Winter Garden, Florida · Real Estate & Relocation Guide

Winter Garden, FL: a citrus town with the parks next door.

Plant Street and the West Orange Trail in the middle of town. Horizon West, the lakes and the 429 to the south. Here is how to find the Winter Garden neighborhood that fits the way you want to live.

48,063Residents, U.S. Census estimate (July 1, 2025)
34787Zip code for homes (34777 and 34778 are P.O. box only)
143Communities with their own guide
$684,000Median single-family sale, Stellar MLS (12 months)
Why people move here

Citrus-town roots, minutes from Disney.

Winter Garden grew up on citrus and the railroad along the south shore of Lake Apopka. When the freezes of the 1980s ended the groves, the old rail line became the West Orange Trail and downtown became one of the most loved main streets in Central Florida.

Today you can live in a 1940s bungalow and walk to dinner on Plant Street, or buy new construction in Horizon West and be at Walt Disney World in about 15 minutes. Same address, very different days.

Most of my relocation clients pick Winter Garden for the parks and stay for the downtown.

Winter Garden at a glance

🍊 Historic downtown with a Saturday farmers market

🚲 West Orange Trail runs right through downtown

🌊 Lake Apopka, Johns Lake, Black Lake and the Horizon West lakes

🛣 SR 429, Florida's Turnpike, SR 408 and SR 50

🏰 Southern neighborhoods a few miles from Walt Disney World

🏠 Historic bungalows, gated golf and lake communities, and new construction

Proximity to the magic

Drive times from Winter Garden

Winter Garden is big, so where you live changes the math. The southern neighborhoods sit closest to the parks; downtown sits closest to Orlando.

  • Walt Disney World, from Ovation and Horizon West ~10 to 20 min
  • Walt Disney World, from downtown ~20 to 25 min
  • Downtown Orlando via SR 408 ~25 to 30 min
  • Orlando International Airport (MCO) ~35 to 40 min
  • Windermere ~10 to 15 min
  • Clermont ~15 min

Approximate off-peak drive times. SR 50, the 429 interchanges and the 408 slow down at rush hour. Send me your work address and I will map your real commute from any street before you choose.

Where to live

Find your part of Winter Garden

Start with the area that fits how you live, then pick the community. Each link opens that community's guide with live listings.

Walkable

Historic Downtown & Plant Street

Brick streets, front porches and Plant Street a short walk or golf cart ride away. Older bungalows sit beside newer infill homes and townhomes. About 20 to 25 minutes to Walt Disney World off-peak.

Best for: downsizers and relocators who want to walk to dinner and the Saturday market.

Lake + trail

North Winter Garden & Lake Apopka

The north side of town toward Lake Apopka, with established neighborhoods, a few gated pockets and the West Orange Trail close by. About 25 to 30 minutes to Walt Disney World off-peak.

Best for: buyers who want more house for the money a few minutes from downtown.

Golf + convenience

Stoneybrook & East Winter Garden

Guard-gated golf at Stoneybrook West, established gated neighborhoods off Daniels and Tilden Roads, and quick access to the 429, the Turnpike and Winter Garden Village. About 15 to 20 minutes to Walt Disney World off-peak.

Best for: commuters and golfers who want everything close.

Town center living

Hamlin & Horizon West Town Center

Newer homes and townhomes around Hamlin Town Center, with lake parks and boardwalks on Lake Hancock. About 10 to 15 minutes to Walt Disney World off-peak.

Best for: relocators who want new construction with dinner and errands nearby.

Resort amenities

Horizon West Lakes

Master-planned lake communities with clubhouses and resort pools, including Summerlake and Waterleigh, each with an elementary school inside the neighborhood. About 10 to 15 minutes to Walt Disney World off-peak.

Best for: upsizers and relocators who want amenities they will use.

Closest to Disney

Ovation & Near the Parks

The southern end of Winter Garden off Avalon and Hartzog Roads, where newer communities sit a few miles from Walt Disney World. About 5 to 10 minutes to Walt Disney World off-peak.

Best for: relocators who want proximity to the magic.

Next door

Oakland, Ocoee & Windermere

Winter Garden borders the Town of Oakland, Ocoee and Windermere. Several Oakland neighborhoods, like Oakland Park and Johns Landing, carry a Winter Garden 34787 address.

Best for: buyers deciding between West Orange towns.

Schools

Orange County Public Schools

Most of Winter Garden is served by Orange County Public Schools. High school assignments are usually West Orange High or Horizon High, depending on the address, and several Horizon West elementary and middle schools have earned A grades on recent Florida report cards. Summerlake and Waterleigh each have an elementary school inside the community.

Private options nearby include Foundation Academy and Windermere Preparatory School. Homes with a Winter Garden mailing address west of the county line are served by Lake County Schools. Always confirm zoning for a specific home before you write an offer.

