Southern Hills Community Brooksville FL

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 9/11/2026)

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 167 | Previous Page 1 of 6 Next

1. 

   $785,000

   

   

   62

    

    

   95 Rabbit Hollow, Brooksville, FL

   95 Rabbit Hollow
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,327 Home (sqft)
   • 3 Baths
   • 2.30 Lot (ac)
2. 

   $625,000

   

   

   13

    

    

   13255 Jacqueline Road, Brooksville, FL

   13255 Jacqueline Road
   Brooksville, FL

   • 2 Beds
   • 2 Baths
   • 1,248 Home (sqft)
   • 2 Baths
   • 4.90 Lot (ac)
3. 

   $1,720,000

   

   

   97

    

    

   27390 Church Road, Brooksville, FL

   27390 Church Road
   Brooksville, FL

   • 4 Beds
   • 5 Baths
   • 3,422 Home (sqft)
   • 5 Baths
   • 3.20 Lot (ac)
4. 

   $619,900

   

   

   56

    

    

   4302 Gevalia Drive, Brooksville, FL

   4302 Gevalia Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,449 Home (sqft)
   • 3 Baths
   • 8,277 Lot (sqft)
5. 

   $699,999

   

   

   44

    

    

   19546 Mossy Oak Court, Brooksville, FL

   19546 Mossy Oak Court
   Brooksville, FL

   • 3 Beds
   • 4 Baths
   • 3,439 Home (sqft)
   • 4 Baths
   • 1.05 Lot (ac)
6. 

   $775,000

   

   

   62

    

    

   7041 Quarterhorse Lane, Brooksville, FL

   7041 Quarterhorse Lane
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,091 Home (sqft)
   • 3 Baths
   • 10.10 Lot (ac)
7. 

   $11,000,000

   

   

   22

    

    

   Crum Road, Brooksville, FL

   Crum Road
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 125.00 Lot (ac)
8. 

   $625,000

   

   

   17

    

   20327 Powell Road, Brooksville, FL

   20327 Powell Road
   Brooksville, FL

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

   $1,999,999

   

   

   100

    

    

   5401 Grand Summit Drive, Brooksville, FL

   5401 Grand Summit Drive
   Brooksville, FL

   • 4 Beds
   • 8 Baths
   • 7,264 Home (sqft)
   • 8 Baths
   • 19,602 Lot (sqft)
10. 

    $699,999

    

    

    73

     

     

    1164 Katie Wood Trail, Brooksville, FL

    1164 Katie Wood Trail
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,228 Home (sqft)
    • 2 Baths
    • 8.00 Lot (ac)
11. 

    $729,000

    

    

    81

     

     

    24142 Tamber Rd, Brooksville, FL

    24142 Tamber Rd
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 2,264 Home (sqft)
    • 3 Baths
    • 4.80 Lot (ac)
12. 

    $599,900

    

    

    14

     

     

    4080 Southern Valley Loop, Brooksville, FL

    4080 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
13. 

    $525,000

    

    

    91

     

     

    5043 Southern Valley Loop, Brooksville, FL

    5043 Southern Valley Loop
    Brooksville, FL

    • 2 Beds
    • 3 Baths
    • 2,264 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
14. 

    $575,000

    

    

    23

     

    6221 Emerson Road, Brooksville, FL

    6221 Emerson Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,356 Home (sqft)
    • 3 Baths
    • 9.40 Lot (ac)
15. 

    $3,999,988

    

    

    76

     

     

    8279 Sunshine Grove Road, Brooksville, FL

    8279 Sunshine Grove Road
    Brooksville, FL

    • 2 Beds
    • 2 Baths
    • 1,326 Home (sqft)
    • 2 Baths
    • 2.40 Lot (ac)
16. 

    $1,350,000

    

    

    88

     

     

    22259 Skyview Circle, Brooksville, FL

    22259 Skyview Circle
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 5,104 Home (sqft)
    • 3 Baths
    • 7.10 Lot (ac)
17. 

    $579,000

    

    

    92

     

     

    5102 Delacroix Drive, Brooksville, FL

    5102 Delacroix Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,713 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
18. 

    $4,500,000

    

    

    12

     

     

    18381 Split Rail Rd, Brooksville, FL

    18381 Split Rail Rd
    Brooksville, FL

    • 4 Beds
    • 6 Baths
    • 3,570 Home (sqft)
    • 6 Baths
    • 10,019 Lot (sqft)
19. 

    $3,800,000

    

    

    12

     

     

    18371 Split Rail Road, Brooksville, FL

    18371 Split Rail Road
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,470 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
20. 

    $575,000

    

    

    43

     

     

    26348 Crooked Tree Lane, Brooksville, FL

    26348 Crooked Tree Lane
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,426 Home (sqft)
    • 2 Baths
    • 4.40 Lot (ac)
21. 

    $599,000

    

    

    56

     

     

    4229 Bessemer Road, Brooksville, FL

    4229 Bessemer Road
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 2,310 Home (sqft)
    • 2 Baths
    • 2.80 Lot (ac)
22. 

    $600,000

    

    

    28

     

     

    490 Smith Street, Brooksville, FL

    490 Smith Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 3,140 Home (sqft)
    • 0 Baths
    • 12,633 Lot (sqft)
23. 

    $1,150,000

    

    

    88

     

     

    25406 Ladyhawk Lane, Brooksville, FL

    25406 Ladyhawk Lane
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 5,008 Home (sqft)
    • 4 Baths
    • 10.10 Lot (ac)
24. 

    $549,999

    

    

    59

     

     

    4081 Southern Valley Loop, Brooksville, FL

    4081 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,090 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
25. 

    $754,000

    

    

    52

     

     

    22289 Cheraton Road, Brooksville, FL

    22289 Cheraton Road
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,686 Home (sqft)
    • 4 Baths
    • 4.60 Lot (ac)
26. 

    $999,999

    

    

    19

     

     

    29373 Cortez Boulevard, Brooksville, FL

    29373 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.74 Lot (ac)
27. 

    $559,000

    

    

    50

     

     

    7224 Shaw Rd, Brooksville, FL

    7224 Shaw Rd
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,728 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
28. 

    $1,395,000

    

    

    62

     

    23458 Croom Road, Brooksville, FL

    23458 Croom Road
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,088 Home (sqft)
    • 4 Baths
    • 14.80 Lot (ac)
29. 

    $860,000

    

    

    49

     

     

    4794 Southern Valley Loop, Brooksville, FL

    4794 Southern Valley Loop
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 3,846 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
30. 

    $780,000

    

    

    3

     

    5063 Elm Leaf Drive, Brooksville, FL

    5063 Elm Leaf Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)

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 9/11/26 7:13 PM PDT.

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