View 5138 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6401856
$745,000
4

Beds

3.0

Baths

2,468

Sq.Ft.

5138 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 12513 SCARLETT SAGE COURT Winter Garden, FL MLS# O6393138
$875,000
5

Beds

3.0

Baths

3,570

Sq.Ft.

12513 SCARLETT SAGE COURT

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 15976 CITRUS KNOLL DRIVE Winter Garden, FL MLS# O6399342
$909,000
5

Beds

3.1

Baths

2,953

Sq.Ft.

15976 CITRUS KNOLL DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 17876 ADRIFT ROAD Winter Garden, FL MLS# O6400461
$899,000
5

Beds

4.0

Baths

2,866

Sq.Ft.

17876 ADRIFT ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12529 DALLINGTON TERRACE Winter Garden, FL MLS# O6400678
$869,990
5

Beds

3.1

Baths

3,519

Sq.Ft.

12529 DALLINGTON TERRACE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12928 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6400451
$916,000
5

Beds

4.1

Baths

3,626

Sq.Ft.

12928 WESTHAVEN OAK DRIVE

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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7692 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6401130
$875,000
5

Beds

4.0

Baths

3,855

Sq.Ft.

7692 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of FIRST REGION REALTY
View 14626 BLACK QUILL DRIVE Winter Garden, FL MLS# O6399975
$799,900
4

Beds

2.1

Baths

2,907

Sq.Ft.

14626 BLACK QUILL DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6249 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111078
$941,015
6

Beds

4.0

Baths

4,236

Sq.Ft.

6249 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15563 ORCHID ROSE COURT Winter Garden, FL MLS# O6399638
  • Adult Community with Virtual Tour
1 of 35
$799,000
3

Beds

3.1

Baths

2,808

Sq.Ft.

15563 ORCHID ROSE COURT

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11217 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6399115
  • New Construction with Virtual Tour
1 of 32
$849,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11217 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 3518 TURNINGWIND LANE Winter Garden, FL MLS# S5147067
$810,000
4

Beds

3.0

Baths

2,744

Sq.Ft.

3518 TURNINGWIND LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 10693 PETRILLO WAY Winter Garden, FL MLS# O6399081
$799,000
4

Beds

3.1

Baths

3,149

Sq.Ft.

10693 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7720 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6399030
$800,000
5

Beds

4.0

Baths

3,893

Sq.Ft.

7720 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC

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

1,040

Estimated median home price

$609,306
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 - 200K25
$200K - 300K96
$300K - 400K79
$400K - 500K142
$500K - 600K172
$600K - 700K127
$700K - 800K114
$800K - 900K87
$900K - 1M72
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse136
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/29/2026)

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 5/29/2026.