View 6208 ARALIA IVY LANE Winter Garden, FL MLS# O6427212
$375,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6208 ARALIA IVY LANE

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 14501 GROVE RESORT AVENUE 2703 Winter Garden, FL MLS# O6427717
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2703

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 1728 Winter Garden, FL MLS# S5153949
$260,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1728

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5153929
$410,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of LEVO REAL ESTATE LLC
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.
View 13230 SERENE GLADE ROAD Winter Garden, FL MLS# G5114930
  • New Construction with Virtual Tour
1 of 50
$425,370
3

Beds

2.1

Baths

1,644

Sq.Ft.

13230 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 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 13158 BOUNTY AVENUE Winter Garden, FL MLS# O6421321
$389,000
3

Beds

2.1

Baths

1,567

Sq.Ft.

13158 BOUNTY AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
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
$349,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14031 PICARD ALLEY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 14942 WINDFLOWER ALLEY Winter Garden, FL MLS# O6420210
$391,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

14942 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of BR2US REALTY CORP
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 8019 JEREMY JOSEPH ALLEY Winter Garden, FL MLS# O6415530
$389,900
3

Beds

2.1

Baths

1,696

Sq.Ft.

8019 JEREMY JOSEPH ALLEY

Winter Garden, FL

Courtesy of SAUNDERS PLAKON
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 721 S WOODLAND STREET Winter Garden, FL MLS# O6419636
$400,000
2

Beds

1.0

Baths

1,034

Sq.Ft.

721 S WOODLAND STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC

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

943

Estimated median home price

$609,481
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 - 100K2
$100K - 200K36
$200K - 300K73
$300K - 400K67
$400K - 500K142
$500K - 600K148
$600K - 700K114
$700K - 800K104
$800K - 900K99
$900K - 1M54
$1M - Max104

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family644
Townhouse141
Condo118
Commercial5
Rental244
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home1
Farms0

(Data as of 11/10/2026)

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 11/11/2026.

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 11/11/2026.