View 9493 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6325653
$989,000
4

Beds

3.1

Baths

3,211

Sq.Ft.

9493 EMERALD BERRY DRIVE

Winter Garden, FL

View 15280 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102291
  • New Construction
1 of 1
OPEN HOUSE: Saturday 8/1 1:00 PM - 5:00 PM
$988,539
5

Beds

3.0

Baths

3,550

Sq.Ft.

15280 MARITIME PINE DRIVE

Winter Garden, FL

View 6267 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108489
$980,295
6

Beds

4.0

Baths

4,236

Sq.Ft.

6267 FLOWERING CHERRY BEND

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 440 TIERRA VERDE LANE Winter Garden, FL MLS# O6412260
$980,000
4

Beds

3.0

Baths

3,512

Sq.Ft.

440 TIERRA VERDE LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15365 MARITIME PINE DRIVE Winter Garden, FL MLS# G5114967
$975,060
5

Beds

4.1

Baths

4,024

Sq.Ft.

15365 MARITIME PINE DRIVE

Winter Garden, FL

View 17144 PHIL C PETERS ROAD Winter Garden, FL MLS# O6260547
$975,000
Studio

Beds

0.0

Baths

17144 PHIL C PETERS ROAD

Winter Garden, FL

View 13822 JOMATT LOOP Winter Garden, FL MLS# O6411926
$975,000
4

Beds

3.1

Baths

3,828

Sq.Ft.

13822 JOMATT LOOP

Winter Garden, FL

View 17242 LAKE STAR ROAD Winter Garden, FL MLS# O6419512
$975,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

17242 LAKE STAR ROAD

Winter Garden, FL

View 10174 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6402434
$974,000
4

Beds

3.1

Baths

2,758

Sq.Ft.

10174 MERRYMEETING BAY DRIVE

Winter Garden, FL

View 15292 MARITIME PINE DRIVE Winter Garden, FL MLS# G5104771
$971,815
4

Beds

3.0

Baths

3,108

Sq.Ft.

15292 MARITIME PINE DRIVE

Winter Garden, FL

View 15078 CANOPY COVER DRIVE Winter Garden, FL MLS# O6404208
  • Adult Community with Virtual Tour
1 of 35
$969,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15078 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 10103 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6407394
$965,000
5

Beds

3.1

Baths

4,305

Sq.Ft.

10103 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of AMERICA REAL ESTATE COMPANY LL
View 6511 SHORE JUNIPER STREET Winter Garden, FL MLS# G5107313
$961,170
6

Beds

4.0

Baths

4,236

Sq.Ft.

6511 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15136 TEA TREE DRIVE Winter Garden, FL MLS# G5112230
  • New Construction with Virtual Tour
1 of 58
$959,647
6

Beds

4.1

Baths

3,543

Sq.Ft.

15136 TEA TREE DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5110454
$955,893
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

View 17401 HONEYBELL TANGELO COURT Winter Garden, FL MLS# TB8451532
  • New Construction with Virtual Tour
1 of 57
$954,990
5

Beds

4.1

Baths

3,542

Sq.Ft.

17401 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 6001 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108236
$954,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

6001 FLOWERING CHERRY BEND

Winter Garden, FL

View 6376 WILD PERSIMMON WAY Winter Garden, FL MLS# G5108436
$951,803
6

Beds

4.0

Baths

4,236

Sq.Ft.

6376 WILD PERSIMMON WAY

Winter Garden, FL

View 5150 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6404827
$950,000
5

Beds

4.1

Baths

3,461

Sq.Ft.

5150 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 16043 SILVER BROOK WAY Winter Garden, FL MLS# O6417421
$950,000
5

Beds

4.1

Baths

3,899

Sq.Ft.

16043 SILVER BROOK WAY

Winter Garden, FL

Courtesy of REAL BROKER, 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

1,060

Estimated median home price

$615,528
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 - 300K90
$300K - 400K68
$400K - 500K157
$500K - 600K178
$600K - 700K112
$700K - 800K128
$800K - 900K103
$900K - 1M63
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse141
Condo137
Commercial9
Rental215
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/1/2026)

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 8/2/2026.