Winter Garden

Community Info

  • Price Range:
    $430,000-$2,750,000

ABOUT WINTER GARDEN LUXURY HOMES & REAL ESTATE

The winter wonderland in Florida is a place for people to escape from their busy lives. When you live here, there are many things at your fingertips - all within walking distance or easy driving distance! Whether it's shopping and dining on one side of town with everything else imaginable just waiting outside its borders; enjoying movies under stars while feeling like they're worlds away because nothing can touch them anywhere around these parts- no matter how far sound carries over water surfaces during nighttime hours either way---you'll find what makes this little community so special right before closing up tight every night. Winter Garden is a suburb of Orlando with a population of 45,978. Winter Garden is in Orange County and is one of the best places to live in Florida. Living in Winter Garden offers residents a sparse suburban feel and most residents own their homes.

What is it like to live in Winter Garden?

Winter Garden is a great place to live if you love being outdoors and around nature. While the city welcomes new neighborhoods and businesses, some of the nature preserves are protected. This ensures that the natural beauty will be around for wildlife to thrive and us to enjoy.

What is the demographic of winter garden?

The 5 largest ethnic groups in Winter Garden, FL are White (Non-Hispanic) (48%), White (Hispanic) (17.4%), Black or African American (Non-Hispanic) (13.4%), Asian (Non-Hispanic) (7.44%), and Two+ (Non-Hispanic) (4.63%).

Reasons You Should Buy a Luxury Home in Winter Garden, FL

Location of Winter Garden, FL

Winter Garden gets major brownie points for being in the perfect location! It’s tucked far enough away from the craziness of the theme parks for comfort, but close enough to take advantage of Central Florida’s attractions on a whim. Winter Garden combines stunning real estate, a rich history and a community of locals who live life on purpose. It’s no secret that Winter Garden is the new spot for both busy professionals and growing families.

Community – Living in Winter Garden, FL

Central Florida is known for its theme parks which attract millions of visitors each year. Everyone wants to visit Central Florida for the excitement, warm weather, and Mickey Mouse. Here in Winter Garden, we have a different vibe, we have that small-town feel. The gorgeous real estate, locally owned businesses, beautiful parks, and community events take you away from the hustle and bustle and touristy feel. Here you’ll get to know your neighbors and really build a community. Although Winter Garden became a city in 1908 it doesn’t make a difference if you were born here or have recently moved here. Our little city has been growing over the past decade. Over 10,000 people have moved to Winter Garden since 2010, this is a growth of 37.16%, making it a diverse city for anyone to call home. Here neighbors become friends, kids grow up together, and people wave as they pass by. It’s a place where members value community, inclusion, involvement, and look for opportunities to connect with others.

Education – Schools in Winter Garden, FL

Winter Garden is an extremely family-focused community. People move here because it’s a safe place to raise kids, make friends and enjoy life. It’s a huge plus for families that there are EXCELLENT schools. We’re not just talking about public schools, here, there are a variety of options to fit your family’s needs. Many of the public schools have received awards and are A-rated. Looking for an alternative to the public-school setting? Innovation Montessori is a quickly expanding public charter school in Winter Garden, and families also love Hope Charter and Legacy High School. There are also faith-based private schools like The Foundation Academy. Some Winter Garden families homeschool, some do virtual school. At the end of the day, Winter Garden gives parents the freedom to choose the best educational setting for their child to set them up for success. Winter Garden is also very close to Orlando’s colleges, many of them are only about a 30 min drive. This is great for those with older kids who want to continue their education while saving some money by continuing to live at home. Some of the colleges are Central University of Florida, Rollins College, Florida Technical College, and more.

Neighborhoods – New Developments

New developments are popping up throughout the community. Renowned builders like Ryan Homes and CalAtlantic Homes are making their mark in new neighborhoods, building high-end homes close to Downtown, the trail, and expanding Winter Garden. Neighborhoods give residents upscale options in real estate, offering spacious residences full of upgrades, resort-style amenities, and the security of a gated community. Families who score one of these brand-new homes can enjoy the quiet of the suburbs with the convenience and excitement of being close to downtown. Homes for sale in neighborhoods like Hickory Hammock and Cypress Reserve range anywhere from $300K-$700K and put residents smack in the middle of everything Winter Garden has to offer.

