Winding Ridge Community

When you live at Winding Ridge in Wesley Chapel, you’ll enjoy a one-of-a-kind lifestyle with top-tier resort-style amenities, acres of pristine preserves and sparkling lakes, and a stunning multi million-dollar entry to welcome you home every day. It’s no doubt that GL Homes delivers quality like no other builder and we are doing it at Winding Ridge without a Community Development District (CDD) fee.
Many developers finance a portion of development costs through a CDD. The costs are then passed on to homeowners as assessments on their tax bills over an extended period of time, sometimes for as long as 30 years. Winding Ridge residents will enjoy top-tier community amenities and the ultimate in quality, design, and lifestyle, without being burdened by a CDD.
From on-trend home designs at a conveniently located address to endless opportunities to enjoy your dream lifestyle, Winding Ridge offers a new standard of quality for you to come home to, all with the added benefit of no CDD fee!

Whether you’re looking to select your vacant lot and build or a home that’s already built, all of the homes for sale can be found here on our site. Call us at 813-300-7116 or click here today to find out more about any of them, or to be notified immediately when new home listings become available.

Winding Ridge Community Wesley Chapel FL

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All Homes For Sale In Winding Ridge

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(all data current as of 8/26/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

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Time on market, newest first Time on market, oldest first Price, highest first Price, lowest first Price drop %, largest first Improved size, largest first Lot size, largest first

241 - 270 of 500+ | Previous Page 9 of 17 Next

1. 

   $485,000

   

   

   34

    

    

   2365 Sterling Forest Court, Wesley Chapel, FL

   2365 Sterling Forest Court
   Wesley Chapel, FL

   • 4 Beds
   • 3 Baths
   • 2,045 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
2. 

   $799,900

   

   

   50

    

   7121 Hatpin Loop, Wesley Chapel, FL

   7121 Hatpin Loop
   Wesley Chapel, FL

   • 4 Beds
   • 3 Baths
   • 3,180 Home (sqft)
   • 3 Baths
   • 10,455 Lot (sqft)
3. 

   $575,000

   

   

   67

    

    

   4907 Pointe O Woods Drive, Wesley Chapel, FL

   4907 Pointe O Woods Drive
   Wesley Chapel, FL

   • 5 Beds
   • 4 Baths
   • 2,962 Home (sqft)
   • 4 Baths
   • 7,841 Lot (sqft)
4. 

   $999,999

   

   

   36

    

    

   1952 Drummond Point, Wesley Chapel, FL

   1952 Drummond Point
   Wesley Chapel, FL

   • 6 Beds
   • 6 Baths
   • 5,452 Home (sqft)
   • 6 Baths
   • 8,712 Lot (sqft)
5. 

   $770,000

   

   

   19

    

    

   30791 Lindentree Drive, Wesley Chapel, FL

   30791 Lindentree Drive
   Wesley Chapel, FL

   • 5 Beds
   • 4 Baths
   • 3,381 Home (sqft)
   • 4 Baths
   • 6,970 Lot (sqft)
6. 

   $900,000

   

   

   69

    

    

   8761 Drummer Plank Drive, Wesley Chapel, FL

   8761 Drummer Plank Drive
   Wesley Chapel, FL

   • 5 Beds
   • 4 Baths
   • 3,541 Home (sqft)
   • 4 Baths
   • 8,277 Lot (sqft)
7. 

   $260,000

   

   

   33

    

    

   26624 Chimney Spire Lane, Wesley Chapel, FL

   26624 Chimney Spire Lane
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,588 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
8. 

   $329,000

   

   

   32

    

    

   31603 Blue Passing Loop, Wesley Chapel, FL

   31603 Blue Passing Loop
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,807 Home (sqft)
   • 3 Baths
   • 3,050 Lot (sqft)
9. 

   $349,900

   

   

   62

    

    

   31806 Loch Aline Drive, Wesley Chapel, FL

   31806 Loch Aline Drive
   Wesley Chapel, FL

   • 4 Beds
   • 2 Baths
   • 1,874 Home (sqft)
   • 2 Baths
   • 6,534 Lot (sqft)
10. 

