View 13170 BOUNTY AVENUE Winter Garden, FL MLS# O6398807
$2,490
3

Beds

2.1

Baths

1,568

Sq.Ft.

13170 BOUNTY AVENUE

Winter Garden, FL

Courtesy of MAY HO REALTY
View 15146 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386816
$2,450
3

Beds

2.1

Baths

1,536

Sq.Ft.

15146 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 143 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6402229
  • Recently Listed with Virtual Tour
1 of 23
$2,400
3

Beds

2.0

Baths

1,453

Sq.Ft.

143 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1570 SCARLET OAK LOOP C Winter Garden, FL MLS# O6402586
  • Recently Listed with Virtual Tour
1 of 41
$2,400
3

Beds

2.1

Baths

1,696

Sq.Ft.

1570 SCARLET OAK LOOP C

Winter Garden, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 15002 WINDFLOWER ALLEY Winter Garden, FL MLS# O6360807
$2,350
3

Beds

2.1

Baths

1,536

Sq.Ft.

15002 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 399 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6364179
$2,300
3

Beds

2.1

Baths

1,592

Sq.Ft.

399 WINTER NELLIS CIRCLE

Winter Garden, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 14239 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390666
$2,300
2

Beds

2.1

Baths

1,266

Sq.Ft.

14239 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5148507
$2,300
3

Beds

2.1

Baths

1,365

Sq.Ft.

13527 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 15000 STRATUS LOOP B1 Winter Garden, FL MLS# O6308743
$2,295
2

Beds

2.0

Baths

1,023

Sq.Ft.

15000 STRATUS LOOP B1

Winter Garden, FL

Courtesy of THE APARTMENT BROTHERS LLC
View 15000 STRATUS LOOP B3 Winter Garden, FL MLS# O6308749
$2,290
2

Beds

2.0

Baths

1,055

Sq.Ft.

15000 STRATUS LOOP B3

Winter Garden, FL

Courtesy of THE APARTMENT BROTHERS LLC
View 7054 BROOMSHEDGE TRAIL TRAIL Winter Garden, FL MLS# S5139900
$2,280
2

Beds

2.1

Baths

1,200

Sq.Ft.

7054 BROOMSHEDGE TRAIL TRAIL

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 1404 SCARLET OAK LOOP Winter Garden, FL MLS# S5146208
$2,250
3

Beds

2.1

Baths

1,600

Sq.Ft.

1404 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13344 HARBOR SHORE LANE Winter Garden, FL MLS# S5143640
$2,200
2

Beds

2.1

Baths

1,234

Sq.Ft.

13344 HARBOR SHORE LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13362 DANIELS LANDING CIRCLE 13362 Winter Garden, FL MLS# O6383822
$2,200
2

Beds

2.1

Baths

1,293

Sq.Ft.

13362 DANIELS LANDING CIRCLE 13362

Winter Garden, FL

Courtesy of LAIN REALTY & PROPERTY MANAGEMENT
View 15327 OAK APPLE COURT 8B Winter Garden, FL MLS# S5146415
$2,200
3

Beds

2.1

Baths

1,544

Sq.Ft.

15327 OAK APPLE COURT 8B

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 216 DEEPCOVE ROAD Winter Garden, FL MLS# O6399926
$2,200
2

Beds

2.1

Baths

1,236

Sq.Ft.

216 DEEPCOVE ROAD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14443 PRUNNINGWOOD PLACE Winter Garden, FL MLS# A4692044
$2,200
2

Beds

2.1

Baths

1,228

Sq.Ft.

14443 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13349 HARBOR SHORE LANE Winter Garden, FL MLS# O6406385
  • Recently Listed with Virtual Tour
1 of 12
$2,159
2

Beds

2.1

Baths

1,236

Sq.Ft.

13349 HARBOR SHORE LANE

Winter Garden, FL

Courtesy of 407 PROPERTIES
View 6919 PASTURELANDS PLACE Winter Garden, FL MLS# O6387726
$2,100
2

Beds

2.1

Baths

1,209

Sq.Ft.

6919 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of RENT A FLORIDA HOME
View 1009 WESTSIDE DRIVE Winter Garden, FL MLS# O6386529
$2,050
3

Beds

2.0

Baths

1,180

Sq.Ft.

1009 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC

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

1,020

Estimated median home price

$612,250
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 - 200K20
$200K - 300K101
$300K - 400K78
$400K - 500K142
$500K - 600K155
$600K - 700K132
$700K - 800K117
$800K - 900K85
$900K - 1M79
$1M - Max110

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family696
Townhouse140
Condo140
Commercial11
Rental216
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/12/2026)

Information deemed reliable but not guaranteed.

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 5/13/2026.