Winter Garden Properties

None other than former U.S. President Chester A. Arthur quipped that Winter Garden was the most beautiful city in the Sunshine State. That certainly says a lot, considering the state is home to miles of scenic coastlines.

However, the former president was certainly on to something. Winter Garden is beautiful, thanks in part to a richly historic downtown district. Arts, culture and dining are right on your doorstep, making it a vibrant place to reside.

The Facts on Winter Garden, Florida

Winter Garden is located west of Orlando, and it is found in Orange County. The total population of Winter Garden is approximately 35,000. However, it also falls within the Orlando-Kissimmee-Sanford Metropolitan Statistical Area, where the total population is a staggering 2.3 million.

Winter Garden has a warm and subtropical climate, making it a desirable place to live for those who enjoy sunny skies and an absence of extreme cold, even in the winter. Although Winter Garden grew as a direct result of the citrus industry, it is know better known for its downtown, its shops, its historic architecture and its ideal location.

Winter Garden and the Local School System

The city of Winter Garden falls within the Orange County Public School System, one of the best in the state. The city offers six public elementary schools to its youngest residents, and these are Dillard Street Elementary, Lake Whitney Elementary, Maxey Elementary, Tildenville Elementary, Whispering Oak Elementary and Sunridge Elementary.

The three public middle schools are Sunridge Middle, Bridgewater Middle and Lakeview Middle. One of the two public high schools is West Orange High, and the other is Westside Tech, where students can take technology classes as electives. You'll also find charter schools, private schools and special needs schools to ensure that all students are properly catered to.

What Makes Winter Garden Such a Special Place to Live?

One of the best things about living in this remarkable city is having Downtown Winter Haven right on your doorstep. You can tour art museums or admire outdoor sculpture gardens, or you might stroll along the sidewalks and take in the historic architecture.

Winter Garden also boasts miles of public trails where you can hike or ride a bike and enjoy the wonderful weather of the region. Winter Garden Village is an enormous shopping area with eateries, boutiques and department stores, ensuring you have access to all your everyday needs and more. If you ever crave city life and amenities, they are just a 20-minute drive away from home.

Winter Garden, Florida, is a lakeside city with a historic background and a charming downtown. Whatever your age or your background, you'll fall in love with this delightful destination beloved by its many residents.

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Properties For SaleSold Properties
  • $5,000,000
  • Residential Development
  • O5486295

Property Located In :village 1" Of Horizon W Est Master Development Plan.

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Courtesy of Property Investment Brokers
  • $4,988,000
  • Single Family Home
  • 9
  • 11,696
  • 6
  • 22,842
  • 2010
  • Deer Island
  • O5440873

Casa De Leon, An Exceptional Combination Of Value Impeccably Built Using The Finest Artesian Craftsmanship. Located Only 20 Minutes From Downtown Orlando, Disney, And The International Airports, This... Read More

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Courtesy of Coldwell Banker Ackley Realty
  • $2,995,000
  • Single Family Home
  • 6
  • 6,493
  • 5
  • 14,500
  • 2016
  • Savannah Ridge Sub
  • O5515802

A Paver Drive Leads To This Stunning French Chateau-style Home Nestled In A Gated Community. As You Enter The Estate You Are Greeted By A Gorgeous Double Staircase And Spanish Marble Floors That Span... Read More

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Courtesy of Premier Sothebys Int'l Realty
  • $2,950,000
  • Residential Development
  • O5525027

Welcome To Horizon West Village F Phenomenal Growth With 6 New Communities Surrounding Lake Cypress Nursery Bordering Lake Lartigue. Current Zoning Allows Townhomes, Village Homes, Charter School & A... Read More

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Courtesy of Premier Realty Partners Inc
  • $1,600,000
  • Single Family Home
  • 6
  • 5,548
  • 5
  • 8,614
  • 2007
  • Signature Lakes Prcl 01c
  • O5487567

The Most Incredible Home I Have Ever Seen In This Price Range - Every Luxury And Upgrade Available Has Been Used To Create This Masterpiece - You Must See It To Really Appreciate The Quality And Lake... Read More

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Courtesy of Vintage Realty Group Llc
  • $1,600,000
  • Single Family Home
  • 6
  • 4,547
  • 4
  • 7,779
  • 2004
  • Isles Lake Hancock Ph 02 48 06
  • O5490355

Lake Hancock Is Soon To Be One Of A Very Few Lakes In Central Florida Where You Can Boat To Boardwalk Boutiques, Dine At A Luxury Movie Theater, Or Fine Waterfront Restaurant. The Village Marina At... Read More

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Courtesy of Stockworth Realty Group
  • $1,548,225
  • Single Family Home
  • 4
  • 4,177
  • 4
  • 2016
  • Waterside
  • T2843783

Brand New Single Story Lakefront Home In Beautiful Waterside Community Overlooking Johns Lake, In Winter Garden!! Upgrades And Features Include: Hardwood Floors Throughout Main Living Areas, Gourmet... Read More

