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Winter Garden/Oakland Property Search

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Our website features the best Winter Garden/Oakland 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 your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

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

Hot Winter Garden/Oakland Properties

1401 Southern Sun Drive, Oakland image
1401 Southern Sun Drive, Oakland $446,900

This Richmond model features three-way split floor plan. This large kitchen features a grand kitchen island and banks of 42 inch cabinets for plenty of storage. The mas...

  • 4 Beds
  • 3 Baths
  • Hull Island/Oakland SubDv.
  • 34787 Zip Code
14624 Watowan Alley, Winter Garden image
14624 Watowan Alley, Winter Garden $350,000

Welcome home to this beautiful 3 bedroom, 2.5 bathroom with a loft located in desirable Watermark Community! This Angelou Model features an open concept floor plan with a...

  • 3 Beds
  • 2 Baths
  • Watermark Ph 1b SubDv.
  • 34787 Zip Code
549 Marsh Reed Drive, Winter Garden image
549 Marsh Reed Drive, Winter Garden $404,900

VACANT! Beautiful, spacious and open! TONS of natural sunlight. Nicely appointed home with space for multiple sitting areas of potentially in office. Granite countertops ...

  • 4 Beds
  • 2 Baths
  • Johns Lake Pointe SubDv.
  • 34787 Zip Code
5329 Bowman Drive, Winter Garden image
5329 Bowman Drive, Winter Garden $585,000

Showings will start on Sunday..LIVE THE FLORIDA LIFE! Come relax in your own backyard paradise with extended covered lanai, heated pool (new heater 2020) and paved pool a...

  • 4 Beds
  • 2 Baths
  • Overlook 2/Hamlin Ph 1 6 SubDv.
  • 34787 Zip Code
4978 Wildwood Pointe Road, Winter Garden image
4978 Wildwood Pointe Road, Winter Garden $430,000

Why wait to build? This home is move-in ready! Welcome home to this stunning 5-bedroom/3-bath home with a bonus room in the popular Orchard Hills Community. You will admi...

  • 5 Beds
  • 3 Baths
  • Orchard Hills Ph 2 SubDv.
  • 34787 Zip Code
1033 Jilliam Way, Winter Garden image
1033 Jilliam Way, Winter Garden $371,500

NEW ROOF 2020!! Two miles to Historic Winter Garden. Community is across the street at Chapin Station Community Park you can jump onto the **WEST ORANGE TRAIL** to walk,...

  • 4 Beds
  • 3 Baths
  • Chapin Station SubDv.
  • 34787 Zip Code
749 River Grass Lane, Winter Garden image
749 River Grass Lane, Winter Garden $389,988

**PLEASE SUBMIT HIGHEST & BEST OFFER BY SUNDAY, MARCH 7TH AT 4PM** Single story home with a huge backyard in the highly sought after community of Covington Chace. Situate...

  • 4 Beds
  • 2 Baths
  • Covington Chase Ph 2c SubDv.
  • 34787 Zip Code
7160 Enchanted Lake Drive, Winter Garden image
7160 Enchanted Lake Drive, Winter Garden $395,900

Fabulous 4 bedroom, 2.5 bathroom, two-story home located in the community of Lakeview Point at Horizon West in Winter Garden. This home features an open concept with a co...

  • 4 Beds
  • 2 Baths
  • Lakeview Pointe/Horizon West P SubDv.
  • 34787 Zip Code
7160 Enchanted Lake Drive, Winter Garden image
7160 Enchanted Lake Drive, Winter Garden $374,669

sold data

  • 3 Beds
  • 2 Baths
  • Lakeview Pointe/Horizon West P SubDv.
  • 34787 Zip Code
12002 Windstone Street, Winter Garden image
12002 Windstone Street, Winter Garden $479,000

Prepare to be impressed ! This former model home by Taylor Morrison will impress you from the minute that you enter the home! Located on a beautiful corner lot within wa...

  • 3 Beds
  • 3 Baths
  • Westfield Lakes SubDv.
  • 34787 Zip Code
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