View 515 N BOYD STREET Winter Garden, FL MLS# O6222919
$900,000
5

Beds

4.0

Baths

3,152

Sq.Ft.

515 N BOYD STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17561 SEIDNER ROAD Winter Garden, FL MLS# G5105438
$900,000
4

Beds

4.0

Baths

2,850

Sq.Ft.

17561 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 5074 BREEZY ACRES STREET Winter Garden, FL MLS# O6369788
  • Recently Listed with Virtual Tour
1 of 59
$900,000
7

Beds

4.1

Baths

4,720

Sq.Ft.

5074 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of NEW HEIGHTS REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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 10699 PETRILLO WAY Winter Garden, FL MLS# O6301935
$899,000
5

Beds

4.1

Baths

3,670

Sq.Ft.

10699 PETRILLO WAY

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 15916 CITRUS KNOLL DRIVE Winter Garden, FL MLS# O6341843
$899,000
5

Beds

3.1

Baths

2,843

Sq.Ft.

15916 CITRUS KNOLL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 15669 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6346904
  • Virtual Tour
1 of 97
OPEN HOUSE: Saturday 1/10 2:30 PM - 4:30 PM
$899,000
4

Beds

3.1

Baths

3,407

Sq.Ft.

15669 CITRUS HARVEST ROAD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 13147 FARO COURT Winter Garden, FL MLS# O6360828
$899,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

13147 FARO COURT

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 5217 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6363382
$899,000
4

Beds

3.1

Baths

3,144

Sq.Ft.

5217 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 16137 LEYLAND CYPRESS LANE Winter Garden, FL MLS# G5102317
$895,620
4

Beds

3.0

Baths

2,726

Sq.Ft.

16137 LEYLAND CYPRESS LANE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4940 PALMETTO PARK DRIVE Winter Garden, FL MLS# O6356578
$895,000
5

Beds

3.1

Baths

4,497

Sq.Ft.

4940 PALMETTO PARK DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 18025 MILLHOUSE WAY Winter Garden, FL MLS# O6358137
  • New Construction with Virtual Tour
1 of 10
$890,321
5

Beds

4.1

Baths

3,225

Sq.Ft.

18025 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16630 BROADWATER AVENUE Winter Garden, FL MLS# O6337568
$890,000
4

Beds

3.0

Baths

3,017

Sq.Ft.

16630 BROADWATER AVENUE

Winter Garden, FL

Courtesy of RE/MAX INNOVATION
View 14321 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6339534
$890,000
4

Beds

4.1

Baths

3,779

Sq.Ft.

14321 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
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 15372 GILLIGAN COURT Winter Garden, FL MLS# O6367059
$884,500
4

Beds

3.1

Baths

2,781

Sq.Ft.

15372 GILLIGAN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 18049 MILLHOUSE WAY Winter Garden, FL MLS# O6367428
  • New Construction with Virtual Tour
1 of 31
$882,200
4

Beds

3.1

Baths

3,327

Sq.Ft.

18049 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15859 SHOREBIRD LANE Winter Garden, FL MLS# O6363321
$880,000
4

Beds

3.1

Baths

2,812

Sq.Ft.

15859 SHOREBIRD LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 18043 MILLHOUSE WAY Winter Garden, FL MLS# O6359652
  • New Construction with Virtual Tour
1 of 48
$878,200
5

Beds

4.1

Baths

3,225

Sq.Ft.

18043 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14711 WINTER STAY DRIVE Winter Garden, FL MLS# O6294212
$875,000
4

Beds

3.0

Baths

2,662

Sq.Ft.

14711 WINTER STAY DRIVE

Winter Garden, FL

Courtesy of THE FLORIDA LOUNGE 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

783

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 - 200K11
$200K - 300K67
$300K - 400K78
$400K - 500K138
$500K - 600K117
$600K - 700K89
$700K - 800K71
$800K - 900K68
$900K - 1M48
$1M - Max90

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family504
Townhouse123
Condo111
Commercial9
Rental236
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/9/2026)

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 1/10/2026.