View 1323 AZALEA WAY Winter Garden, FL MLS# OM733255
  • Recently Listed with Virtual Tour
1 of 10
$189,000
3

Beds

2.0

Baths

1,216

Sq.Ft.

1323 AZALEA WAY

Winter Garden, FL

Courtesy of BLACKHORSE REAL ESTATE LLC
View 15515 CAMPDEN STREET Winter Garden, FL MLS# O6444349
  • Recently Listed with Virtual Tour
1 of 48
$359,900
3

Beds

2.1

Baths

1,956

Sq.Ft.

15515 CAMPDEN STREET

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 14501 GROVE RESORT AVENUE 2219 Winter Garden, FL MLS# O6445437
  • Recently Listed with Virtual Tour
1 of 32
$269,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2219

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 441 SAND LIME ROAD Winter Garden, FL MLS# O6444524
  • Recently Listed with Virtual Tour
1 of 20
$165,000
1

Beds

1.1

Baths

756

Sq.Ft.

441 SAND LIME ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14169 AVENUE OF THE GROVES Winter Garden, FL MLS# O6444697
  • Recently Listed with Virtual Tour
1 of 41
$375,000
2

Beds

2.1

Baths

1,476

Sq.Ft.

14169 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of THE SIMON SIMAAN GROUP
View 14501 GROVE RESORT AVENUE 3703 Winter Garden, FL MLS# O6443472
  • Recently Listed with Virtual Tour
1 of 41
$178,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3703

Winter Garden, FL

Courtesy of DALTON WADE INC
View 1017 Priory Circle Winter Garden, FL MLS# 12763710
$350,000
3

Beds

2.1

Baths

1,625

Sq.Ft.

1017 Priory Circle

Winter Garden, FL

MRED
Courtesy of COMPASS FLORIDA LLC
View 14501 GROVE RESORT AVENUE 2608 Winter Garden, FL MLS# O6441962
  • Recently Listed with Virtual Tour
1 of 16
$255,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2608

Winter Garden, FL

Courtesy of BP REALTY
View 14501 GROVE RESORT AVENUE 3201 Winter Garden, FL MLS# O6442533
  • Recently Listed with Virtual Tour
1 of 32
$245,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3201

Winter Garden, FL

View 14766 PEEKSKILL DRIVE Winter Garden, FL MLS# O6440912
$340,000
2

Beds

2.1

Baths

1,406

Sq.Ft.

14766 PEEKSKILL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 988 STUCKI TERRACE Winter Garden, FL MLS# TB8539994
$230,000
3

Beds

2.1

Baths

1,216

Sq.Ft.

988 STUCKI TERRACE

Winter Garden, FL

Courtesy of BEACHFRONT REALTY INC
View 15279 HARROWGATE WAY Winter Garden, FL MLS# O6440200
$359,900
3

Beds

2.1

Baths

1,845

Sq.Ft.

15279 HARROWGATE WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 109 WINDTREE LANE N Winter Garden, FL MLS# O6438852
$209,900
2

Beds

2.0

Baths

918

Sq.Ft.

109 WINDTREE LANE N

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1315 EASTERN PECAN PLACE 202 Winter Garden, FL MLS# O6437857
$204,900
1

Beds

1.0

Baths

942

Sq.Ft.

1315 EASTERN PECAN PLACE 202

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 431 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# O6439215
$284,995
3

Beds

2.0

Baths

1,340

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

View 1017 PRIORY CIRCLE Winter Garden, FL MLS# O6438757
$350,000
3

Beds

2.1

Baths

1,625

Sq.Ft.

1017 PRIORY CIRCLE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 14501 GROVE RESORT AVENUE 3534 Winter Garden, FL MLS# S5156702
$199,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3534

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3403 Winter Garden, FL MLS# S5156278
$170,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3403

Winter Garden, FL

Courtesy of FLEXWAY REALTY LLC
View 1424 SCARLET OAK LOOP Winter Garden, FL MLS# O6436325
$379,000
3

Beds

2.1

Baths

1,737

Sq.Ft.

1424 SCARLET OAK LOOP

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2542 Winter Garden, FL MLS# O6436045
$205,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2542

Winter Garden, FL

Courtesy of REAL BROKER, 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

989

Estimated median home price

$595,000
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

PriceCount
$0 - 100K1
$100K - 200K31
$200K - 300K81
$300K - 400K76
$400K - 500K154
$500K - 600K161
$600K - 700K99
$700K - 800K115
$800K - 900K102
$900K - 1M60
$1M - Max109

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family672
Townhouse152
Condo127
Commercial7
Rental219
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 10/2/2026)

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 10/3/2026.

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 10/3/2026.