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

91 - 120 of 173 | Previous Page 4 of 6 Next

1. 

   $659,900

   

   

   5

    

    

   4773 Hickory Oak Drive, Brooksville, FL

   4773 Hickory Oak Drive
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 2,532 Home (sqft)
   • 4 Baths
   • 15,682 Lot (sqft)
2. 

   $2,000,000

   

   

   6

    

    

   18985 Cortez Boulevard, Brooksville, FL

   18985 Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 17.00 Lot (ac)
3. 

   $572,500

   

   

   40

    

    

   19531 Mossy Oak Court, Brooksville, FL

   19531 Mossy Oak Court
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,583 Home (sqft)
   • 3 Baths
   • 31,799 Lot (sqft)
4. 

   $1,500,000

   

   

   7

    

    

   17297 Ponce De Leon Boulevard, Brooksville, FL

   17297 Ponce De Leon Boulevard
   Brooksville, FL

   • 2 Beds
   • 1 Bath
   • 2,604 Home (sqft)
   • 1 Bath
   • 11.00 Lot (ac)
5. 

   $575,000

   

   

   78

    

    

   19555 Phillips Road, Brooksville, FL

   19555 Phillips Road
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 1,997 Home (sqft)
   • 2 Baths
   • 8.30 Lot (ac)
6. 

   $950,000

   

   

   82

    

    

   21000 Exeter Court, Brooksville, FL

   21000 Exeter Court
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,844 Home (sqft)
   • 3 Baths
   • 3.60 Lot (ac)
7. 

   $635,000

   

   

   41

    

    

   4056 Southern Valley Loop, Brooksville, FL

   4056 Southern Valley Loop
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 3,036 Home (sqft)
   • 3 Baths
   • 13,504 Lot (sqft)
8. 

   $789,000

   

   

   62

    

    

   1253 Culbreath Road, Brooksville, FL

   1253 Culbreath Road
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,332 Home (sqft)
   • 3 Baths
   • 3.62 Lot (ac)
9. 

   $600,000

   

   

   3

    

   15352 Wiscon Road, Brooksville, FL

   15352 Wiscon Road
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 2.88 Lot (ac)
10. 

    $507,500

    

    

    71

     

     

    5005 Southern Valley Loop, Brooksville, FL

    5005 Southern Valley Loop
    Brooksville, FL

    • 2 Beds
    • 3 Baths
    • 2,264 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
11. 

    $750,000

    

    

    24

     

     

    17166 Cortez Boulevard, Brooksville, FL

    17166 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.20 Lot (ac)
12. 

    $995,000

    

    

    10

     

     

    5477 Creek Ridge Road, Brooksville, FL

    5477 Creek Ridge Road
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,544 Home (sqft)
    • 4 Baths
    • 18,296 Lot (sqft)
13. 

    $955,000

    

    

    9

     

     

    5457 Creek Ridge Road, Brooksville, FL

    5457 Creek Ridge Road
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,732 Home (sqft)
    • 4 Baths
    • 13,940 Lot (sqft)
14. 

    $560,000

    

    

    51

     

     

    11120 Lu Wista Lane, Brooksville, FL

    11120 Lu Wista Lane
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,020 Home (sqft)
    • 2 Baths
    • 2.50 Lot (ac)
15. 

    $650,000

    

    

    42

     

     

    19486 Sheltered Hill Drive, Brooksville, FL

    19486 Sheltered Hill Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,036 Home (sqft)
    • 3 Baths
    • 19,167 Lot (sqft)
16. 

    $625,000

    

    

    57

     

     

    6080 Dexter Lane, Brooksville, FL

    6080 Dexter Lane
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,514 Home (sqft)
    • 3 Baths
    • 5.60 Lot (ac)
17. 

    $4,400,000

    

    

    100

     

    3431 Saturn Road, Brooksville, FL

    3431 Saturn Road
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 5,495 Home (sqft)
    • 5 Baths
    • 105.00 Lot (ac)
18. 

    $980,000

    

    

    3

     

    5025 Emerson Road, Brooksville, FL

    5025 Emerson Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 1,636 Home (sqft)
    • 0 Baths
    • 10.00 Lot (ac)
19. 

    $995,000

    

    

    11

     

     

    4611 Hickory Oak Drive, Brooksville, FL

    4611 Hickory Oak Drive
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 3,960 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
20. 

    $895,000

    

    

    11

     

     

    4112 Southern Valley Loop, Brooksville, FL

    4112 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,088 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
21. 

    $2,250,000

    

    

    1

     

    8176 Commercial Way, Brooksville, FL

    8176 Commercial Way
    Brooksville, FL

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

    $756,000

    

    

    2

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

    $599,000

    

    

    1

     

    17401 Squirrel Prairie Road, Brooksville, FL

    17401 Squirrel Prairie Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.80 Lot (ac)
24. 

    $719,900

    

    

    38

     

     

    4507 Majestic Hill Loop, Brooksville, FL

    4507 Majestic Hill Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,607 Home (sqft)
    • 3 Baths
    • 20,909 Lot (sqft)
25. 

    $874,900

    

    

    8

     

     

    5050 Elm Leaf Drive, Brooksville, FL

    5050 Elm Leaf Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,697 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
26. 

    $899,900

    

    

    17

     

     

    5820 Creek Ridge Road, Brooksville, FL

    5820 Creek Ridge Road
    Brooksville, FL

    • 4 Beds
    • 5 Baths
    • 3,220 Home (sqft)
    • 5 Baths
    • 23,087 Lot (sqft)
27. 

    $750,000

    

    

    33

     

     

    Pumpkin Path, Brooksville, FL

    Pumpkin Path
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14.30 Lot (ac)
28. 

    $561,600

    

    

    10

     

     

    9999 Spring Lake Hwy, Brooksville, FL

    9999 Spring Lake Hwy
    Brooksville, FL

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

    $6,000,000

    

    

    12

     

     

    10300 Cortez Boulevard, Brooksville, FL

    10300 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 45.00 Lot (ac)
30. 

    $580,000

    

    

    34

     

     

    Lake Lindsey Road, Brooksville, FL

    Lake Lindsey Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 19.20 Lot (ac)

Previous Page 4 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 PM PST.

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