View 14501 GROVE RESORT AVENUE 3741 Winter Garden, FL MLS# O6306844
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3741

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14200 AVALON ROAD 409 Winter Garden, FL MLS# O6307611
$233,000
2

Beds

2.0

Baths

1,253

Sq.Ft.

14200 AVALON ROAD 409

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 963 STUCKI TERRACE Winter Garden, FL MLS# O6306200
$210,000
2

Beds

1.0

Baths

761

Sq.Ft.

963 STUCKI TERRACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 2231 Winter Garden, FL MLS# O6304520
$230,500
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 2231

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 14501 GROVE RESORT AVENUE 1441 Winter Garden, FL MLS# O6301598
$289,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1441

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 14501 GROVE RESORT AVENUE 3335 Winter Garden, FL MLS# O6301622
$270,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3335

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 14501 GROVE RESORT AVENUE 2103 Winter Garden, FL MLS# O6300605
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2103

Winter Garden, FL

Courtesy of RE/MAX DOWNTOWN
View 14501 GROVE RESORT AVENUE 2232 Winter Garden, FL MLS# O6300606
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2232

Winter Garden, FL

Courtesy of RE/MAX DOWNTOWN
View 14501 GROVE RESORT AVENUE 3305 Winter Garden, FL MLS# O6300378
$250,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3305

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6299952
$374,900
2

Beds

2.1

Baths

1,284

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14501 GROVE RESORT AVENUE 3601 Winter Garden, FL MLS# O6288458
$340,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3601

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 14501 GROVE RESORT AVENUE 3735 Winter Garden, FL MLS# O6295059
$329,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3735

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14501 GROVE RESORT AVENUE 3632 Winter Garden, FL MLS# S5124117
$399,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3632

Winter Garden, FL

Courtesy of AMERICAN INTERNATIONAL REALTY
View 16217 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6298248
$405,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

16217 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 14501 Grove Resort Ave 3-3442 Winter Garden, FL MLS# A11770012
$400,000
3

Beds

3.0

Baths

14501 Grove Resort Ave 3-3442

Winter Garden, FL

Courtesy of FLORIDA REALTY OF MIAMI CORP
View 9790 AMBER CHESTNUT WAY Winter Garden, FL MLS# R4909072
$380,900
3

Beds

2.1

Baths

1,626

Sq.Ft.

9790 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 14501 GROVE RESORT AVE 2138 Winter Garden, FL MLS# S5123245
$229,990
3

Beds

2.0

Baths

1,395

Sq.Ft.

14501 GROVE RESORT AVE 2138

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 1500 E BAY STREET Winter Garden, FL MLS# O6288408
$95,000
Studio

Beds

0.0

Baths

1500 E BAY STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 14501 GROVE RESORT AVENUE 2522 Winter Garden, FL MLS# O6285998
  • New Construction with Virtual Tour
1 of 36
$232,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2522

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 142 Windtree Lane # 202 Winter Garden, FL MLS# RX11065560
$218,900
2

Beds

2.0

Baths

918

Sq.Ft.

142 Windtree Lane # 202

Winter Garden, FL

BeachesMLS

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

794

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K138
$500K - 600K125
$600K - 700K90
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family515
Townhouse123
Condo110
Commercial10
Rental229
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

Copyright 2025 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 12/30/2025.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 12/30/2025.