View 11253 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405126
  • New Construction with Virtual Tour
1 of 18
$799,990
4

Beds

3.0

Baths

2,113

Sq.Ft.

11253 HOLLOW BAY DRIVE

Winter Garden, FL

View 8721 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# G5111855
$679,000
4

Beds

3.1

Baths

2,842

Sq.Ft.

8721 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 7187 WILD STRAWBERRY RUN Winter Garden, FL MLS# O6403837
$723,000
5

Beds

4.0

Baths

3,602

Sq.Ft.

7187 WILD STRAWBERRY RUN

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8325 TOPSAIL PLACE Winter Garden, FL MLS# O6404553
$780,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

8325 TOPSAIL PLACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15665 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6400896
$699,900
4

Beds

2.1

Baths

2,931

Sq.Ft.

15665 CITRUS HARVEST ROAD

Winter Garden, FL

View 17412 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402876
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 8/1 10:00 AM - 6:00 PM
$725,000
4

Beds

3.0

Baths

2,120

Sq.Ft.

17412 HONEYBELL TANGELO COURT

Winter Garden, FL

View 6165 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111538
$745,130
4

Beds

3.0

Baths

3,038

Sq.Ft.

6165 FLOWERING CHERRY BEND

Winter Garden, FL

View 6177 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111566
$729,385
4

Beds

3.1

Baths

2,688

Sq.Ft.

6177 FLOWERING CHERRY BEND

Winter Garden, FL

View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$815,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$784,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

View 7580 SPRING VALLEY STREET Winter Garden, FL MLS# G5111519
$693,230
4

Beds

3.1

Baths

2,515

Sq.Ft.

7580 SPRING VALLEY STREET

Winter Garden, FL

View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 7526 SPRING VALLEY STREET Winter Garden, FL MLS# G5111448
$676,245
5

Beds

4.0

Baths

2,680

Sq.Ft.

7526 SPRING VALLEY STREET

Winter Garden, FL

View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
$699,990
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

View 13332 SUBURBAN TERRACE Winter Garden, FL MLS# O6402778
$699,500
4

Beds

3.0

Baths

2,706

Sq.Ft.

13332 SUBURBAN TERRACE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14014 LANYARD WAY Winter Garden, FL MLS# G5111358
  • New Construction
1 of 3
$778,206
5

Beds

3.1

Baths

3,076

Sq.Ft.

14014 LANYARD WAY

Winter Garden, FL

View 17453 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111222
$757,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

17453 SUNSET PRAIRIE DRIVE

Winter Garden, FL

View 13062 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
  • New Construction with Virtual Tour
1 of 7
$693,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

13062 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13259 SERENE GLADE ROAD Winter Garden, FL MLS# G5111211
  • New Construction with Virtual Tour
1 of 19
$778,531
4

Beds

3.1

Baths

2,689

Sq.Ft.

13259 SERENE GLADE ROAD

Winter Garden, FL

View 14005 ALDFORD DRIVE Winter Garden, FL MLS# O6401397
$639,000
3

Beds

2.1

Baths

2,334

Sq.Ft.

14005 ALDFORD 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

1,050

Estimated median home price

$615,033
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 - 100K2
$100K - 200K24
$200K - 300K88
$300K - 400K68
$400K - 500K155
$500K - 600K179
$600K - 700K112
$700K - 800K127
$800K - 900K102
$900K - 1M63
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family742
Townhouse138
Condo135
Commercial9
Rental219
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/31/2026)

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 8/1/2026.