825 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15031 GUAVA BAY DRIVE Winter Garden, FL MLS# O6421934
$905,000
5

Beds

4.1

Baths

3,958

Sq.Ft.

15031 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14301 WHITE MOSS WAY Winter Garden, FL MLS# G5114391
$899,999
5

Beds

3.1

Baths

4,053

Sq.Ft.

14301 WHITE MOSS WAY

Winter Garden, FL

View 16304 WIND VIEW LANE Winter Garden, FL MLS# O6418695
$899,999
4

Beds

3.1

Baths

2,956

Sq.Ft.

16304 WIND VIEW LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 611 SIGLER DRIVE Winter Garden, FL MLS# O6431623
  • New Construction with Virtual Tour
1 of 14
$899,760
4

Beds

3.1

Baths

2,432

Sq.Ft.

611 SIGLER DRIVE

Winter Garden, FL

Courtesy of DAVILA HOMES
View 15213 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102285
$899,360
4

Beds

3.0

Baths

2,879

Sq.Ft.

15213 MARITIME PINE DRIVE

Winter Garden, FL

View 5217 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6363382
$899,000
4

Beds

3.1

Baths

3,144

Sq.Ft.

5217 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 15790 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6421864
$899,000
6

Beds

4.1

Baths

3,636

Sq.Ft.

15790 SWEET LIMETTA DRIVE

Winter Garden, FL

View 15367 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6426934
$899,000
5

Beds

4.1

Baths

3,002

Sq.Ft.

15367 SHONAN GOLD DRIVE

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 15000 CANOPY COVER DRIVE Winter Garden, FL MLS# O6435981
  • Recently Listed with Virtual Tour
1 of 35
$899,000
3

Beds

3.1

Baths

2,861

Sq.Ft.

15000 CANOPY COVER DRIVE

Winter Garden, FL

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

View 427 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6432502
  • New Construction with Virtual Tour
1 of 35
$895,260
5

Beds

3.1

Baths

2,681

Sq.Ft.

427 WINTER GROVE BOULEVARD

Winter Garden, FL

View 6261 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110034
$890,955
6

Beds

4.0

Baths

4,236

Sq.Ft.

6261 FLOWERING CHERRY BEND

Winter Garden, FL

View 8289 TOPSAIL PLACE Winter Garden, FL MLS# S5151179
$890,000
4

Beds

4.0

Baths

2,755

Sq.Ft.

8289 TOPSAIL PLACE

Winter Garden, FL

View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6414519
$890,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

View 1338 UNION CLUB DRIVE Winter Garden, FL MLS# O6412710
$890,000
4

Beds

3.1

Baths

2,637

Sq.Ft.

1338 UNION CLUB DRIVE

Winter Garden, FL

View 16394 TALIESIN STREET Winter Garden, FL MLS# O6429896
$890,000
5

Beds

4.1

Baths

3,093

Sq.Ft.

16394 TALIESIN STREET

Winter Garden, FL

View 17937 LAKE STAR ROAD Winter Garden, FL MLS# O6438608
  • Recently Listed with Virtual Tour
1 of 18
$889,990
4

Beds

3.1

Baths

3,066

Sq.Ft.

17937 LAKE STAR ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 129 S PARK AVENUE 8E Winter Garden, FL MLS# O6420596
$889,000
3

Beds

3.1

Baths

2,030

Sq.Ft.

129 S PARK AVENUE 8E

Winter Garden, FL

Courtesy of BOARDWALK REALTY, LLC
View 11869 SHINE VIEW LANE Winter Garden, FL MLS# O6425097
  • New Construction with Virtual Tour
1 of 27
$887,066
5

Beds

4.1

Baths

3,225

Sq.Ft.

11869 SHINE VIEW LANE

Winter Garden, FL

View 346 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6423640
  • New Construction with Virtual Tour
1 of 28
$883,390
4

Beds

3.0

Baths

3,147

Sq.Ft.

346 CRYSTAL WOOD DRIVE

Winter Garden, FL

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

1,001

Estimated median home price

$610,000
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 - 200K21
$200K - 300K90
$300K - 400K70
$400K - 500K147
$500K - 600K166
$600K - 700K106
$700K - 800K109
$800K - 900K112
$900K - 1M62
$1M - Max117

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family702
Townhouse135
Condo129
Commercial7
Rental184
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/4/2026)

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 9/4/2026.