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Winter Garden Real Estate Search

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Winter Garden Homes for Sale

With a convenient location, just fifteen miles from Orlando, Florida, the cozy community of Winter Garden is home to around forty thousand residents and an impressive list of desirable services, amenities, and attractions. Boasting a laid-back, relaxed vibe, Winter Garden is a great escape from the Metro area’s traffic, hustle, and bustle, yet close enough to the big city that residents can easily enjoy all the fabulous shopping, dining, entertainment, and recreation destinations. Winter Garden also boasts an abundance of natural beauty and a quaint downtown that is listed on the National Register of Historic Places. In downtown Winter Garden you’ll find a variety of small locally owned businesses, including cafes, restaurants, and retail shops, as well as a theatre and a couple of museums.

Winter Garden real estate also offers proximity and easy access to multiple significant transportation arteries, including County Road 535, the Western Beltway, and County Road 545. Moreover, the community is home to several lovely parks, including Chapin Station, Oakland Nature Preserve, and Lake Brim Park, too. These parks and similar recreation destinations offer playgrounds, hiking and biking paths, sports courts, wide-open green spaces, picnic areas, and similar desirable features. And all of that paired with convenient entertainment, shopping, and dining possibilities make Winter Garden properties difficult to resist.

Homes for sale in Winter Garden include a vast assortment of detached single-family homes and lower maintenance attached properties, such as apartments, condos, and townhouses. Common architectural styles found among Winter Garden properties include Mediterranean, Traditional, and Modern, and on average, they have roughly three thousand, five hundred square feet of living space. Real estate in Winter Garden also varies in age with both historic properties and new construction, so whichever you seek, you will find it. It would give us great satisfaction to have the opportunity to tell you all about the currently listed properties in Winter Garden, Florida, so please connect with us at your earliest convenience.

Our website features the best Winter Garden real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Winter Garden real estate market? Sign up for a Winter Garden Real Estate Market Report to see what’s active, under contract, and sold!

Contact us today to find out how we can be of assistance to you!

Newest Winter Garden Homes for Sale

12021 Windstone Street, Winter Garden image
12021 Windstone Street, Winter Garden $749,000

Welcome home to this stunning pool home with a beautiful water view in desirable Westfield Lakes! Offering 2,335 square feet in a triple-split design, this home features ...

  • 4 Beds
  • 3 Baths
  • Westfield Lakes SubDv.
  • 34787 Zip Code
285 Crystal Wood Drive, Winter Garden image
285 Crystal Wood Drive, Winter Garden $925,000

Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate g...

  • 5 Beds
  • 4 Baths
  • Winter Grove SubDv.
  • 34787 Zip Code
16924 Tradewind Point, Winter Garden image
16924 Tradewind Point, Winter Garden $724,999

FORMER BUILDER MODEL HOME - and it shows. When a builder builds their own model, they hold nothing back, and this 4-bedroom, 3.5-bath, 2,958 sq ft home in Waterside on Jo...

  • 4 Beds
  • 4 Baths
  • Waterside/Johns Lk-Ph 2a SubDv.
  • 34787 Zip Code
16704 Point Rock Drive, Winter Garden image
16704 Point Rock Drive, Winter Garden $520,000

WELCOME TO WATERLEIGH – RESORT-STYLE LIVING IN WINTER GARDEN! “TENANT-OCCUPIED – START GENERATING RENTAL INCOME FROM DAY ONE” Discover this beautiful 3-bedroom, 2-bat...

  • 3 Beds
  • 2 Baths
  • Waterleigh Phase 4a SubDv.
  • 34787 Zip Code
809 Burch Avenue, Winter Garden image
809 Burch Avenue, Winter Garden $749,999

Experience luxury and versatility in this exceptional CUSTOM 2025-BUILT RESIDENCE, where thoughtful design, impressive scale, and high-end finishes come together to creat...

