Winter Garden, FL Real Estate
Winter Garden area-wide market snapshot
Market-wide figures for all of Winter Garden, not only the homes listed on this site. Calculated by INNOVATE Real Estate from MLS-sourced listing data for Winter Garden, refreshed nightly -- updated Nov 11, 2026.
Median list price
$595,000
Median sale price (12mo)
$594,990
Avg. days on market
82 days
Sale-to-list ratio
97.7%
Year over year
+3.5%
Homes for sale in Winter Garden
See all 760 →
New
$130,000
386 RAILROAD AVE
WINTER GARDEN, 34787
2 bd·1 ba·660 sqft
0 days on market
Listed by ORANGE REALTY MASTERS
Source: Stellar MLS

New
$4,450,000
15400 W COLONIAL DR
WINTER GARDEN, 34787
0 days on market
Listed by CENTURY 21 CARIOTI
Source: Stellar MLS

New
$975,000
9228 BRADLEIGH DR
WINTER GARDEN, 34787
5 bd·4.5 ba·3,602 sqft
0 days on market
Listed by LAKEFIELD REALTY GROUP LLC
Source: Stellar MLS

New
$860,000
15348 FIRELIGHT DR
WINTER GARDEN, 34787
6 bd·4 ba·3,877 sqft
0 days on market
Pool
Listed by LPT REALTY, LLC
Source: Stellar MLS

New
$860,000
9218 HOLLISTON CREEK PL
WINTER GARDEN, 34787
4 bd·3.5 ba·3,087 sqft
0 days on market
Pool
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

New
$650,000
15530 KINNOW MANDARIN LN
WINTER GARDEN, 34787
3 bd·2.5 ba·2,579 sqft
0 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

New
$599,000
5531 MYRTLE PINE LN
WINTER GARDEN, 34787
4 bd·2.5 ba·2,703 sqft
0 days on market
Listed by LOKATION
Source: Stellar MLS

New
$389,900
14838 DRIFTWATER DR
WINTER GARDEN, 34787
3 bd·2.5 ba·1,748 sqft
0 days on market
Listed by KELLER WILLIAMS ADVANTAGE REALTY
Source: Stellar MLS

New
$1,450,000
13228 TOLLCROSS WAY
WINTER GARDEN, 34787
5 bd·4.5 ba·3,545 sqft
1 day on market
Listed by USA DREAMS REALTY CORP.
Source: Stellar MLS
Recently sold in Winter Garden
Last 6 months. Real comps from the MLS, not estimates.

Sold 2 days ago
$719,999
16924 TRADEWIND PT
WINTER GARDEN, 34787
4 bd·3.5 ba·2,958 sqft

Sold 2 days ago
$782,000
Listed at $789,000
923 ALLENHURST ST
WINTER GARDEN, 34787
3 bd·2 ba·1,978 sqft

Sold 2 days ago
$683,715
Listed at $732,070
7685 SILVER MEADOW ST
WINTER GARDEN, 34787
5 bd·4.5 ba·3,122 sqft

Sold 2 days ago
$660,000
Listed at $685,000
9202 MERLON DR
WINTER GARDEN, 34787
4 bd·3 ba·2,214 sqft

Sold 3 days ago
$724,225
Listed at $720,000
15997 HONEY HARVEST ST
WINTER GARDEN, 34787
4 bd·3.5 ba·2,858 sqft

Sold 3 days ago
$425,000
Listed at $432,318
11279 SILVER TRUMPET LOOP
WINTER GARDEN, 34787
2 bd·2 ba·1,515 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
SUMMERLAKE ELEMENTARY
1.09 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
- Enrollment
- 1,007
- Student:teacher ratio
- 17.1:1
- District
- ORANGE
Middle
WATER SPRING MIDDLE SCHOOL
1.77 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
- Enrollment
- 403
- Student:teacher ratio
- 20.2:1
- District
- ORANGE
High
HORIZON HIGH SCHOOL
1.77 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
- Enrollment
- 1,407
- Student:teacher ratio
- 24.3:1
- District
- ORANGE
Winter Garden map
Location
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Real estate near Winter Garden
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Listing data provided by Stellar MLS. Last updated 1 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.