    $469,900

    

    

    98

     

     

    4248 Cairoli Court, Wesley Chapel, FL

    4248 Cairoli Court
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,934 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
11. 

    $1,200,000

    

    

    97

     

     

    33751 Landsman Loop, Wesley Chapel, FL

    33751 Landsman Loop
    Wesley Chapel, FL

    • 7 Beds
    • 4 Baths
    • 4,823 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
12. 

    $224,900

    

    

    18

     

    26533 Castleview Way, Wesley Chapel, FL

    26533 Castleview Way
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 1,588 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
13. 

    $515,000

    

    

    49

     

     

    3073 Mountain Spruce Terrace, Wesley Chapel, FL

    3073 Mountain Spruce Terrace
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,591 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
14. 

    $344,000

    

    

    43

     

     

    26351 Whirlaway Terrace, Wesley Chapel, FL

    26351 Whirlaway Terrace
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,489 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
15. 

    $664,990

    

    

    70

     

     

    8249 Ivy Stark Boulevard, Wesley Chapel, FL

    8249 Ivy Stark Boulevard
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 2,350 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
16. 

    $361,000

    

    

    42

     

     

    6200 Ashfield Place, Wesley Chapel, FL

    6200 Ashfield Place
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,658 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
17. 

    $558,500

    

    

    67

     

     

    4023 Huntingdale Court, Wesley Chapel, FL

    4023 Huntingdale Court
    Wesley Chapel, FL

    • 6 Beds
    • 3 Baths
    • 3,376 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
18. 

    $1,300,000

    

    

    89

     

     

    30218 Fairway Drive, Wesley Chapel, FL

    30218 Fairway Drive
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 3,787 Home (sqft)
    • 4 Baths
    • 26,136 Lot (sqft)
19. 

    $369,990

    

    

    43

     

     

    6025 Timberdale Avenue, Wesley Chapel, FL

    6025 Timberdale Avenue
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 1,514 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
20. 

    $499,999

    

    

    82

     

    7360 Bridgeview Dr, Wesley Chapel, FL

    7360 Bridgeview Dr
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 3,474 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
21. 

    $309,900

    

    

    43

     

     

    31730 Sun Kettle Loop, Wesley Chapel, FL

    31730 Sun Kettle Loop
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,560 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
22. 

    $384,900

    

    

    15

     

    4906 Pennecott Way, Wesley Chapel, FL

    4906 Pennecott Way
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 2,062 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
23. 

    $459,900

    

    

    40

     

    5213 Prairie View Way, Wesley Chapel, FL

    5213 Prairie View Way
    Wesley Chapel, FL

    • 5 Beds
    • 3 Baths
    • 3,510 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
24. 

    $191,000

    

    

    70

     

     

    3041 Short Leaf Street, Wesley Chapel, FL

    3041 Short Leaf Street
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,170 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
25. 

    $118,000

    

    

    30

     

     

    34421 Countryside Drive, Wesley Chapel, FL

    34421 Countryside Drive
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 742 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
26. 

    $343,000

    

    

    39

     

    9950 Branching Ship Trace, Wesley Chapel, FL

    9950 Branching Ship Trace
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,461 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
27. 

    $599,000

    

    

    100

     

     

    27405 Sora Boulevard, Wesley Chapel, FL

    27405 Sora Boulevard
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 3,363 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
28. 

    $425,000

    

    

    32

     

    28739 Cottagewood Drive, Wesley Chapel, FL

    28739 Cottagewood Drive
    Wesley Chapel, FL

    • 4 Beds
    • 2 Baths
    • 2,231 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
29. 

    $366,990

    

    

    9

     

    MLS # TB8525660, Wesley Chapel, FL

    MLS # TB8525660
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,198 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
30. 

    $366,990

    

    

    9

     

     

    MLS # TB8525655, Wesley Chapel, FL

    MLS # TB8525655
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,198 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)

Previous Page 9 of 17 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 8/26/26 3:04 PM PDT.

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