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

See all Community Winding Ridge Homes For Sale .
(all data current as of 10/21/2026)

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

61 - 90 of 500+ | Previous Page 3 of 17 Next

1. 

   $290,000

   

   

   22

    

    

   31221 Midnight Sun Way, Wesley Chapel, FL

   31221 Midnight Sun Way
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,463 Home (sqft)
   • 3 Baths
   • 0 Lot (sqft)
2. 

   $305,000

   

   

   22

    

    

   31249 Midnight Sun Way, Wesley Chapel, FL

   31249 Midnight Sun Way
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,463 Home (sqft)
   • 3 Baths
   • 0 Lot (sqft)
3. 

   $619,900

   

   

   42

    

    

   29164 Perilli Place, Wesley Chapel, FL

   29164 Perilli Place
   Wesley Chapel, FL

   • 4 Beds
   • 3 Baths
   • 2,495 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
4. 

   $200,000

   

   

   6

    

    

   0 Betts Drive, Wesley Chapel, FL

   0 Betts Drive
   Wesley Chapel, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 1.88 Lot (ac)
5. 

   $337,000

   

   

   48

    

    

   8514 Bold Cypress Lane, Wesley Chapel, FL

   8514 Bold Cypress Lane
   Wesley Chapel, FL

   • 3 Beds
   • 2 Baths
   • 1,587 Home (sqft)
   • 2 Baths
   • 3,921 Lot (sqft)
6. 

   $284,900

   

   

   35

    

    

   34230 Redwood Dawn Lane, Wesley Chapel, FL

   34230 Redwood Dawn Lane
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,758 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
7. 

   $725,000

   

   

   65

    

    

   32604 Tree Of Life Avenue, Wesley Chapel, FL

   32604 Tree Of Life Avenue
   Wesley Chapel, FL

   • 5 Beds
   • 5 Baths
   • 3,307 Home (sqft)
   • 5 Baths
   • 9,584 Lot (sqft)
8. 

   $419,900

   

   

   5

    

    

   26841 Stillbrook Drive, Wesley Chapel, FL

   26841 Stillbrook Drive
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,979 Home (sqft)
   • 3 Baths
   • 5,228 Lot (sqft)
9. 

   $280,000

   

   

   32

    

    

   5020 Mill Pond Road #3172, Wesley Chapel, FL

   5020 Mill Pond Road #3172
   Wesley Chapel, FL

   • 2 Beds
   • 2 Baths
   • 1,096 Home (sqft)
   • 2 Baths
   • 0 Lot (sqft)
10. 

    $369,900

    

    

    23

     

     

    27722 Sugar Loaf Drive, Wesley Chapel, FL

    27722 Sugar Loaf Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 2,051 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
11. 

    $495,000

    

    

    56

     

     

    6658 Devlin Lane, Wesley Chapel, FL

    6658 Devlin Lane
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 2,894 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
12. 

    $995,000

    

    

    86

     

     

    29527 Picana Lane, Wesley Chapel, FL

    29527 Picana Lane
    Wesley Chapel, FL

    • 5 Beds
    • 4 Baths
    • 4,218 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
13. 

    $550,000

    

    

    46

     

     

    27443 Mistflower Drive, Wesley Chapel, FL

    27443 Mistflower Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,967 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
14. 

    $1,045,000

    

    

    37

     

    31261 Chesapeake Bay Drive, Wesley Chapel, FL

    31261 Chesapeake Bay Drive
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 3,970 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
15. 

    $455,000

    

    

    41

     

     

    27537 Edenfield Drive, Wesley Chapel, FL

    27537 Edenfield Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,954 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
16. 

    $484,259

    

    

    34

     

     

    3819 Fraccareta Way, Wesley Chapel, FL

    3819 Fraccareta Way
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,925 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
17. 

    $428,999

    

    

    27

     

     

    3907 Immacolata Way, Wesley Chapel, FL

    3907 Immacolata Way
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 1,689 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
18. 

    $324,333

    

    

    34

     

     

    1123 Bensbrooke Drive, Wesley Chapel, FL

    1123 Bensbrooke Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,713 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
19. 

    $515,000

    

    

    84

     

     

    32337 Conchshell Sail Street, Wesley Chapel, FL

    32337 Conchshell Sail Street
    Wesley Chapel, FL

    • 4 Beds
    • 4 Baths
    • 2,828 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
20. 

    $807,900

    

    

    34

     

     

    3869 Cabernet Terrace, Wesley Chapel, FL

    3869 Cabernet Terrace
    Wesley Chapel, FL

    • 3 Beds
    • 4 Baths
    • 2,720 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
21. 

    $460,000

    

    

    28

     

     

    4363 Cairoli Court, Wesley Chapel, FL

    4363 Cairoli Court
    Wesley Chapel, FL

    • 2 Beds
    • 2 Baths
    • 1,694 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
22. 

    $449,900

    

    

    59

     

     

    28436 Openfield Loop, Wesley Chapel, FL

    28436 Openfield Loop
    Wesley Chapel, FL

    • 4 Beds
    • 2 Baths
    • 2,005 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
23. 

    $339,900

    

    

    27

     

     

    30702 Iverson Drive, Wesley Chapel, FL

    30702 Iverson Drive
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,838 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
24. 

    $387,610

    

    

    23

     

     

    32070 Anchor Point Drive, Wesley Chapel, FL

    32070 Anchor Point Drive
    Wesley Chapel, FL

    • 3 Beds
    • 3 Baths
    • 1,748 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
25. 

    $455,000

    

    

    56

     

     

    4818 Diamonds Palm Loop, Wesley Chapel, FL

    4818 Diamonds Palm Loop
    Wesley Chapel, FL

    • 4 Beds
    • 2 Baths
    • 2,455 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
26. 

    $635,000

    

    

    24

     

     

    6432 Timberdale Avenue, Wesley Chapel, FL

    6432 Timberdale Avenue
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,371 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
27. 

    $1,150,000

    

    

    92

     

     

    31512 Colada Drift Way, Wesley Chapel, FL

    31512 Colada Drift Way
    Wesley Chapel, FL

    • 5 Beds
    • 4 Baths
    • 3,531 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
28. 

    $339,900

    

    

    60

     

     

    30148 Clearview Drive, Wesley Chapel, FL

    30148 Clearview Drive
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 2,356 Home (sqft)
    • 3 Baths
    • 1.05 Lot (ac)
29. 

    $299,900

    

    

    26

     

     

    33319 Darley Dale Trail, Wesley Chapel, FL

    33319 Darley Dale Trail
    Wesley Chapel, FL

    • 3 Beds
    • 2 Baths
    • 1,516 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
30. 

    $369,000

    

    

    52

     

     

    4896 San Martino Drive, Wesley Chapel, FL

    4896 San Martino Drive
    Wesley Chapel, FL

    • 4 Beds
    • 3 Baths
    • 1,844 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)

Previous Page 3 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 10/21/26 4:48 AM PDT.

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