View 12626 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6365821
$660,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

12626 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 15388 ARCADIA BLUFF LOOP Winter Garden, FL MLS# O6361770
$659,990
3

Beds

4.1

Baths

2,640

Sq.Ft.

15388 ARCADIA BLUFF LOOP

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 17317 BEACHGRASS Winter Garden, FL MLS# O6365266
  • New Construction with Virtual Tour
1 of 23
$659,990
4

Beds

3.1

Baths

2,791

Sq.Ft.

17317 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17323 BEACHGRASS ALLEY Winter Garden, FL MLS# O6335729
  • New Construction
1 of 39
$659,900
4

Beds

3.1

Baths

2,780

Sq.Ft.

17323 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 15862 CITRUS GROVE LOOP Winter Garden, FL MLS# O6328959
$659,000
4

Beds

2.0

Baths

2,043

Sq.Ft.

15862 CITRUS GROVE LOOP

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 14481 BREAKWATER WAY Winter Garden, FL MLS# S5130541
$655,000
5

Beds

3.0

Baths

3,690

Sq.Ft.

14481 BREAKWATER WAY

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 6321 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105005
  • New Construction
1 of 2
$654,990
3

Beds

2.0

Baths

1,772

Sq.Ft.

6321 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14902 ARRENA ROAD Winter Garden, FL MLS# O6248982
  • Virtual Tour
1 of 40
$650,000
4

Beds

2.1

Baths

3,392

Sq.Ft.

14902 ARRENA ROAD

Winter Garden, FL

Courtesy of STAR SOLUTION PROPERTIES LLC
View 5439 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# L4957156
$650,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5439 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 14464 WHITTRIDGE DRIVE Winter Garden, FL MLS# G5104492
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 1/10 11:00 AM - 2:30 PM
$650,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

14464 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 8955 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6337042
$649,990
4

Beds

3.1

Baths

2,539

Sq.Ft.

8955 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 15452 FIRELIGHT DRIVE Winter Garden, FL MLS# S5131413
$649,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

15452 FIRELIGHT DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 10318 LOVE STORY STREET Winter Garden, FL MLS# O6339686
$649,900
3

Beds

2.0

Baths

2,089

Sq.Ft.

10318 LOVE STORY STREET

Winter Garden, FL

Courtesy of ZIRO REALTY
View 14334 BRAEMAR STREET Winter Garden, FL MLS# S5135696
$649,900
4

Beds

3.0

Baths

2,396

Sq.Ft.

14334 BRAEMAR STREET

Winter Garden, FL

Courtesy of NABE REALTY
View 15543 PEBBLE RIDGE STREET Winter Garden, FL MLS# O6250356
$649,800
4

Beds

3.0

Baths

3,359

Sq.Ft.

15543 PEBBLE RIDGE STREET

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 11045 BOSTWICK ALLEY Winter Garden, FL MLS# O6337436
$649,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

11045 BOSTWICK ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15007 BLACK SCOTER DRIVE Winter Garden, FL MLS# O6349179
$645,000
4

Beds

3.0

Baths

2,715

Sq.Ft.

15007 BLACK SCOTER DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13150 MORO COURT Winter Garden, FL MLS# S5137634
  • Recently Listed with Virtual Tour
1 of 43
$644,900
5

Beds

3.0

Baths

3,516

Sq.Ft.

13150 MORO COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 6226 MANUSCRIPT STREET Winter Garden, FL MLS# O6359078
$643,500
4

Beds

3.1

Baths

2,849

Sq.Ft.

6226 MANUSCRIPT STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12410 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6339538
$639,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

12410 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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

763

Estimated median home price

$585,000
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

Price Count
$0 - 100K 6
$100K - 200K 10
$200K - 300K 64
$300K - 400K 80
$400K - 500K 135
$500K - 600K 115
$600K - 700K 82
$700K - 800K 70
$800K - 900K 62
$900K - 1M 48
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 491
Townhouse 119
Condo 107
Commercial 9
Rental 223
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/6/2026)

Information deemed reliable but 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.

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 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

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 1/7/2026.

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 1/7/2026.