Winter Garden is located 14 miles west of downtown Orlando in the western part of Orange County. Nestled alongside beautiful Lake Apopka, it is a former citrus town incorporated in 1908 and is home to more than 40,000 residents. Its historic downtown is listed on the National Registry of Historic Places and is a favorite destination for residents due to its shops, restaurants, and award-winning West Orange Trail, part of the 250-mile Coast-to-Coast Connector Trail across Central Florida. Use our custom search tool to view all pool homes for sale under $400k in Winter Garden or click here to return to the list of surrounding towns and cities in the Kissimmee area. Have questions? Contact us here or schedule your FREE consultation here.

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1 - 11 of 11 | Previous Page 1 of 1 Next

1. 

   $329,900

   

   

   16

    

    

   311 E Morse Boulevard #7-15, Winter Park, FL

   311 E Morse Boulevard #7-15
   Winter Park, FL

   • 1 Bed
   • 1 Bath
   • 482 Home (sqft)
   • 1 Bath
   • 2.77 Lot (ac)
2. 

   $169,999

   

   

   15

    

    

   108 Scottsdale Square #108, Winter Park, FL

   108 Scottsdale Square #108
   Winter Park, FL

   • 3 Beds
   • 2 Baths
   • 1,300 Home (sqft)
   • 2 Baths
   • 8,712 Lot (sqft)
3. 

   $275,000

   

   

   26

    

    

   7707 Country Place, Winter Park, FL

   7707 Country Place
   Winter Park, FL

   • 2 Beds
   • 2 Baths
   • 1,068 Home (sqft)
   • 2 Baths
   • 872 Lot (sqft)
4. 

   $187,000

   

   

   17

    

    

   163 Lewfield Circle, Winter Park, FL

   163 Lewfield Circle
   Winter Park, FL

   • 1 Bed
   • 1 Bath
   • 678 Home (sqft)
   • 1 Bath
   • 872 Lot (sqft)
5. 

   $160,000

   

   

   21

    

    

   145 Scottsdale Square #145, Winter Park, FL

   145 Scottsdale Square #145
   Winter Park, FL

   • 2 Beds
   • 2 Baths
   • 1,020 Home (sqft)
   • 2 Baths
   • 8,712 Lot (sqft)
6. 

   $179,000

   

   

   20

    

    

   151 North Orlando Ave #142, Winter Park, FL

   151 North Orlando Ave #142
   Winter Park, FL

   • 1 Bed
   • 1 Bath
   • 582 Home (sqft)
   • 1 Bath
   • 8,712 Lot (sqft)
7. 

   $199,999

   

   

   20

    

    

   3651 N Goldenrod Road E #102, Winter Park, FL

   3651 N Goldenrod Road E #102
   Winter Park, FL

   • 2 Beds
   • 2 Baths
   • 840 Home (sqft)
   • 2 Baths
   • 9,584 Lot (sqft)
8. 

   $384,400

   

   

   28

    

    

   740 #3 Killarney Bay Ct, Winter Park, FL

   740 #3 Killarney Bay Ct
   Winter Park, FL

   • 2 Beds
   • 3 Baths
   • 1,536 Home (sqft)
   • 3 Baths
   • 0 Lot (sqft)
9. 

   $399,900

   

   

   30

    

   5418 S Bracken Court, Winter Park, FL

   5418 S Bracken Court
   Winter Park, FL

   • 3 Beds
   • 2 Baths
   • 1,301 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
10. 

    $269,900

    

    

    41

     

     

    7794 Country Place #7794, Winter Park, FL

    7794 Country Place #7794
    Winter Park, FL

    • 2 Beds
    • 2 Baths
    • 1,068 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
11. 

    $195,000

    

    

    17

     

     

    1000 S Semoran Boulevard #608, Winter Park, FL

    1000 S Semoran Boulevard #608
    Winter Park, FL

    • 2 Beds
    • 2 Baths
    • 1,049 Home (sqft)
    • 2 Baths
    • 6.04 Lot (ac)

Previous Page 1 of 1 Next

The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/22/24 2:20 PM PST.

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