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 8/16/2025)

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

1 - 30 of 500+ | Previous Page 1 of 17 Next

1. 

   $300,000

   

   

   60

    

    

   33001 Windelstraw Drive, Wesley Chapel, FL

   33001 Windelstraw Drive
   Wesley Chapel, FL

   • 3 Beds
   • 2 Baths
   • 1,569 Home (sqft)
   • 2 Baths
   • 4,792 Lot (sqft)
2. 

   $400,000

   

   

   38

    

   5328 War Admiral Drive, Wesley Chapel, FL

   5328 War Admiral Drive
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 2,211 Home (sqft)
   • 3 Baths
   • 5,228 Lot (sqft)
3. 

   $525,000

   

   

   99

    

    

   4922 Diamonds Palm Loop, Wesley Chapel, FL

   4922 Diamonds Palm Loop
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 2,495 Home (sqft)
   • 3 Baths
   • 10,019 Lot (sqft)
4. 

   $640,000

   

   

   80

    

    

   5319 Saddlebrook Way, Wesley Chapel, FL

   5319 Saddlebrook Way
   Wesley Chapel, FL

   • 4 Beds
   • 2 Baths
   • 2,413 Home (sqft)
   • 2 Baths
   • 21,780 Lot (sqft)
5. 

   $730,300

   

   

   14

    

   31537 Hayman Loop, Wesley Chapel, FL

   31537 Hayman Loop
   Wesley Chapel, FL

   • 4 Beds
   • 3 Baths
   • 2,506 Home (sqft)
   • 3 Baths
   • 8,277 Lot (sqft)
6. 

   $395,000

   

   

   30

    

    

   31141 Harthorn Court, Wesley Chapel, FL

   31141 Harthorn Court
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,888 Home (sqft)
   • 3 Baths
   • 6,099 Lot (sqft)
7. 

   $440,000

   

   

   38

    

    

   34213 Radley Way, Wesley Chapel, FL

   34213 Radley Way
   Wesley Chapel, FL

   • 3 Beds
   • 2 Baths
   • 1,847 Home (sqft)
   • 2 Baths
   • 6,099 Lot (sqft)
8. 

   $339,900

   

   

   68

    

    

   7476 Stonebrook Circle, Wesley Chapel, FL

   7476 Stonebrook Circle
   Wesley Chapel, FL

   • 3 Beds
   • 2 Baths
   • 1,587 Home (sqft)
   • 2 Baths
   • 4,792 Lot (sqft)
9. 

   $480,000

   

   

   45

    

    

   8382 Bower Bass Circle, Wesley Chapel, FL

   8382 Bower Bass Circle
   Wesley Chapel, FL

   • 4 Beds
   • 3 Baths
   • 2,037 Home (sqft)
   • 3 Baths
   • 6,099 Lot (sqft)
10. 

    $289,000

    

    

    33

     

     

    8069 Rolling Shell Trail, Wesley Chapel, FL

    8069 Rolling Shell Trail
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 1,760 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
11. 

    $405,000

    

    

    46

     

     

    26730 Cigar Lane, Wesley Chapel, FL

    26730 Cigar Lane
    Wesley Chapel, FL

    • 4 Beds
    • 2 Baths
    • 1,936 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
12. 

    $850,000

    

    

    10

     

     

    Quail Hollow Blvd, Wesley Chapel, FL

    Quail Hollow Blvd
    Wesley Chapel, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13.85 Lot (ac)
13. 

    $760,000

    

    

    42

     

     

    3230 Azure Sky Way, Wesley Chapel, FL

    3230 Azure Sky Way
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,822 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
14. 

    $382,500

    

    

    71

     

     

    30449 Lettingwell Circle, Wesley Chapel, FL

    30449 Lettingwell Circle
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 2,033 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
15. 

    $475,000

    

    

    79

     

     

    4539 Tealwood Trail, Wesley Chapel, FL

    4539 Tealwood Trail
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,825 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
16. 

    $1,100,000

    

    

    48

     

     

    28236 Sonny Drive, Wesley Chapel, FL

    28236 Sonny Drive
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,225 Home (sqft)
    • 3 Baths
    • 4.56 Lot (ac)
17. 

    $739,900

    

    

    77

     

     

    2871 Tarragona Way, Wesley Chapel, FL

    2871 Tarragona Way
    Wesley Chapel, FL

    • 5 Beds
    • 4 Baths
    • 3,381 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
18. 

    $514,999

    

    

    73

     

     

    31440 Barrel Wave Way, Wesley Chapel, FL

    31440 Barrel Wave Way
    Wesley Chapel, FL

    • 6 Beds
    • 3 Baths
    • 2,580 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
19. 

    $667,845

    

    

    13

     

    3264 Guanabana Crossing, Wesley Chapel, FL

    3264 Guanabana Crossing
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,972 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
20. 

    $645,000

    

    

    56

     

     

    1337 Caladesi Drive, Wesley Chapel, FL

    1337 Caladesi Drive
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 3,204 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
21. 

    $515,000

    

    

    54

     

    27540 Stonecreek Way, Wesley Chapel, FL

    27540 Stonecreek Way
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,710 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
22. 

    $375,000

    

    

    36

     

     

    29146 Crossland Drive, Wesley Chapel, FL

    29146 Crossland Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,350 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
23. 

    $395,000

    

    

    54

     

     

    4691 Wandering Way, Wesley Chapel, FL

    4691 Wandering Way
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 1,748 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
24. 

    $245,000

    

    

    25

     

     

    27834 Pleasure Ride Loop, Wesley Chapel, FL

    27834 Pleasure Ride Loop
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 1,176 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
25. 

    $324,900

    

    

    47

     

    30800 Midtown Court, Wesley Chapel, FL

    30800 Midtown Court
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,425 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
26. 

    $159,900

    

    

    2

     

    4235 Linda Drive, Wesley Chapel, FL

    4235 Linda Drive
    Wesley Chapel, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,038 Lot (sqft)
27. 

    $499,000

    

    

    41

     

     

    7096 Heron Walk Lane, Wesley Chapel, FL

    7096 Heron Walk Lane
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 2,192 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
28. 

    $344,900

    

    

    32

     

     

    28435 Trident Court, Wesley Chapel, FL

    28435 Trident Court
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 1,454 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
29. 

    $515,000

    

    

    59

     

     

    7241 Notched Pine Bend, Wesley Chapel, FL

    7241 Notched Pine Bend
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,717 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
30. 

    $599,900

    

    

    96

     

     

    27012 Sea Breeze Way, Wesley Chapel, FL

    27012 Sea Breeze Way
    Wesley Chapel, FL

    • 5 Beds
    • 3 Baths
    • 3,307 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)

Previous Page 1 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 8/16/25 2:45 AM PDT.

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