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Winter Garden FL Homes for Sale
SW Orlando's Top Family & Lifestyle Community

Winter Garden (34787) is Orlando's fastest-growing luxury suburb — historic Plant Street, Horizon West new construction, and homes from $400K to $3M+. A-rated schools, West Orange Trail, and Disney 18 minutes away.

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Winter Garden Market Data · 2026

Median Price

$0

Price / Sq Ft

$220 – $450

YoY Growth

0%

Avg Days on Market

0

Price Range

$400,000 – $3,000,000+

HOA Fees

$100 – $400/month

Primary ZIP

34787

School District

Orange Co. · A-Rated

Community Overview

About Winter Garden

Standing on Plant Street on a Saturday morning, surrounded by the smell of fresh coffee from the market stalls and the sound of live music drifting from the Garden Theatre, it is difficult to believe you are 25 minutes from the fourth-largest theme park complex in the world. Winter Garden (34787) is the rare American city that has managed to grow without losing itself, and that combination of authentic small-town character and serious luxury expansion is exactly why it is our most active market right now. Horizon West, the master-planned corridor along SR-429, is where Pulte, Toll Brothers, Meritage and David Weekley are all building simultaneously, producing new construction luxury from $400,000 that is 18 minutes from Disney's campus and minutes from the West Orange Trail's 22 miles of paved cycling. The city saw 6.8% year-over-year appreciation from 2024 to 2025, the highest in Orange County, and buyers who waited are already feeling that in their search results. Orange County's A-rated school district, AdventHealth five miles away, and a downtown that earns its reputation every single weekend make Winter Garden one of the most complete luxury communities in the Southeast.

Top Schools

Orange Co. · A-Rated

Nearest Hospital

AdventHealth · 5 mi

Downtown Orlando

18 miles / 25 minutes via SR-429

Airport (MCO)

26 miles / 32 minutes via SR-429 and SR-528

Notable Communities

Canopy Oaks, Stoneybrook West, Waterside at Johns Lake, Overlook at Hamlin, Hickory Hammock

Major Employers

Walt Disney World (18 mi), Universal Orlando (20 mi), AdventHealth Winter Garden (5 mi)

Flood Zone

Most of Winter Garden is Zone X. Horizon West new construction is built to current FEMA elevation standards.

New Construction

Yes — one of Central Florida's most active markets. Pulte, Meritage, Toll Brothers, David Weekley, Taylor Morrison

Search by Lifestyle

Winter Garden Homes by Lifestyle

Winter Garden Golf Front Homes

Golf community living with fairway views and country club amenities.

Winter Garden Lakefront Homes

Waterfront estates with private docks and stunning lake views.

Winter Garden Luxury Estates Over $2M

Ultra-premium estates with the finest finishes and amenities.

Winter Garden 55+ Resort Style Living

Low-maintenance luxury with resort amenities for active adults.

Browse All Winter Garden Listings

Live MLS updated daily — every active listing in Winter Garden.

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Frequently Asked Questions

Winter Garden Real Estate — Answered

What is the average home price in Winter Garden FL in 2026?
The median home price in Winter Garden is approximately $520,000 in 2026, with new construction ranging from $350,000 for townhomes in Horizon West to $2,000,000 and above for lakefront estates in Hamlin Reserve and Independence.
Is Winter Garden FL a good place to live?
Yes. Winter Garden consistently ranks among the best places to live in Orange County, with A-rated public schools, a nationally recognized historic downtown on Plant Street, the 22-mile West Orange Trail, and year-over-year appreciation of 6.8% in 2024-2025, the highest in Orange County.
What neighborhoods are in Winter Garden FL?
Major Winter Garden neighborhoods include Waterleigh, Hamlin Reserve, Horizon West, Stoneybrook West, Independence, Oakland Park, Summerlake, Avalon Reserve, Del Webb Oasis, and Canopy Oaks. Each offers a distinct character and price point.
How far is Winter Garden from Orlando?
Winter Garden is approximately 14 miles west of downtown Orlando, accessible via SR-408 in 25 to 30 minutes. SR-429 provides direct access to Disney World in 18 to 20 minutes and connects to Florida's Turnpike for Orlando International Airport in approximately 35 minutes.
What schools serve Winter Garden FL?
Winter Garden is served by Orange County Public Schools. Top-rated schools include Water Spring Elementary (A), Hamlin Elementary (A), StoneyBrook Elementary (A), and West Orange High School (A).
Is there new construction in Winter Garden in 2026?
Yes. Horizon West remains one of the most active new construction markets in the metro, with Pulte, Toll Brothers, Meritage, David Weekley, Taylor Morrison, and other national builders actively delivering product. Del Webb Oasis is also under active development for 55+ buyers.
How far is Winter Garden from Disney World?
Winter Garden is approximately 18 to 20 minutes from Walt Disney World via SR-429. The community is among the closest luxury residential markets to Disney's campus.
What is Horizon West in Winter Garden?
Horizon West is a 23,000-acre master-planned community in southwest Winter Garden along SR-429, comprising villages including Hamlin, Independence, Summerlake, Lakeside, and Bridgewater. It is the fastest-growing luxury corridor in Orange County with eight national builders currently active.
What is the property tax rate in Winter Garden FL?
Orange County property taxes in Winter Garden run approximately 1.0 to 1.2% of assessed value annually, significantly lower than comparable suburban markets in New York (2-3%), New Jersey (2.5%+), Connecticut (1.8%+), or Illinois (2%+).
What is the West Orange Trail?
The West Orange Trail is a 22-mile paved multi-use trail running through Winter Garden on a former railroad right-of-way. It passes through downtown, connects Oakland Park and other neighborhoods, and provides cycling and walking routes to Killarney Station, Plant Street, and Apopka.
Is Winter Garden gated?
Several Winter Garden communities are gated. Stoneybrook West is 24/7 guard-gated. Canopy Oaks and Avalon Reserve have gated entrances. Horizon West villages are generally open communities with strong HOA governance.
What is Plant Street in Winter Garden?
Plant Street is Winter Garden's historic downtown main street, featuring the Garden Theatre, a weekly Saturday farmers market, Crooked Can Brewing Company, local restaurants, and boutique shops. It is one of the most recognized downtowns in Central Florida.
How much do HOA fees cost in Winter Garden?
HOA fees in Winter Garden vary by community: Waterleigh runs $200 to $300 per month, Stoneybrook West $170 to $280, Del Webb Oasis $300 to $450, and Horizon West communities without resort pools can be as low as $100 per month.
What is the commute from Winter Garden to downtown Orlando?
The commute from Winter Garden to downtown Orlando is approximately 25 to 32 minutes via SR-429 and SR-408 in standard traffic.
Why are buyers choosing Winter Garden in 2026?
Buyers choose Winter Garden for A-rated schools, historic Plant Street downtown, master-planned new construction, Disney proximity, the West Orange Trail outdoor lifestyle, and Florida's zero state income tax. The 6.8% year-over-year appreciation reflects buyers who have done the math.
What luxury homes are available over $1 million in Winter Garden?
Luxury homes over $1 million in Winter Garden are available in Hamlin Reserve (lakefront on Johns Lake), Canopy Oaks (gated conservation lots), Independence (Lake Hancock waterfront), and select Horizon West custom builds reaching $1,500,000 and above.
How does Winter Garden compare to Windermere for luxury buyers?
Winter Garden's luxury market ($500K to $2M) offers new construction, resort amenities, and active momentum. Windermere ($700K to $15M+) offers Butler Chain waterfront, Isleworth prestige, and the most exclusive guard-gated addresses in Central Florida. Budget and lifestyle priorities determine the right choice.

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