View 16626 POINT ROCK DRIVE Winter Garden, FL MLS# O6453508
$3,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16626 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 15402 LEBEAU LOOP Winter Garden, FL MLS# O6453690
  • Recently Listed
1 of 64
$3,450
4

Beds

3.1

Baths

2,316

Sq.Ft.

15402 LEBEAU LOOP

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 15411 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6454390
$3,000
3

Beds

3.1

Baths

2,072

Sq.Ft.

15411 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of KARDOSH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14657 WINTER STAY DRIVE Winter Garden, FL MLS# S5160572
  • Recently Listed with Virtual Tour
1 of 41
$3,800
4

Beds

3.1

Baths

2,935

Sq.Ft.

14657 WINTER STAY DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 16833 EVERMORE ALLEY Winter Garden, FL MLS# O6454110
  • Recently Listed with Virtual Tour
1 of 25
$3,500
3

Beds

2.1

Baths

1,896

Sq.Ft.

16833 EVERMORE ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17882 ADRIFT ROAD Winter Garden, FL MLS# O6454117
  • Recently Listed with Virtual Tour
1 of 46
$3,999
4

Beds

3.0

Baths

2,931

Sq.Ft.

17882 ADRIFT ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 14766 PEEKSKILL DRIVE Winter Garden, FL MLS# O6453804
$2,150
2

Beds

2.1

Baths

1,406

Sq.Ft.

14766 PEEKSKILL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 17398 SWEET MORO DRIVE Winter Garden, FL MLS# O6452156
  • Recently Listed with Virtual Tour
1 of 81
$2,700
3

Beds

2.1

Baths

1,635

Sq.Ft.

17398 SWEET MORO DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 16130 WIND VIEW LANE Winter Garden, FL MLS# O6453937
  • Recently Listed with Virtual Tour
1 of 42
$3,500
4

Beds

3.1

Baths

2,031

Sq.Ft.

16130 WIND VIEW LANE

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 13111 FARO COURT Winter Garden, FL MLS# O6453961
  • Recently Listed with Virtual Tour
1 of 29
$4,400
5

Beds

4.0

Baths

3,243

Sq.Ft.

13111 FARO COURT

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 109 WINDTREE LANE N Winter Garden, FL MLS# G5119655
  • Recently Listed with Virtual Tour
1 of 14
$1,750
2

Beds

2.0

Baths

918

Sq.Ft.

109 WINDTREE LANE N

Winter Garden, FL

Courtesy of PROPERTY INVESTMENT SPECIALIST
View Address not provided Winter Garden, FL MLS# S5160514
  • Recently Listed with Virtual Tour
1 of 57
$2,850
3

Beds

2.1

Baths

1,817

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of ALTIS REALTY
View 5374 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6454113
  • Recently Listed with Virtual Tour
1 of 28
$3,500
4

Beds

3.0

Baths

2,038

Sq.Ft.

5374 LAKE VIRGINIA STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 13471 SAGESTONE DRIVE Winter Garden, FL MLS# O6454070
$2,699
3

Beds

2.1

Baths

1,814

Sq.Ft.

13471 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 16319 HONEY HARVEST STREET Winter Garden, FL MLS# S5160465
  • New Construction with Virtual Tour
1 of 23
$3,049
4

Beds

3.1

Baths

2,332

Sq.Ft.

16319 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6453210
  • Recently Listed with Virtual Tour
1 of 43
$2,800
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 8203 LAKEVIEW CROSSING DRIVE Winter Garden, FL MLS# S5160362
$2,900
3

Beds

2.1

Baths

2,170

Sq.Ft.

8203 LAKEVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of A+ HOME RENTALS LLC
View 17362 SWEET MORO DRIVE Winter Garden, FL MLS# O6453426
  • Recently Listed with Virtual Tour
1 of 25
$2,850
3

Beds

2.1

Baths

1,575

Sq.Ft.

17362 SWEET MORO DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1512 LINDZLU STREET Winter Garden, FL MLS# O6453474
$2,795
4

Beds

3.0

Baths

2,382

Sq.Ft.

1512 LINDZLU STREET

Winter Garden, FL

Courtesy of STATE PROPERTY MANAGEMENT LLC
View 1630 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6453042
  • Recently Listed with Virtual Tour
1 of 22
$2,600
4

Beds

2.1

Baths

1,606

Sq.Ft.

1630 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY 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

941

Estimated median home price

$599,900
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 - 200K36
$200K - 300K69
$300K - 400K71
$400K - 500K143
$500K - 600K155
$600K - 700K111
$700K - 800K108
$800K - 900K106
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family646
Townhouse142
Condo116
Commercial5
Rental227
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/2/2026)

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

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 11/2/2026.