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
- List View
- Map View
- Grid View
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Lot Size7,841 sqft
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Home Size2,424 sqft
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Beds3 Beds
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Baths3 Baths
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Year Built2022
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Days on Market126
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Lot Size10,890 sqft
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Home Size4,228 sqft
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Beds3 Beds
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Baths3 Baths
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Year Built2025
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Days on MarketN/A
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Lot Size10,890 sqft
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Home Size3,273 sqft
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Beds3 Beds
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Baths3 Baths
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Year Built2020
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Days on Market386
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See all Community Winding Ridge Homes For Sale .
(all data current as of
5/14/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
All Homes For Sale in Wesley Chapel
- List View
- Grid View
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$303,990
31185 Midnight Sun Way, Wesley Chapel, FL31185 Midnight Sun Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,464 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$303,990
31215 Midnight Sun Way, Wesley Chapel, FL31215 Midnight Sun Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,464 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$284,990
31192 Midnight Sun Way, Wesley Chapel, FL31192 Midnight Sun Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$595,500
31639 Stirrup Lane, Wesley Chapel, FL31639 Stirrup Lane
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 2,296 Home (sqft)
- 2 Baths
- 1.22 Lot (ac)
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$264,990
31180 Midnight Sun Way, Wesley Chapel, FL31180 Midnight Sun Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$289,990
31184 Midnight Sun Way, Wesley Chapel, FL31184 Midnight Sun Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$290,000
2339 Alee Lane, Wesley Chapel, FL2339 Alee Lane
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,555 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$185,000
31 Olcott Drive, Wesley Chapel, FL31 Olcott Drive
Wesley Chapel, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 3.33 Lot (ac)
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$475,000
1588 Ludington Avenue, Wesley Chapel, FL1588 Ludington Avenue
Wesley Chapel, FL- 5 Beds
- 4 Baths
- 2,471 Home (sqft)
- 4 Baths
- 5,228 Lot (sqft)
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$145,000
34321 Countryside Drive, Wesley Chapel, FL34321 Countryside Drive
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,144 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$499,900
4605 Rosatti Road, Wesley Chapel, FL4605 Rosatti Road
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,926 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$299,950
1931 Sassafras Drive, Wesley Chapel, FL1931 Sassafras Drive
Wesley Chapel, FL- 2 Beds
- 2 Baths
- 1,566 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$335,250
5916 Lake Front Drive, Wesley Chapel, FL5916 Lake Front Drive
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,233 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$379,500
5419 Seattle Slew Drive, Wesley Chapel, FL5419 Seattle Slew Drive
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,505 Home (sqft)
- 2 Baths
- 6,970 Lot (sqft)
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$463,000
27509 Edenfield Drive, Wesley Chapel, FL27509 Edenfield Drive
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 2,103 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$579,490
32546 Rosepine Boulevard, Wesley Chapel, FL32546 Rosepine Boulevard
Wesley Chapel, FL- 4 Beds
- 3 Baths
- 2,756 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$568,490
32598 Rosepine Boulevard, Wesley Chapel, FL32598 Rosepine Boulevard
Wesley Chapel, FL- 4 Beds
- 3 Baths
- 2,756 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$546,740
32562 Rosepine Boulevard, Wesley Chapel, FL32562 Rosepine Boulevard
Wesley Chapel, FL- 4 Beds
- 3 Baths
- 2,045 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$375,000
30816 Pumpkin Ridge Drive, Wesley Chapel, FL30816 Pumpkin Ridge Drive
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 2,174 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$425,000
29307 Meadowcroft Avenue, Wesley Chapel, FL29307 Meadowcroft Avenue
Wesley Chapel, FL- 4 Beds
- 2 Baths
- 1,808 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$478,990
32307 Evening Grove Court, Wesley Chapel, FL32307 Evening Grove Court
Wesley Chapel, FL- 5 Beds
- 3 Baths
- 2,453 Home (sqft)
- 3 Baths
- 5,228 Lot (sqft)
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$450,990
32417 Weathered Oak Drive, Wesley Chapel, FL32417 Weathered Oak Drive
Wesley Chapel, FL- 5 Beds
- 3 Baths
- 2,453 Home (sqft)
- 3 Baths
- 4,356 Lot (sqft)
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$379,290
32310 Evening Grove Court, Wesley Chapel, FL32310 Evening Grove Court
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,560 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$378,340
32409 Weathered Oak Drive, Wesley Chapel, FL32409 Weathered Oak Drive
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,560 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$404,840
32329 Evening Grove Court, Wesley Chapel, FL32329 Evening Grove Court
Wesley Chapel, FL- 3 Beds
- 2 Baths
- 1,560 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$820,000
7201 Talamore Drive, Wesley Chapel, FL7201 Talamore Drive
Wesley Chapel, FL- 5 Beds
- 5 Baths
- 3,461 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$279,000
26527 Castleview Way, Wesley Chapel, FL26527 Castleview Way
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,545 Home (sqft)
- 3 Baths
- 3,050 Lot (sqft)
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$987,000
9028 Mckendree Road, Wesley Chapel, FL9028 Mckendree Road
Wesley Chapel, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5.09 Lot (ac)
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$459,900
8354 Hardy Bay Loop, Wesley Chapel, FL8354 Hardy Bay Loop
Wesley Chapel, FL- 4 Beds
- 3 Baths
- 2,260 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
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$287,500
2950 Willowleaf Lane, Wesley Chapel, FL2950 Willowleaf Lane
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 1,513 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
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