Looking for a new home in Cypress Estates? It is a great time to buy real estate in this community and our site is a great place to begin your search.

You can check out the schools, market statistics, the latest listings and more. Whether you are a first-time home buyer or you are already familiar with the home buying process, you can be assured that you have the best tools and we are the the perfect agents to help with your home search.

This community is in the perfect location, minutes from Tampa Premium Outlet Mall, Shopping, Dining I-75 / 275 which makes an easy commute to Tampa.

Cypress Estates– Land O’ Lakes, FL

The area offers a wealth of dining and shopping options and is in close proximity to two area malls – the open-air Wiregrass Mall in Wesley Chapel and the newly opened Tampa Premium Outlets, also in Wesley Chapel.  There are a plethora of restaurants options including Cheddar’s, Longhorn’s Steakhouse, Pollo Tropical, the newly opened Ford’s Garage and BJ’s Brewhouse, just to name a few.  A brand new Costco has just opened in the area with Aldi coming soon!

If you’re looking for a home in Cypress Estates or anywhere in the Tampa Bay area, they’re all available right here on our website.  Feel free to give us a call at 813-300-7116 or click here to schedule a showing or to find out more about any of the local Cypress Estates homes for sale.

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All Homes For Sale in Cypress Estates

See all Community Cypress Estates Homes For Sale .
(all data current as of 11/13/2025)

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

All Homes For Sale in Land O Lakes

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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

91 - 120 of 448 | Previous Page 4 of 15 Next

1. 

   $350,000

   

   

   42

    

    

   24437 Painter Drive, Land O Lakes, FL

   24437 Painter Drive
   Land O Lakes, FL

   • 3 Beds
   • 2 Baths
   • 1,660 Home (sqft)
   • 2 Baths
   • 7,406 Lot (sqft)
2. 

   $529,000

   

   

   57

    

    

   10826 Rain Lilly Pass, Land O Lakes, FL

   10826 Rain Lilly Pass
   Land O Lakes, FL

   • 4 Beds
   • 4 Baths
   • 3,496 Home (sqft)
   • 4 Baths
   • 13,940 Lot (sqft)
3. 

   $329,900

   

   

   49

    

    

   21869 Adriatic Lane, Land O Lakes, FL

   21869 Adriatic Lane
   Land O Lakes, FL

   • 3 Beds
   • 3 Baths
   • 1,601 Home (sqft)
   • 3 Baths
   • 2,178 Lot (sqft)
4. 

   $610,000

   

   

   64

    

    

   21334 Lake Sharon Drive, Land O Lakes, FL

   21334 Lake Sharon Drive
   Land O Lakes, FL

   • 4 Beds
   • 2 Baths
   • 1,736 Home (sqft)
   • 2 Baths
   • 34,413 Lot (sqft)
5. 

   $975,000

   

   

   100

    

    

   16519 Frehley Run, Land O Lakes, FL

   16519 Frehley Run
   Land O Lakes, FL

   • 5 Beds
   • 4 Baths
   • 3,547 Home (sqft)
   • 4 Baths
   • 14,375 Lot (sqft)
6. 

   $350,000

   

   

   32

    

   10271 Hawks Landing Drive, Land O Lakes, FL

   10271 Hawks Landing Drive
   Land O Lakes, FL

   • 3 Beds
   • 2 Baths
   • 1,519 Home (sqft)
   • 2 Baths
   • 4,792 Lot (sqft)
7. 

   $284,900

   

   

   89

    

    

   20830 Jaffa Lane, Land O Lakes, FL

   20830 Jaffa Lane
   Land O Lakes, FL

   • 2 Beds
   • 2 Baths
   • 1,332 Home (sqft)
   • 2 Baths
   • 4,356 Lot (sqft)
8. 

   $340,000

   

   

   18

    

    

   17202 Amber Aspen Way, Land O Lakes, FL

   17202 Amber Aspen Way
   Land O Lakes, FL

   • 3 Beds
   • 3 Baths
   • 1,673 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
9. 

   $499,900

   

   

   67

    

    

   10090 Gentle Rain Drive, Land O Lakes, FL

   10090 Gentle Rain Drive
   Land O Lakes, FL

   • 6 Beds
   • 3 Baths
   • 3,092 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
10. 

    $1,025,000

    

    

    90

     

     

    2327 Camp Indianhead Road, Land O Lakes, FL

    2327 Camp Indianhead Road
    Land O Lakes, FL

    • 5 Beds
    • 4 Baths
    • 2,841 Home (sqft)
    • 4 Baths
    • 2.97 Lot (ac)
11. 

    $515,000

    

    

    89

     

     

    8448 Lagerfeld Drive, Land O Lakes, FL

    8448 Lagerfeld Drive
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,355 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
12. 

