Florida · 1,032 active listings

Winter Garden Real Estate

Winter Garden

Winter Garden market snapshot

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

Median list price
$489,995
Median sale price (12mo)
$462,500
Avg. days on market
74 days
Sale-to-list ratio
98.2%
Year over year
+2.8%

Currently for sale in Winter Garden

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10048 BEACH PORT DR
New
$1,199,000
10048 BEACH PORT DR
WINTER GARDEN, 34787
5 bd·3.5 ba·3,910 sqft
0 days on market
Pool
Listed by JoAnn Best, CHARLES RUTENBERG REALTY ORLANDO
No photo
New
$980,000
17701 SEIDNER RD
WINTER GARDEN, 34787
N/A bd·N/A ba·N/A
0 days on market
Listed by Frank Filippelli, SOUTHERN REALTY ENTERPRISES
16387 TALIESIN ST
New
$620,000
16387 TALIESIN ST
WINTER GARDEN, 34787
3 bd·2.5 ba·2,130 sqft
0 days on market
Pool
Listed by PREFERRED REAL ESTATE BROKERS
204 HARBOR DR
New
$579,000
204 HARBOR DR
WINTER GARDEN, 34787
3 bd·2 ba·1,522 sqft
0 days on market
Listed by METROPOLIS R.E. SOLUTIONS, LLC
14501 GROVE RESORT #2304
New
$165,000
14501 GROVE RESORT #2304
WINTER GARDEN, 34787
2 bd·2 ba·1,375 sqft
0 days on market
Listed by Chelsya Saunders, LLC, KELLER WILLIAMS EAGLE REALTY
261 ZACHARY WADE ST
New
$1,500,000
261 ZACHARY WADE ST
WINTER GARDEN, 34787
4 bd·3.5 ba·3,728 sqft
1 day on market
WaterfrontPool
Listed by BALDWIN PARK REALTY LLC
13211 LAKESHORE GROVE DRIVE
New
$715,000
13211 LAKESHORE GROVE DRIVE
WINTER GARDEN, 34787
4 bd·3.5 ba·3,171 sqft
1 day on market
Pool
Listed by Charisma Marin
13557 PARKFIELD WAY
New
$650,000
13557 PARKFIELD WAY
WINTER GARDEN, 34787
4 bd·3 ba·2,350 sqft
1 day on market
Waterfront
Listed by Paula Dale, PREMIER SOTHEBYS INT'L REALTY
9766 AMBER CHESTNUT WAY
New
$429,900
9766 AMBER CHESTNUT WAY
WINTER GARDEN, 34787
3 bd·2.5 ba·1,937 sqft
0 days on market
Listed by Ron Cardenas, LPT REALTY, LLC
8836 LAKESHORE POINTE DR
New
$1,175,000
8836 LAKESHORE POINTE DR
WINTER GARDEN, 34787
4 bd·3.5 ba·2,914 sqft
1 day on market
Listed by Kathryn King, THE AGENCY FL
15066 CANOPY COVER DR
New
$967,500
15066 CANOPY COVER DR
WINTER GARDEN, 34787
3 bd·3.5 ba·2,955 sqft
0 days on market
Listed by Eileen Winfrey, IAD REAL ESTATE
1362 UNION CLUB DR
New
$910,000
1362 UNION CLUB DR
WINTER GARDEN, 34787
3 bd·2.5 ba·1,822 sqft
1 day on market
Pool
Listed by Tracey McFadden, OAK AVENUE REAL ESTATE LLC

Recently sold in Winter Garden

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

242 WINTER NELLIS CIR
Sold 3 days ago
$359,999
242 WINTER NELLIS CIR
WINTER GARDEN, 34787
3 bd·2.5 ba·1,991 sqft
122 WINDTREE LN #O
Sold 4 days ago
$220,000
Listed at $229,900
122 WINDTREE LN #O
WINTER GARDEN, 34787
2 bd·2 ba·918 sqft
9166 CUT SHOT DR
Sold 4 days ago
$555,000
Listed at $568,000
9166 CUT SHOT DR
WINTER GARDEN, 34787
5 bd·3 ba·2,638 sqft
14827 MASTHEAD LANDING CIR
Sold 4 days ago
$607,000
Listed at $615,000
14827 MASTHEAD LANDING CIR
WINTER GARDEN, 34787
4 bd·2.5 ba·2,648 sqft
17639 ADAMS ST
Sold 4 days ago
$320,000
Listed at $349,900
17639 ADAMS ST
WINTER GARDEN, 34787
3 bd·2 ba·1,808 sqft
276 SUMMER PINE ST
Sold 5 days ago
$810,000
Listed at $870,000
276 SUMMER PINE ST
WINTER GARDEN, 34787
5 bd·3 ba·3,147 sqft

Popular neighborhoods in Winter Garden

Ranked by active MLS listings right now.

Walkability

Blended score for Winter Garden'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).

28
Car-dependent
out of 100
EPA National Walkability Index
7.7 / 20 -- Below average walkable
Google Places amenity density
13 / 100
Restaurants & cafes4
Grocery stores0
Parks0
Schools0
Transit stops1
Pharmacies0

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
SUMMERLAKE ELEMENTARY
0.43 mi away · Grades 0-5
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
1,007
Student:teacher ratio
17.1:1
District
ORANGE
Middle
BRIDGEWATER MIDDLE
2.11 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
1,704
Student:teacher ratio
21.3:1
District
ORANGE
High
HORIZON HIGH SCHOOL
2.32 mi away · Grades 6-12
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
1,407
Student:teacher ratio
24.3:1
District
ORANGE

Commute

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

28 min
typical drive time
25.0 mi
distance
32 min
with current traffic

Cities near Winter Garden

Winter Garden real estate FAQ

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

There are currently 1,032 active listings in Winter Garden, Florida, pulled directly from the MLS.

What is the median home price in Winter Garden?+

The median list price for active listings in Winter Garden is $489,995. Homes are spending an average of 74 days on market.

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

Median closed-sale prices in Winter Garden have risen 2.8% year over year, based on trailing 12-month MLS sales.

What are the most popular neighborhoods in Winter Garden?+

Based on current active listings, the neighborhoods with the most homes for sale in Winter Garden are WATERLEIGH, SOUTHERN PINES CONDO, GROVE RESIDENCE & SPA HOTEL CONDO II.

What schools serve Winter Garden?+

The closest public schools to Winter Garden's center are SUMMERLAKE ELEMENTARY, BRIDGEWATER MIDDLE, HORIZON HIGH SCHOOL. See the schools section above for grade levels and district details.

Is Winter Garden walkable?+

Winter Garden's center has a walkability score of 28 out of 100, blending EPA's National Walkability Index with nearby-amenity density.

What is the commute like from Winter Garden?+

The typical drive from Winter Garden's center to Downtown Orlando is about 28 minutes (25.0 miles).

Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: 1 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.