763 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 213 S DILLARD STREET 230 Winter Garden, FL MLS# O6412912
$799,000
1,448

Sq.Ft.

213 S DILLARD STREET 230

Winter Garden, FL

View 9296 BOLERO ROAD Winter Garden, FL MLS# O6422122
  • Recently Listed with Virtual Tour
1 of 42
$799,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9296 BOLERO ROAD

Winter Garden, FL

View 15149 CANOE PLACE Winter Garden, FL MLS# O6412776
$798,891
4

Beds

3.1

Baths

3,081

Sq.Ft.

15149 CANOE PLACE

Winter Garden, FL

Courtesy of RE/MAX ASSURED
The time to sell is now! THE TIME TO SELL IS NOW!
View 3421 REX DRIVE Winter Garden, FL MLS# O6410341
  • Virtual Tour
1 of 26
$798,800
Studio

Beds

0.0

Baths

3421 REX DRIVE

Winter Garden, FL

View 6393 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107521
$797,210
3

Beds

3.1

Baths

2,515

Sq.Ft.

6393 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17056 RED BIRD ROAD Winter Garden, FL MLS# G5113999
$795,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

17056 RED BIRD ROAD

Winter Garden, FL

Courtesy of Mount Dora - WEICHERT, REALTORS® - Hallmark Properties
View 13175 SUNNY RETREAT LANE Winter Garden, FL MLS# O6420975
  • Recently Listed with Virtual Tour
1 of 53
$795,000
3

Beds

2.0

Baths

2,054

Sq.Ft.

13175 SUNNY RETREAT LANE

Winter Garden, FL

View 13410 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112004
  • New Construction with Virtual Tour
1 of 26
$794,990
5

Beds

3.1

Baths

3,076

Sq.Ft.

13410 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6171 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113609
$792,805
4

Beds

3.1

Baths

2,688

Sq.Ft.

6171 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16555 WINGSPREAD LOOP Winter Garden, FL MLS# O6340280
$791,000
4

Beds

3.1

Baths

3,093

Sq.Ft.

16555 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9481 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6414779
$789,990
4

Beds

3.0

Baths

2,569

Sq.Ft.

9481 EMERALD BERRY DRIVE

Winter Garden, FL

View 14741 SNOWY EGRET STREET Winter Garden, FL MLS# O6419534
  • Recently Listed with Virtual Tour
1 of 30
$788,000
5

Beds

3.1

Baths

3,448

Sq.Ft.

14741 SNOWY EGRET STREET

Winter Garden, FL

View 12971 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6385596
  • New Construction with Virtual Tour
1 of 53
$787,562
3

Beds

3.1

Baths

2,858

Sq.Ft.

12971 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$784,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

View 17416 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5109744
$784,490
4

Beds

2.1

Baths

2,688

Sq.Ft.

17416 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11803 SHINE VIEW LANE Winter Garden, FL MLS# O6407993
  • New Construction with Virtual Tour
1 of 18
$781,186
4

Beds

3.0

Baths

2,113

Sq.Ft.

11803 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 12977 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6411242
  • New Construction with Virtual Tour
1 of 12
$780,290
4

Beds

4.1

Baths

2,837

Sq.Ft.

12977 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 11857 SHINE VIEW LANE Winter Garden, FL MLS# O6419967
  • Recently Listed with Virtual Tour
1 of 76
$780,141
4

Beds

3.0

Baths

2,113

Sq.Ft.

11857 SHINE VIEW LANE

Winter Garden, FL

View 8325 TOPSAIL PLACE Winter Garden, FL MLS# O6404553
$780,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

8325 TOPSAIL PLACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

1,061

Estimated median home price

$614,000
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 - 200K23
$200K - 300K95
$300K - 400K72
$400K - 500K142
$500K - 600K188
$600K - 700K119
$700K - 800K117
$800K - 900K98
$900K - 1M70
$1M - Max136

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family748
Townhouse132
Condo144
Commercial11
Rental200
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/5/2026)

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.

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 real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 7/5/2026.

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

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.

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 7/5/2026.