678 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8031 NAVEL ORANGE LANE Winter Garden, FL MLS# O6399594
$659,000
4

Beds

2.0

Baths

2,298

Sq.Ft.

8031 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 4136 WILLOW BAY DRIVE Winter Garden, FL MLS# R4911030
$655,000
3

Beds

2.0

Baths

2,472

Sq.Ft.

4136 WILLOW BAY DRIVE

Winter Garden, FL

Courtesy of AVALON LAND & COMMERCIAL, LLC
View 15050 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371639
$650,000
3

Beds

3.1

Baths

2,471

Sq.Ft.

15050 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14008 JOMATT LOOP Winter Garden, FL MLS# O6376903
  • Virtual Tour
1 of 47
$650,000
4

Beds

3.0

Baths

2,952

Sq.Ft.

14008 JOMATT LOOP

Winter Garden, FL

Courtesy of THE AGENCY FL
View 7212 DESERT MANDARIN STREET Winter Garden, FL MLS# O6401040
$650,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7212 DESERT MANDARIN STREET

Winter Garden, FL

Courtesy of HOMESMART
View 14005 ALDFORD DRIVE Winter Garden, FL MLS# O6401397
$650,000
3

Beds

2.1

Baths

2,334

Sq.Ft.

14005 ALDFORD DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8150 GRAY KINGBIRD DRIVE Winter Garden, FL MLS# O6396729
$649,999
4

Beds

3.0

Baths

2,706

Sq.Ft.

8150 GRAY KINGBIRD DRIVE

Winter Garden, FL

Courtesy of GREEN KEY REALTY LLC
View 13846 FRESH IVY STREET Winter Garden, FL MLS# O6346706
  • Adult Community with Virtual Tour
1 of 51
$649,900
2

Beds

2.1

Baths

2,108

Sq.Ft.

13846 FRESH IVY STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14902 ARRENA ROAD Winter Garden, FL MLS# O6248982
  • Virtual Tour
1 of 40
$649,000
4

Beds

2.1

Baths

3,392

Sq.Ft.

14902 ARRENA ROAD

Winter Garden, FL

Courtesy of STAR SOLUTION PROPERTIES LLC
View 16622 PARABLE WAY Winter Garden, FL MLS# O6376696
  • Virtual Tour
1 of 28
$649,000
4

Beds

3.0

Baths

2,136

Sq.Ft.

16622 PARABLE WAY

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 5443 BOWMAN DRIVE Winter Garden, FL MLS# O6408812
  • Recently Listed with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 5/23 12:00 PM - 2:00 PM
$649,000
4

Beds

4.1

Baths

2,656

Sq.Ft.

5443 BOWMAN DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 17031 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5110934
$646,090
5

Beds

4.0

Baths

2,680

Sq.Ft.

17031 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15543 PEBBLE RIDGE STREET Winter Garden, FL MLS# O6250356
$645,900
4

Beds

3.0

Baths

3,359

Sq.Ft.

15543 PEBBLE RIDGE STREET

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 13008 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398339
$644,000
4

Beds

3.1

Baths

2,460

Sq.Ft.

13008 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 7649 SILVER MEADOW STREET Winter Garden, FL MLS# G5112006
$642,745
5

Beds

4.0

Baths

2,705

Sq.Ft.

7649 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7519 SPRING VALLEY STREET Winter Garden, FL MLS# G5111997
$640,050
4

Beds

3.1

Baths

2,515

Sq.Ft.

7519 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8955 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6337042
$639,990
4

Beds

3.1

Baths

2,539

Sq.Ft.

8955 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 15033 LAKE BESSIE LOOP Winter Garden, FL MLS# A12001224
$639,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

15033 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of LOKATION
View 47 OAK STREET Winter Garden, FL MLS# O6370459
  • Virtual Tour
1 of 7
$639,000
Studio

Beds

0.0

Baths

47 OAK STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 17138 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5107975
$637,325
4

Beds

3.0

Baths

2,102

Sq.Ft.

17138 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE 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

1,050

Estimated median home price

$609,945
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 22
$200K - 300K 100
$300K - 400K 81
$400K - 500K 142
$500K - 600K 169
$600K - 700K 128
$700K - 800K 120
$800K - 900K 86
$900K - 1M 75
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 722
Townhouse 141
Condo 146
Commercial 10
Rental 214
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/22/2026)

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.

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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 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 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.

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Data is updated as of 5/22/2026.

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.

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Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 5/22/2026.

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 5/22/2026.