Quick notes

School grades change every year, and OCPS adjusts zones as Horizon West grows.

A neighbor's school is not always your school, especially on the edges of Horizon West.

I check the zoned schools on every home I show you.

Life in Winter Garden

What a weekend looks like

🥕 Farmers market

Saturday mornings in historic downtown, with local produce, food and crafts a block from Plant Street.

🍺 Plant Street Market

A downtown food hall with a craft brewery, local vendors and a patio right on the West Orange Trail.

🎭 Garden Theatre

The restored historic theatre on Plant Street hosts plays, concerts and films, steps from downtown dining.

🚲 West Orange Trail

The old rail line turned paved trail, running through downtown toward Oakland, Winter Garden and Apopka.

🛍 Shopping and dining

Winter Garden Village at Fowler Groves and Hamlin Town Center cover dining, shopping and errands on both ends of town.

🦅 Lake Apopka

Fishing, birding and sunsets on the city's north side. The Oakland Nature Preserve boardwalk is right next door.

The numbers

Winter Garden market snapshot

A downtown townhome, a Horizon West family home and a Johns Lake estate are different markets. Here is each type of home on its own, from Stellar MLS, for the 12 months ending September 30, 2026.

$210,000Condos, median sale price49 closed sales, 53 days on market, 95% of list price. Down 18.3% from $257,000 the year before. Includes condo-hotel units at The Grove Resort.
$430,000Townhomes, median sale price357 closed sales, 32 days on market, 99% of list price. Down 1.4% from $435,990 the year before.
$684,000Single-family homes, median sale price1607 closed sales, 33 days on market, 98% of list price. Up 5.4% from $649,000 the year before.
$399,500Villas and other, median sale price18 closed sales, 66 days on market, 99% of list price. Mostly Del Webb Oasis villas.

September 2026: townhomes sold at a $400,000 median across 21 sales, down 8.3% from $436,245 across 32 sales in September 2025. September 2026: single-family homes sold at a $728,000 median across 159 sales, up 12.9% from $645,000 across 122 sales in September 2025. The same month had 5 condos and 4 villas and other close, too few for a monthly median. Property type is how the listing agent entered it in Stellar MLS. 2,031 closed sales in all in zip 34787 over the 12 months, which also covers some Town of Oakland and Lake County homes. Each community guide has its own market card. Stellar MLS figures as of the dates shown, deemed reliable but not guaranteed. For live comps on a specific Winter Garden home, request a custom report.

Live MLS listings

Winter Garden homes for sale right now

Straight from the MLS. Save the search and get new Winter Garden listings the day they hit.

Start of list of properties

Every community, A to Z

All Winter Garden communities

Tap any community for its guide, amenities and homes for sale today.

30 North ParkAccolades at OvationAlexander RidgeAmberleighAvalon CoveAvalon ReserveAvalon RidgeAvalon WoodsBay IsleBelle MeadeBlack Lake ParkBlack Lake PreserveBradford CreekBrandy CreekBronsons LandingCanopy OaksCarriage PointeChapin StationCobblestoneCountry Lakes EstatesCourtlea OaksCove at HamlinCovington ChaseCovington ParkCrown Point SpringsCypress ReserveDaniels CrossingDaniels LandingDeer IslandDeerfield PlaceDel Webb OasisDillard PointeEdgewater BeachEmerald RidgeEnclave at HamlinEncore at OvationEsplanade at McKinnon GrovesFoxcrestFullers CrossingFullers LandingGarden HeightsGlenview EstatesGlynwoodGrove Park at StonecrestGrovehurstHamilton GardensHamlin MeadowsHamlin PointeHamlin ReserveHamlin RidgeHarvest at OvationHawksmoorHeritage at Plant StreetHickory HammockHickory Nut EstatesHighland Ridge, Winter GardenHighlands at Summerlake GrovesHorizon IsleIndependenceIsland PointeIsles of Lake HancockJohns Lake PointeJohns Lake Urban VillageLake Cove PointeLake Hancock PreserveLake Roberts LandingLake Star at OvationLakeshore Horizon WestLakeside at HamlinLakeview PointeLakeview PreserveLakeview ReserveLakeview Village EstatesLatham ParkMagnolia WoodMcAllister LandingMezzanoNorthlake at OvationOakglen EstatesOaks at Brandy LakeOrange CoveOrchard HillsOrchard ParkOsprey RanchOverlook at HamlinOxford ChasePalisades CondosPanther ViewPark Avenue EstatesPark Place at Winter GardenParkview at HamlinPlant Street CommonsPleasant ParkRavennaRegal PointeRegency OaksRoper ReserveSanctuary at HamlinSerenade at OvationShadow LawnShorefront CoveShowalter ParkSilverleaf OaksSilverleaf ReserveSouthern Pines CondosStanton EstatesSterling PointeStone CreekStoneybrook WestStorey GroveSummerlakeSummerlake GrovesSummerlake ReserveSunset LakesThe Grove ResortTilden PlaceTraditionsTribute at OvationTucker OaksTuscanyTwinwatersValencia ShoresVerde ParkVillage GroveWalkers GroveWaterleighWatermarkWaterside Winter GardenWest Lake Hancock EstatesWestfield LakesWesthaven at OvationWestside TownhomesWincey Groves at HamlinWindermere CrossingWindham ParkWinding BayWindward CayWinter Garden ShoresWinter GroveWinter OaksWintermere HarborWintermere PointeWoodbridge on the Green

