View 7212 DESERT MANDARIN STREET Winter Garden, FL MLS# O6401040
$650,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7212 DESERT MANDARIN STREET

Winter Garden, FL

Courtesy of HOMESMART
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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9433 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6401775
$729,800
4

Beds

2.1

Baths

2,063

Sq.Ft.

9433 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
  • Virtual Tour
1 of 56
$739,000
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
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 16760 HARPER COVE DRIVE Winter Garden, FL MLS# O6403109
$700,000
4

Beds

3.0

Baths

2,909

Sq.Ft.

16760 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 16834 HOBE SOUND COURT Winter Garden, FL MLS# O6401373
  • New Construction with Virtual Tour
1 of 18
$624,990
4

Beds

3.1

Baths

2,494

Sq.Ft.

16834 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17005 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6401039
$615,000
3

Beds

2.0

Baths

1,655

Sq.Ft.

17005 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
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 8807 FOUNTAIN PALM ALY Winter Garden, FL MLS# O6400597
$614,900
4

Beds

3.1

Baths

2,581

Sq.Ft.

8807 FOUNTAIN PALM ALY

Winter Garden, FL

Courtesy of CHERRY'S FOCUSED IN REALTY LLC
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 204 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
  • New Construction
1 of 3
$693,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

204 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

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5715 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# O6400221
$730,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5715 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA, LLC
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 14005 ALDFORD DRIVE Winter Garden, FL MLS# O6401397
$650,000
3

Beds

2.1

Baths

2,334

Sq.Ft.

14005 ALDFORD DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7107 BROWN PELICAN COURT Winter Garden, FL MLS# O6400618
$625,000
4

Beds

2.1

Baths

2,751

Sq.Ft.

7107 BROWN PELICAN COURT

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15033 LAKE BESSIE LOOP Winter Garden, FL MLS# A12001224
$639,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

15033 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of LOKATION
View 6050 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111051
$712,634
3

Beds

3.1

Baths

2,515

Sq.Ft.

6050 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6159 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111054
$699,745
4

Beds

2.1

Baths

2,235

Sq.Ft.

6159 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

1,037

Estimated median home price

$609,990
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 1
$100K - 200K 25
$200K - 300K 92
$300K - 400K 80
$400K - 500K 140
$500K - 600K 172
$600K - 700K 129
$700K - 800K 113
$800K - 900K 89
$900K - 1M 71
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 718
Townhouse 135
Condo 143
Commercial 10
Rental 213
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 6/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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

Data is updated as of 6/1/2026.

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 6/1/2026.