Winter Garden

Community Info

  • Price Range:
    $410,000-$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

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
15469 SHOREBIRD LANE
 $2,450,000 7 / 6
 5,976sf Y / Y
319 MORNING VIEW DRIVE
 $929,000 7 / 5
 4,900sf N / Y
349 MORNING VIEW DRIVE
 $850,000 7 / 4
 4,693sf N / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
15620 PANTHER LAKE DRIVE
 $2,500,000 6 / 4
 4,769sf N / Y
11630 FLYNN COURT
 $1,699,999 6 / 5
 3,922sf N / N
10139 AUSTRINA OAK LOOP
 $1,495,000 6 / 5
 4,493sf N / Y
7515 JOHN HANCOCK DRIVE
 $1,449,999 6 / 5
 4,816sf Y / N
7536 GREEN MOUNTAIN WAY
 $1,395,000 6 / 4
 4,806sf N / N
12788 GILLARD ROAD
 $1,380,000 6 / 4
 6,545sf Y / N
14357 UNITED COLONIES DRIVE
 $1,375,000 6 / 5
 4,840sf N / N
13044 LAKESHORE GROVE DRIVE
 $894,900 6 / 4
 3,775sf N / Y

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
9080 MORGANA COURT
 $2,475,000 5 / 5
 5,390sf Y / Y
1224 UNION CLUB DRIVE
 $2,100,000 5 / 5
 5,441sf Y / N
15680 PANTHER LAKE DRIVE
 $2,000,000 5 / 4
 4,329sf N / Y
260 DEER ISLE DRIVE
 $1,995,000 5 / 4
 4,714sf Y / N
557 LAKE COVE POINTE CIRCLE
 $1,800,000 5 / 4
 4,176sf Y / Y
10303 ATWATER BAY DRIVE
 $1,699,900 5 / 3
 3,910sf Y / Y
16768 SANCTUARY DRIVE
 $1,690,000 5 / 4
 4,258sf Y / Y
15716 PANTHER LAKE DRIVE
 $1,548,000 5 / 4
 4,693sf N / N
15644 PANTHER LAKE DRIVE
 $1,489,000 5 / 4
 4,453sf N / N
15732 SHOREBIRD LANE
 $1,250,000 5 / 4
 3,881sf N / Y
15769 SHOREBIRD LANE
 $1,199,000 5 / 4
 3,816sf N / Y
3302 MAINSAIL COURT
 $1,149,000 5 / 5
 4,272sf N / Y
15378 GILLIGAN COURT
 $1,100,000 5 / 4
 3,672sf N / Y
14513 WINTER STAY DRIVE
 $1,100,000 5 / 3
 4,305sf N / N
9207 BUSACO PARK WAY
 $1,100,000 5 / 4
 3,291sf Y / N
9849 LOST CREEK DRIVE
 $1,100,000 5 / 3
 3,910sf Y / N
10699 PETRILLO WAY
 $1,050,000 5 / 4
 3,670sf N / Y
9573 MEADOW HUNT WAY
 $1,029,000 5 / 4
 3,849sf N / Y
515 N BOYD STREET
 $999,000 5 / 4
 3,152sf N / Y
14955 LEBEAU LOOP
 $980,000 5 / 4
 3,224sf N / Y
8768 SONOMA COAST DRIVE
 $975,000 5 / 5
 3,416sf N / N
10732 PETRILLO WAY
 $970,000 5 / 5
 4,014sf N / Y
14572 BLACK QUILL DRIVE
 $959,000 5 / 3
 4,384sf N / N
3198 SAILING PIER AVENUE
 $940,000 5 / 5
 4,272sf N / N
14150 ALDFORD DRIVE
 $910,000 5 / 4
 3,602sf N / N
408 EGRET PLACE DRIVE
 $879,000 5 / 4
 4,247sf Y / N
16412 OLIVE HILL DRIVE
 $849,475 5 / 3
 3,093sf N / Y
16124 AZURE KEY STREET
 $839,000 5 / 4
 2,840sf N / N
15242 HERON HIDEAWAY CIRCLE
 $835,000 5 / 4
 4,247sf N / N
15165 HERON HIDEAWAY CIRCLE
 $829,900 5 / 4
 4,258sf N / Y
16195 POINT ROCK DRIVE
 $812,421 5 / 4
 2,866sf N / N
4717 WEATHERBELL ROAD
 $810,000 5 / 4
 4,278sf N / N
