View 16746 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6406556
  • Recently Listed with Virtual Tour
1 of 65
$1,265,000
6

Beds

4.1

Baths

4,451

Sq.Ft.

16746 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 9103 MORGANA COURT Winter Garden, FL MLS# O6409652
  • Recently Listed
1 of 74
$1,630,900
5

Beds

4.1

Baths

4,376

Sq.Ft.

9103 MORGANA COURT

Winter Garden, FL

Courtesy of HAMMOND REALTY GROUP LLC
View 15047 GAULBERRY RUN Winter Garden, FL MLS# O6408283
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Sunday 5/24 1:00 PM - 3:00 PM
$1,525,000
5

Beds

4.2

Baths

4,964

Sq.Ft.

15047 GAULBERRY RUN

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 325 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6408089
  • Recently Listed with Virtual Tour
1 of 96
$1,600,000
5

Beds

5.0

Baths

4,442

Sq.Ft.

325 CRYSTAL WOOD DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16776 BROADWATER AVENUE Winter Garden, FL MLS# O6407043
  • Recently Listed with Virtual Tour
1 of 75
$1,324,000
5

Beds

4.1

Baths

3,713

Sq.Ft.

16776 BROADWATER AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 912 LANDRUM DRIVE Winter Garden, FL MLS# O6407616
  • Recently Listed with Virtual Tour
1 of 68
$1,300,000
4

Beds

3.0

Baths

2,834

Sq.Ft.

912 LANDRUM DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 15554 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6405046
  • Recently Listed with Virtual Tour
1 of 81
$1,399,000
5

Beds

4.1

Baths

4,345

Sq.Ft.

15554 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 217 W BAY STREET Winter Garden, FL MLS# S5149527
  • Recently Listed with Virtual Tour
1 of 79
$1,495,000
5

Beds

4.0

Baths

2,800

Sq.Ft.

217 W BAY STREET

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
View 9827 BEACH PORT DRIVE Winter Garden, FL MLS# O6405480
  • Recently Listed
1 of 68
$1,374,990
5

Beds

3.1

Baths

3,910

Sq.Ft.

9827 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 398 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6405194
  • Recently Listed with Virtual Tour
1 of 52
$1,498,440
5

Beds

5.0

Baths

4,442

Sq.Ft.

398 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 705 GARDEN WEST TERRACE Winter Garden, FL MLS# O6403363
  • Recently Listed with Virtual Tour
1 of 43
$1,350,000
4

Beds

3.0

Baths

2,698

Sq.Ft.

705 GARDEN WEST TERRACE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 15200 LAKE CLAIRE OVERLOOK DRIVE Winter Garden, FL MLS# O6401205
$1,325,000
5

Beds

4.0

Baths

3,904

Sq.Ft.

15200 LAKE CLAIRE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 1698 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# V4948569
$1,450,000
7

Beds

4.0

Baths

4,700

Sq.Ft.

1698 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
View 12025 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6395850
$1,275,000
5

Beds

4.0

Baths

4,321

Sq.Ft.

12025 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 706 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6394059
$1,287,000
5

Beds

5.2

Baths

4,019

Sq.Ft.

706 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14255 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6395612
$1,300,000
4

Beds

4.1

Baths

4,625

Sq.Ft.

14255 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 8978 SONOMA COAST DRIVE Winter Garden, FL MLS# O6393744
$1,299,500
5

Beds

3.1

Baths

3,911

Sq.Ft.

8978 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 743 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6392705
$1,499,999
5

Beds

5.2

Baths

4,283

Sq.Ft.

743 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 243 ZACHARY WADE STREET Winter Garden, FL MLS# O6391909
$1,374,500
5

Beds

3.1

Baths

3,097

Sq.Ft.

243 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 671 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6383438
$1,325,000
5

Beds

4.1

Baths

4,490

Sq.Ft.

671 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

1,050

Estimated median home price

$609,945
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

Price Count
$0 - 100K 2
$100K - 200K 22
$200K - 300K 100
$300K - 400K 81
$400K - 500K 142
$500K - 600K 169
$600K - 700K 128
$700K - 800K 120
$800K - 900K 86
$900K - 1M 75
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 722
Townhouse 141
Condo 146
Commercial 10
Rental 214
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/22/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/23/2026.