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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

16041 Hampton Crossing Drive, Winter Garden image
16041 Hampton Crossing Drive, Winter Garden $699,000

Beautiful single story home and highly popular Bellmore floor plan! Oversized and Private lot with Water views on each side. This impeccable home includes 4 bedrooms , 3...

  • 4 Beds
  • 3 Baths
  • Waterleigh Ph 1c SubDv.
  • 34787 Zip Code
17509 Deer Isle Circle, Winter Garden image
17509 Deer Isle Circle, Winter Garden $1,975,000

Luxury GATED LAKEFRONT community of Deer Island offers 1+ acre estate homes, panoramic views of Johns Lake and unrivaled privacy. This 1.06-acre single level home is an E...

  • 5 Beds
  • 4 Baths
  • Deer Island SubDv.
  • 34787 Zip Code
1052 Spring Loop Way, Winter Garden image
1052 Spring Loop Way, Winter Garden $445,000

GOLF CART DISTRICT ALERT! Beautifully remodeled home on a large lot with no rear neighbors. Oversized kitchen island with beautiful stone countertops, wood cabinets, new ...

  • 3 Beds
  • 2 Baths
  • Crown Point Spgs SubDv.
  • 34787 Zip Code
14401 Isleview Drive, Winter Garden image
14401 Isleview Drive, Winter Garden $5,300,000

Welcome to Villa Venecia, a privately gated lakefront estate set amidst two lakes within the exclusive gated community of the Isles of Lake Hancock. With 6 bedrooms, 6 f...

  • 6 Beds
  • 6.5 Baths
  • Isles Of Lake Hancock SubDv.
  • 34787 Zip Code
360 Railroad Avenue, Winter Garden image
360 Railroad Avenue, Winter Garden $334,900

THIS BEAUTIFULLY DESIGNED NEW CONSTRUCTION HOME COMESWITH 3 BR / 2 BA ON A ONE STORY SPACIOUS OPEN FLOOR PLAN. BEAUTIFUL ENTRANCE OPENS HOME TO AN INVITING LARGE FAMILY R...

  • 3 Beds
  • 2 Baths
  • Loveless & Sewell SubDv.
  • 34787 Zip Code
2270 Standing Rock Circle, Oakland image
2270 Standing Rock Circle, Oakland $550,000

Welcome to Oakland Trails! This better than new home is set on a premium lot with no rear neighbors. To many upgrades to mention!

  • 4 Beds
  • 2.5 Baths
  • Oakland Trls Ph 2 SubDv.
  • 34787 Zip Code
4924 Wildwood Pointe Road, Winter Garden image
4924 Wildwood Pointe Road, Winter Garden $624,999

WELCOME HOME! LOCATED IN ONE OF THE MOST DESIRABLE NEIGHBORHOODS IN WINTER GARDEN, ORCHARD HILLS. THIS 4 BEDROOM 3 BATH WITH A SECOND FLOOR BONUS IS PERFECT. EXCELLENT LA...

  • 4 Beds
  • 3 Baths
  • Orchard Hills Ph 2 SubDv.
  • 34787 Zip Code
13518 Tenbury Wells Way, Winter Garden image
13518 Tenbury Wells Way, Winter Garden $665,000

One or more photo(s) has been virtually staged. Fully Paid for solar system, average power bill last 4 months only $24, new roof in 2018, home warranty by HWA included! ...

  • 4 Beds
  • 3 Baths
  • Stoneybrook West D SubDv.
  • 34787 Zip Code
8025 Bowery Drive, Winter Garden image
8025 Bowery Drive, Winter Garden $849,990

Come live in this BEAUTIFUL and lovely home in the very desirable Horizon West, just outside of Walt Disney World Resort. This home features a very large pool facing a br...

  • 4 Beds
  • 2.5 Baths
  • Lake Hancock Preserve SubDv.
  • 34787 Zip Code
15859 Shorebird Lane, Winter Garden image
15859 Shorebird Lane, Winter Garden $1,100,000

Welcome to Bavaro model by Toll Brothers professionally decorated has 2812 sqft, 4 bedrooms 3 and a half bathrooms, nice open floorplan for entertaining. The dramatic 2-s...

  • 4 Beds
  • 3.5 Baths
  • Lakeshore Preserve Ph 5 SubDv.
  • 34787 Zip Code
16919 Arrowhead Boulevard, Winter Garden image
16919 Arrowhead Boulevard, Winter Garden $750,000

Originally owned, incredible WATERFRONT, 3 bedroom, 2.5 bathroom home in Winter Garden and just minutes from Orlando’s popular attractions, come take a look! Situated on ...

  • 3 Beds
  • 2.5 Baths
  • Arrowhead Lakes SubDv.
  • 34787 Zip Code
503 Courtlea Cove Avenue, Winter Garden image
503 Courtlea Cove Avenue, Winter Garden $680,000

Presenting 503 Courtlea Cove Avenue, a luxurious 5-bedroom, 4-bathroom home in the exclusive Courtlea Park community. Boasting over 3,200 sqft of elegant living space, th...

  • 5 Beds
  • 4 Baths
  • Courtlea Park SubDv.
  • 34787 Zip Code
5236 Lake Washington Street, Winter Garden image
5236 Lake Washington Street, Winter Garden $839,000

BRAND NEW coveted TIDEWATER w/BONUS Never occupied and ready to move in. HAMLIN Elementary rated 9 by GreatSchools and HAMLIN Middle school are 5 min bike ride away just ...

  • 6 Beds
  • 4.5 Baths
  • Lakeside At Hamlin SubDv.
  • 34787 Zip Code
2154 Oakington Street, Winter Garden image
2154 Oakington Street, Winter Garden $450,000

This 3 bedroom 2 bathroom house is a charming and spacious single-story home perfect for families or individuals who value both comfort and style. As you approach the hou...

  • 3 Beds
  • 2 Baths
  • Stoneybrook West 47/78 SubDv.
  • 34787 Zip Code
1200 Union Club Drive, Winter Garden image
1200 Union Club Drive, Winter Garden $1,750,000

Prepare to be impressed with this exquisitely designed CUSTOM built Mediterranean styled home, situated in one of the most desirable locations in OAKLAND PARK with nearly...

  • 6 Beds
  • 3.5 Baths
  • Oakland Park 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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