793 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 413 Country Cottage Lane Winter Garden, FL MLS# 1064118
$610,000
4

Beds

2.1

Baths

2,332

Sq.Ft.

413 Country Cottage Lane

Winter Garden, FL

Brevard
View 14505 BREAKWATER WAY Winter Garden, FL MLS# O6362926
  • Recently Listed with Virtual Tour
1 of 74
$859,900
6

Beds

3.1

Baths

3,942

Sq.Ft.

14505 BREAKWATER WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
  • Recently Listed
1 of 3
$225,000
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of WINDERMERE REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 15372 GILLIGAN COURT Winter Garden, FL MLS# O6367059
  • Recently Listed with Virtual Tour
1 of 34
$884,500
4

Beds

3.1

Baths

2,781

Sq.Ft.

15372 GILLIGAN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14501 GROVE RESORT AVENUE 2527 Winter Garden, FL MLS# O6368187
  • Recently Listed with Virtual Tour
1 of 36
$270,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2527

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15706 CUTTER SAIL PLACE Winter Garden, FL MLS# O6366512
  • Recently Listed with Virtual Tour
1 of 63
$1,125,000
5

Beds

4.1

Baths

3,894

Sq.Ft.

15706 CUTTER SAIL PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 13214 DENDY WAY Winter Garden, FL MLS# O6366658
  • Recently Listed with Virtual Tour
1 of 71
$920,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

13214 DENDY WAY

Winter Garden, FL

Courtesy of KICANTO REALTY
View 12055 BRACCO STREET Winter Garden, FL MLS# O6366675
  • Recently Listed with Virtual Tour
1 of 21
$455,000
3

Beds

2.1

Baths

1,668

Sq.Ft.

12055 BRACCO STREET

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
View 12112 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6366467
  • Recently Listed with Virtual Tour
1 of 49
$619,000
4

Beds

3.1

Baths

2,801

Sq.Ft.

12112 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 12626 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6365821
  • Recently Listed with Virtual Tour
1 of 27
$660,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

12626 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 9207 BUSACO PARK WAY Winter Garden, FL MLS# O6366636
  • Recently Listed with Virtual Tour
1 of 96
$1,000,000
5

Beds

4.0

Baths

3,291

Sq.Ft.

9207 BUSACO PARK WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 9282 WOODCRANE DRIVE Winter Garden, FL MLS# TB8455422
  • Recently Listed with Virtual Tour
1 of 69
$789,000
4

Beds

3.1

Baths

2,650

Sq.Ft.

9282 WOODCRANE DRIVE

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 16324 BRISK BREEZE ALLEY Winter Garden, FL MLS# O6363597
  • Recently Listed with Virtual Tour
1 of 7
$589,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16324 BRISK BREEZE ALLEY

Winter Garden, FL

Courtesy of SOLUTION REALTY LLC
View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6365759
  • Recently Listed with Virtual Tour
1 of 64
$459,000
4

Beds

2.1

Baths

1,948

Sq.Ft.

9652 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 14517 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# A4674838
  • Recently Listed with Virtual Tour
1 of 21
$690,000
4

Beds

2.1

Baths

2,569

Sq.Ft.

14517 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of DALTON WADE INC
View 8024 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6366553
$490,000
3

Beds

2.1

Baths

1,784

Sq.Ft.

8024 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Saint Cloud - WEICHERT, REALTORS® - Hallmark Properties
View 17335 GLOSSY POMELO WAY Winter Garden, FL MLS# O6365223
  • Recently Listed with Virtual Tour
1 of 16
$1,189,990
5

Beds

4.1

Baths

4,780

Sq.Ft.

17335 GLOSSY POMELO WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17311 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365511
$489,990
3

Beds

2.0

Baths

1,532

Sq.Ft.

17311 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17341 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365522
$489,990
3

Beds

2.0

Baths

1,510

Sq.Ft.

17341 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17500 GROVE BLOSSOM WAY Winter Garden, FL MLS# O6365970
  • Recently Listed with Virtual Tour
1 of 10
$2,000,000
Studio

Beds

0.0

Baths

17500 GROVE BLOSSOM WAY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.

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.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

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© Copyright 2025 New Smyrna Beach Board 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 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

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 12/29/2025.

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 12/29/2025.