View 15292 MARITIME PINE DRIVE Winter Garden, FL MLS# G5104771
$971,815
4

Beds

3.0

Baths

3,108

Sq.Ft.

15292 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6529 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104187
$970,460
4

Beds

3.0

Baths

3,108

Sq.Ft.

6529 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15268 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102318
$965,855
5

Beds

4.0

Baths

3,675

Sq.Ft.

15268 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10732 PETRILLO WAY Winter Garden, FL MLS# G5099434
$960,000
5

Beds

5.1

Baths

4,014

Sq.Ft.

10732 PETRILLO WAY

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 626 DUFF DRIVE Winter Garden, FL MLS# O6343772
  • Virtual Tour
1 of 36
$960,000
5

Beds

4.1

Baths

3,419

Sq.Ft.

626 DUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10551 PETRILLO WAY Winter Garden, FL MLS# O6368778
  • Recently Listed with Virtual Tour
1 of 91
$960,000
5

Beds

4.1

Baths

3,358

Sq.Ft.

10551 PETRILLO WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 9988 BEACH PORT DRIVE Winter Garden, FL MLS# O6353604
$958,000
4

Beds

4.1

Baths

3,408

Sq.Ft.

9988 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of U KEY REALTY
View 14955 LEBEAU LOOP Winter Garden, FL MLS# O6362955
$950,000
5

Beds

4.0

Baths

3,224

Sq.Ft.

14955 LEBEAU LOOP

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 15060 BRODIE LANE Winter Garden, FL MLS# O6292102
  • New Construction with Virtual Tour
1 of 79
$949,900
5

Beds

3.1

Baths

3,256

Sq.Ft.

15060 BRODIE LANE

Winter Garden, FL

Courtesy of HORIZON WEST REALTY
View 15976 CITRUS KNOLL DRIVE Winter Garden, FL MLS# O6356719
  • Virtual Tour
1 of 81
OPEN HOUSE: Saturday 1/3 12:00 PM - 3:00 PM
$949,000
5

Beds

3.1

Baths

2,953

Sq.Ft.

15976 CITRUS KNOLL DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 14327 WABASSO LOOP Winter Garden, FL MLS# O6347454
$945,000
6

Beds

4.0

Baths

3,710

Sq.Ft.

14327 WABASSO LOOP

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 15166 TEA TREE DRIVE Winter Garden, FL MLS# G5104190
$943,160
4

Beds

3.0

Baths

3,108

Sq.Ft.

15166 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15669 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6346904
  • Virtual Tour
1 of 97
OPEN HOUSE: Saturday 1/3 12:00 PM - 3:00 PM
$940,000
4

Beds

3.1

Baths

3,407

Sq.Ft.

15669 CITRUS HARVEST ROAD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 873 GAYLE MILL DRIVE Winter Garden, FL MLS# O6368964
$940,000
4

Beds

3.1

Baths

2,677

Sq.Ft.

873 GAYLE MILL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14282 CREEKBED CIRCLE Winter Garden, FL MLS# O6365928
$939,900
4

Beds

4.0

Baths

3,479

Sq.Ft.

14282 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 985 HUNTSPOINT STREET Winter Garden, FL MLS# O6287898
$929,500
5

Beds

4.0

Baths

3,084

Sq.Ft.

985 HUNTSPOINT STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 9929 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6359676
$925,000
5

Beds

4.1

Baths

4,034

Sq.Ft.

9929 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of DIDOMENICO REALTY GROUP
View 18031 MILLHOUSE WAY Winter Garden, FL MLS# O6359623
  • New Construction with Virtual Tour
1 of 31
$923,951
4

Beds

3.1

Baths

3,327

Sq.Ft.

18031 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16175 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5104189
$920,308
4

Beds

3.0

Baths

3,108

Sq.Ft.

16175 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13214 DENDY WAY Winter Garden, FL MLS# O6366658
  • New Construction with Virtual Tour
1 of 71
$920,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

13214 DENDY WAY

Winter Garden, FL

Courtesy of KICANTO REALTY

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

774

Estimated median home price

$589,000
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 - 100K6
$100K - 200K8
$200K - 300K64
$300K - 400K82
$400K - 500K132
$500K - 600K123
$600K - 700K85
$700K - 800K68
$800K - 900K63
$900K - 1M49
$1M - Max94

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family502
Townhouse117
Condo110
Commercial9
Rental224
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/3/2026)

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 1/4/2026.