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

For More Info Please Call Bobby Luthra 407-468-0099

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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
  • $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
  • $1,537,500
  • 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
  • $1,516,680
  • 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
  • $1,480,000
  • 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
  • $1,333,220
  • 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
  • $1,249,990
  • Single Family Home
  • 6
  • 5,744
  • 6
  • 6,804
  • 2014
  • Johns Cove 43/104
  • O5499678

Johns Lake Waterfront 6 Bedroom 6 Bath Custom Built Pool Home. East Facing .67 Acre With 94ft Of Lake Frontage. Johns Cove, Is An Intimate Gated Community With Private Boat Ramp On Johns Lake, A 2400... Read More

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Courtesy of All Real Estate & Investments
  • $1,225,000
  • 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
  • $1,199,000
  • Single Family Home
  • 8
  • 5,578
  • 6
  • 8,447
  • 2014
  • West Lake Hancock Estates Phase 1
  • O5476810

Spectacular Lakefront Home In The Sought-after Overlook At Hamlin. Unobstructed Water Views Abound From This Newly-built And Upgraded Treviso Model Built To Impress. Enter The Double Doors To An... Read More

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Courtesy of Stockworth Realty Group
  • $1,190,000
  • Single Family Home
  • 6
  • 4,474
  • 5
  • 6,629
  • 2015
  • Hickory Hammock Ph 1d
  • O5490680

Breath Taking Home Directly On Johns Lake Is Waiting For Your Personal Tour. Large Home With Custom Features Throughout. The Spacious Foyer Greets Your Guest And Flows Directly Into The Great Room.... Read More

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Courtesy of C21/carthen Realty
  • $1,155,000
  • Single Family Home
  • 4
  • 3,747
  • 3
  • 6,406
  • 1985
  • Acreage & Unrec
  • G4823591

$25,000 Buyer's Bonus To Enable The New Owners To Personalize The Home To Fit Their Needs. Family Compound Potential!! This 5.67 Acres Parcel Has Orange County Approval And Entitlements For Up To 6... Read More

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Courtesy of Pyke-porter Properties, Inc.
  • $1,139,500
  • 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 I
  • $1,125,000
  • Single Family Home
  • 5
  • 4,163
  • 4
  • 5,364
  • 2015
  • Hickory Hammock
  • O5491433

**welcome To The Amazing Gated Community Of Hickory Hammock**a One Of A Kind Direct Lakefront (must See The Sunsets) Upgraded Home With 4 Bedrooms-4 .5 Bathrooms-screened In Upgraded Pool & Spa-tile... Read More

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Courtesy of Buckley Realty
  • $1,099,995
  • Single Family Home
  • 7
  • 5,368
  • 6
  • 2017
  • Lakeshore Preserve
  • O5490596

Pre-construction. To Be Built. 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 Enchanting Two-story... Read More

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Courtesy of Orlando Tbi Realty Llc
  • $1,078,990
  • Single Family Home
  • 5
  • 4,847
  • 5
  • 7,240
  • 2017
  • Hickory Hammock
  • O5485068

Under Construction. This Brand New Luxury Home With Panoramic Views Of Johns Lake Will Be Move-in Ready By February 2017! It Is Located On A Spectacular, Serene Peninsula, In A Section Of The... Read More

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Courtesy of Keller Williams Advantage Rlty
  • $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
  • R4706163

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 M/i Homes Of Orlando Llc
  • $975,000
  • Single Family Home
  • 5
  • 4,963
  • 6
  • 5,973
  • 2015
  • Overlook At Hamlin/west Lake Hancock Estates
  • O5437608

Newly Built 6-bedroom Tuscany Model With Pool And Beautiful Views Of Lake Hancock Ready Now! This Builder Favorite Offers A Gated Courtyard For Privacy And A Welcoming And Elegant Entrance Into... Read More

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Courtesy of Stockworth Realty Group
  • $950,000
  • Single Family Home
  • 6
  • 3,669
  • 4
  • 5,001
  • 2013
  • Avalon Estates
  • S4842807

Exquisite Custom Built Mediterranean Energy Efficient Home On 4.4 Acres With A Total Of 8.4 Acres With The Extra 4 Acre Parcel That Is Also For Sale Offers Luxury And Showcases The Attention To... Read More

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Courtesy of Keller Williams At The Lakes
  • $949,900
  • Single Family Home
  • 4
  • 4,235
  • 5
  • 5,806
  • 1962
  • Westfield Lakes Ph 02
  • O5492702

This Very Special Craftsman Style Home Includes A Contiguous 12+ Acre Lot With An Enormous Private Pond, Including A Pier, Fishing Dock & Fountain. It’s An Extremely Private, Estate Sized Property... Read More

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Courtesy of Keller Williams Classic Realty
  • $899,990
  • Single Family Home
  • 5
  • 4,004
  • 4
  • 2015
  • Latham Park
  • O5461144

Lake Front Living At Its Best, Gorgeous Ashton Woods Model Estate Pool Home On Lake Huckleberry, Enjoy Amazing Sunsets From Your Private Boat Dock Or The Second Floor Balcony Of This Beautiful 4... Read More

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Courtesy of Ashton Orlando Residential Llc
  • $899,990
  • Single Family Home
  • 6
  • 5,252
  • 5
  • 7,326
  • 2016
  • Summerlake
  • O5489175

Under Construction, Almost Finished...please Note: Pics Are From Another Completed Home. Same Model. Brand New Bremore Iv Floorplan Only A Few Weeks Away From Completion... With 80 Ft Of Direct... Read More

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Courtesy of Re/max Properties Sw Inc.
  • $899,900
  • Single Family Home
  • 3
  • 3,218
  • 4
  • 4,380
  • 1989
  • Deer Island
  • O5488342

Waterfront On Johns Lake! Private Gated Community Of Estate Homes On Deer Island! This One Acre Waterfront Residence Is A Boater's Dream --- Bi-level Boat Dock With Electric Winch Provides The... Read More

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Courtesy of Coldwell Banker Residential Re
  • $899,000
  • Single Family Home
  • 4
  • 3,284
  • 5
  • 7,468
  • 1997
  • Lake Avalon Groves Rep
  • O5502589

“and All The Eye Can Behold”… This Beautiful Estate Home Sits High In The Hills And Showcases A View Of The Fireworks Of Disney At Night As Well As The Splendor Of Nature’s Fireworks At... Read More

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Courtesy of Ipg Realty Llc
  • $890,000
  • Other
  • O5184879

Property Is Part Of The Horizon West Development, And Portions Of The Property Have Been Designated As Townhomes For Its Future Land Use. Presently, The Land Is Suitable To Build A Home. Zoning... Read More

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Courtesy of Bhhs Florida Realty
  • $879,000
  • Single Family Home
  • 6
  • 4,235
  • 6
  • 5,560
  • 2017
  • Canopy Oaks Ph 1
  • O5505742

*ready To Move In* Ar Bailey Homes Proudly Presents Our Newest Model - The Lockhart! Authentic Italian Architecture & Luxury Detail Make This 6br/5.5ba/3-car Garage Home Custom & Unique. A Barrel... Read More

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Courtesy of Passage Realty Llc
  • $859,000
  • Single Family Home
  • 5
  • 3,971
  • 4
  • 5,534
  • 2017
  • Signature Lakes Ph 2
  • O5490116

"pre-construction. To Be Built". Arthur Rutenberg Homes Introduces "st. George," The Newest Addition To Our Award-winning Plan Collection. Upon Arrival You Will Immediately Feel The Warmth Of The... Read More

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Courtesy of Re/max Town Centre

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