Weather in Winter Garden, FL

Weather is something to keep in mind when deciding where to call home. Lots of people from up north move to Winter Garden to escape the freezing winters. Some have two homes so they can enjoy the warmer winters here and still go back north to avoid the hot and humid summers we have here. Although we do have hot and humid summers here, we frequently have afternoon showers to cool things down. All in all, the weather is nice all year round. Just don’t forget about hurricane season. Winter Garden is centrally located in the state so we avoid most of the damage, but there’s still a change we will have some.

Retire in Winter Garden, FL

You’ve lived a good long life and have worked hard, now it’s time for you to RETIRE! Winter Garden is the perfect place to retire. In fact, the Downtown Winter Garden is as good as it gets. With great weather, beautiful nature, and diverse local restaurants and businesses you’ll always have something to do.

Winter Garden Luxury Homes for Sale by Orlando Best Real Estate

Call Orlando Best Real Estate @ 407.961.8412 for Winter Garden Luxury Homes for Sale. We Have all the MLS Listings for Winter Garden Luxury Homes & the entire Orlando Area.

Orlando Luxury Homes and Communities

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
349 MORNING VIEW DRIVE
 $799,000 7 / 4
 4,693sf N / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11630 FLYNN COURT
 $1,649,000 6 / 5
 3,922sf N / N
10139 AUSTRINA OAK LOOP
 $1,495,000 6 / 5
 4,493sf N / Y
7536 GREEN MOUNTAIN WAY
 $1,355,000 6 / 4
 4,806sf N / N
13044 LAKESHORE GROVE DRIVE
 $869,900 6 / 4
 3,775sf N / Y
15505 BELLE MEADE DRIVE
 $861,900 6 / 5
 4,686sf N / N
15613 CAMP DUBOIS CRESCENT
 $579,000 6 / 3
 2,630sf N / N

