780 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 13545 PEARL BEACH STREET Winter Garden, FL MLS# S5139428
  • Adult Community with Virtual Tour
1 of 40
$429,375
2

Beds

2.0

Baths

1,579

Sq.Ft.

13545 PEARL BEACH STREET

Winter Garden, FL

Courtesy of IMAGINATION REALTY, INC
View 934 MCKINNON SQUARE Winter Garden, FL MLS# O6362523
$795,500
3

Beds

2.1

Baths

2,536

Sq.Ft.

934 MCKINNON SQUARE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15607 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6364144
$739,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

15607 SYLVESTER PALM DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10684 WORDS DRIVE Winter Garden, FL MLS# O6364184
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10684 WORDS DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 14501 GROVE RESORT AVENUE 2536 Winter Garden, FL MLS# O6364192
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2536

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 1527 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# O6364279
$569,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

1527 VISCAYA COVE BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 15688 ORANGE HARVEST LOOP Winter Garden, FL MLS# O6364300
$485,000
3

Beds

2.1

Baths

2,012

Sq.Ft.

15688 ORANGE HARVEST LOOP

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 634 FOSTER AVENUE Winter Garden, FL MLS# TB8451057
$315,000
2

Beds

1.0

Baths

696

Sq.Ft.

634 FOSTER AVENUE

Winter Garden, FL

Courtesy of FLAT FEE MLS REALTY
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 205 SURPRISE DRIVE Winter Garden, FL MLS# O6365188
$1,300,000
3

Beds

2.1

Baths

2,171

Sq.Ft.

205 SURPRISE DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14494 BREAKWATER WAY Winter Garden, FL MLS# S5139023
$720,000
5

Beds

3.0

Baths

3,638

Sq.Ft.

14494 BREAKWATER WAY

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 5526 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6365476
$720,000
5

Beds

3.0

Baths

2,240

Sq.Ft.

5526 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16180 ARBOR CREST ALLEY Winter Garden, FL MLS# A4673607
$409,000
3

Beds

2.1

Baths

1,996

Sq.Ft.

16180 ARBOR CREST ALLEY

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105040
$599,989
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13041 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105041
$619,989
3

Beds

2.1

Baths

2,078

Sq.Ft.

13041 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14649 OLD THICKET TRACE Winter Garden, FL MLS# O6362582
$524,900
5

Beds

4.1

Baths

3,436

Sq.Ft.

14649 OLD THICKET TRACE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 13266 HARBOR SHORE LANE Winter Garden, FL MLS# O6358126
$295,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

13266 HARBOR SHORE LANE

Winter Garden, FL

Courtesy of LAWYERS REAL ESTATE
View 13037 SERENE GLADE ROAD Winter Garden, FL MLS# G5104988
$574,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13037 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1016 HUNTSPOINT STREET Winter Garden, FL MLS# O6363691
$859,900
3

Beds

2.1

Baths

2,421

Sq.Ft.

1016 HUNTSPOINT STREET

Winter Garden, FL

Courtesy of LOKATION
View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6363707
$315,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

1300 EASTERN PECAN PLACE 208

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

789

Estimated median home price

$589,000
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 - 100K7
$100K - 200K8
$200K - 300K66
$300K - 400K80
$400K - 500K138
$500K - 600K123
$600K - 700K88
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family512
Townhouse120
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/30/2025)

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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© Copyright 2025 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 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.

Copyright 2025 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 12/30/2025.

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 12/30/2025.