Winter Garden Florida Homes for Sale

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1,031 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 13355 SUNNY RETREAT LANE Winter Garden, FL MLS# O6436813
$899,000
3

Beds

3.0

Baths

2,710

Sq.Ft.

13355 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 217 HARBOR DRIVE Winter Garden, FL MLS# O6437038
  • Recently Listed with Virtual Tour
1 of 45
$515,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

217 HARBOR DRIVE

Winter Garden, FL

View 16273 TALIESIN STREET Winter Garden, FL MLS# S5156149
  • Recently Listed with Virtual Tour
1 of 45
$565,000
3

Beds

2.1

Baths

1,836

Sq.Ft.

16273 TALIESIN STREET

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 427 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6433640
  • Recently Listed with Virtual Tour
1 of 64
$475,000
5

Beds

2.1

Baths

2,135

Sq.Ft.

427 REGAL DOWNS CIRCLE

Winter Garden, FL

View 15873 GEM VIEW STREET Winter Garden, FL MLS# O6435893
  • Recently Listed with Virtual Tour
1 of 58
$419,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15873 GEM VIEW STREET

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 393 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6436549
  • Recently Listed with Virtual Tour
1 of 29
$600,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 16771 OAKBORO STREET STREET Winter Garden, FL MLS# O6436008
$787,000
5

Beds

4.0

Baths

2,840

Sq.Ft.

16771 OAKBORO STREET STREET

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 16050 HONEY HARVEST STREET Winter Garden, FL MLS# O6436917
  • Recently Listed with Virtual Tour
1 of 32
$530,000
3

Beds

3.1

Baths

2,461

Sq.Ft.

16050 HONEY HARVEST STREET

Winter Garden, FL

View 16730 RUSTY ANCHOR ROAD Winter Garden, FL MLS# S5156404
$1,350,000
6

Beds

4.1

Baths

4,451

Sq.Ft.

16730 RUSTY ANCHOR ROAD

Winter Garden, FL

View 14751 FIELD DAISY DRIVE Winter Garden, FL MLS# O6436927
  • Recently Listed with Virtual Tour
1 of 41
$560,000
3

Beds

3.1

Baths

1,992

Sq.Ft.

14751 FIELD DAISY DRIVE

Winter Garden, FL

View 7278 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6436600
  • Recently Listed with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,014

Sq.Ft.

7278 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 5620 MANGROVE COVE AVENUE Winter Garden, FL MLS# O6436319
  • Recently Listed with Virtual Tour
1 of 26
$910,000
5

Beds

4.0

Baths

3,619

Sq.Ft.

5620 MANGROVE COVE AVENUE

Winter Garden, FL

View 12349 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6436494
$652,990
4

Beds

4.0

Baths

2,622

Sq.Ft.

12349 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 17392 SWEET MORO DRIVE Winter Garden, FL MLS# TB8542299
  • Recently Listed with Virtual Tour
1 of 28
$459,922
3

Beds

2.1

Baths

1,577

Sq.Ft.

17392 SWEET MORO DRIVE

Winter Garden, FL

View 14200 AVALON ROAD 406 Winter Garden, FL MLS# O6433742
$220,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 406

Winter Garden, FL

View 17428 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6436505
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Thursday 8/27 10:00 AM - 6:00 PM
$834,000
5

Beds

4.1

Baths

3,501

Sq.Ft.

17428 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17307 BAL HARBOUR DRIVE Winter Garden, FL MLS# O6436527
  • Recently Listed with Virtual Tour
1 of 47
$660,000
3

Beds

2.0

Baths

2,123

Sq.Ft.

17307 BAL HARBOUR DRIVE

Winter Garden, FL

Courtesy of LOVELAND PROPERTIES
View 14373 BREDA CENTER LOOP Winter Garden, FL MLS# O6435240
  • Recently Listed with Virtual Tour
1 of 58
$558,000
3

Beds

2.1

Baths

2,488

Sq.Ft.

14373 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 6982 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6436292
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 8/29 1:00 PM - 3:00 PM
$475,000
4

Beds

2.1

Baths

1,860

Sq.Ft.

6982 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 2491 PRAIRIE VIEW DRIVE Winter Garden, FL MLS# O6436619
  • Recently Listed with Virtual Tour
1 of 34
$925,000
5

Beds

3.0

Baths

3,739

Sq.Ft.

2491 PRAIRIE VIEW DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA 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

1,026

Estimated median home price

$610,805
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

Price Count
$0 - 100K 1
$100K - 200K 21
$200K - 300K 86
$300K - 400K 77
$400K - 500K 155
$500K - 600K 166
$600K - 700K 116
$700K - 800K 113
$800K - 900K 109
$900K - 1M 64
$1M - Max 118

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 711
Townhouse 148
Condo 131
Commercial 9
Rental 182
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 1
Farms 0

(Data as of 8/27/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 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.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 8/27/2026.