View 14501 GROVE RESORT AVENUE 3109 Winter Garden, FL MLS# O6386655
$299,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3109

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14813 STRAHAN BOULEVARD Winter Garden, FL MLS# S5155609
$299,900
0.0

Baths

14813 STRAHAN BOULEVARD

Winter Garden, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • Virtual Tour
1 of 5
$299,000
0.0

Baths

0 9TH STREET

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
The time to sell is now! THE TIME TO SELL IS NOW!
View 17101 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6430801
$299,000
0.0

Baths

17101 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 14501 GROVE RESORT AVENUE 3429 Winter Garden, FL MLS# O6401719
$298,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3429

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6449034
$298,500
3

Beds

2.0

Baths

1,453

Sq.Ft.

1300 EASTERN PECAN PLACE 208

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 330 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# S5136841
$298,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 3706 Winter Garden, FL MLS# O6382574
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3706

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
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 345 E MAPLE STREET Winter Garden, FL MLS# O6448590
$295,000
2

Beds

1.0

Baths

556

Sq.Ft.

345 E MAPLE STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
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.
View 14501 GROVE RESORT AVENUE 3714 Winter Garden, FL MLS# O6315392
$289,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 Grove Resort Ave 3714 Winter Garden, FL MLS# A11949993
$289,000
2

Beds

2.0

Baths

14501 Grove Resort Ave 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 225 1ST STREET Winter Garden, FL MLS# TB8541424
$288,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

225 1ST STREET

Winter Garden, FL

Courtesy of HOMERIVER GROUP
View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6455495
$285,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 14501 GROVE RESORT AVENUE 1516 Winter Garden, FL MLS# S5160899
  • Recently Listed with Virtual Tour
1 of 11
$283,800
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1516

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 142 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# O6430454
$280,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

Courtesy of I HOMES REAL ESTATE
View 15613 BOGGY OAK CIRCLE 110A Winter Garden, FL MLS# O6450253
$279,000
2

Beds

2.0

Baths

1,216

Sq.Ft.

15613 BOGGY OAK CIRCLE 110A

Winter Garden, FL

Courtesy of COLEDEV REAL ESTATE LLC
View 14501 GROVE RESORT AVENUE 2532 Winter Garden, FL MLS# S5145848
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2532

Winter Garden, FL

Courtesy of FLARE PROPERTIES 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

947

Estimated median home price

$615,000
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 - 200K37
$200K - 300K73
$300K - 400K67
$400K - 500K143
$500K - 600K146
$600K - 700K115
$700K - 800K102
$800K - 900K103
$900K - 1M54
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family648
Townhouse142
Condo116
Commercial5
Rental249
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home1
Farms0

(Data as of 11/12/2026)

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 11/12/2026.

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 11/12/2026.