Southern Hills is home to some of the most unique topography in Florida, with rolling hills and elevation changes in excess of 200 feet, residents enjoy long-range panoramic views that stretch almost 20 miles to the Gulf Coast.

Found in Brooksville, in an area referred to as Florida’s “Nature Coast,” the community is convenient to the Tampa Bay area via the Suncoast Parkway. Home-buyers choose between golf course, nature preserve or water view lots. All it requires is one trip to understand why Southern Hills is a step above as well as a world apart.

Uncover the better way to live in Florida, where life is as gentle as the hills embracing this community. Southern Hills recreates the spirit and pace of a simpler time with just the right combination of country club amenities and Old Florida ambiance.

A full service Spa & Fitness Center, miles of connected trails and sidewalks together with the only Pete Dye Championship Golf Course, complement every lifestyle from families to the avid golfer.

Come for a visit to find out how inviting Florida hill country can be, just 35 miles North of Tampa in Hernando County.

Southern Hills Community Brooksville FL

If you’re looking for a home in this community 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 Brooksville homes for sale.

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All Homes For Sale in Southern Hills

See all Community Southern Hills Homes For Sale .
(all data current as of 11/18/2025)

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

All Homes For Sale in Brooksville

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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 166 | Previous Page 1 of 6 Next

1. 

   $544,900

   

   

   41

    

    

   4292 Culbreath Road, Brooksville, FL

   4292 Culbreath Road
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 1,816 Home (sqft)
   • 2 Baths
   • 4.80 Lot (ac)
2. 

   $599,000

   

   

   34

    

    

   15217 Bailey Hill Road, Brooksville, FL

   15217 Bailey Hill Road
   Brooksville, FL

   • 7 Beds
   • 5 Baths
   • 580 Home (sqft)
   • 5 Baths
   • 5.00 Lot (ac)
3. 

   $559,000

   

   

   97

    

    

   16180 Snow Memorial Highway, Brooksville, FL

   16180 Snow Memorial Highway
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 1,899 Home (sqft)
   • 2 Baths
   • 2.10 Lot (ac)
4. 

   $550,000

   

   

   25

    

    

   27360 Cortez Boulevard, Brooksville, FL

   27360 Cortez Boulevard
   Brooksville, FL

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

   $699,900

   

   

   2

    

   4788 Southern Valley Loop, Brooksville, FL

   4788 Southern Valley Loop
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,497 Home (sqft)
   • 3 Baths
   • 9,584 Lot (sqft)
6. 

   $799,900

   

   

   2

    

   4652 Hickory Oak Drive, Brooksville, FL

   4652 Hickory Oak Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,527 Home (sqft)
   • 3 Baths
   • 16,989 Lot (sqft)
7. 

   $729,900

   

   

   64

    

    

   22106 Garmisch Way, Brooksville, FL

   22106 Garmisch Way
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 3,442 Home (sqft)
   • 2 Baths
   • 2.53 Lot (ac)
8. 

   $625,000

   

   

   11

    

    

   0 Church Road, Brooksville, FL

   0 Church Road
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 8.10 Lot (ac)
9. 

   $550,000

   

   

   42

    

    

   13517 Citrus Way, Brooksville, FL

   13517 Citrus Way
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,789 Home (sqft)
   • 3 Baths
   • 4.70 Lot (ac)
10. 

    $675,000

    

    

    47

     

     

    14100 Olympic Village Lane, Brooksville, FL

    14100 Olympic Village Lane
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,889 Home (sqft)
    • 2 Baths
    • 10.00 Lot (ac)
11. 

    $1,200,000

    

    

    79

     

     

    23245 Croom Road, Brooksville, FL

    23245 Croom Road
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,836 Home (sqft)
    • 4 Baths
    • 9.90 Lot (ac)
12. 

    $1,600,000

    

    

    100

     

     

    1325 Culbreath Road, Brooksville, FL

    1325 Culbreath Road
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 3,700 Home (sqft)
    • 4 Baths
    • 14.00 Lot (ac)
13. 

