View 16736 GULLFLOSS TERRACE Winter Garden, FL MLS# O6423968
  • Recently Listed with Virtual Tour
1 of 41
$799,000
4

Beds

3.1

Baths

2,806

Sq.Ft.

16736 GULLFLOSS TERRACE

Winter Garden, FL

View 7556 SPRING VALLEY STREET Winter Garden, FL MLS# G5114928
$615,065
4

Beds

3.1

Baths

2,515

Sq.Ft.

7556 SPRING VALLEY STREET

Winter Garden, FL

View 932 LOST GROVE CIRCLE Winter Garden, FL MLS# O6424937
  • Recently Listed with Virtual Tour
1 of 34
$619,000
4

Beds

2.1

Baths

2,891

Sq.Ft.

932 LOST GROVE CIRCLE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12032 SHINE VIEW LANE Winter Garden, FL MLS# O6423717
  • New Construction with Virtual Tour
1 of 35
$703,945
4

Beds

3.1

Baths

2,489

Sq.Ft.

12032 SHINE VIEW LANE

Winter Garden, FL

View 2045 SANDY GARDEN LANE Winter Garden, FL MLS# O6422461
  • Recently Listed with Virtual Tour
1 of 45
$719,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

2045 SANDY GARDEN LANE

Winter Garden, FL

View 8060 BOWERY DRIVE Winter Garden, FL MLS# O6421395
  • Recently Listed with Virtual Tour
1 of 48
$640,000
5

Beds

3.0

Baths

3,013

Sq.Ft.

8060 BOWERY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 17133 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5114884
$787,773
5

Beds

3.1

Baths

3,076

Sq.Ft.

17133 INGRAM BLUFF DRIVE

Winter Garden, FL

View 12706 GROVEHURST AVENUE Winter Garden, FL MLS# O6424010
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Tuesday 7/28 9:00 AM - 7:00 PM
$634,000
5

Beds

3.0

Baths

3,382

Sq.Ft.

12706 GROVEHURST AVENUE

Winter Garden, FL

View 10750 PETRILLO WAY Winter Garden, FL MLS# O6423067
  • Recently Listed with Virtual Tour
1 of 43
OPEN HOUSE: Sunday 8/2 11:00 AM - 2:00 PM
$749,000
3

Beds

2.1

Baths

2,613

Sq.Ft.

10750 PETRILLO WAY

Winter Garden, FL

Courtesy of SUNSHINE LIFE REALTY LLC
View 443 WRANGLER ROAD Winter Garden, FL MLS# O6423892
  • Recently Listed with Virtual Tour
1 of 57
$795,000
4

Beds

3.1

Baths

2,877

Sq.Ft.

443 WRANGLER ROAD

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 12248 Encore at Ovation Way Winter Garden, FL MLS# A12046224
  • Recently Listed with Virtual Tour
1 of 47
$715,000
4

Beds

3.0

Baths

2,346

Sq.Ft.

12248 Encore at Ovation Way

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 2025 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6422627
  • Recently Listed with Virtual Tour
1 of 60
$715,000
5

Beds

4.0

Baths

2,655

Sq.Ft.

2025 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 2107 REDMARK LANE Winter Garden, FL MLS# O6423037
$649,900
4

Beds

3.0

Baths

2,826

Sq.Ft.

2107 REDMARK LANE

Winter Garden, FL

View 16936 TRADEWIND POINT Winter Garden, FL MLS# O6424578
  • Recently Listed with Virtual Tour
1 of 41
$645,000
4

Beds

3.1

Baths

2,930

Sq.Ft.

16936 TRADEWIND POINT

Winter Garden, FL

View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6422754
  • Recently Listed with Virtual Tour
1 of 87
$799,000
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

View 15026 SUMMER HARVEST STREET Winter Garden, FL MLS# S5153036
$669,990
5

Beds

4.1

Baths

2,930

Sq.Ft.

15026 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of MOSAIC PARTNERS GROUP
View 9296 BOLERO ROAD Winter Garden, FL MLS# O6422122
$779,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9296 BOLERO ROAD

Winter Garden, FL

View 1642 CHANDELLE LANE Winter Garden, FL MLS# G5114093
$689,900
5

Beds

3.0

Baths

2,918

Sq.Ft.

1642 CHANDELLE LANE

Winter Garden, FL

View 547 SEASIDE COVE STREET Winter Garden, FL MLS# G5114554
$715,000
5

Beds

2.1

Baths

3,290

Sq.Ft.

547 SEASIDE COVE STREET

Winter Garden, FL

View 2006 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6420951
$750,000
5

Beds

4.0

Baths

3,011

Sq.Ft.

2006 WINTERMERE POINTE DRIVE

Winter Garden, FL

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

1,076

Estimated median home price

$612,805
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

PriceCount
$0 - 100K1
$100K - 200K24
$200K - 300K96
$300K - 400K68
$400K - 500K156
$500K - 600K184
$600K - 700K113
$700K - 800K129
$800K - 900K104
$900K - 1M66
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family759
Townhouse143
Condo141
Commercial10
Rental221
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/27/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 7/28/2026.