View 14501 Grove Resort 3419 Winter Garden, FL MLS# A12104397
$420,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 3419

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 10606 WORDS DRIVE Winter Garden, FL MLS# O6448083
$420,000
4

Beds

2.1

Baths

1,863

Sq.Ft.

10606 WORDS DRIVE

Winter Garden, FL

Courtesy of C23 REALTY LLC
View 13254 SERENE GLADE ROAD Winter Garden, FL MLS# G5118299
  • New Construction with Virtual Tour
1 of 25
$419,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13254 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10534 TRIBUTE DRIVE Winter Garden, FL MLS# O6345956
$419,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10534 TRIBUTE DRIVE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 10540 TRIBUTE DRIVE Winter Garden, FL MLS# O6346155
$419,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10540 TRIBUTE DRIVE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
$411,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5153929
$410,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of LEVO REAL ESTATE LLC
View 10648 WORDS DRIVE Winter Garden, FL MLS# O6433944
$409,999
3

Beds

2.1

Baths

1,636

Sq.Ft.

10648 WORDS DRIVE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 13640 SPLASHING ISLA DRIVE Winter Garden, FL MLS# O6427250
  • Adult Community with Virtual Tour
1 of 49
$409,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13640 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 15717 KINNOW MANDARIN LANE Winter Garden, FL MLS# S5158170
  • Virtual Tour
1 of 71
OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
$409,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15717 KINNOW MANDARIN LANE

Winter Garden, FL

Courtesy of REALTY HUB
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 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
View W ORANGE COUNTRY CLUB DRIVE Winter Garden, FL MLS# O6244629
$400,000
0.0

Baths

W ORANGE COUNTRY CLUB DRIVE

Winter Garden, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
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 721 S WOODLAND STREET Winter Garden, FL MLS# O6419636
$400,000
2

Beds

1.0

Baths

1,034

Sq.Ft.

721 S WOODLAND STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 11113 LIME FLOWER DRIVE Winter Garden, FL MLS# S5158092
$399,990
3

Beds

2.1

Baths

1,584

Sq.Ft.

11113 LIME FLOWER DRIVE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 14501 GROVE RESORT AVENUE 1318 Winter Garden, FL MLS# S5094992
$399,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1318

Winter Garden, FL

Courtesy of PORTAL ORLANDO REALTY, LLC
View 2017 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6437283
$399,900
3

Beds

2.1

Baths

1,857

Sq.Ft.

2017 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of MAKTUB REALTY
View 1606 BEULAH ROAD Winter Garden, FL MLS# S5157851
  • Adult Community
1 of 27
$399,900
3

Beds

2.0

Baths

1,539

Sq.Ft.

1606 BEULAH ROAD

Winter Garden, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties

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

$605,455
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 - 200K37
$200K - 300K73
$300K - 400K68
$400K - 500K143
$500K - 600K147
$600K - 700K113
$700K - 800K100
$800K - 900K101
$900K - 1M55
$1M - Max105

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family642
Townhouse142
Condo118
Commercial5
Rental244
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home1
Farms0

(Data as of 11/11/2026)

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 11/12/2026.

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 11/12/2026.