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
340 LAKEVIEW ROAD
 $2,750,000 5 / 5
 4,286sf N / Y
9080 MORGANA COURT
 $2,475,000 5 / 5
 5,390sf Y / Y
14640 PYLON COURT
 $2,400,000 5 / 5
 4,483sf Y / Y
7346 JOHN HANCOCK DRIVE
 $2,225,000 5 / 5
 4,092sf Y / Y
10117 ATWATER BAY DRIVE
 $2,164,000 5 / 4
 4,328sf Y / N
15680 PANTHER LAKE DRIVE
 $2,000,000 5 / 4
 4,329sf N / Y
1224 UNION CLUB DRIVE
 $1,975,000 5 / 5
 5,441sf Y / N
958 TILDENVILLE SCHOOL ROAD
 $1,950,000 5 / 4
 4,088sf N / Y
7766 MINUTEMEN LOOP
 $1,824,888 5 / 4
 4,716sf Y / N
16768 SANCTUARY DRIVE
 $1,690,000 5 / 4
 4,258sf Y / Y
9844 BEACH PORT DRIVE
 $1,400,000 5 / 3
 3,910sf Y / N
10291 ATWATER BAY DRIVE
 $1,395,000 5 / 3
 3,910sf Y / N
15716 PANTHER LAKE DRIVE
 $1,389,000 5 / 4
 4,693sf N / N
15732 SHOREBIRD LANE
 $1,215,000 5 / 4
 3,881sf N / Y
14507 WINTER STAY DRIVE
 $1,199,000 5 / 4
 3,950sf N / Y
9207 BUSACO PARK WAY
 $1,100,000 5 / 4
 3,291sf Y / N
9849 LOST CREEK DRIVE
 $1,050,000 5 / 3
 3,910sf Y / N
10699 PETRILLO WAY
 $997,000 5 / 4
 3,670sf N / Y
3179 SAILING PIER AVENUE
 $997,000 5 / 5
 4,272sf N / N
15378 GILLIGAN COURT
 $995,000 5 / 4
 3,672sf N / Y
8768 SONOMA COAST DRIVE
 $975,000 5 / 5
 3,416sf N / N
515 N BOYD STREET
 $975,000 5 / 4
 3,152sf N / Y
9573 MEADOW HUNT WAY
 $975,000 5 / 4
 3,849sf N / Y
10732 PETRILLO WAY
 $960,000 5 / 5
 4,014sf N / Y
14955 LEBEAU LOOP
 $958,000 5 / 4
 3,224sf N / Y
11063 HOLLOW BAY DRIVE
 $949,831 5 / 4
 3,225sf N / N
3198 SAILING PIER AVENUE
 $940,000 5 / 5
 4,541sf N / N
15113 MAYBERRY DRIVE
 $925,000 5 / 3
 2,927sf Y / Y
14572 BLACK QUILL DRIVE
 $925,000 5 / 3
 4,384sf N / N
14150 ALDFORD DRIVE
 $910,000 5 / 4
 3,602sf N / N
15315 GILLIGAN COURT
 $899,800 5 / 4
 4,014sf N / Y
14640 PORTER ROAD
 $899,000 5 / 4
 4,182sf N / N
408 EGRET PLACE DRIVE
 $879,000 5 / 4
 4,247sf Y / N
16164 POINT ROCK DRIVE
 $877,356 5 / 4
 3,225sf N / N
11027 HOLLOW BAY DRIVE
 $876,846 5 / 4
 2,866sf N / N
13978 LANYARD WAY
 $849,990 5 / 4
 3,610sf N / N
13996 LANYARD WAY
 $849,900 5 / 4
 3,687sf N / N
14728 SCOTT KEY DRIVE
 $849,000 5 / 3
 2,935sf N / Y
16146 POINT ROCK DRIVE
 $848,296 5 / 4
 3,225sf N / N
15242 HERON HIDEAWAY CIRCLE
 $809,000 5 / 4
 4,247sf N / N
617 MARSH REED DRIVE
 $800,000 5 / 4
 3,100sf N / Y
16124 AZURE KEY STREET
 $785,000 5 / 4
 2,840sf N / N
8113 KEY WEST DOVE STREET
 $775,000 5 / 4
 3,702sf N / N
13722 FOX GLOVE STREET
 $769,900 5 / 3
 3,082sf N / Y
13900 FOX GLOVE STREET
 $719,000 5 / 3
 3,887sf N / N
2644 SLAGROVE COURT
 $710,000 5 / 3
 3,336sf N / N
15313 HAYWORTH DRIVE