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Courtesy of Standard Pacific Of Tampa
  • $1,495,000
  • Single Family Home
  • 4
  • 4,408
  • 5
  • 6,274
  • 1989
  • None
  • O5508996

Perfectly And Privately Situated On Spring Fed Lake Roper, One Of The Sport's Most Sought After Waterski Lakes In The Nation, This Rare Lakefront Compound Boasts Over 1000 Ft Of Wrap Around Lake... Read More

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Courtesy of Stockworth Realty Group
  • $1,480,000
  • Single Family Home
  • 2
  • 2,990
  • 4
  • 3,672
  • 1998
  • Acreage & Unrec
  • O5493898

Beautiful One Of A Kind Property. Ten Acres, 4 Bedroom 2 Bath Home, 2/2 Manufactured Home. Bring Your Horses! Wonderful Mature Landscape With Fruit Trees And Lake Views. Fish From Your Own... Read More

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Courtesy of Regal R.e. Professionals Llc
  • $1,480,000
  • Single Family Use
  • Acreage & Unrec
  • O5493908

Rare Opportunity To Develop A Community Of Your Own! A 10.6 Acre Lot, 8.6 Build-able. The Parcel Features A Tranquil Private Fishing Pond And Views Of A Ski-friendly Lake. Located Just 10 Minutes... Read More

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Courtesy of Regal R.e. Professionals Llc
  • $1,350,000
  • Single Family Home
  • 6
  • 5,572
  • 5
  • 7,442
  • 2017
  • Summerlake
  • O5517132

Builder’s Display Model Home Is Now For Sale Fully Upgraded. Directly On Lake Hancock With Its Own Boat Dock. This Is A 2-story Home. Open, Two-story Family Room For Relaxing And Entertaining;... Read More

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Courtesy of K Co
  • $1,350,000
  • Single Family Home
  • 4
  • 3,747
  • 3
  • 6,406
  • 1985
  • Acreage & Unrec
  • O5524502

Discover This Private Waterfront Oasis With 377’ Of Sandy Shoreline Tucked Away In The Midst Of High Growth Of West Orange County. Unobstructed Water Views To Natural Conservation Across The Lake.... Read More

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Courtesy of Bhhs Florida Realty
  • $1,350,000
  • Single Family Use
  • O5525808

Prime Location In The Midst Of High Growth In West Orange County. 6 Acres With 374’ On 110 Acre Huckleberry Lake. Beautiful Unobstructed View With Western Exposure And Spectacular Sunsets. ... Read More

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Courtesy of Bhhs Florida Realty
  • $1,333,220
  • Single Family Home
  • 4
  • 4,468
  • 5
  • 2014
  • Hickory Hammock
  • T2825745

Builder’s Display Model Home Is Now For Sale. Tons Of Upgrades. Directly On John’s Lake So You Can Build You Own Boat Dock. This Is A 2-story Home, Master Bedroom With Balcony Overlooking Johns... Read More

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Courtesy of Standard Pacific Of Tampa
  • $1,195,000
  • Single Family Home
  • 4
  • 5,023
  • 4
  • 7,755
  • 2006
  • Woodbridge Ph 02
  • O5484229

Custom Built In 2006, This Custom Built Home Is An Absolute Beauty. Sitting On Just Over An Acre This 4 Bedroom 4 Bath Boasts Over 5,000 Heated Sq.ft. When Making Your Way Through The Mahogany Front... Read More

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Courtesy of Lakeside Realty Windermere Inc
  • $1,190,000
  • Single Family Home
  • 6
  • 4,977
  • 6
  • 6,578
  • 2014
  • Signature Lks-pcl 01d Ph 02
  • O5508068

Welcome To Your Luxury Dream Home! From The Moment You Approach The Driveway You'll Be Thoroughly Impressed By The Grand Stature Of This Magnificent Property. Located On An Oversized Lot With Private... Read More

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Courtesy of Engel & Volkers Clermont Windermere Leesburg
  • $1,140,500
  • Single Family Home
  • 6
  • 5,450
  • 5
  • 2016
  • Overlook At Hamlin
  • O5486842

Live The Lake Life With This Beautiful Lakefront Home That Sits On Lake Hancock! The Treviso Is A Spacious Home With Exquisite Features And Options. It Gracefully Blends Formal Areas Such As A... Read More

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Courtesy of Taylor Morrison Realty Of Fl Inc
  • $1,125,000
  • Single Family Home
  • 5
  • 4,163
  • 4
  • 5,364
  • 2015
  • Hickory Hammock Phase 1
  • O5512442

Luxury, Lakefront Home... A Magnificent 4 Bedroom, 4.5-bathroom Home That Is Nestled In The Hickory Hammock Community. Your Day Begins To Melt Away As You Drive Through The Quiet Community And Into... Read More

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Courtesy of Keller Williams At The Lakes
  • $1,099,995
  • Single Family Home
  • 7
  • 5,368
  • 6
  • 2017
  • Lakeshore Preserve
  • O5490596

Pre-construction. To Be Built - Available Spring 2018! Brand New Santa Bella Estate Home By Toll Brothers At Lakeshore. Warm Barrel Tile Roof And Stone Set The Mood For This Tuscan Inspired Home. An... Read More

