVEN, 33884
2 bd·2 ba·1,352 sqft

Sold 4 days ago
$384,999
5393 SAN PIETRO DR
WINTER HAVEN, 33884
5 bd·3 ba·3,016 sqft

Sold 5 days ago
$290,000
3729 FIELDSTONE CIR
WINTER HAVEN, 33881
4 bd·2 ba·1,797 sqft
Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API.
Elementary
FRANK E. BRIGHAM ACADEMY
0.96 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
- Enrollment
- 538
- Student:teacher ratio
- 16.3:1
- District
- POLK
Middle
DENISON MIDDLE SCHOOL
1.17 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
- Enrollment
- 758
- Student:teacher ratio
- 19.0:1
- District
- POLK
High
WINTER HAVEN SENIOR HIGH SCHOOL
0.69 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
- Enrollment
- 2,417
- Student:teacher ratio
- 23.0:1
- District
- POLK
Winter Haven map
Location
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Real estate near Winter Haven
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Listing data provided by Stellar MLS. Last updated 2 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.