 $710,000 5 / 4
 3,649sf N / N
14481 BREAKWATER WAY
 $669,000 5 / 3
 3,690sf N / N
5502 NEW INDEPENDENCE PARKWAY
 $649,800 5 / 3
 3,220sf N / N
813 MARSH REED DRIVE
 $649,000 5 / 3
 3,088sf N / N
8111 PACIFIC LOON STREET
 $649,000 5 / 3
 2,668sf N / N
2806 BALFORN TOWER WAY
 $625,000 5 / 3
 2,814sf N / N
9106 CUT SHOT DR
 $609,000 5 / 3
 2,461sf N / N
611 MARSH REED DRIVE
 $599,900 5 / 4
 3,192sf N / N
9069 PINCH SHOT DR
 $583,000 5 / 3
 2,461sf N / N
7524 SUMMERLAKE GROVES STREET
 $574,000 5 / 3
 2,461sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
9201 TOWER PINE DRIVE
 $2,750,000 4 / 4
 4,886sf N / Y
1136 BRICK RD
 $2,199,999 4 / 3
 2,535sf N / N
15198 E OAKLAND AVENUE
 $2,195,000 4 / 4
 3,616sf N / Y
166 HAMMOCK PRESERVE LOOP
 $1,675,000 4 / 4
 3,186sf N / N
7031 BILLIE COURT
 $1,675,000 4 / 4
 3,487sf Y / N
5365 BOWMAN DRIVE
 $1,275,000 4 / 3
 4,000sf N / Y
15344 JOHNS LAKE POINTE BOULEV
 $1,187,600 4 / 4
 4,027sf Y / N
8836 LAKESHORE POINTE DRIVE
 $1,175,000 4 / 3
 3,104sf N / N
526 FIRST CAPE CORAL DRIVE
 $999,000 4 / 2
 2,751sf N / Y
15569 ORCHID ROSE COURT
 $997,000 4 / 4
 3,489sf N / N
931 KYLEE ALLEY
 $899,000 4 / 4
 2,831sf N / N
1331 MARBLE CREST WAY
 $895,000 4 / 4
 3,940sf N / Y
14645 SCOTT KEY DRIVE
 $887,000 4 / 3
 3,427sf N / Y
14711 WINTER STAY DRIVE
 $875,000 4 / 3
 2,662sf N / Y
15672 SHOREBIRD LANE
 $869,000 4 / 3
 2,799sf N / Y
16158 POINT ROCK
 $868,686 4 / 3
 3,327sf N / N
15149 CANOE PLACE
 $858,989 4 / 3
 3,304sf N / N
5427 ORANGE ORCHARD DRIVE
 $829,900 4 / 4
 3,278sf N / N
1034 HUNTSPOINT STREET
 $800,000 4 / 3
 2,219sf N / N
213 W TILDEN STREET
 $795,000 4 / 2
 2,100sf N / N
10133 MERRYMEETING BAY DRIVE
 $790,000 4 / 3
 3,267sf N / N
15641 SHORE WALK DRIVE
 $789,000 4 / 3
 3,267sf N / N
14602 WINTER STAY DRIVE
 $780,000 4 / 3
 3,433sf N / N
8972 SONOMA COAST DRIVE
 $775,000 4 / 3
 2,758sf N / N
16049 BAYOU CREST DRIVE
 $769,900 4 / 3
 2,117sf N / Y
8935 SONOMA COAST DRIVE
 $759,000 4 / 3
 2,181sf N / Y
16061 BAYOU CREST DRIVE
 $749,000 4 / 3
 2,117sf N / Y
8256 BAYVIEW CROSSING DRIVE
 $725,000 4 / 3
 2,557sf N / Y
13851 JOMATT LOOP
 $724,900 4 / 3
 2,809sf N / N
2454 BLACK LAKE BOULEVARD
 $720,000 4 / 2
 2,617sf Y / Y
13706 WERRINGTON DRIVE
 $715,000 4 / 3
 2,807sf N / N
15543 PEBBLE RIDGE STREET
 $709,800 4 / 3
 3,359sf N / Y
2510 BLACK LAKE BOULEVARD
 $699,000 4 / 3
 3,022sf N / N
14902 ARRENA ROAD
 $696,000 4 / 2
 3,392sf Y / N
11158 HOLLOW BAY DRIVE
 $691,945 4 / 3
 2,489sf N / N
14517 BLACK LAKE PRESERVE STRE
 $689,000 4 / 2
 2,569sf N / N