13722 FOX GLOVE STREET
 $789,900 5 / 3
 3,082sf N / Y
2644 SLAGROVE COURT
 $745,000 5 / 3
 3,336sf N / N
13716 FOX GLOVE STREET
 $740,000 5 / 2
 3,410sf N / Y
13545 FOX GLOVE STREET
 $735,000 5 / 3
 3,836sf N / N
9056 PINCH SHOT DRIVE
 $735,000 5 / 3
 3,296sf N / N
16719 SANCTUARY DRIVE
 $729,900 5 / 4
 2,836sf N / N
15313 HAYWORTH DRIVE
 $725,000 5 / 4
 3,649sf N / N
13900 FOX GLOVE STREET
 $725,000 5 / 3
 3,887sf N / N
14936 MASTHEAD LANDING CIRCLE
 $695,000 5 / 3
 2,826sf N / Y
646 MARSH REED DRIVE
 $675,000 5 / 4
 3,096sf Y / N
8111 PACIFIC LOON STREET
 $665,000 5 / 3
 2,668sf N / N
611 MARSH REED DRIVE
 $629,900 5 / 4
 3,192sf N / N
2806 BALFORN TOWER WAY
 $625,000 5 / 3
 2,814sf N / N
1030 BENDING OAK TRAIL
 $549,000 5 / 2
 2,212sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1136 BRICK RD
 $2,499,000 4 / 3
 2,535sf N / N
214 S WOODLAND STREET
 $1,990,000 4 / 2
 2,868sf N / Y
7031 BILLIE COURT
 $1,750,000 4 / 4
 3,487sf Y / N
5365 BOWMAN DRIVE
 $1,275,000 4 / 3
 3,743sf N / Y
15510 LAKE BURNETT SHORE COURT
 $1,200,000 4 / 3
 3,060sf Y / Y
16675 OTTERCHASE LANE
 $1,190,000 4 / 3
 3,255sf N / Y
526 FIRST CAPE CORAL DRIVE
 $999,000 4 / 2
 2,751sf N / Y
15569 ORCHID ROSE COURT
 $999,000 4 / 4
 3,489sf N / N
908 TILDEN OAKS TRAIL
 $975,000 4 / 3
 2,683sf N / N
931 KYLEE ALLEY
 $950,000 4 / 4
 2,831sf N / N
14645 SCOTT KEY DRIVE
 $939,000 4 / 3
 3,427sf N / Y
16328 WIND VIEW LANE
 $889,000 4 / 4
 3,408sf N / Y
15149 CANOE PLACE
 $879,000 4 / 3
 3,304sf N / N
14711 WINTER STAY DRIVE
 $875,000 4 / 3
 2,662sf N / Y
5427 ORANGE ORCHARD DRIVE
 $875,000 4 / 4
 3,209sf N / N
15672 SHOREBIRD LANE
 $875,000 4 / 3
 2,799sf N / Y
4789 TERRACE BLUFF STREET
 $865,000 4 / 4
 3,002sf N / N
15161 LAKE BESSIE LOOP
 $825,000 4 / 3
 3,502sf N / N
2842 BALFORN TOWER
 $799,000 4 / 3
 3,219sf N / Y
10133 MERRYMEETING BAY DRIVE
 $799,000 4 / 3
 3,267sf N / N
15313 LEBEAU LOOP
 $799,000 4 / 3
 2,545sf N / Y
13108 LAKESHORE GROVE DRIVE
 $795,000 4 / 3
 2,674sf N / Y
14518 BLACK QUILL DRIVE
 $785,000 4 / 2
 2,490sf N / N
14602 WINTER STAY DRIVE
 $780,000 4 / 3
 3,433sf N / N
14739 GLADE HILL PARK WAY
 $770,000 4 / 3
 2,935sf N / N
8729 EDEN COVE DRIVE
 $760,000 4 / 3
 2,910sf N / Y
8256 BAYVIEW CROSSING DRIVE
 $759,900 4 / 3
 2,557sf N / Y
14661 GLADE HILL PARK WAY
 $754,000 4 / 3
 2,935sf N / N
11003 HOLLOW BAY DRIVE
 $748,036 4 / 3
 2,113sf N / N
2510 BLACK LAKE BOULEVARD
 $729,000 4 / 3
 3,022sf N / N
2359 BARONSMEDE COURT
 $728,800 4 / 3
 2,617sf N / Y
13706 WERRINGTON DRIVE
 $715,000 4 / 3
 2,807sf N / N
15543 PEBBLE RIDGE STREET
 $709,800 4 / 3
 3,359sf N / Y
7837 BOSTONIAN DRIVE
 $709,000 4 / 3
 2,714sf N / N
