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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. 

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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

5581 Bowman Drive, Winter Garden image
5581 Bowman Drive, Winter Garden $419,900

This is your chance to move into one of the most sought after communities in Horizon West! The Urban Cottage w/large front porch boasts spacious living areas, rear two ca...

  • 3 Beds
  • 2 Baths
  • Overlook 2/Hamlin Ph 1 & 6 SubDv.
  • 34787 Zip Code
8110 White Pelican Street, Winter Garden image
8110 White Pelican Street, Winter Garden $449,900 ▲

Lovely single story home with four bedroom and 2 bathroom in the ever popular community of Summerlake. A welcoming porch leads into a large entryway, which opens up to an...

  • 4 Beds
  • 2 Baths
  • Summerlake Pd Phase 1a SubDv.
  • 34787 Zip Code
17483 Phil C Peters Road, Winter Garden image
17483 Phil C Peters Road, Winter Garden $450,000

Ready to build the home of your dreams? This property is almost 9 acres and located in Avalon the Rural area of Winter Garden.

  • Lake Avalon Groves Rep SubDv.
  • 34787 Zip Code
9834 Emerald Berry Drive, Winter Garden image
9834 Emerald Berry Drive, Winter Garden $551,900 ▲

Spacious 4 bedroom 2.5 bath, 3 car garage, SMART home in the lakefront Watermark Community with a HUGE BACKYARD and incredible DISNEY FIREWORKS views! This family frie...

  • 4 Beds
  • 2 Baths
  • Watermark Ph 3 SubDv.
  • 34787 Zip Code
3518 Turningwind Lane, Winter Garden image
3518 Turningwind Lane, Winter Garden $528,800

WELCOME HOME! Beautiful home located in the sought-after gated community of Windward Cay w/ tree lined streets, larger lots and a fantastic location. Come inside and be w...

  • 4 Beds
  • 3 Baths
  • Windward Cay 48 125 SubDv.
  • 34787 Zip Code
1335 Priory Circle, Winter Garden image
1335 Priory Circle, Winter Garden — 1335 $279,000

INVESTORS ONLY. PICTURES ARE FROM WHEN HOME WAS VACANT. TENANT OCCUPIED. WILLING TO STAY ANOTHER FOUR YEARS IF WILLING TO KEEP HER. GREAT PAYING TENANT. NEVER PAID LATE....

  • 3 Beds
  • 2 Baths
  • Stoneybrook West Unit 8 SubDv.
  • 34787 Zip Code
1080 Carol Anderson Drive, Winter Garden image
1080 Carol Anderson Drive, Winter Garden $215,000

Beauty & charm! Cozy ranch style home that's nestled on a quiet corner lot. Complete with 3 bedrooms, 2 full baths, 1,350 square feet of living space and a large back yar...

  • 3 Beds
  • 2 Baths
  • Horizon Oaks SubDv.
  • 34787 Zip Code
336 Mossyrock Avenue, Winter Garden image
336 Mossyrock Avenue, Winter Garden $500,000

Your search is over!! Spacious home located near Historic Winter Garden! Open floorpan offers both a formal living/dining room off the foyer and large open kitchen/famil...

  • 5 Beds
  • 3 Baths
  • Covington Chase Ph 2a SubDv.
  • 34787 Zip Code
302 11th Street, Winter Garden image
302 11th Street, Winter Garden $165,000

INVESTOR/DEVELOPER SPECIAL!!! Don't miss your opportunity to get into the highly desirable Winter Garden area with this HUGE half-acre corner lot with a rare RNC-2 zoning...

  • J S Loveless Add SubDv.
  • 34787 Zip Code
16053 Hampton Crossing Drive, Winter Garden image
16053 Hampton Crossing Drive, Winter Garden $529,000

WATERLEIGH POOL HOME with the popular Bellmore three way split 4 bedroom/3 FULL bath floor plan by DR Horton. A rare find in this limited market in the highly sought afte...

  • 4 Beds
  • 3 Baths
  • Waterleigh Ph 1c SubDv.
  • 34787 Zip Code
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