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
- List View
- Map View
- Grid View
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Lot Size20,038 sqft
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Home Size1,922 sqft
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Beds3 Beds
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Baths2 Baths
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Year Built1991
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Days on Market112
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Lot Size19,167 sqft
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Home Size2,210 sqft
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Beds4 Beds
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Baths2 Baths
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Year Built1990
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Days on Market45
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Lot Size20,038 sqft
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Home Size1,944 sqft
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Beds3 Beds
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Baths2 Baths
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Year Built1992
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Days on Market127
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See all Community Cypress Estates Homes For Sale .
(all data current as of
1/11/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
All Homes For Sale in Land O Lakes
- List View
- Grid View
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$454,990
17572 Acorn Drop Road, Land O Lakes, FL17572 Acorn Drop Road
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,045 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$431,990
17607 Acorn Drop Road, Land O Lakes, FL17607 Acorn Drop Road
Land O Lakes, FL- 5 Beds
- 3 Baths
- 2,605 Home (sqft)
- 3 Baths
- 7,406 Lot (sqft)
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$381,815
17585 Acorn Drop Road, Land O Lakes, FL17585 Acorn Drop Road
Land O Lakes, FL- 3 Beds
- 2 Baths
- 1,672 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$459,990
7101 Flint Creek Drive, Land O Lakes, FL7101 Flint Creek Drive
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,045 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$675,000
22481 Southshore Drive, Land O Lakes, FL22481 Southshore Drive
Land O Lakes, FL- 4 Beds
- 2 Baths
- 2,035 Home (sqft)
- 2 Baths
- 16,553 Lot (sqft)
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$579,900
22774 Cherokee Rose Place, Land O Lakes, FL22774 Cherokee Rose Place
Land O Lakes, FL- 5 Beds
- 4 Baths
- 3,442 Home (sqft)
- 4 Baths
- 9,148 Lot (sqft)
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$645,391
17429 Valleywood Parkway, Land O Lakes, FL17429 Valleywood Parkway
Land O Lakes, FL- 3 Beds
- 3 Baths
- 2,723 Home (sqft)
- 3 Baths
- 7,406 Lot (sqft)
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$675,000
4701 Land O Lakes Boulevard, Land O Lakes, FL4701 Land O Lakes Boulevard
Land O Lakes, FL- 0 Beds
- 0 Baths
- 3,326 Home (sqft)
- 0 Baths
- 18,731 Lot (sqft)
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$657,990
17465 Valleywood Parkway, Land O Lakes, FL17465 Valleywood Parkway
Land O Lakes, FL- 4 Beds
- 4 Baths
- 3,278 Home (sqft)
- 4 Baths
- 6,970 Lot (sqft)
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$639,990
17477 Valleywood Parkway, Land O Lakes, FL17477 Valleywood Parkway
Land O Lakes, FL- 4 Beds
- 4 Baths
- 3,099 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
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$599,900
2610 Cabot Road, Land O Lakes, FL2610 Cabot Road
Land O Lakes, FL- 4 Beds
- 2 Baths
- 2,125 Home (sqft)
- 2 Baths
- 1.25 Lot (ac)
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$365,000
7526 Deer Path Lane, Land O Lakes, FL7526 Deer Path Lane
Land O Lakes, FL- 3 Beds
- 2 Baths
- 1,964 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$309,900
21861 Adriatic Lane, Land O Lakes, FL21861 Adriatic Lane
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,601 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$529,500
21396 Snowy Orchid Terrace, Land O Lakes, FL21396 Snowy Orchid Terrace
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,453 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$507,500
21529 Southern Charm Drive, Land O Lakes, FL21529 Southern Charm Drive
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,284 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$354,990
7322 Flint Creek Drive, Land O Lakes, FL7322 Flint Creek Drive
Land O Lakes, FL- 4 Beds
- 2 Baths
- 1,665 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$344,990
7339 Flint Creek Drive, Land O Lakes, FL7339 Flint Creek Drive
Land O Lakes, FL- 4 Beds
- 2 Baths
- 1,665 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$415,900
25102 Geddy Drive, Land O Lakes, FL25102 Geddy Drive
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,366 Home (sqft)
- 3 Baths
- 6,970 Lot (sqft)
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$800,000
21698 Amelia Rose Way, Land O Lakes, FL21698 Amelia Rose Way
Land O Lakes, FL- 4 Beds
- 3 Baths
- 2,544 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$250,000
4224 Winding River Way, Land O Lakes, FL4224 Winding River Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,536 Home (sqft)
- 3 Baths
- 1,307 Lot (sqft)
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$319,000
18916 Randall Place, Land O Lakes, FL18916 Randall Place
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,545 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
-
$374,000
23015 Mayfair Road, Land O Lakes, FL23015 Mayfair Road
Land O Lakes, FL- 4 Beds
- 2 Baths
- 1,399 Home (sqft)
- 2 Baths
- 10,890 Lot (sqft)
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$275,000
3332 Broken Bow Drive, Land O Lakes, FL3332 Broken Bow Drive
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,653 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$280,000
4602 Winding River Way, Land O Lakes, FL4602 Winding River Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,880 Home (sqft)
- 3 Baths
- 1,307 Lot (sqft)
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$312,990
17280 English Chestnut Way, Land O Lakes, FL17280 English Chestnut Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$312,990
17276 English Chestnut Way, Land O Lakes, FL17276 English Chestnut Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$312,990
17272 English Chestnut Way, Land O Lakes, FL17272 English Chestnut Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$370,000
18425 Cypress Bay Parkway, Land O Lakes, FL18425 Cypress Bay Parkway
Land O Lakes, FL- 3 Beds
- 2 Baths
- 1,963 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
-
$309,990
17268 English Chestnut Way, Land O Lakes, FL17268 English Chestnut Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$309,990
17264 English Chestnut Way, Land O Lakes, FL17264 English Chestnut Way
Land O Lakes, FL- 3 Beds
- 3 Baths
- 1,463 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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