  • 4 Beds
  • 5 Baths
  • Burchshire SubDv.
  • 34787 Zip Code
1707 Fullers Oak Loop, Winter Garden image
1707 Fullers Oak Loop, Winter Garden $839,000

Come view this beautiful new Meritage UPGRADE home in FULLERS OAKS at the corner lot and big back yard you can build your dream pool . Perfect opportunity for you to own ...

  • 6 Beds
  • 4 Baths
  • Fullers Oak SubDv.
  • 34787 Zip Code
15279 Harrowgate Way, Winter Garden image
15279 Harrowgate Way, Winter Garden $375,000

PRICED TO SELL! STONE CREEK -Sought After Community in Winter Garden, Great Open Floor Plan "The Cypress" with 1846 sq ft under air, Kitchen has newer stainless-steel app...

  • 3 Beds
  • 3 Baths
  • Stone Crk SubDv.
  • 34787 Zip Code
15240 Shonan Gold Drive, Winter Garden image
15240 Shonan Gold Drive, Winter Garden $1,349,000

Ideally located in the highly sought-after Hamlin area of Winter Garden, this beautifully maintained pool home offers the perfect combination of comfort, convenience, and...

  • 4 Beds
  • 4 Baths
  • Overlook 2/Hamlin Ph 2 & 5 SubDv.
  • 34787 Zip Code
239 Largovista Drive, Oakland image
239 Largovista Drive, Oakland $675,900

Welcome to this beautiful and impeccably maintained 4-bedroom, 2.5-bath home in the desirable Johns Landing community of Oakland! This exceptional family home offers spac...

  • 4 Beds
  • 3 Baths
  • Johns Landing SubDv.
  • 34787 Zip Code
14975 Winter Stay Drive, Winter Garden image
14975 Winter Stay Drive, Winter Garden $770,000

Welcome to 14975 Winter Stay Drive, where the work has already been done and the upgrades go far beyond builder basics. Thoughtfully improved inside and out, this Horizon...

  • 4 Beds
  • 3 Baths
  • Panther View SubDv.
  • 34787 Zip Code
16644 Point Rock Drive, Winter Garden image
16644 Point Rock Drive, Winter Garden $569,500

Welcome to resort-style living in the highly desirable Waterleigh community! This beautifully maintained home combines comfort, thoughtful upgrades, and an incredible Hor...

  • 4 Beds
  • 4 Baths
  • Waterleigh SubDv.
  • 34787 Zip Code
166 Hammock Preserve Loop, Oakland image
166 Hammock Preserve Loop, Oakland $850,000

Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserv...

  • 4 Beds
  • 4 Baths
  • Oakland Parkb-3 SubDv.
  • 34787 Zip Code
1415 Sherbourne Street, Winter Garden image
1415 Sherbourne Street, Winter Garden $415,000

Welcome to this beautifully updated 3 bedroom, 2.5 bath home in the heart of Winter Garden, perfectly positioned for convenience, comfort, and everyday living. Enjoy bein...

  • 3 Beds
  • 3 Baths
  • Stone Creek 48 140 SubDv.
  • 34787 Zip Code
13056 Sandcastle Drive, Winter Garden image
13056 Sandcastle Drive, Winter Garden $775,000

Under Construction. Step into the Mystique, a single-story new construction home situated just a short walk away from the community amenities offering 2 spacious bedrooms...

  • 2 Beds
  • 2 Baths
  • Del Webb Oasis SubDv.
  • 34787 Zip Code
17882 Adrift Road, Winter Garden image
17882 Adrift Road, Winter Garden $879,999

Virtually Staged. Welcome to Waterleigh! This beautiful 2023-built, 4-bedroom, 3-bath home sits on a spacious lot with a peaceful natural lake view from the backyard. Fe...

  • 4 Beds
  • 3 Baths
  • Waterleigh SubDv.
  • 34787 Zip Code
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"Having dealt with a number of Realtors over the years, I can honestly say that Lisa Scott provided an experience that was superior in every way. She ... more "
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Scott Realty Associates
1540 International Parkway, Suite 2000
Lake Mary, FL 32746

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Email: Lisa@ScottRealtyAssociates.com

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