View 15267 MARITIME PINE DRIVE Winter Garden, FL MLS# G5103775
$1,149,565
6

Beds

4.0

Baths

3,907

Sq.Ft.

15267 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17608 DEER ISLE CIRCLE Winter Garden, FL MLS# O6350825
$1,025,000
4

Beds

2.1

Baths

3,144

Sq.Ft.

17608 DEER ISLE CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6346377
$1,000,000
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14327 WABASSO LOOP Winter Garden, FL MLS# O6347454
$899,990
5

Beds

4.0

Baths

3,710

Sq.Ft.

14327 WABASSO LOOP

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 17552 LAKE STAR ROAD Winter Garden, FL MLS# O6344668
$999,000
4

Beds

3.1

Baths

2,605

Sq.Ft.

17552 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15231 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102315
$885,385
5

Beds

4.0

Baths

3,675

Sq.Ft.

15231 MARITIME PINE DRIVE

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
View 6523 SHORE JUNIPER STREET Winter Garden, FL MLS# G5102345
$998,535
6

Beds

4.0

Baths

4,222

Sq.Ft.

6523 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15213 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102285
$899,360
4

Beds

3.0

Baths

2,879

Sq.Ft.

15213 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15280 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102291
$981,325
5

Beds

3.0

Baths

3,550

Sq.Ft.

15280 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15506 HONEY MANDARIN WAY Winter Garden, FL MLS# O6343579
$894,000
5

Beds

4.1

Baths

3,408

Sq.Ft.

15506 HONEY MANDARIN WAY

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 9549 BOLERO ROAD Winter Garden, FL MLS# O6340193
$997,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9549 BOLERO ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 10007 LITTLE ALCOVE LOOP Winter Garden, FL MLS# S5132434
$999,990
4

Beds

3.1

Baths

2,921

Sq.Ft.

10007 LITTLE ALCOVE LOOP

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 7104 TICKLEGRASS STREET Winter Garden, FL MLS# O6329696
$1,100,000
5

Beds

3.1

Baths

3,347

Sq.Ft.

7104 TICKLEGRASS STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 9493 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6325653
$999,000
4

Beds

3.1

Baths

3,211

Sq.Ft.

9493 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 851 9TH STREET Winter Garden, FL MLS# O6306969
$1,000,000
Studio

Beds

0.0

Baths

851 9TH STREET

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 17144 PHIL C PETERS ROAD Winter Garden, FL MLS# O6260547
$975,000
Studio

Beds

0.0

Baths

17144 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of HAMLIN REALTY
View 9849 LOST CREEK DRIVE Winter Garden, FL MLS# O6258009
$990,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9849 LOST CREEK DRIVE

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

1,046

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 - 200K23
$200K - 300K89
$300K - 400K79
$400K - 500K146
$500K - 600K171
$600K - 700K129
$700K - 800K115
$800K - 900K92
$900K - 1M72
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family731
Townhouse139
Condo136
Commercial11
Rental199
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/8/2026)

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 6/8/2026.