990 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8801 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6406952
$875,700
4

Beds

3.1

Baths

2,671

Sq.Ft.

8801 FOUNTAIN PALM ALLEY

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 16143 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5107301
$875,595
4

Beds

3.0

Baths

2,740

Sq.Ft.

16143 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 419 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6395693
  • New Construction with Virtual Tour
1 of 35
$874,990
5

Beds

3.1

Baths

2,650

Sq.Ft.

419 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13355 SUNNY RETREAT LANE Winter Garden, FL MLS# O6436813
$874,000
3

Beds

3.0

Baths

2,710

Sq.Ft.

13355 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View Address not provided Winter Garden, FL MLS# G5117322
$871,315
4

Beds

3.0

Baths

2,740

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12511 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6447529
$869,990
5

Beds

4.0

Baths

3,045

Sq.Ft.

12511 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 14327 WABASSO LOOP Winter Garden, FL MLS# O6448387
  • Recently Listed with Virtual Tour
1 of 46
$869,000
5

Beds

4.0

Baths

3,710

Sq.Ft.

14327 WABASSO LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14779 MCCLANE ROAD Winter Garden, FL MLS# S5159916
  • Recently Listed with Virtual Tour
1 of 39
$869,000
5

Beds

4.0

Baths

3,118

Sq.Ft.

14779 MCCLANE ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16304 WIND VIEW LANE Winter Garden, FL MLS# O6418695
$867,000
4

Beds

3.1

Baths

2,956

Sq.Ft.

16304 WIND VIEW LANE

Winter Garden, FL

Courtesy of NOVAK REALTY CORP
View 17937 LAKE STAR ROAD Winter Garden, FL MLS# O6438608
  • New Construction with Virtual Tour
1 of 29
$859,990
4

Beds

3.1

Baths

3,066

Sq.Ft.

17937 LAKE STAR ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 2716 GORST RD Winter Garden, FL MLS# O6437314
  • Virtual Tour
1 of 30
$859,000
5

Beds

5.0

Baths

3,935

Sq.Ft.

2716 GORST RD

Winter Garden, FL

Courtesy of BAMYOU REALTY
View 1021 HUNTSPOINT STREET Winter Garden, FL MLS# O6445538
$859,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

1021 HUNTSPOINT STREET

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15142 TEA TREE DRIVE Winter Garden, FL MLS# G5111049
$858,120
4

Beds

3.1

Baths

3,498

Sq.Ft.

15142 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11869 SHINE VIEW LANE Winter Garden, FL MLS# O6425097
  • New Construction with Virtual Tour
1 of 27
$857,141
5

Beds

4.1

Baths

3,225

Sq.Ft.

11869 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 519 TEAGARDEN COURT Winter Garden, FL MLS# O6416709
$857,000
4

Beds

3.0

Baths

3,061

Sq.Ft.

519 TEAGARDEN COURT

Winter Garden, FL

Courtesy of WINDSOR REALTY GROUP INC
View Address not provided Winter Garden, FL MLS# G5113317
  • New Construction
1 of 3
$855,520
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11259 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419946
  • New Construction with Virtual Tour
1 of 68
$855,000
4

Beds

3.1

Baths

3,327

Sq.Ft.

11259 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17434 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6414274
  • New Construction with Virtual Tour
1 of 60
OPEN HOUSE: Wednesday 10/21 10:00 AM - 6:00 PM
$850,000
4

Beds

3.1

Baths

3,037

Sq.Ft.

17434 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6460 MAKRUT LIME DRIVE Winter Garden, FL MLS# O6414802
$850,000
4

Beds

3.1

Baths

3,103

Sq.Ft.

6460 MAKRUT LIME DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13856 GLYNSHEL DRIVE Winter Garden, FL MLS# O6416757
$850,000
5

Beds

4.0

Baths

3,538

Sq.Ft.

13856 GLYNSHEL DRIVE

Winter Garden, FL

Courtesy of CHOICEPOINTE 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

990

Estimated median home price

$598,900
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 2
$100K - 200K 34
$200K - 300K 73
$300K - 400K 78
$400K - 500K 147
$500K - 600K 170
$600K - 700K 114
$700K - 800K 113
$800K - 900K 105
$900K - 1M 53
$1M - Max 101

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 684
Townhouse 149
Condo 119
Commercial 6
Rental 235
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/21/2026)

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.

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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 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 10/21/2026.

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 10/21/2026.

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 10/21/2026.