Winter Garden, FL
Homes For Sale & Real Estate Listings

See Winter Garden FL homes for sale and learn about the community.

Image by PoultrySaga

View real estate listings in Winter Garden, FL

19 results

13748 WERRINGTON DRIVE, WINTER GARDEN, FL, US, 34787

$529,000
13748 WERRINGTON DRIVE, WINTER GARDEN, FL, US, 34787

13748 Werrington Drive isn’t just a house — it’s your...

  • 3 beds
  • 2 baths
  • 2506 sq ft
13748 WERRINGTON DRIVE, WINTER GARDEN, FL, US, 34787

1220 BEULAH ROAD, WINTER GARDEN, FL, US, 34787

$380,000
1220 BEULAH ROAD, WINTER GARDEN, FL, US, 34787

Bring your toys, no HOA, 3 bedroom/2 bath, family room...

  • 3 beds
  • 2 baths
  • 2311 sq ft
1220 BEULAH ROAD, WINTER GARDEN, FL, US, 34787

963 STUCKI TERRACE, WINTER GARDEN, FL, US, 34787

$199,900
963 STUCKI TERRACE, WINTER GARDEN, FL, US, 34787

*** Price Improvement! Cozy Townhome Just Minutes from Downtown Winter...

  • 2 beds
  • 1 bath
  • 800 sq ft
963 STUCKI TERRACE, WINTER GARDEN, FL, US, 34787

15155 MAYBERRY DRIVE, WINTER GARDEN, FL, US, 34787

$679,000
15155 MAYBERRY DRIVE, WINTER GARDEN, FL, US, 34787

**SELLER IS OFFERING $10,000 IN CLOSING COST CREDIT*** Welcome to...

  • 3 beds
  • 2 baths
  • 3494 sq ft
15155 MAYBERRY DRIVE, WINTER GARDEN, FL, US, 34787

1552 BROKEN OAK DRIVE UNIT B, WINTER GARDEN, FL, US, 34787

$335,000
1552 BROKEN OAK DRIVE UNIT B, WINTER GARDEN, FL, US, 34787

Welcome to your dream home in the heart of Winter...

  • 3 beds
  • 2 baths
  • 1544 sq ft
1552 BROKEN OAK DRIVE UNIT B, WINTER GARDEN, FL, US, 34787

10303 ATWATER BAY DRIVE, WINTER GARDEN, FL, US, 34787

$1,599,900
10303 ATWATER BAY DRIVE, WINTER GARDEN, FL, US, 34787

LAKEFRONT DREAM HOME! Bring your BOAT and Enjoy 71’ Feet...

  • 5 beds
  • 3 baths
  • 5235 sq ft
10303 ATWATER BAY DRIVE, WINTER GARDEN, FL, US, 34787

13412 FOX GLOVE STREET, WINTER GARDEN, FL, US, 34787

$927,900
13412 FOX GLOVE STREET, WINTER GARDEN, FL, US, 34787

Luxury Living in a Premier Golf Course Community – Minutes...

  • 5 beds
  • 2 baths
  • 5102 sq ft
13412 FOX GLOVE STREET, WINTER GARDEN, FL, US, 34787
13 - 19 of 19 properties
Powered by Estatik

Neighborhood Profile: Winter Garden, FL

Downtown district in Winter Garden, FL
Image via Ebyabe

A Historic Town with a Modern Beat

Located just west of Orlando, Winter Garden, FL offers the perfect mix of small-town charm and modern convenience.

With a walkable historic downtown, top-rated schools, and a fast-growing housing market, Winter Garden has become one of Central Florida’s most desirable places to live and invest.

Where Past Meets Present

Originally a citrus hub along the shores of Lake Apopka, Winter Garden has preserved its historic roots while welcoming new development with open arms. The downtown district—anchored by the West Orange Trail—has been beautifully revitalized, with brick-lined streets, boutiques, cafés, and a Saturday farmers’ market that draws visitors from across the region.

At the same time, nearby areas like Horizon West have exploded in popularity, offering brand-new communities, shopping centers, and access to A-rated schools—all while keeping that signature Winter Garden charm intact.

A True Sense of Community

Winter Garden is known for its neighborly spirit and active community life. Year-round events, from holiday parades to live music in the downtown pavilion, bring residents together in meaningful ways. The Garden Theatre, a restored 1930s cinema, offers live performances and films that add to the town’s vibrant cultural scene.

From food truck nights to bike rides along the West Orange Trail, Winter Garden makes it easy to connect with others and enjoy the outdoors—all without straying far from home.

Diverse Housing and Strong Demand

Winter Garden’s real estate market is one of the fastest-growing in Central Florida, with a variety of housing options that appeal to families, retirees, and investors alike. You’ll find:

  • Renovated historic homes near downtown
  • Newer single-family developments in Horizon West
  • Gated communities with resort-style amenities
  • Townhomes and condos for low-maintenance living
  • Luxury estates and lakefront properties with ample space

    single family house in Winter Garden, FL

    The area’s blend of character, location, and modern amenities has led to consistent demand—and strong property value appreciation.

    A Lifestyle Built Around Nature and Wellness

    Outdoor enthusiasts will feel right at home in Winter Garden. The city is a gateway to the West Orange Trail, a 22-mile paved path that’s ideal for biking, jogging, and weekend strolls. Lake Apopka, one of Florida’s largest lakes, offers scenic views, wildlife habitats, and recreational opportunities just minutes from downtown.

    Parks, green spaces, and neighborhood walking trails are thoughtfully integrated into many of the area’s communities, making wellness and nature an everyday part of life.

    Top-Tier Schools and Family Appeal

    Winter Garden is part of Orange County Public Schools and boasts several A-rated schools, including magnet and charter options. The area is especially popular with families seeking a safe, supportive environment with access to high-quality education and extracurricular opportunities.

    Many neighborhoods are designed with families in mind, offering community pools, playgrounds, and easy access to after-school activities.

    Image via Joe Shlabotnik

    Convenience with Room to Breathe

    Despite its peaceful setting, Winter Garden offers excellent connectivity. The Florida Turnpike, SR-429, and SR-408 provide quick routes to Orlando, Disney, and the airport—all within a 20–30 minute drive. You’ll also find everything from big-box stores to boutique fitness studios just a short drive away.

    Winter Garden offers a rare balance of convenience and breathing room—ideal for those who want to stay close to the action without living in the middle of it.

    A Place to Plant Roots

    Whether you’re buying your first home, relocating to Florida, or seeking a high-potential investment, Winter Garden offers timeless appeal, strong growth, and a lifestyle that’s hard to beat. It’s a place where past and future come together—and where neighbors still wave hello.

    Reset password

    Enter your email address and we will send you a link to change your password.

    Get started with your account

    to save your favourite homes and more

    Sign up with email

    Get started with your account

    to save your favourite homes and more

    By clicking the «SIGN UP» button you agree to the Terms of Use and Privacy Policy

    Create an agent account

    Manage your listings, profile and more

    By clicking the «SIGN UP» button you agree to the Terms of Use and Privacy Policy

    Create an agent account

    Manage your listings, profile and more

    Sign up with email
    Powered by Estatik
    Scroll to Top