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 11/8/2025)

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

31 - 60 of 173 | Previous Page 2 of 6 Next

1. 

   $839,000

   

   

   61

    

    

   4675 Hickory Oak Drive, Brooksville, FL

   4675 Hickory Oak Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,663 Home (sqft)
   • 3 Baths
   • 17,860 Lot (sqft)
2. 

   $717,000

   

   

   61

    

    

   4748 Hickory Oak Drive, Brooksville, FL

   4748 Hickory Oak Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,561 Home (sqft)
   • 3 Baths
   • 16,553 Lot (sqft)
3. 

   $650,000

   

   

   43

    

    

   22249 Powell Road, Brooksville, FL

   22249 Powell Road
   Brooksville, FL

   • 2 Beds
   • 2 Baths
   • 1,110 Home (sqft)
   • 2 Baths
   • 10.00 Lot (ac)
4. 

   $775,000

   

   

   78

    

   158 Lark Avenue, Brooksville, FL

   158 Lark Avenue
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 3,476 Home (sqft)
   • 4 Baths
   • 2.40 Lot (ac)
5. 

   $999,000

   

   

   93

    

    

   6440 Cedar Lane, Brooksville, FL

   6440 Cedar Lane
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 36.50 Lot (ac)
6. 

   $725,000

   

   

   61

    

    

   4716 Hickory Oak Drive, Brooksville, FL

   4716 Hickory Oak Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,589 Home (sqft)
   • 3 Baths
   • 12,197 Lot (sqft)
7. 

   $999,900

   

   

   12

    

    

   19937 English Walnut Place, Brooksville, FL

   19937 English Walnut Place
   Brooksville, FL

   • 4 Beds
   • 5 Baths
   • 3,368 Home (sqft)
   • 5 Baths
   • 18,731 Lot (sqft)
8. 

   $595,000

   

   

   2

    

   Cortez Boulevard, Brooksville, FL

   Cortez Boulevard
   Brooksville, FL

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

   $674,900

   

   

   48

    

    

   11320 Salome Street, Brooksville, FL

   11320 Salome Street
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 1,660 Home (sqft)
   • 2 Baths
   • 4.90 Lot (ac)
10. 

    $3,000,000

    

    

    44

     

     

    20089 Ayers Road, Brooksville, FL

    20089 Ayers Road
    Brooksville, FL

    • 3 Beds
    • 1 Bath
    • 1,300 Home (sqft)
    • 1 Bath
    • 135.00 Lot (ac)
11. 

    $1,875,000

    

    

    100

     

     

    24050 Winding Creek Drive, Brooksville, FL

    24050 Winding Creek Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,441 Home (sqft)
    • 3 Baths
    • 48.00 Lot (ac)
12. 

    $550,000

    

    

    6

     

     

    Spring Hill, Brooksville, FL

    Spring Hill
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 39,204 Lot (sqft)
13. 

    $999,000

    

    

    15

     

     

    0 Sunshine Grove Road, Brooksville, FL

    0 Sunshine Grove Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 4.90 Lot (ac)
14. 

    $729,000

    

    

    13

     

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

    $630,000

    

    

    60

     

     

    25927 Old Spring Lake Road, Brooksville, FL

    25927 Old Spring Lake Road
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,816 Home (sqft)
    • 4 Baths
    • 3.40 Lot (ac)
16. 

    $659,900

    

    

    9

     

     

    4895 Hickory Oak Drive, Brooksville, FL

    4895 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
17. 

    $670,000

    

    

    72

     

    5295 Legend Hills Lane, Brooksville, FL

    5295 Legend Hills Lane
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,560 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)
18. 

    $1,350,000

    

    

    100

     

     

    22370 Skyview Circle, Brooksville, FL

    22370 Skyview Circle
    Brooksville, FL

    • 5 Beds
    • 6 Baths
    • 5,486 Home (sqft)
    • 6 Baths
    • 6.00 Lot (ac)
19. 

    $650,000

    

    

    91

     

     

    9481 Patrick Street, Brooksville, FL

    9481 Patrick Street
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,540 Home (sqft)
    • 3 Baths
    • 10.10 Lot (ac)
20. 

    $600,000

    

    

    50

     

     

    11373 Cortez Boulevard #409, Brooksville, FL

    11373 Cortez Boulevard #409
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 2,070 Home (sqft)
    • 0 Baths
    • 872 Lot (sqft)
21. 

    $799,000

    

    

    93

     

     

    15041 Woodcrest Road, Brooksville, FL

    15041 Woodcrest Road
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 2,602 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
22. 

    $699,000

    

    

    56

     

     

    10111 Weeks Drive, Brooksville, FL

    10111 Weeks Drive
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,843 Home (sqft)
    • 2 Baths
    • 1.43 Lot (ac)
23. 

    $519,000

    

    

    61

     

     

    4554 Secretariat Run, Brooksville, FL

    4554 Secretariat Run
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,804 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
24. 

    $799,000

    

    

    77

     

     

    4063 Baseball Pond Road, Brooksville, FL

    4063 Baseball Pond Road
    Brooksville, FL

    • 9 Beds
    • 5 Baths
    • 5,104 Home (sqft)
    • 5 Baths
    • 10.30 Lot (ac)
25. 

    $699,900

    

    

    7

     

     

    19611 Sterling Bluff Way, Brooksville, FL

    19611 Sterling Bluff Way
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,119 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
26. 

    $525,000

    

    

    15

     

     

    8147 Cresap Street, Brooksville, FL

    8147 Cresap Street
    Brooksville, FL

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

    $599,900

    

    

    2

     

    4429 Southern Valley Loop, Brooksville, FL

    4429 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,546 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
28. 

    $695,000

    

    

    16

     

     

    802 S Broad Street, Brooksville, FL

    802 S Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.37 Lot (ac)
29. 

    $839,900

    

    

    41

     

    4505 Hickory Oak Drive, Brooksville, FL

    4505 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,760 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
30. 

    $774,900

    

    

    27

     

     

    4376 Southern Valley Loop, Brooksville, FL

    4376 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,527 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)

Previous Page 2 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 11/8/25 2:57 AM PST.

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