14753 SNOWY EGRET STREET
 $685,000 4 / 2
 2,587sf Y / N
6543 ORANGE CREAM ALLEY
 $679,900 4 / 3
 2,496sf N / N
7184 MALEBERRY RUN
 $675,000 4 / 3
 3,500sf Y / N
13557 PARKFIELD WAY
 $674,900 4 / 3
 2,350sf Y / N
113 W DIVISION STREET
 $665,900 4 / 2
 1,487sf N / N
15448 MURCOTT BLOSSOM BOULEVAR
 $665,000 4 / 3
 2,259sf N / N
14925 LEBEAU LOOP
 $665,000 4 / 3
 2,116sf N / N
15452 FIRELIGHT DRIVE
 $659,900 4 / 3
 2,648sf N / N
12749 BRODLOVE LANE
 $649,900 4 / 3
 2,781sf N / N
15058 SAWGRASS BLUFF DRIVE
 $639,900 4 / 2
 2,626sf N / N
16043 SCARPETTA STREET
 $634,900 4 / 3
 2,292sf N / N
14835 OLD THICKET TRACE
 $634,000 4 / 3
 2,646sf N / N
15531 WATERLEIGH COVE DRIVE
 $625,000 4 / 3
 2,295sf N / N
752 SANDY BAR DRIVE
 $625,000 4 / 3
 3,091sf N / N
15358 ARCADIA BLUFF LOOP
 $625,000 4 / 3
 2,441sf N / N
15408 LEBEAU LOOP
 $625,000 4 / 2
 2,415sf N / N
14894 OLD THICKET TRACE
 $620,000 4 / 3
 2,842sf N / N
600 EGRET PLACE DRIVE
 $620,000 4 / 2
 2,348sf N / Y
16262 FIREDRAGON DRIVE
 $615,000 4 / 2
 2,128sf N / N
14418 BAYUK WAY
 $615,000 4 / 3
 2,725sf N / N
16554 POINT ROCK DRIVE
 $609,000 4 / 3
 2,474sf N / N
14815 TULLAMORE LOOP
 $605,000 4 / 2
 2,314sf N / N
16484 ANGEL FISH ROAD
 $600,000 4 / 3
 2,472sf N / N
2018 BAY CLOVER DRIVE
 $600,000 4 / 2
 2,526sf N / N
15929 MOONLIGHT BAY STREET
 $593,999 4 / 3
 2,290sf N / N
1319 CASTLEPORT ROAD
 $580,000 4 / 2
 2,518sf N / N
16520 SILVER BROOK WAY
 $559,775 4 / 2
 2,114sf N / N
16496 SILVER BROOK WAY
 $552,065 4 / 2
 2,114sf N / N
14954 GUAVA BAY DRIVE
 $549,999 4 / 2
 2,204sf N / N
16538 SILVER BROOK WAY
 $549,065 4 / 2
 2,114sf N / N
660 EGRET PLACE DRIVE
 $549,000 4 / 2
 2,647sf Y / N
13224 FOX GLOVE STREET
 $549,000 4 / 2
 2,535sf N / N
523 CASCADING CREEK LANE
 $549,000 4 / 2
 2,365sf N / N
16508 SILVER BROOK WAY
 $542,385 4 / 2
 2,114sf N / N
12073 BRACCO STREET
 $540,000 4 / 2
 2,003sf N / N
16250 FIREDRAGON DRIVE
 $539,900 4 / 2
 2,128sf N / N
9330 MEADOW HUNT WAY
 $539,900 4 / 2
 2,072sf N / N
15038 MASTHEAD LANDING CIRCLE
 $535,000 4 / 2
 2,172sf N / N
14548 BLACK CHERRY TRAIL
 $520,000 4 / 2
 1,950sf N / N
9348 MEADOW HUNT WAY
 $517,000 4 / 2
 2,060sf N / N
632 MONTE VISTA WAY
 $499,900 4 / 2
 2,814sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2827 SANCTUARY LANE
 $2,750,000 3 / 2
 2,178sf N / N
521 LAKE COVE POINTE CIRCLE
 $1,625,000 3 / 3
 3,557sf Y / Y
17952 LOOKOUT HILL ROAD
 $1,325,000 3 / 2
 2,330sf N / N
15084 CANOPY COVER DRIVE
 $1,019,000 3 / 2
 2,270sf N / N
9318 LAKE HICKORY NUT DRIVE
 $895,000 3 / 2
 2,750sf Y / N
9008 SONOMA COAST DRIVE
