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 11/7/2025)

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 173 | Previous Page 3 of 6 Next

1. 

   $699,900

   

   

   14

    

    

   4611 Southern Valley Loop, Brooksville, FL

   4611 Southern Valley Loop
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 3,087 Home (sqft)
   • 4 Baths
   • 14,811 Lot (sqft)
2. 

   $899,900

   

   

   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)
3. 

   $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)
4. 

   $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)
5. 

   $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)
6. 

   $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)
7. 

   $610,000

   

   

   13

    

    

   Church Road, Brooksville, FL

   Church Road
   Brooksville, FL

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

   $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)
9. 

   $500,000

   

   

   42

    

    

   14075 Citrus Way, Brooksville, FL

   14075 Citrus Way
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 2,088 Home (sqft)
   • 2 Baths
   • 4.00 Lot (ac)
10. 

    $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)
11. 

    $650,000

    

    

    4

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

    $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)
13. 

    $599,900

    

    

    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)
14. 

    $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)
15. 

    $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)
16. 

    $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)
17. 

    $840,000

    

    

    54

     

     

    3011 Endsley Road, Brooksville, FL

    3011 Endsley Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,412 Home (sqft)
    • 2 Baths
    • 9.50 Lot (ac)
18. 

    $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)
19. 

    $749,900

    

    

    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)
20. 

    $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)
21. 

    $674,900

    

    

    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)
22. 

    $549,000

    

    

    46

     

     

    19494 Phillips Road, Brooksville, FL

    19494 Phillips Road
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 2,052 Home (sqft)
    • 2 Baths
    • 9.70 Lot (ac)
23. 

    $550,000

    

    

    64

     

     

    4910 Southern Valley Loop, Brooksville, FL

    4910 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,344 Home (sqft)
    • 3 Baths
    • 15,246 Lot (sqft)
24. 

    $820,000

    

    

    62

     

     

    2288 Rackley Road, Brooksville, FL

    2288 Rackley Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,321 Home (sqft)
    • 3 Baths
    • 2.30 Lot (ac)
25. 

    $2,130,000

    

    

    3

     

    Commercial Way, Brooksville, FL

    Commercial Way
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12.10 Lot (ac)
26. 

    $2,800,000

    

    

    3

     

    Commercial Way, Brooksville, FL

    Commercial Way
    Brooksville, FL

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

    $592,000

    

    

    40

     

     

    6153 La Pine Road, Brooksville, FL

    6153 La Pine Road
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 2,063 Home (sqft)
    • 2 Baths
    • 2.75 Lot (ac)
28. 

    $2,490,000

    

    

    6

     

     

    Broad Street, Brooksville, FL

    Broad Street
    Brooksville, FL

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

    $689,900

    

    

    12

     

     

    4799 Hickory Oak Loop, Brooksville, FL

    4799 Hickory Oak Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,731 Home (sqft)
    • 4 Baths
    • 14,375 Lot (sqft)
30. 

    $659,900

    

    

    10

     

     

    6757 Summit View Drive, Brooksville, FL

    6757 Summit View Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 11,762 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 11/7/25 8:57 PM PST.

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