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Courtesy of Orlando Tbi Realty Llc
  • $1,099,000
  • Single Family Home
  • 4
  • 4,766
  • 4
  • 6,450
  • 2014
  • Hickory Hammock Ph 1a
  • O5516180

Stunning, High End Home On One Of The Best Lakefront Lots In Hickory Hammock With No Front Or Rear Neighbors! Incredible Views Of The 2,600 Acre Johns Lake, Where You Can Truly Enjoy The Florida... Read More

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Courtesy of Stockworth Realty Group
  • $1,066,520
  • Single Family Home
  • 6
  • 3,546
  • 4
  • 2014
  • Hickory Hammock
  • T2822929

Builder’s Display Model Home Is Now For Sale. Tons Of Upgrades. Directly On John’s Lake So You Can Build You Own Boat Dock. This Is A Single Story Home With A Bonus Room Upstairs. 42”... Read More

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Courtesy of Standard Pacific Of Tampa
  • $1,026,544
  • Single Family Home
  • 4
  • 3,514
  • 5
  • 2014
  • Hickory Hammock
  • T2822953

Builder’s Display Model Home Is Now For Sale. Tons Of Upgrades. Directly On John’s Lake So You Can Build You Own Boat Dock. This Is A 2-story Home With A Giant Master Bedroom Overlooking Johns... Read More

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Courtesy of Standard Pacific Of Tampa
  • $999,990
  • Single Family Home
  • 4
  • 3,847
  • 5
  • 6,202
  • 2015
  • Hickory Hammock
  • O5510947

Gorgeous Lake Front Model Home Filled With Amazing Upgrades Throughout! This Open Concept Plan Home Has Many Great Layout Features Including Formal Dining Space, Private 1st Floor Guest Room With... Read More

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Courtesy of Keller Williams Advantage Rlty
  • $999,950
  • Single Family Home
  • 6
  • 5,345
  • 5
  • 2016
  • Overlook At Hamlin
  • O5514085

Live The Lake Life With This Beautiful Lake Front Home That Sits On Lake Hancock! Enjoy Boating, Skiing, Fishing Or Just Enjoying The View. Next To The Future Town Center In Horizons West. Builder... Read More

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Courtesy of Taylor Morrison Realty Of Fl Inc
  • $999,500
  • Single Family Home
  • 5
  • 4,758
  • 5
  • 6,172
  • 2006
  • Johns Landing Ph 1
  • O5520537

Stunning Southern California Designed Custom Home Sited Directly On Pristine John's Lake In Gated Johns Landing. The Impressive Facade Creates A Progressive Approach From The Outdoor Covered Loggia... Read More

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Courtesy of Premier Realty Partners Inc
  • $979,995
  • Single Family Home
  • 5
  • 4,213
  • 4
  • 2016
  • Lakeshore Preserve
  • O5509949

Pre-construction. To Be Built - Available Spring 2018! Brand New Bramante Tuscan Estate Home By Toll Brothers At Lakeshore. Warm Barrel Tile Roof And Stone Set The Mood For This Tuscan Inspired Home.... Read More

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Courtesy of Orlando Tbi Realty Llc
  • $975,000
  • Single Family Home
  • 5
  • 4,963
  • 6
  • 5,973
  • 2015
  • Overlook At Hamlin/west Lake Hancock Estates
  • O5437608

* $10,000 Buyer Bonus With Acceptable Offer In July! * Zoned For New Windermere High! * Newly Built 6-bedroom Tuscany Model With Pool And Beautiful Views Of Lake Hancock Ready Now! This Tm Favorite... Read More

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Courtesy of Stockworth Realty Group
  • $969,000
  • Single Family Home
  • 4
  • 5,996
  • 4
  • 7,586
  • 1974
  • Edgewater Beach Rep 02
  • T2880241

Gorgeous Lake Front Home With Nearly 6,000 Square Feet Of Living Space On A Quiet Cul-de-sac In The Highly Sought After Edgewater Beach Neighborhood Of Winter Garden. This Beautiful Home Features 4... Read More

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Courtesy of Redefy Real Estate
  • $950,000
  • Single Family Home
  • 6
  • 3,669
  • 4
  • 5,001
  • 2013
  • Avalon Estates
  • S4842807

Clients Recently Upgraded Flooring To Wood Grain Porcelain Tile..see New Photos Exquisite Custom Built Mediterranean Energy Efficient Home On 4.4 Acres With A Total Of 8.4 Acres With The Extra 4... Read More

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Courtesy of Keller Williams At The Lakes
  • $899,995
  • Single Family Home
  • 6
  • 4,227
  • 5
  • 2017
  • Lakeshore Preserve
  • O5509947

Pre-construction. To Be Built - Available Spring 2018! Brand New Maranello Spanish Colonial Estate Home By Toll Brothers At Lakeshore. From The Inviting Covered Front Entry Your Guests Are Welcomed... Read More

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Courtesy of Orlando Tbi Realty Llc

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