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 12/6/2025)

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

61 - 90 of 169 | Previous Page 3 of 6 Next

1. 

   $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)
2. 

   $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)
3. 

   $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)
4. 

   $621,000

   

   

   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)
5. 

   $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)
6. 

   $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)
7. 

   $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)
8. 

   $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)
9. 

   $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)
10. 

    $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)
11. 

    $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)
12. 

    $749,900

    

    

    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)
13. 

    $894,900

    

    

    18

     

     

    4815 Hickory Oak Drive, Brooksville, FL

    4815 Hickory Oak Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,697 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
14. 

    $1,579,000

    

    

    1

     

    0 Kettering Road, Brooksville, FL

    0 Kettering Road
    Brooksville, FL

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

    $650,000

    

    

    6

     

     

    19201 Cortez Boulevard, Brooksville, FL

    19201 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 5,000 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
16. 

    $3,000,000

    

    

    42

     

     

    20089 Ayers Road, Brooksville, FL

    20089 Ayers Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 135.00 Lot (ac)
17. 

    $675,000

    

    

    67

     

    4081 Southern Valley Loop, Brooksville, FL

    4081 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,941 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
18. 

    $610,000

    

    

    13

     

     

    Church Road, Brooksville, FL

    Church Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.96 Lot (ac)
19. 

    $1,250,000

    

    

    34

     

     

    00 Sagheer Street, Brooksville, FL

    00 Sagheer Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 3.55 Lot (ac)
20. 

    $635,000

    

    

    46

     

     

    5085 Bone Lane, Brooksville, FL

    5085 Bone Lane
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,564 Home (sqft)
    • 3 Baths
    • 2.50 Lot (ac)
21. 

    $650,000

    

    

    4

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5.50 Lot (ac)
22. 

    $995,000

    

    

    5

     

     

    25247 Cortez Boulevard, Brooksville, FL

    25247 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11.90 Lot (ac)
23. 

    $598,900

    

    

    2

     

    4564 Southern Valley Loop, Brooksville, FL

    4564 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,497 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
24. 

    $999,000

    

    

    95

     

     

    6440 Cedar Lane, Brooksville, FL

    6440 Cedar Lane
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 2,666 Home (sqft)
    • 0 Baths
    • 36.50 Lot (ac)
25. 

    $699,900

    

    

    7

     

     

    4800 Hickory Oak Drive, Brooksville, FL

    4800 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,119 Home (sqft)
    • 4 Baths
    • 19,167 Lot (sqft)
26. 

    $695,000

    

    

    1

     

    0 Wiscon Road, Brooksville, FL

    0 Wiscon Road
    Brooksville, FL

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

    $839,500

    

    

    57

     

     

    11159 Cindy Drive, Brooksville, FL

    11159 Cindy Drive
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,364 Home (sqft)
    • 4 Baths
    • 2.50 Lot (ac)
28. 

    $744,900

    

    

    9

     

     

    4483 Southern Valley Loop, Brooksville, FL

    4483 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,301 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
29. 

    $795,000

    

    

    61

     

     

    28410 Wildlife Lane, Brooksville, FL

    28410 Wildlife Lane
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,007 Home (sqft)
    • 3 Baths
    • 2.50 Lot (ac)
30. 

    $659,900

    

    

    9

     

     

    4590 Southern Valley Loop, Brooksville, FL

    4590 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,683 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)

Previous Page 3 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 12/5/25 11:08 PM PST.

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