14753 SNOWY EGRET STREET
 $709,000 4 / 2
 2,587sf Y / N
743 BROOKS FIELD DRIVE DRIVE
 $705,000 4 / 3
 3,027sf N / N
14902 ARRENA ROAD
 $699,000 4 / 2
 3,392sf N / N
14517 BLACK LAKE PRESERVE STRE
 $699,000 4 / 2
 2,569sf N / N
6543 ORANGE CREAM ALLEY
 $699,000 4 / 3
 2,496sf N / N
15335 CALMING BALSAM ALLEY
 $690,000 4 / 3
 2,459sf N / N
13557 PARKFIELD WAY
 $685,900 4 / 3
 2,350sf Y / N
14925 LEBEAU LOOP
 $685,000 4 / 3
 2,116sf N / N
15408 LEBEAU LOOP
 $670,000 4 / 2
 2,415sf N / N
6275 HAMLIN RESERVE BOULEVARD
 $650,000 4 / 3
 2,410sf N / N
12749 BRODLOVE LANE
 $649,900 4 / 3
 2,781sf N / N
14835 OLD THICKET TRACE
 $649,000 4 / 3
 2,646sf N / N
15058 SAWGRASS BLUFF DRIVE
 $645,000 4 / 2
 2,626sf N / N
15144 SPINNAKER COVE LANE
 $643,000 4 / 2
 2,153sf N / Y
16043 SCARPETTA STREET
 $640,000 4 / 3
 2,292sf N / N
6333 SCHOOLHOUSE POND ROAD
 $639,900 4 / 3
 2,607sf N / N
11182 HOLLOW BAY DRIVE
 $639,075 4 / 3
 2,494sf N / N
207 BLACK SPRINGS LANE
 $639,000 4 / 2
 3,311sf N / N
15358 ARCADIA BLUFF LOOP
 $635,000 4 / 3
 2,441sf N / N
16484 ANGEL FISH ROAD
 $630,000 4 / 3
 2,472sf N / N
15929 MOONLIGHT BAY STREET
 $622,000 4 / 3
 2,290sf N / N
14418 BAYUK WAY
 $615,000 4 / 3
 2,725sf N / N
14522 OLD THICKET TRACE
 $614,875 4 / 3
 2,717sf 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
14314 PLEACH STREET
 $605,000 4 / 3
 2,240sf N / N
16544 SILVER BROOK WAY
 $600,775 4 / 2
 2,114sf N / N
16061 TOLLINGTON ALLEY
 $599,000 4 / 3
 2,781sf N / N
16466 SILVER BROOK WAY
 $582,085 4 / 2
 2,114sf N / N
16448 SILVER BROOK WAY
 $580,765 4 / 2
 2,114sf N / N
523 CASCADING CREEK LANE
 $579,000 4 / 2
 2,365sf N / N
16538 SILVER BROOK WAY
 $577,065 4 / 2
 2,114sf N / N
660 EGRET PLACE DRIVE
 $575,000 4 / 2
 2,647sf Y / N
16508 SILVER BROOK WAY
 $570,385 4 / 2
 2,114sf N / N
5115 LAKE HAMLIN TRAIL
 $568,000 4 / 3
 2,300sf N / N
14722 PORTER ROAD
 $560,000 4 / 2
 2,063sf N / N
5772 LAUREL CHERRY AVENUE
 $559,900 4 / 3
 2,552sf N / N
5235 PASSION FLOWER WAY
 $559,000 4 / 2
 2,114sf N / N
15102 STUTTGART ALLEY
 $550,000 4 / 2
 2,204sf N / N
9330 MEADOW HUNT WAY
 $549,000 4 / 2
 2,072sf N / N
15160 AVENUE OF THE ARBORS
 $548,000 4 / 2
 2,123sf N / N
632 MONTE VISTA WAY
 $519,900 4 / 2
 2,814sf N / N
9348 MEADOW HUNT WAY
 $519,000 4 / 2
 2,060sf N / N
470 REGAL DOWNS CIRCLE
 $499,999 4 / 2
 2,316sf N / Y
2407 OAKINGTON STREET
 $489,999 4 / 2
 1,755sf N / N
6524 CALAMONDIN DRIVE
 $450,000 4 / 3
 1,853sf 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
9318 LAKE HICKORY NUT DRIVE
 $950,000 3 / 2
 2,750sf Y / N
14639 WINTER STAY DRIVE
 $698,999 3 / 3
 2,468sf N / N
15155 MAYBERRY DRIVE
 $679,000 3 / 2
 2,571sf Y / N