    $568,000

    

    

    38

     

     

    22063 Lake Lindsey Road, Brooksville, FL

    22063 Lake Lindsey Road
    Brooksville, FL

    • 2 Beds
    • 1 Bath
    • 1,588 Home (sqft)
    • 1 Bath
    • 4.00 Lot (ac)
14. 

    $995,000

    

    

    18

     

     

    9247 Sunshine Grove Road, Brooksville, FL

    9247 Sunshine Grove Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8.40 Lot (ac)
15. 

    $777,000

    

    

    54

     

     

    19123 Yontz Road, Brooksville, FL

    19123 Yontz Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,913 Home (sqft)
    • 2 Baths
    • 28.40 Lot (ac)
16. 

    $619,900

    

    

    85

     

     

    16453 Pawnee Drive, Brooksville, FL

    16453 Pawnee Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,489 Home (sqft)
    • 3 Baths
    • 2.50 Lot (ac)
17. 

    $1,400,000

    

    

    3

     

    16250 Wiscon Road, Brooksville, FL

    16250 Wiscon Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 4.70 Lot (ac)
18. 

    $1,900,000

    

    

    59

     

     

    23337 Lake Lindsey Road, Brooksville, FL

    23337 Lake Lindsey Road
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,186 Home (sqft)
    • 3 Baths
    • 30.60 Lot (ac)
19. 

    $1,250,000

    

    

    78

     

     

    6375 Emanuels Way, Brooksville, FL

    6375 Emanuels Way
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 4,555 Home (sqft)
    • 5 Baths
    • 8.40 Lot (ac)
20. 

    $999,000

    

    

    100

     

     

    15405 Vanessa Lane, Brooksville, FL

    15405 Vanessa Lane
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,541 Home (sqft)
    • 3 Baths
    • 1.39 Lot (ac)
21. 

    $1,950,000

    

    

    14

     

     

    24392 Lanark Road, Brooksville, FL

    24392 Lanark Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 4,904 Home (sqft)
    • 2 Baths
    • 4.40 Lot (ac)
22. 

    $674,900

    

    

    65

     

     

    3256 Station Boulevard, Brooksville, FL

    3256 Station Boulevard
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,252 Home (sqft)
    • 3 Baths
    • 1.25 Lot (ac)
23. 

    $599,000

    

    

    58

     

     

    5255 Bone Lane, Brooksville, FL

    5255 Bone Lane
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,151 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
24. 

    $715,000

    

    

    37

     

    6671 Summit View Drive, Brooksville, FL

    6671 Summit View Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,667 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
25. 

    $1,950,000

    

    

    15

     

     

    24392 Lanark Road, Brooksville, FL

    24392 Lanark Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 4,904 Home (sqft)
    • 0 Baths
    • 4.40 Lot (ac)
26. 

    $525,900

    

    

    53

     

    9309 Happy Trl, Brooksville, FL

    9309 Happy Trl
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,951 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
27. 

    $725,000

    

    

    65

     

     

    5018 Elm Leaf Drive, Brooksville, FL

    5018 Elm Leaf Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,419 Home (sqft)
    • 4 Baths
    • 16,989 Lot (sqft)
28. 

    $700,000

    

    

    58

     

     

    5034 Elm Leaf Drive, Brooksville, FL

    5034 Elm Leaf Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,500 Home (sqft)
    • 4 Baths
    • 16,553 Lot (sqft)
29. 

    $567,000

    

    

    58

     

     

    19906 Tattnall Way, Brooksville, FL

    19906 Tattnall Way
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,130 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
30. 

    $775,000

    

    

    55

     

     

    14887 Buczak Road, Brooksville, FL

    14887 Buczak Road
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,474 Home (sqft)
    • 4 Baths
    • 10.00 Lot (ac)

Previous Page 1 of 6 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 11/18/25 3:01 PM PST.

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