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 15665 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6400896
$757,900
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 5/30 1:00 PM - 3:00 PM
$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 17085 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5111738
$939,880
5

Beds

4.1

Baths

3,409

Sq.Ft.

17085 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 461 GERANIUM PARK WAY Winter Garden, FL MLS# O6403758
$900,000
3

Beds

3.1

Baths

2,432

Sq.Ft.

461 GERANIUM PARK WAY

Winter Garden, FL

Courtesy of THE ROSENBLOOM TEAM
View 15734 SWEET LEMON WAY Winter Garden, FL MLS# O6401408
$950,000
5

Beds

4.1

Baths

3,635

Sq.Ft.

15734 SWEET LEMON WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 615 LAKE COVE POINTE CIRCLE Winter Garden, FL MLS# O6402551
$849,950
4

Beds

2.0

Baths

2,465

Sq.Ft.

615 LAKE COVE POINTE CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST 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 6165 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111538
$745,130
4

Beds

3.0

Baths

3,038

Sq.Ft.

6165 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17406 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402286
  • New Construction with Virtual Tour
1 of 54
OPEN HOUSE: Friday 5/29 10:00 AM - 6:00 PM
$845,000
5

Beds

4.1

Baths

3,427

Sq.Ft.

17406 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9942 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6402319
$899,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

9942 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$815,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$789,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8911 SONOMA COAST DRIVE Winter Garden, FL MLS# O6402068
$949,990
5

Beds

4.1

Baths

3,227

Sq.Ft.

8911 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
$739,000
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, 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

1,040

Estimated median home price

$609,306
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 - 200K25
$200K - 300K96
$300K - 400K79
$400K - 500K142
$500K - 600K172
$600K - 700K127
$700K - 800K114
$800K - 900K87
$900K - 1M72
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse136
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/29/2026)

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 5/29/2026.