Winter Garden, FL Homes

Winter Garden with a population of about 30,000 began its greatest period of growth in the 1980's, when devastating freezes destroyed thousands of acres of citrus.  Developers began buying up decimated groves for new homes, creating new subdivisions seemingly overnight.  Then came a brilliant project called Rails to Trails, through which abandoned rail beds across the country were converted into hiking and biking trails. 

The popular West Orange Trail passes directly through Winter Garden providing an oasis for strollers and shoppers in an updated downtown shopping district with one-of-a-kind boutiques and a variety of restaurants. In 2001 the downtown district underwent a face-lift.  Brick streets were restored, old buildings were remodeled, and Centennial Fountain was constructed.  

Just a few miles south you will find Winter Garden Village at Fowler Groves, an open-air shopping center offering a multitude of shopping options from department stores to electronics to specialty retailers and over 20 restaurants and eateries to choose from.

The purchase of a home is a huge undertaking and something to be taken very seriously, because it will affect your future in such profound ways. But you already know this, so you'll be pleased to hear that a future in this community is just plain more likely to turn out well, owing to the providential qualities that are relatively universal to both properties and homes here. Ask any resident!

This city is widely known for its commitment to residents and visitors alike - we're proud of our past and we look forward to a bright future. This region affords a scenic backdrop for the homes and properties that comprise the local real estate market, as well as a huge variety of amenities. These amenities are designed to ease the lifestyle of residents while providing those quality services at reasonable rates.

 

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
134 Properties Found. Showing Page 1 of 17
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Exquisite Inside And Out! Casa De Leon, A True Example...

$4,950,000
Winter Garden, FL
6 br, 9 ba, 11,650 ft² Residential
Price:
$4,950,000
City:
Winter Garden
Beds:
6
Baths:
9
Type:
Residential
MLS® #:
O5083474
Provider:
Stockworth Realty Group

Exquisite Inside And Out! Casa De Leon, A True Example Of The Finest Craftmanship In Central Florida....

Photo of Listing #O5083474

You Won't Believe Your Eyes When You Walk Into This...

$1,999,999
Winter Garden, FL
6 br, 7 ba, 7,600 ft² Residential
Price:
$1,999,999
City:
Winter Garden
Beds:
6
Baths:
7
Type:
Residential
MLS® #:
O5028624
Provider:
Century 21 Professional Grp In

You Won't Believe Your Eyes When You Walk Into This Custom Built Estate Home Situated On Lake Hancock...

Photo of Listing #O5028624

Beautiflly Maintained Property! Home (furnished), Apartment,...

$1,750,000
Winter Garden, FL
11 br, 6 ba, 7,400 ft² Residential
Price:
$1,750,000
City:
Winter Garden
Beds:
11
Baths:
6
Type:
Residential
MLS® #:
O5100179
Provider:
Florida Sunshine Realty & Inv.

Beautiflly Maintained Property! Home (furnished), Apartment, To Garage Total 11,063 Sq Ft. All Are Contained...

Photo of Listing #O5100179

A Truly Unique Setting--lakefrontage In Both The Front...

$1,595,000
Winter Garden, FL
5 br, 4 ba, 3,918 ft² Residential
Price:
$1,595,000
City:
Winter Garden
Beds:
5
Baths:
4
Type:
Residential
MLS® #:
O5040810
Provider:
Lakefield Realty Group Llc

A Truly Unique Setting--lakefrontage In Both The Front And Rear Of This Exquisite Home In The Gated Isles...

Photo of Listing #O5040810

Independence-lakefront! See The Disney Fireworks Nightly!...

$1,290,000
Winter Garden, FL
4 br, 5 ba, 5,834 ft² Residential
Price:
$1,290,000
City:
Winter Garden
Beds:
4
Baths:
5
Type:
Residential
MLS® #:
O5066641
Provider:
Independence Realty Group Llc

Independence-lakefront! See The Disney Fireworks Nightly! Amazing Outdooor Living Area With Prime Lake...

Photo of Listing #O5066641

Step Into The Lap Of Luxury. Exquisitely Appointed...

$1,250,000
Winter Garden, FL
6 br, 7 ba, 6,684 ft² Residential
Price:
$1,250,000
City:
Winter Garden
Beds:
6
Baths:
7
Type:
Residential
MLS® #:
S4697005
Provider:
Prudential Results Realty

Step Into The Lap Of Luxury. Exquisitely Appointed Mediterranean Style Estate With Over 6,500 Ft' Of...

Photo of Listing #S4697005

This Property Is One Of The Most Prestigious And Historic...

$1,200,000
Winter Garden, FL
6 br, 8 ba, 5,426 ft² Residential
Price:
$1,200,000
City:
Winter Garden
Beds:
6
Baths:
8
Type:
Residential
MLS® #:
O5101011
Provider:
Suzi Karr Realty, Inc.

This Property Is One Of The Most Prestigious And Historic Properties In Central Florida. Known Locally...

Photo of Listing #O5101011

Lakefront - Independence - 5 Bedroom, 6.5 Bath Home...

$1,200,000
Winter Garden, FL
5 br, 7 ba, 5,555 ft² Residential
Price:
$1,200,000
City:
Winter Garden
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
O5086904
Provider:
Independence Realty Group Llc

Lakefront - Independence - 5 Bedroom, 6.5 Bath Home With Bonus Room Next To Park Area! Fantastic Location...

Photo of Listing #O5086904