    $509,990

    

    

    2

     

    10754 Gentle Rain Drive, Land O Lakes, FL

    10754 Gentle Rain Drive
    Land O Lakes, FL

    • 4 Beds
    • 4 Baths
    • 3,334 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
13. 

    $574,999

    

    

    78

     

     

    8919 Crystal Creek Court, Land O Lakes, FL

    8919 Crystal Creek Court
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,934 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
14. 

    $36,000

    

    

    8

     

     

    5132 Land O Lakes Boulevard #105, Land O Lakes, FL

    5132 Land O Lakes Boulevard #105
    Land O Lakes, FL

    • 0 Beds
    • 0 Baths
    • 1,200 Home (sqft)
    • 0 Baths
    • 3.84 Lot (ac)
15. 

    $400,000

    

    

    41

     

     

    17433 Lawn Orchid Loop, Land O Lakes, FL

    17433 Lawn Orchid Loop
    Land O Lakes, FL

    • 4 Beds
    • 2 Baths
    • 1,922 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
16. 

    $421,990

    

    

    17

     

     

    10615 Gentle Rain Drive, Land O Lakes, FL

    10615 Gentle Rain Drive
    Land O Lakes, FL

    • 5 Beds
    • 3 Baths
    • 2,453 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
17. 

    $399,990

    

    

    11

     

     

    10599 Gentle Rain Drive, Land O Lakes, FL

    10599 Gentle Rain Drive
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,305 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
18. 

    $499,000

    

    

    81

     

     

    4724 Ballast Crest Cove, Land O Lakes, FL

    4724 Ballast Crest Cove
    Land O Lakes, FL

    • 2 Beds
    • 2 Baths
    • 1,894 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
19. 

    $345,000

    

    

    30

     

     

    21802 Lyonia Lane, Land O Lakes, FL

    21802 Lyonia Lane
    Land O Lakes, FL

    • 3 Beds
    • 3 Baths
    • 1,851 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
20. 

    $399,000

    

    

    50

     

     

    21046 Passive Porch Drive, Land O Lakes, FL

    21046 Passive Porch Drive
    Land O Lakes, FL

    • 5 Beds
    • 3 Baths
    • 2,455 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
21. 

    $589,900

    

    

    88

     

     

    8918 Shady Pavillion Court, Land O Lakes, FL

    8918 Shady Pavillion Court
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,946 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
22. 

    $495,000

    

    

    40

     

     

    3130 Lake Saxon Drive, Land O Lakes, FL

    3130 Lake Saxon Drive
    Land O Lakes, FL

    • 4 Beds
    • 2 Baths
    • 2,131 Home (sqft)
    • 2 Baths
    • 20,909 Lot (sqft)
23. 

    $465,000

    

    

    72

     

     

    21817 Dupree Drive, Land O Lakes, FL

    21817 Dupree Drive
    Land O Lakes, FL

    • 4 Beds
    • 2 Baths
    • 1,873 Home (sqft)
    • 2 Baths
    • 1.09 Lot (ac)
24. 

    $549,900

    

    

    30

     

     

    19865 Sea Glass Circle, Land O Lakes, FL

    19865 Sea Glass Circle
    Land O Lakes, FL

    • 2 Beds
    • 2 Baths
    • 1,889 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
25. 

    $499,000

    

    

    48

     

     

    9208 Lost Mill Drive, Land O Lakes, FL

    9208 Lost Mill Drive
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,654 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
26. 

    $299,999

    

    

    35

     

     

    9657 Ashworth Place, Land O Lakes, FL

    9657 Ashworth Place
    Land O Lakes, FL

    • 3 Beds
    • 3 Baths
    • 1,601 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
27. 

    $480,000

    

    

    46

     

     

    3013 Silvermill Loop, Land O Lakes, FL

    3013 Silvermill Loop
    Land O Lakes, FL

    • 4 Beds
    • 3 Baths
    • 2,571 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
28. 

    $442,500

    

    

    24

     

     

    20952 Amanda Oak Court, Land O Lakes, FL

    20952 Amanda Oak Court
    Land O Lakes, FL

    • 3 Beds
    • 2 Baths
    • 1,920 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
29. 

    $425,000

    

    

    49

     

     

    22304 Pleasant Morning Drive, Land O Lakes, FL

    22304 Pleasant Morning Drive
    Land O Lakes, FL

    • 5 Beds
    • 3 Baths
    • 2,217 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
30. 

    $550,000

    

    

    31

     

     

    19771 Ship Wheel Way, Land O Lakes, FL

    19771 Ship Wheel Way
    Land O Lakes, FL

    • 3 Beds
    • 3 Baths
    • 2,114 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)

Previous Page 4 of 15 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 11/13/25 8:59 AM PST.

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