Nearby Communities

Winter Garden not quite the fit? These are right next door.

Is Winter Garden your fit?

Three kinds of buyers land here

Moving from out of state

You want the parks close without living in a tourist zone. Most people I help relocate do it from a laptop and a map. I know these streets, and I can narrow 143 communities down to the three that fit before you book the flight.

Need more room

You have outgrown your first home. Horizon West and the lake communities give you more bedrooms, more yard and amenities you will actually use, without adding time to the drive.

Ready for less house

You want more life and less lawn. A golf cart neighborhood near Plant Street, a townhome in Hamlin or a 55+ community near Ovation can be the best move you make.

Free guides

Buying or selling in Winter Garden?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Winter Garden works, from new construction versus resale to what to verify on HOA, CDD, city or county and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Winter Garden, FL FAQ

How far is Winter Garden from Walt Disney World?

It depends on the part of town. Ovation and southern Horizon West sit roughly 5 to 15 minutes from Walt Disney World off-peak, Hamlin and the Horizon West lakes about 10 to 15, and historic downtown about 20 to 25 using SR 429.

What is the median home price in Winter Garden, FL?

It depends on the type of home, so I report each one separately. Per Stellar MLS, for the 12 months ending September 30, 2026, Winter Garden (zip 34787) condos sold at a $210,000 median across 49 sales, townhomes sold at a $430,000 median across 357 sales, single-family homes sold at a $684,000 median across 1607 sales, and villas and other sold at a $399,500 median across 18 sales. Compared with the year before: condos down 18.3%; townhomes down 1.4%; single-family homes up 5.4%. A single overall median would mostly track the mix of townhomes and houses that happened to close, so I price by type, community and floor plan.

What do homes sell for in different Winter Garden neighborhoods?

Over the 12 months ending September 30, 2026, among communities with 5 or more closed sales of a type, Stellar MLS single-family medians ranged from $335,000 at Daniels Crossing to $1,475,000 at Twinwaters, and townhome medians from $224,000 at Westside Townhomes to $620,000 at Lakeshore Horizon West. Waterleigh was the busiest, with 170 single-family closings at a $688,000 median. Every community guide below has its own Stellar MLS market card.

What zip code is Winter Garden, FL?

Homes in Winter Garden use 34787. The 34777 and 34778 zip codes are P.O. box only. Some homes with a Winter Garden mailing address sit in unincorporated Orange County, the Town of Oakland or just over the Lake County line, so check the jurisdiction and county for taxes and schools.

Is Horizon West part of Winter Garden?

Not exactly. Horizon West is a master-planned area of unincorporated southwest Orange County, and most of it carries a Winter Garden 34787 mailing address. It includes Hamlin, Summerlake, Waterleigh and Ovation. Taxes and services follow the county, so I confirm city or county for every address.

Is downtown Winter Garden walkable?

Yes. Plant Street has restaurants, shops, the Garden Theatre and a Saturday farmers market, the West Orange Trail runs right through it, and several nearby neighborhoods are in the golf cart district.

What schools serve Winter Garden?

Orange County Public Schools serves most of Winter Garden. High school assignments are usually West Orange High or Horizon High, depending on the address, and Summerlake and Waterleigh each have an elementary school inside the community. Assignments change, so verify with the OCPS School Locator.

How many people live in Winter Garden?

The U.S. Census Bureau estimated 48,063 residents for the City of Winter Garden as of July 1, 2025. Many more people live in the surrounding Horizon West area with a Winter Garden mailing address.

Your next step

Get your Winter Garden Move Plan

Give me 30 minutes, tell me your timeline and how you want to live. I will send back:

  • The 3 Winter Garden communities that fit you best
  • What homes there are actually closing for, straight from Stellar MLS
  • Your real commute, mapped from those streets

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Information deemed reliable but not guaranteed. Drive times are approximate. Market data from Stellar MLS as of the dates shown. Buyers should verify city or county jurisdiction, school assignments, HOA, CDD and all property details independently. Community listing links show live MLS results and may include nearby homes. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.