907 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 308 FOREST HAVEN DRIVE Winter Garden, FL MLS# O6376492
$1,180,000
4

Beds

2.1

Baths

3,534

Sq.Ft.

308 FOREST HAVEN DRIVE

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 15312 GILLIGAN COURT Winter Garden, FL MLS# O6372954
$1,175,000
5

Beds

4.1

Baths

3,652

Sq.Ft.

15312 GILLIGAN COURT

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 10067 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6361968
$1,170,000
6

Beds

5.0

Baths

4,305

Sq.Ft.

10067 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17661 DAVENPORT ROAD Winter Garden, FL MLS# O6350509
$1,150,000
3

Beds

3.0

Baths

2,400

Sq.Ft.

17661 DAVENPORT ROAD

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 15136 CANOE PLACE Winter Garden, FL MLS# O6358335
$1,150,000
5

Beds

4.1

Baths

3,917

Sq.Ft.

15136 CANOE PLACE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 740 GARDEN WEST TERRACE Winter Garden, FL MLS# O6378098
$1,150,000
5

Beds

4.0

Baths

2,890

Sq.Ft.

740 GARDEN WEST TERRACE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 5365 BOWMAN DRIVE Winter Garden, FL MLS# O6383338
$1,150,000
4

Beds

3.1

Baths

4,000

Sq.Ft.

5365 BOWMAN DRIVE

Winter Garden, FL

Courtesy of FORTERA REALTY LLC
View 9354 LAKE HICKORY NUT DRIVE Winter Garden, FL MLS# O6385808
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 3/7 1:00 PM - 3:00 PM
$1,150,000
3

Beds

3.1

Baths

2,278

Sq.Ft.

9354 LAKE HICKORY NUT DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 15267 MARITIME PINE DRIVE Winter Garden, FL MLS# G5103775
$1,149,565
6

Beds

4.0

Baths

3,907

Sq.Ft.

15267 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15625 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6379346
$1,120,000
5

Beds

4.1

Baths

3,886

Sq.Ft.

15625 SYLVESTER PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7832 FREESTYLE LANE Winter Garden, FL MLS# G5107680
$1,100,000
4

Beds

3.0

Baths

2,650

Sq.Ft.

7832 FREESTYLE LANE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 17608 DEER ISLE CIRCLE Winter Garden, FL MLS# O6350825
$1,085,000
4

Beds

2.1

Baths

3,144

Sq.Ft.

17608 DEER ISLE CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 8759 SONOMA COAST DRIVE Winter Garden, FL MLS# S5139789
$1,080,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8759 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 10472 PETRILLO WAY Winter Garden, FL MLS# O6382263
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$1,075,000
5

Beds

6.0

Baths

4,025

Sq.Ft.

10472 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 6505 SHORE JUNIPER STREET Winter Garden, FL MLS# G5109098
$1,058,809
6

Beds

4.0

Baths

4,236

Sq.Ft.

6505 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 100 TEMPLE GROVE DRIVE Winter Garden, FL MLS# NS1086151
$1,050,000
4

Beds

3.0

Baths

3,182

Sq.Ft.

100 TEMPLE GROVE DRIVE

Winter Garden, FL

View 100 TEMPLE GROVE DRIVE Winter Garden, FL MLS# NS1086151
$1,050,000
4

Beds

3.0

Baths

3,182

Sq.Ft.

100 TEMPLE GROVE DRIVE

Winter Garden, FL

Courtesy of ENGEL & VOLKERS NEW SMYRNA
View 14144 ALDFORD DRIVE Winter Garden, FL MLS# O6371046
$1,050,000
5

Beds

4.1

Baths

3,530

Sq.Ft.

14144 ALDFORD DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5391 GOLDEN APPLE DRIVE Winter Garden, FL MLS# O6329158
$1,049,900
6

Beds

4.0

Baths

4,124

Sq.Ft.

5391 GOLDEN APPLE DRIVE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 3035 IRISH PEACH DRIVE Winter Garden, FL MLS# O6381190
$1,049,000
5

Beds

4.1

Baths

3,788

Sq.Ft.

3035 IRISH PEACH DRIVE

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

896

Estimated median home price

$595,000
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 - 100K5
$100K - 200K13
$200K - 300K87
$300K - 400K78
$400K - 500K143
$500K - 600K138
$600K - 700K108
$700K - 800K89
$800K - 900K68
$900K - 1M58
$1M - Max109

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse127
Condo124
Commercial10
Rental221
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/5/2026)

Information deemed reliable but not guaranteed.

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 3/5/2026.

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/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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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.

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 3/5/2026.

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 3/5/2026.