609 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1606 BEULAH ROAD Winter Garden, FL MLS# S5157851
  • Adult Community
1 of 27
$399,900
3

Beds

2.0

Baths

1,539

Sq.Ft.

1606 BEULAH ROAD

Winter Garden, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 14371 SHOCKLACH DRIVE Winter Garden, FL MLS# O6443368
$695,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

14371 SHOCKLACH DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 1432 SCARLET OAK LOOP Winter Garden, FL MLS# O6441481
$384,900
3

Beds

2.1

Baths

1,704

Sq.Ft.

1432 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16137 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# G5117862
$600,000
3

Beds

3.0

Baths

2,040

Sq.Ft.

16137 HAMPTON CROSSING DRIVE

Winter Garden, FL

Courtesy of CHELSEA & COMPANY REALTY
View 11120 SUSPENSE DRIVE Winter Garden, FL MLS# O6443446
$389,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

11120 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of ALLIVE REALTY
View 14501 GROVE RESORT AVENUE 3703 Winter Garden, FL MLS# O6443472
$178,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3703

Winter Garden, FL

Courtesy of DALTON WADE INC
View 8091 BOWERY DRIVE Winter Garden, FL MLS# S5157882
$585,000
4

Beds

3.0

Baths

2,095

Sq.Ft.

8091 BOWERY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY OF VERO
View 8091 BOWERY Drive Winter Garden, FL MLS# B26077664
  • Virtual Tour
1 of 39
OPEN HOUSE: Saturday 10/31 11:00 AM - 2:00 PM
$585,000
3

Beds

3.0

Baths

2,095

Sq.Ft.

8091 BOWERY Drive

Winter Garden, FL

View 5751 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6441754
$389,000
2

Beds

2.1

Baths

1,540

Sq.Ft.

5751 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of THE AGENCY FL
View 330 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6441793
  • Virtual Tour
1 of 57
OPEN HOUSE: Saturday 10/31 11:00 AM - 1:00 PM
$509,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

330 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 910 TROWMAN ALY Winter Garden, FL MLS# S5157852
$638,000
3

Beds

2.1

Baths

1,650

Sq.Ft.

910 TROWMAN ALY

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 330 Lake Amberleigh Drive Winter Garden, FL MLS# 1087928
  • Virtual Tour
1 of 56
OPEN HOUSE: Saturday 10/31 11:00 AM - 1:00 PM
$509,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

330 Lake Amberleigh Drive

Winter Garden, FL

Brevard
View 2036 PORTCASTLE CIRCLE Winter Garden, FL MLS# TB8549464
$424,900
3

Beds

2.1

Baths

1,698

Sq.Ft.

2036 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View 1017 Priory Circle Winter Garden, FL MLS# 12763710
$350,000
3

Beds

2.1

Baths

1,625

Sq.Ft.

1017 Priory Circle

Winter Garden, FL

MRED
Courtesy of COMPASS FLORIDA LLC
View 1669 MARKEL DRIVE Winter Garden, FL MLS# O6443235
$389,000
0.0

Baths

1669 MARKEL DRIVE

Winter Garden, FL

Courtesy of Q BOUTIQUE SPECIALTY REALTY INC
View 15173 SUMMER HARVEST STREET Winter Garden, FL MLS# O6441169
$625,000
4

Beds

3.1

Baths

2,670

Sq.Ft.

15173 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13250 SERENE GLADE ROAD Winter Garden, FL MLS# G5117925
  • New Construction with Virtual Tour
1 of 53
$431,373
3

Beds

2.1

Baths

1,644

Sq.Ft.

13250 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13246 SERENE GLADE ROAD Winter Garden, FL MLS# G5117926
  • New Construction with Virtual Tour
1 of 53
$434,106
3

Beds

2.1

Baths

1,644

Sq.Ft.

13246 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1631 CHARLEMAGNE COURT Winter Garden, FL MLS# O6442789
$589,000
3

Beds

2.0

Baths

2,035

Sq.Ft.

1631 CHARLEMAGNE COURT

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 14931 PORTER RD Winter Garden, FL MLS# S5157749
$509,900
3

Beds

2.0

Baths

1,801

Sq.Ft.

14931 PORTER RD

Winter Garden, FL

Courtesy of MY REALTY GROUP, 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

963

Estimated median home price

$599,000
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 - 200K36
$200K - 300K73
$300K - 400K70
$400K - 500K149
$500K - 600K163
$600K - 700K110
$700K - 800K107
$800K - 900K108
$900K - 1M46
$1M - Max100

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family657
Townhouse148
Condo120
Commercial6
Rental236
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/30/2026)

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 10/30/2026.

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 10/30/2026.

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 10/30/2026.