View 1338 UNION CLUB DRIVE Winter Garden, FL MLS# O6412710
  • Virtual Tour
1 of 47
OPEN HOUSE: Thursday 7/16 9:00 AM - 7:00 PM
$890,000
4

Beds

3.1

Baths

2,637

Sq.Ft.

1338 UNION CLUB DRIVE

Winter Garden, FL

View 11259 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419946
  • Recently Listed with Virtual Tour
1 of 68
$889,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11259 HOLLOW BAY DRIVE

Winter Garden, FL

View 11869 SHINE VIEW LANE Winter Garden, FL MLS# O6425097
  • Recently Listed with Virtual Tour
1 of 27
$887,066
5

Beds

4.1

Baths

3,225

Sq.Ft.

11869 SHINE VIEW LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15327 HERON HIDEAWAY CIRCLE Winter Garden, FL MLS# G5107891
$885,000
7

Beds

4.0

Baths

4,267

Sq.Ft.

15327 HERON HIDEAWAY CIRCLE

Winter Garden, FL

View 13978 LANYARD WAY Winter Garden, FL MLS# O6411513
$885,000
5

Beds

4.0

Baths

3,687

Sq.Ft.

13978 LANYARD WAY

Winter Garden, FL

View 12965 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6392975
  • New Construction with Virtual Tour
1 of 31
$882,932
5

Beds

4.1

Baths

3,101

Sq.Ft.

12965 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14776 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6416354
$880,000
4

Beds

3.1

Baths

2,876

Sq.Ft.

14776 MAGNOLIA RIDGE LOOP

Winter Garden, FL

View 11827 SHINE VIEW LANE Winter Garden, FL MLS# O6419995
  • Recently Listed with Virtual Tour
1 of 63
$879,831
5

Beds

4.1

Baths

3,225

Sq.Ft.

11827 SHINE VIEW LANE

Winter Garden, FL

View 15160 TEA TREE DRIVE Winter Garden, FL MLS# G5113740
  • New Construction with Virtual Tour
1 of 39
$879,806
4

Beds

3.0

Baths

2,740

Sq.Ft.

15160 TEA TREE DRIVE

Winter Garden, FL

View 6340 WILD PERSIMMON WAY Winter Garden, FL MLS# G5108490
$879,760
6

Beds

4.0

Baths

4,236

Sq.Ft.

6340 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9942 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6402319
$879,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

9942 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 519 TEAGARDEN COURT Winter Garden, FL MLS# O6416709
$878,000
4

Beds

3.0

Baths

3,061

Sq.Ft.

519 TEAGARDEN COURT

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5113601
$877,275
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16143 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5107301
$875,595
4

Beds

3.0

Baths

2,740

Sq.Ft.

16143 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 461 GERANIUM PARK WAY Winter Garden, FL MLS# O6403758
$875,000
3

Beds

3.1

Baths

2,432

Sq.Ft.

461 GERANIUM PARK WAY

Winter Garden, FL

View 419 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6395693
  • New Construction with Virtual Tour
1 of 35
$874,990
5

Beds

3.1

Baths

2,650

Sq.Ft.

419 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 276 SUMMER PINE STREET Winter Garden, FL MLS# O6384565
  • New Construction with Virtual Tour
1 of 25
$874,000
5

Beds

3.0

Baths

3,147

Sq.Ft.

276 SUMMER PINE STREET

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
  • New Construction with Virtual Tour
1 of 7
$871,831
5

Beds

4.1

Baths

3,225

Sq.Ft.

11265 HOLLOW BAY DRIVE

Winter Garden, FL

View 17606 LAKE STAR ROAD Winter Garden, FL MLS# O6382909
$870,000
4

Beds

3.1

Baths

2,605

Sq.Ft.

17606 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View Address not provided Winter Garden, FL MLS# O6424765
  • Recently Listed with Virtual Tour
1 of 45
$870,000
4

Beds

4.0

Baths

3,078

Sq.Ft.

Address not provided

Winter Garden, FL

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

957

Estimated median home price

$609,611
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 - 200K21
$200K - 300K91
$300K - 400K65
$400K - 500K137
$500K - 600K160
$600K - 700K101
$700K - 800K103
$800K - 900K89
$900K - 1M63
$1M - Max126

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family653
Townhouse134
Condo135
Commercial11
Rental201
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/15/2026)

Information deemed reliable but not guaranteed.

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 7/16/2026.