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 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
  • New Construction with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 13061 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6423162
  • Recently Listed with Virtual Tour
1 of 29
$799,500
4

Beds

3.1

Baths

2,889

Sq.Ft.

13061 SUNRISE HARVEST DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 5211 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6373067
$799,000
4

Beds

3.1

Baths

2,909

Sq.Ft.

5211 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MCO REALTY GROUP LLC
View 15031 PURPLE MARTIN STREET Winter Garden, FL MLS# O6404626
$799,000
5

Beds

3.0

Baths

3,318

Sq.Ft.

15031 PURPLE MARTIN STREET

Winter Garden, FL

Courtesy of REALTY HUB
View 213 S DILLARD STREET 230 Winter Garden, FL MLS# O6412912
$799,000
1,448

Sq.Ft.

213 S DILLARD STREET 230

Winter Garden, FL

View 9296 BOLERO ROAD Winter Garden, FL MLS# O6422122
  • Recently Listed with Virtual Tour
1 of 42
$799,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9296 BOLERO ROAD

Winter Garden, FL

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 14931 LEBEAU LOOP Winter Garden, FL MLS# O6422754
  • Recently Listed with Virtual Tour
1 of 86
$799,000
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

View 3421 REX DRIVE Winter Garden, FL MLS# O6410341
  • Virtual Tour
1 of 28
$798,800
Studio

Beds

0.0

Baths

3421 REX DRIVE

Winter Garden, FL

View 6393 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107521
$797,210
3

Beds

3.1

Baths

2,515

Sq.Ft.

6393 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15604 GRANLUND STREET Winter Garden, FL MLS# O6422730
$795,000
4

Beds

4.0

Baths

3,172

Sq.Ft.

15604 GRANLUND STREET

Winter Garden, FL

View 443 WRANGLER ROAD Winter Garden, FL MLS# O6423892
  • Recently Listed with Virtual Tour
1 of 51
$795,000
4

Beds

3.1

Baths

2,877

Sq.Ft.

443 WRANGLER ROAD

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 13410 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112004
  • New Construction with Virtual Tour
1 of 26
$794,990
5

Beds

3.1

Baths

3,076

Sq.Ft.

13410 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15149 CANOE PLACE Winter Garden, FL MLS# O6412776
$794,989
4

Beds

3.1

Baths

3,081

Sq.Ft.

15149 CANOE PLACE

Winter Garden, FL

Courtesy of RE/MAX ASSURED
View 6171 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113609
$792,805
4

Beds

3.1

Baths

2,688

Sq.Ft.

6171 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16555 WINGSPREAD LOOP Winter Garden, FL MLS# O6340280
$791,000
4

Beds

3.1

Baths

3,093

Sq.Ft.

16555 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12541 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6412476
  • New Construction with Virtual Tour
1 of 30
$789,990
3

Beds

2.1

Baths

2,636

Sq.Ft.

12541 GOLD HONEYSUCKLE STREET

Winter Garden, FL

View 9481 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6414779
$789,990
4

Beds

3.0

Baths

2,569

Sq.Ft.

9481 EMERALD BERRY 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

957

Estimated median home price

$609,611
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 - 200K21
$200K - 300K91
$300K - 400K65
$400K - 500K137
$500K - 600K160
$600K - 700K101
$700K - 800K103
$800K - 900K89
$900K - 1M63
$1M - Max126

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family653
Townhouse134
Condo135
Commercial11
Rental201
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/15/2026)

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

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 7/16/2026.