View 14501 GROVE RESORT AVENUE 2135 Winter Garden, FL MLS# S5152482
$244,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2135

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 200 SOUTHERN PECAN CIRCLE 104 Winter Garden, FL MLS# O6424749
$290,000
3

Beds

2.0

Baths

1,340

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 104

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14501 GROVE RESORT AVENUE 3642 Winter Garden, FL MLS# TB8529117
$290,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3642

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View AVALON ROAD UNIT 53 Winter Garden, FL MLS# O6421486
$195,000
0.0

Baths

AVALON ROAD UNIT 53

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 13349 HARBOR SHORE LANE Winter Garden, FL MLS# G5114466
$307,000
2

Beds

2.1

Baths

1,236

Sq.Ft.

13349 HARBOR SHORE LANE

Winter Garden, FL

Courtesy of LIST NOW REALTY, LLC
View 14031 PICARD ALLEY Winter Garden, FL MLS# O6421215
$380,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14031 PICARD ALLEY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 14501 GROVE RESORT AVENUE 3303 Winter Garden, FL MLS# O6421329
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3303

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View Address not provided Winter Garden, FL MLS# O6420656
$212,000
1

Beds

1.0

Baths

942

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 397 ERON WAY 42 Winter Garden, FL MLS# O6420092
$199,999
3

Beds

2.0

Baths

930

Sq.Ft.

397 ERON WAY 42

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 359 DOUGLAS WAY 54 Winter Garden, FL MLS# O6420014
$214,000
2

Beds

2.0

Baths

930

Sq.Ft.

359 DOUGLAS WAY 54

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 5863 CYPRESS HILL ROAD Winter Garden, FL MLS# TB8522840
$355,000
2

Beds

2.1

Baths

1,594

Sq.Ft.

5863 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of ZENITH REALTY FIRM LLC
View 434 SAND LIME ROAD Winter Garden, FL MLS# O6416074
$239,900
2

Beds

1.1

Baths

1,302

Sq.Ft.

434 SAND LIME ROAD

Winter Garden, FL

Courtesy of CFL REALTY PROS LLC
View 304 ERON WAY 2 Winter Garden, FL MLS# O6419000
  • Virtual Tour
1 of 20
$153,900
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC
View 14501 GROVE RESORT AVENUE 1527 Winter Garden, FL MLS# O6418439
$170,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1527

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1701 E BAY STREET Winter Garden, FL MLS# O6413973
$289,000
2

Beds

2.0

Baths

825

Sq.Ft.

1701 E BAY STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 14903 DRIFTWATER DRIVE Winter Garden, FL MLS# S5151359
$370,000
3

Beds

2.1

Baths

1,745

Sq.Ft.

14903 DRIFTWATER DRIVE

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6411162
$242,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
$349,900
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN STREET

Winter Garden, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
$325,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

338 WINDFORD COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 13232 DANIELS LANDING CIRCLE Winter Garden, FL MLS# G5112999
$325,000
2

Beds

2.1

Baths

1,232

Sq.Ft.

13232 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of REAL BROKER, 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

995

Estimated median home price

$595,000
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 - 200K33
$200K - 300K75
$300K - 400K79
$400K - 500K153
$500K - 600K170
$600K - 700K108
$700K - 800K115
$800K - 900K102
$900K - 1M57
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family686
Townhouse151
Condo121
Commercial6
Rental226
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 10/14/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/14/2026.

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

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 10/14/2026.