View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
  • New Construction with Virtual Tour
1 of 7
$870,331
5

Beds

4.1

Baths

3,225

Sq.Ft.

11265 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13410 PEACEFULL 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 PEACEFULL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11253 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405126
  • New Construction with Virtual Tour
1 of 18
$819,106
4

Beds

3.0

Baths

2,113

Sq.Ft.

11253 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13728 FOX GLOVE STREET Winter Garden, FL MLS# O6405142
$719,900
5

Beds

3.1

Baths

3,391

Sq.Ft.

13728 FOX GLOVE STREET

Winter Garden, FL

Courtesy of CRYSTAL CLEAR REALTY LLC
View 931 KYLEE ALLEY Winter Garden, FL MLS# O6404673
$775,000
4

Beds

4.0

Baths

2,831

Sq.Ft.

931 KYLEE ALLEY

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 10187 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6404599
$679,000
4

Beds

3.1

Baths

2,840

Sq.Ft.

10187 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 5139 LAKE HAMLIN TRAIL Winter Garden, FL MLS# O6404614
$655,000
4

Beds

2.1

Baths

2,742

Sq.Ft.

5139 LAKE HAMLIN TRAIL

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 8721 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# G5111855
$695,000
4

Beds

3.1

Baths

2,842

Sq.Ft.

8721 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 7187 WILD STRAWBERRY RUN Winter Garden, FL MLS# O6403837
  • Virtual Tour
1 of 56
OPEN HOUSE: Sunday 6/7 1:00 PM - 4:00 PM
$723,000
5

Beds

4.0

Baths

3,602

Sq.Ft.

7187 WILD STRAWBERRY RUN

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 8325 TOPSAIL PLACE Winter Garden, FL MLS# O6404553
$780,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

8325 TOPSAIL PLACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4896 PALMETTO PARK DRIVE Winter Garden, FL MLS# OM723891
$729,000
5

Beds

4.0

Baths

2,888

Sq.Ft.

4896 PALMETTO PARK DRIVE

Winter Garden, FL

Courtesy of REMAX REALTY ONE
View 15665 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6400896
$749,900
4

Beds

2.1

Baths

2,931

Sq.Ft.

15665 CITRUS HARVEST ROAD

Winter Garden, FL

Courtesy of CARIS REALTY AND INVESTMENTS INC
View 11271 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6403252
  • New Construction with Virtual Tour
1 of 7
$869,996
5

Beds

4.0

Baths

2,866

Sq.Ft.

11271 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13603 SUNSET LAKES CIRCLE Winter Garden, FL MLS# G5111474
$787,000
4

Beds

2.1

Baths

2,425

Sq.Ft.

13603 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of LISA REALTY PARTNERS
View 617 MARSH REED DRIVE Winter Garden, FL MLS# O6402724
$759,000
5

Beds

4.0

Baths

2,828

Sq.Ft.

617 MARSH REED DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 15480 SANDFIELD LOOP Winter Garden, FL MLS# O6399241
$749,900
4

Beds

3.0

Baths

2,574

Sq.Ft.

15480 SANDFIELD LOOP

Winter Garden, FL

Courtesy of ORLANDO PROPERTY ADVISORS
View 402 EGRET PLACE DRIVE Winter Garden, FL MLS# O6402689
$675,000
4

Beds

3.0

Baths

2,711

Sq.Ft.

402 EGRET PLACE DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 15239 LAKE LAMONIA STREET Winter Garden, FL MLS# O6402421
$795,000
4

Beds

3.1

Baths

3,020

Sq.Ft.

15239 LAKE LAMONIA STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 849 SHADOWMOSS DRIVE Winter Garden, FL MLS# O6402463
$745,000
5

Beds

3.0

Baths

2,620

Sq.Ft.

849 SHADOWMOSS DRIVE

Winter Garden, FL

Courtesy of XCELLENCE
View 17412 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402876
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Friday 6/5 10:00 AM - 6:00 PM
$725,000
4

Beds

3.0

Baths

2,120

Sq.Ft.

17412 HONEYBELL TANGELO COURT

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

1,046

Estimated median home price

$615,000
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 - 200K24
$200K - 300K87
$300K - 400K80
$400K - 500K144
$500K - 600K173
$600K - 700K128
$700K - 800K118
$800K - 900K91
$900K - 1M72
$1M - Max128

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family732
Townhouse136
Condo138
Commercial11
Rental203
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/5/2026)

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 6/5/2026.