View 14501 GROVE RESORT AVENUE 2536 Winter Garden, FL MLS# O6364192
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2536

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 16180 ARBOR CREST ALLEY Winter Garden, FL MLS# A4673607
$389,000
3

Beds

2.1

Baths

1,996

Sq.Ft.

16180 ARBOR CREST ALLEY

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1407 Winter Garden, FL MLS# O6362982
$299,900
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1407

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3535 Winter Garden, FL MLS# S5138632
$389,990
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3535

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 3716 Winter Garden, FL MLS# O6360135
$399,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3716

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3712 Winter Garden, FL MLS# O6359458
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3712

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 1428 SCARLET OAK LOOP Winter Garden, FL MLS# O6359131
$359,900
3

Beds

2.1

Baths

1,592

Sq.Ft.

1428 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of ERIC BRESS REAL ESTATE LLC
View 271 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6360837
$340,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

271 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 11079 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6358387
$399,990
3

Beds

2.1

Baths

1,868

Sq.Ft.

11079 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14501 GROVE RESORT 2335 Winter Garden, FL MLS# O6358008
$299,000
2

Beds

2.0

Baths

1,468

Sq.Ft.

14501 GROVE RESORT 2335

Winter Garden, FL

Courtesy of PFS REALTY LLC
View 14501 GROVE RESORT AVENUE 1603 Winter Garden, FL MLS# O6357304
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1603

Winter Garden, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 14501 GROVE RESORT AVENUE 1612 Winter Garden, FL MLS# S5136940
$299,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1612

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 14501 GROVE RESORT AVENUE 3222 Winter Garden, FL MLS# O6352238
$330,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3222

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 330 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# S5136841
$315,000
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 14421 VASHONS WAY Winter Garden, FL MLS# TB8436750
$345,000
2

Beds

2.1

Baths

1,088

Sq.Ft.

14421 VASHONS WAY

Winter Garden, FL

Courtesy of LIPPLY REAL ESTATE
View 329 W BAY STREET Winter Garden, FL MLS# O6349821
$399,000
2

Beds

1.0

Baths

1,004

Sq.Ft.

329 W BAY STREET

Winter Garden, FL

Courtesy of SHAHRAM SONDI + CO.
View Address not provided Winter Garden, FL MLS# S5135980
$319,900
3

Beds

2.0

Baths

1,499

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of HOMESMART
View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6347744
$360,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2423

Winter Garden, FL

Courtesy of REVEL REALTY 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

817

Estimated median home price

$590,000
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 - 100K7
$100K - 200K11
$200K - 300K78
$300K - 400K82
$400K - 500K137
$500K - 600K116
$600K - 700K101
$700K - 800K74
$800K - 900K67
$900K - 1M55
$1M - Max89

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family539
Townhouse120
Condo118
Commercial7
Rental237
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/2/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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.

Data is updated as of 2/2/2026.

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

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 2/2/2026.