1,001 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 9354 MEADOW HUNT WAY Winter Garden, FL MLS# O6400695
  • Recently Listed with Virtual Tour
1 of 50
$525,000
3

Beds

2.1

Baths

2,079

Sq.Ft.

9354 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP LLC
View 6165 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111538
$745,130
4

Beds

3.0

Baths

3,038

Sq.Ft.

6165 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16827 SANCTUARY DRIVE Winter Garden, FL MLS# S5148416
  • Recently Listed with Virtual Tour
1 of 64
$998,000
4

Beds

3.0

Baths

2,281

Sq.Ft.

16827 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of EASY REALTY SERVICES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17406 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402286
$847,000
5

Beds

4.1

Baths

3,427

Sq.Ft.

17406 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16440 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6402004
  • Recently Listed with Virtual Tour
1 of 29
$489,000
3

Beds

2.1

Baths

1,624

Sq.Ft.

16440 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 9354 LAKE HICKORY NUT DRIVE Winter Garden, FL MLS# O6402022
$1,049,000
Studio

Beds

0.0

Baths

9354 LAKE HICKORY NUT DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$815,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 345 WINTER STREET Winter Garden, FL MLS# O6402105
  • Recently Listed with Virtual Tour
1 of 18
$279,900
2

Beds

1.0

Baths

700

Sq.Ft.

345 WINTER STREET

Winter Garden, FL

Courtesy of THE NAVY HOUSE
View 15518 SUNQUAT DRIVE Winter Garden, FL MLS# O6402110
$620,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

15518 SUNQUAT DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 505 E GULLEY AVENUE Winter Garden, FL MLS# O6400317
  • Recently Listed with Virtual Tour
1 of 83
$899,000
4

Beds

3.1

Baths

3,399

Sq.Ft.

505 E GULLEY AVENUE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
  • Recently Listed with Virtual Tour
1 of 44
$795,000
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
View 7580 SPRING VALLEY STREET Winter Garden, FL MLS# G5111519
$693,230
4

Beds

3.1

Baths

2,515

Sq.Ft.

7580 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 837 GRANDE REGAL POINT Winter Garden, FL MLS# O6400571
  • Recently Listed with Virtual Tour
1 of 28
$479,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

837 GRANDE REGAL POINT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7212 DESERT MANDARIN STREET Winter Garden, FL MLS# O6401040
  • Recently Listed with Virtual Tour
1 of 52
$650,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7212 DESERT MANDARIN STREET

Winter Garden, FL

Courtesy of HOMESMART
View 7526 SPRING VALLEY STREET Winter Garden, FL MLS# G5111448
$676,245
5

Beds

4.0

Baths

2,680

Sq.Ft.

7526 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15314 AMBERBEAM BLVD Winter Garden, FL MLS# A12006754
  • Recently Listed with Virtual Tour
1 of 29
$549,900
3

Beds

2.0

Baths

2,230

Sq.Ft.

15314 AMBERBEAM BLVD

Winter Garden, FL

Courtesy of EQUITABLE COMPANY REALTORS
View 9433 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6401775
  • Recently Listed with Virtual Tour
1 of 62
$729,800
4

Beds

2.1

Baths

2,063

Sq.Ft.

9433 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 199 E CREST AVENUE Winter Garden, FL MLS# O6401923
  • Recently Listed with Virtual Tour
1 of 21
OPEN HOUSE: Saturday 4/25 9:00 AM - 7:00 PM
$525,000
3

Beds

2.0

Baths

1,659

Sq.Ft.

199 E CREST AVENUE

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 3430 TURNINGWIND LANE Winter Garden, FL MLS# G5111151
  • Recently Listed with Virtual Tour
1 of 56
$825,000
4

Beds

4.0

Baths

3,358

Sq.Ft.

3430 TURNINGWIND LANE

Winter Garden, FL

Courtesy of CENTURY 21 HANCOCK

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

997

Estimated median home price

$600,000
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 - 200K19
$200K - 300K98
$300K - 400K80
$400K - 500K148
$500K - 600K154
$600K - 700K127
$700K - 800K110
$800K - 900K88
$900K - 1M66
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family686
Townhouse137
Condo135
Commercial12
Rental220
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/25/2026)

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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© 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.

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 4/25/2026.

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 4/25/2026.

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 4/25/2026.