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Beds
Baths
Sq.Ft.
17459 SUNSET PRAIRIE DRIVE
Winter Garden, FL
17464 SUNSET PRAIRIE DRIVE
9459 JAYWOOD ROAD
9218 HOLLISTON CREEK PLACE
6057 FLOWERING CHERRY BEND
17470 SUNSET PRAIRIE DRIVE
276 SUMMER PINE STREET
5416 GOLDEN APPLE DRIVE
15184 TEA TREE DRIVE
6417 WILD PERSIMMON WAY
6340 WILD PERSIMMON WAY
6388 WILD PERSIMMON WAY
6267 FLOWERING CHERRY BEND
17606 LAKE STAR ROAD
6376 WILD PERSIMMON WAY
17222 DANCY ORANGE COURT
6001 FLOWERING CHERRY BEND
5972 FLOWERING CHERRY BEND
12940 WESTHAVEN OAK DRIVE
15327 HERON HIDEAWAY CIRCLE
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.
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.
(Data as of 7/30/2026)
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 7/31/2026.