 $839,900 3 / 2
 2,348sf Y / N
17877 PHIL C PETERS ROAD
 $825,000 3 / 2
 2,501sf N / Y
205 S WOODLAND STREET
 $799,000 3 / 2
 2,502sf N / N
15155 MAYBERRY DRIVE
 $679,000 3 / 2
 2,571sf Y / N
15456 GILLIGAN COURT
 $674,000 3 / 3
 2,571sf N / N
14563 BAHAMA SWALLOW BOULEVARD
 $649,900 3 / 2
 2,750sf N / N
9576 JACQUES ALLEY
 $645,000 3 / 2
 2,200sf N / N
3158 SAILING PIER AVENUE
 $629,900 3 / 2
 2,298sf N / N
690 CASCADING CREEK LANE
 $610,000 3 / 2
 2,365sf N / Y
7540 BISHOP SQUARE DRIVE
 $599,900 3 / 2
 2,270sf N / N
10301 AUSTRINA OAK LOOP
 $595,000 3 / 2
 2,078sf N / N
15019 VALVERSE ALY
 $587,000 3 / 2
 2,466sf N / N
11188 HOLLOW BAY DRIVE
 $585,795 3 / 2
 2,216sf N / N
14208 SHOCKLACH DRIVE
 $580,000 3 / 2
 2,197sf N / N
10372 AUSTRINA OAK LOOP
 $579,999 3 / 2
 2,082sf N / N
11176 HOLLOW BAY DRIVE
 $568,950 3 / 2
 2,027sf N / N
11834 SHINE VIEW LANE
 $568,950 3 / 2
 2,027sf N / N
15231 HONEYBELL DRIVE
 $565,000 3 / 2
 2,083sf N / N
12500 ENCORE AT OVATION WAY
 $559,000 3 / 2
 1,983sf N / N
5106 RAILROAD VINE ALLEY
 $550,885 3 / 2
 2,011sf N / N
11940 BRACCO STREET
 $549,730 3 / 2
 2,088sf N / N
5093 RAILROAD VINE ALLEY
 $545,000 3 / 2
 2,011sf N / N
12037 BRACCO STREET
 $530,000 3 / 2
 1,678sf N / N
16532 SILVER BROOK WAY
 $528,065 3 / 2
 1,788sf N / N
5223 PASSION FLOWER WAY
 $525,000 3 / 2
 1,788sf N / N
5711 HAMLIN GROVES TRAIL
 $525,000 3 / 3
 2,228sf N / N
5539 BOWMAN DRIVE
 $524,900 3 / 3
 2,148sf N / N
5133 PASSION FLOWER WAY
 $523,970 3 / 2
 1,678sf N / N
16484 SILVER BROOK WAY
 $521,000 3 / 2
 1,788sf N / N
14250 BRAEMAR STREET
 $520,000 3 / 2
 1,788sf N / N
17087 WYNFORD LANE
 $515,000 3 / 2
 1,774sf N / N
6735 PASTURELANDS PLACE
 $510,000 3 / 2
 2,184sf N / N
9422 WOODCRANE DRIVE
 $509,500 3 / 2
 2,037sf N / N
5911 GRASSY POINT ROAD
 $500,000 3 / 2
 2,046sf N / N
5099 RAILROAD VINE ALLEY
 $500,000 3 / 2
 1,678sf N / N
11960 BRACCO STREET
 $485,000 3 / 2
 1,678sf N / N
6837 PASTURELANDS PLACE
 $485,000 3 / 2
 1,650sf N / N
9389 MEADOW HUNT WAY
 $484,999 3 / 2
 1,829sf N / N
9456 KOMIKA LANE
 $480,000 3 / 2
 1,689sf N / N
16253 PEBBLE BLUFF LOOP
 $479,900 3 / 2
 1,700sf N / N
7024 OLD GREENFIELD LANE
 $465,000 3 / 2
 1,644sf N / N
12009 WALMSLEY ALLEY
 $460,000 3 / 2
 1,604sf N / N
711 BURCH AVENUE
 $450,000 3 / 2
 1,154sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
13563 PEARL BEACH STREET
 $430,000 2 / 2
 1,579sf N / N

Property Location

Community Info

  • Winter Garden
  • Price Range:
    $430,000-$2,750,000

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