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 7/28/2026)

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

91 - 120 of 153 | Previous Page 4 of 6 Next

1. 

   $998,000

   

   

   85

    

    

   12124 Squeeze Avenue, Brooksville, FL

   12124 Squeeze Avenue
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,978 Home (sqft)
   • 3 Baths
   • 11.00 Lot (ac)
2. 

   $569,950

   

   

   53

    

    

   4698 Hickory Oak Drive, Brooksville, FL

   4698 Hickory Oak Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,667 Home (sqft)
   • 3 Baths
   • 17,424 Lot (sqft)
3. 

   $539,900

   

   

   13

    

    

   0 Weeping Willow Road, Brooksville, FL

   0 Weeping Willow Road
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 3.25 Lot (ac)
4. 

   $695,000

   

   

   56

    

    

   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)
5. 

   $540,000

   

   

   17

    

    

   0 Wiscon Road E, Brooksville, FL

   0 Wiscon Road E
   Brooksville, FL

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

   $820,000

   

   

   86

    

    

   4801 Majestic Hills Loop, Brooksville, FL

   4801 Majestic Hills Loop
   Brooksville, FL

   • 5 Beds
   • 3 Baths
   • 2,866 Home (sqft)
   • 3 Baths
   • 16,118 Lot (sqft)
7. 

   $519,900

   

   

   54

    

    

   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)
8. 

   $799,900

   

   

   83

    

    

   4905 Majestic Hills Loop, Brooksville, FL

   4905 Majestic Hills Loop
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,749 Home (sqft)
   • 3 Baths
   • 12,197 Lot (sqft)
9. 

   $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)
10. 

    $729,000

    

    

    81

     

     

    4898 Southern Valley Loop, Brooksville, FL

    4898 Southern Valley Loop
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 3,890 Home (sqft)
    • 5 Baths
    • 13,504 Lot (sqft)
11. 

    $649,900

    

    

    35

     

    25344 Croom Road, Brooksville, FL

    25344 Croom Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,633 Home (sqft)
    • 3 Baths
    • 4.60 Lot (ac)
12. 

    $800,000

    

    

    33

     

     

    29114 Cortez Boulevard, Brooksville, FL

    29114 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 662 Home (sqft)
    • 0 Baths
    • 3.10 Lot (ac)
13. 

    $779,900

    

    

    8

     

     

    4516 Southern Valley Loop, Brooksville, FL

    4516 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,957 Home (sqft)
    • 4 Baths
    • 13,504 Lot (sqft)
14. 

    $999,000

    

    

    93

     

     

    5248 Neff Lake Road, Brooksville, FL

    5248 Neff Lake Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 4,787 Home (sqft)
    • 3 Baths
    • 4.60 Lot (ac)
15. 

    $1,650,000

    

    

    52

     

     

    12345 Citrus Way, Brooksville, FL

    12345 Citrus Way
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 4,220 Home (sqft)
    • 3 Baths
    • 15.90 Lot (ac)
16. 

    $689,900

    

    

    44

     

     

    13444 Republican Way, Brooksville, FL

    13444 Republican Way
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 2,550 Home (sqft)
    • 2 Baths
    • 2.50 Lot (ac)
17. 

    $995,000

    

    

    2

     

    17338 Ponce De Leon Boulevard, Brooksville, FL

    17338 Ponce De Leon Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8.80 Lot (ac)
18. 

    $899,900

    

    

    74

     

     

    5478 Glorious Trail, Brooksville, FL

    5478 Glorious Trail
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,818 Home (sqft)
    • 3 Baths
    • 20.30 Lot (ac)
19. 

    $895,000

    

    

    74

     

     

    5425 Glorious Trail, Brooksville, FL

    5425 Glorious Trail
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,005 Home (sqft)
    • 3 Baths
    • 10.20 Lot (ac)
20. 

    $995,000

    

    

    1

     

    17108 Cortez Boulevard, Brooksville, FL

    17108 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5.40 Lot (ac)
21. 

    $1,800,000

    

    

    9

     

     

    16076 Cortez Boulevard, Brooksville, FL

    16076 Cortez Boulevard
    Brooksville, FL

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

    $2,900,000

    

    

    72

     

     

    15010 Cortez Boulevard, Brooksville, FL

    15010 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 7,754 Home (sqft)
    • 0 Baths
    • 2.21 Lot (ac)
23. 

    $4,900,000

    

    

    14

     

     

    0 Ayers Road, Brooksville, FL

    0 Ayers Road
    Brooksville, FL

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

    $1,199,990

    

    

    100

     

     

    6470 Summit View Drive, Brooksville, FL

    6470 Summit View Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,087 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
25. 

    $4,250,000

    

    

    25

     

     

    8279 Sunshine Grove Rd, Brooksville, FL

    8279 Sunshine Grove Rd
    Brooksville, FL

    • 2 Beds
    • 2 Baths
    • 1,326 Home (sqft)
    • 2 Baths
    • 21.00 Lot (ac)
26. 

    $4,900,000

    

    

    56

     

     

    21509 Snow Hill Road, Brooksville, FL

    21509 Snow Hill Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 3,776 Home (sqft)
    • 0 Baths
    • 28.90 Lot (ac)
27. 

    $550,000

    

    

    43

     

     

    15217 Bailey Hill Road, Brooksville, FL

    15217 Bailey Hill Road
    Brooksville, FL

    • 7 Beds
    • 5 Baths
    • 580 Home (sqft)
    • 5 Baths
    • 5.00 Lot (ac)
28. 

    $550,000

    

    

    25

     

     

    27360 Cortez Boulevard, Brooksville, FL

    27360 Cortez Boulevard
    Brooksville, FL

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

    $599,000

    

    

    11

     

     

    0 Church Road, Brooksville, FL

    0 Church Road
    Brooksville, FL

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

    $629,000

    

    

    60

     

     

    23378 Eppley Drive, Brooksville, FL

    23378 Eppley Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,181 Home (sqft)
    • 4 Baths
    • 22,652 Lot (sqft)

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 7/28/26 10:45 AM PDT.

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