14563 BAHAMA SWALLOW BOULEVARD
 $659,900 3 / 2
 2,750sf N / N
3158 SAILING PIER AVENUE
 $639,900 3 / 2
 2,298sf N / N
690 CASCADING CREEK LANE
 $625,000 3 / 2
 2,365sf N / Y
12754 BRODLOVE LANE
 $614,000 3 / 2
 2,341sf N / N
18046 CIDER MILL LANE
 $584,190 3 / 2
 2,216sf N / N
309 BLACK SPRINGS LANE
 $580,000 3 / 2
 2,529sf N / N
14208 SHOCKLACH DRIVE
 $580,000 3 / 2
 2,197sf N / N
11164 HOLLOW BAY DRIVE
 $579,190 3 / 2
 2,216sf N / N
12500 ENCORE AT OVATION WAY
 $569,900 3 / 2
 1,983sf N / N
11176 HOLLOW BAY DRIVE
 $568,950 3 / 2
 2,027sf N / N
14214 SHOCKLACH DRIVE
 $565,000 3 / 2
 2,196sf N / N
15231 HONEYBELL DRIVE
 $565,000 3 / 2
 2,083sf N / N
5223 PASSION FLOWER WAY
 $562,665 3 / 2
 1,788sf N / N
16532 SILVER BROOK WAY
 $561,065 3 / 2
 1,788sf N / N
16137 AZURE KEY STREET
 $560,000 3 / 2
 2,250sf N / N
14154 SHOCKLACH DRIVE
 $558,000 3 / 2
 2,195sf N / N
11940 BRACCO STREET
 $557,000 3 / 2
 2,088sf N / N
5015 RAILROAD VINE ALLEY
 $555,000 3 / 2
 2,011sf N / N
5711 HAMLIN GROVES TRAIL
 $555,000 3 / 3
 2,228sf N / N
5106 RAILROAD VINE ALLEY
 $553,000 3 / 2
 2,011sf N / N
5133 PASSION FLOWER WAY
 $551,970 3 / 2
 1,678sf N / N
14250 BRAEMAR STREET
 $551,675 3 / 2
 1,788sf N / N
16484 SILVER BROOK WAY
 $549,875 3 / 2
 1,788sf N / N
5093 RAILROAD VINE ALLEY
 $543,000 3 / 2
 2,011sf N / N
16460 SILVER BROOK WAY
 $538,060 3 / 2
 1,678sf N / N
13748 WERRINGTON DRIVE
 $535,000 3 / 2
 1,796sf N / N
17087 WYNFORD LANE
 $530,000 3 / 2
 1,774sf N / N
17985 ADRIFT ROAD
 $529,900 3 / 2
 2,014sf N / N
7853 SUMMERLAKE GROVES STREET
 $515,000 3 / 2
 1,868sf N / N
16892 HYPATIA ALLEY
 $509,000 3 / 2
 1,685sf N / N
9456 KOMIKA LANE
 $500,000 3 / 2
 1,689sf N / N
11941 BRACCO STREET
 $500,000 3 / 2
 1,788sf N / N
5099 RAILROAD VINE ALLEY
 $500,000 3 / 2
 1,678sf N / N
10126 BEACH PORT DRIVE
 $498,000 3 / 2
 1,685sf N / N
9389 MEADOW HUNT WAY
 $495,000 3 / 2
 1,829sf N / N
6837 PASTURELANDS PLACE
 $485,000 3 / 2
 1,650sf N / N
12009 WALMSLEY ALLEY
 $485,000 3 / 2
 1,604sf N / N
9425 HOLLISTON CREEK PLACE
 $485,000 3 / 2
 1,838sf N / N
11944 BRACCO STREET
 $480,000 3 / 2
 1,678sf N / N
16253 PEBBLE BLUFF LOOP
 $479,900 3 / 2
 1,700sf N / N
14645 TULLAMORE LOOP
 $465,000 3 / 2
 1,703sf N / N
15321 BEAMLEIGH ROAD
 $425,000 3 / 2
 1,645sf N / N
579 SETTING SUN DRIVE
 $410,000 3 / 2
 1,994sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
15049 CANOPY COVER DR
 $1,150,000 2 / 2
 2,282sf N / Y

Property Location

Community Info

  • Winter Garden
  • Price Range:
    $410,000-$2,750,000

© 2025 John Hernandez, Realtor ® - All Rights Reserved - Trademarks and Brands are the Property of their Respective Owners