View 14501 GROVE RESORT AVENUE 1527 Winter Garden, FL MLS# O6418439
$170,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1527

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 13232 DANIELS LANDING CIRCLE Winter Garden, FL MLS# G5112999
$325,000
2

Beds

2.1

Baths

1,232

Sq.Ft.

13232 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14903 DRIFTWATER DRIVE Winter Garden, FL MLS# S5151359
$370,000
3

Beds

2.1

Baths

1,745

Sq.Ft.

14903 DRIFTWATER DRIVE

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6411162
$239,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$400,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$404,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
$325,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

338 WINDFORD COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$420,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
View 14200 AVALON ROAD 409 Winter Garden, FL MLS# O6410860
$185,000
2

Beds

2.0

Baths

1,253

Sq.Ft.

14200 AVALON ROAD 409

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 14501 GROVE RESORT AVENUE 3429 Winter Garden, FL MLS# O6401719
$298,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3429

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$335,000
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 14501 GROVE RESORT AVENUE 3211 Winter Garden, FL MLS# O6408877
$271,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3211

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 170 WINDTREE LANE Winter Garden, FL MLS# S5150050
$204,900
2

Beds

2.0

Baths

918

Sq.Ft.

170 WINDTREE LANE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 14501 GROVE RESORT AVE 1535 Winter Garden, FL MLS# S5150001
$247,990
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVE 1535

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1439 Winter Garden, FL MLS# O6407410
$169,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1439

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 441 E CYPRESS STREET Winter Garden, FL MLS# O6407560
$200,000
0.0

Baths

441 E CYPRESS STREET

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 14501 Grove Resort 1304 Winter Garden, FL MLS# A12022081
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 1304

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 2214 Winter Garden, FL MLS# TB8506089
$235,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 2214

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
$430,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY
View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$402,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY

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

943

Estimated median home price

$609,481
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 - 200K36
$200K - 300K73
$300K - 400K67
$400K - 500K142
$500K - 600K148
$600K - 700K114
$700K - 800K104
$800K - 900K99
$900K - 1M54
$1M - Max104

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family644
Townhouse141
Condo118
Commercial5
Rental244
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home1
Farms0

(Data as of 11/10/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 11/11/2026.

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 11/11/2026.