View 11120 ROBERT FROST DRIVE Winter Garden, FL MLS# O6374443
$779,900
4

Beds

3.1

Baths

3,436

Sq.Ft.

11120 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11229 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6375011
  • Recently Listed with Virtual Tour
1 of 48
$807,201
5

Beds

4.1

Baths

3,225

Sq.Ft.

11229 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15716 SWEET LEMON WAY Winter Garden, FL MLS# O6375190
  • Recently Listed with Virtual Tour
1 of 63
$795,000
4

Beds

3.1

Baths

2,945

Sq.Ft.

15716 SWEET LEMON WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 131 OAK LAUREL DRIVE Winter Garden, FL MLS# O6374501
  • Recently Listed with Virtual Tour
1 of 42
$895,000
3

Beds

3.1

Baths

1,906

Sq.Ft.

131 OAK LAUREL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1826 JEAN MARIE DRIVE Winter Garden, FL MLS# O6375791
$810,000
5

Beds

4.0

Baths

3,435

Sq.Ft.

1826 JEAN MARIE DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 2394 BARONSMEDE COURT Winter Garden, FL MLS# O6373715
  • Recently Listed with Virtual Tour
1 of 42
$728,500
3

Beds

2.0

Baths

2,310

Sq.Ft.

2394 BARONSMEDE COURT

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
View 9611 LOST CREEK DRIVE Winter Garden, FL MLS# O6373845
  • Recently Listed with Virtual Tour
1 of 57
$815,000
4

Beds

3.0

Baths

2,909

Sq.Ft.

9611 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of M2M REALTY
View 6375 WILD PERSIMMON WAY Winter Garden, FL MLS# G5106743
$767,985
4

Beds

3.0

Baths

2,102

Sq.Ft.

6375 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14123 LARKSPUR LAKE DRIVE Winter Garden, FL MLS# O6372991
  • Recently Listed with Virtual Tour
1 of 36
$775,000
4

Beds

3.1

Baths

3,130

Sq.Ft.

14123 LARKSPUR LAKE DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 5211 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6373067
  • Recently Listed with Virtual Tour
1 of 57
$819,000
4

Beds

3.1

Baths

2,909

Sq.Ft.

5211 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MCO REALTY GROUP LLC
View 607 E OAKLAND AVENUE Winter Garden, FL MLS# O6372870
  • Recently Listed
1 of 45
$875,000
4

Beds

3.1

Baths

3,406

Sq.Ft.

607 E OAKLAND AVENUE

Winter Garden, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 10170 ATWATER BAY DRIVE Winter Garden, FL MLS# O6372803
$775,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

10170 ATWATER BAY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER LLC
View 665 BROOKS FIELD DRIVE Winter Garden, FL MLS# O6372524
$775,000
5

Beds

3.1

Baths

3,628

Sq.Ft.

665 BROOKS FIELD DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2145 TILLMAN AVENUE Winter Garden, FL MLS# G5106370
$835,000
5

Beds

4.0

Baths

3,735

Sq.Ft.

2145 TILLMAN AVENUE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6372157
$850,000
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11187 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6372260
  • New Construction with Virtual Tour
1 of 41
$814,566
5

Beds

4.0

Baths

2,866

Sq.Ft.

11187 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 10759 PETRILLO WAY Winter Garden, FL MLS# O6371897
  • Virtual Tour
1 of 49
$799,500
5

Beds

3.1

Baths

3,224

Sq.Ft.

10759 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 8013 BOWERY DRIVE Winter Garden, FL MLS# O6372299
  • Virtual Tour
1 of 36
$700,000
4

Beds

2.0

Baths

2,115

Sq.Ft.

8013 BOWERY DRIVE

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 7686 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6371847
$799,000
4

Beds

2.1

Baths

2,283

Sq.Ft.

7686 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 13722 FOX GLOVE STREET Winter Garden, FL MLS# O6371378
$775,000
5

Beds

3.0

Baths

3,082

Sq.Ft.

13722 FOX GLOVE STREET

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS 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

817

Estimated median home price

$590,000
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

Price Count
$0 - 100K 7
$100K - 200K 11
$200K - 300K 78
$300K - 400K 82
$400K - 500K 137
$500K - 600K 116
$600K - 700K 101
$700K - 800K 74
$800K - 900K 67
$900K - 1M 55
$1M - Max 89

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 539
Townhouse 120
Condo 118
Commercial 7
Rental 237
Lots and Land 31
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 2/2/2026)

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 2/2/2026.