Florida · 1,267 active listings

Winter Haven Real Estate

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Winter Haven market snapshot

Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winter Haven, refreshed nightly -- updated Oct 4, 2026.

Median list price

$247,500

Median sale price (12mo)

$237,700

Avg. days on market

94 days

Sale-to-list ratio

97.9%

Year over year

-4.9%

Currently for sale in Winter Haven

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New

$515,000

WINTER HAVEN, 33880

8 bd·N/A ba·3,360 sqft

0 days on market

Listed by Tom Novack, HOSANNA REAL ESTATE SERVICES

4 bd·2.5 ba·2,836 sqft

0 days on market

Pool

Listed by Kimberly Davis, CROSBY & ASSOCIATES, INC.

Listed by Lori Raath, LAKE ASHTON REALTY INC.

Listed by Mark D'Italia, PROPERTY LOGIC RE

Listed by Annie Wood, HARPER REALTY FL, LLC

Listed by Chris Davies, LINCOLN MADISON REAL ESTATE LLC

Listed by Cathy Kluytenaar

Listed by Stephen Cline, DR HORTON REALTY OF CENTRAL FLORIDA LLC

Listed by Jose Villafana, AGENT TRUST REALTY CORPORATION

Listed by Carmen Montes, CHARLES RUTENBERG REALTY ORLANDO

Listed by Paul Jacques, XCELLENCE

Listed by GLOBAL LUXURY REALTY LLC

Recently sold in Winter Haven

Last 6 months. Real comps from the MLS, not estimates.

Sold 3 days ago

$274,000

Listed at $280,000

3136 COUNTRY CLUB CIR

WINTER HAVEN, 33881

3 bd·2 ba·1,690 sqft

Sold 3 days ago

$185,000

Listed at $190,000

1052 MEDINAH DR

WINTER HAVEN, 33884

2 bd·2 ba·1,422 sqft

Sold 3 days ago

$699,900

1095 W LAKE HAMILTON DR

WINTER HAVEN, 33881

4 bd·3.5 ba·2,363 sqft

Sold 3 days ago

$241,000

Listed at $239,999

3311 QUEENS COVE LOOP

WINTER HAVEN, 33880

3 bd·2 ba·1,109 sqft

Sold 3 days ago

$275,000

232 LAKE LUCERNE WAY

WINTER HAVEN, 33881

3 bd·2 ba·1,965 sqft

Sold 3 days ago

$170,000

Listed at $174,900

6643 WESTCHESTER DR NE

WINTER HAVEN, 33881

2 bd·2 ba·1,456 sqft

Popular neighborhoods in Winter Haven

Ranked by active MLS listings right now.

Walkability

Blended score for Winter Haven's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

Walkable

out of 100

EPA National Walkability Index

9.8 / 20 -- Below average walkable

Google Places amenity density

100 / 100

Restaurants & cafes20

Grocery stores5

Parks3

Schools16

Transit stops20

Pharmacies5

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary

ELBERT ELEMENTARY SCHOOL

1.1 mi away · Grades -1-5

Nearest school -- attendance-zone data not available here

3.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 768
Student:teacher ratio: 17.5:1
District: POLK

Middle

DENISON MIDDLE SCHOOL

1.36 mi away · Grades 6-8

Nearest school -- attendance-zone data not available here

2.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 758
Student:teacher ratio: 19.0:1
District: POLK

High

WINTER HAVEN SENIOR HIGH SCHOOL

0.9 mi away · Grades 9-12

Nearest school -- attendance-zone data not available here

1.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 2,417
Student:teacher ratio: 23.0:1
District: POLK

Commute

Real drive time from Winter Haven's center to Downtown Orlando.

64 min

typical drive time

49.1 mi

distance

70 min

with current traffic

Cities near Winter Haven

Haines City · 8.8 mi Lake Wales · 10.8 mi Lakeland · 15.3 mi Davenport · 16.4 mi Winter Garden · 31.1 mi St. Cloud · 33.4 mi

Winter Haven real estate FAQ

How many homes are for sale in Winter Haven right now?+

There are currently 1,267 active listings in Winter Haven, Florida, pulled directly from the MLS.

What is the median home price in Winter Haven?+

The median list price for active listings in Winter Haven is $247,500. Homes are spending an average of 94 days on market.

Is Winter Haven's housing market up or down this year?+

Median closed-sale prices in Winter Haven have fallen 4.9% year over year, based on trailing 12-month MLS sales.

What are the most popular neighborhoods in Winter Haven?+

Based on current active listings, the neighborhoods with the most homes for sale in Winter Haven are INWOOD, PEACE CRK RESERVE, OAKWOOD ESTATES.

What schools serve Winter Haven?+

The closest public schools to Winter Haven's center are ELBERT ELEMENTARY SCHOOL, DENISON MIDDLE SCHOOL, WINTER HAVEN SENIOR HIGH SCHOOL. See the schools section above for grade levels and district details.

Is Winter Haven walkable?+

Winter Haven's center has a walkability score of 70 out of 100, blending EPA's National Walkability Index with nearby-amenity density.

What is the commute like from Winter Haven?+

The typical drive from Winter Haven's center to Downtown Orlando is about 64 minutes (49.1 miles).

Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: 23 hr ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.