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 12/9/2025)

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

1 - 30 of 167 | Previous Page 1 of 6 Next

1. 

   $2,300,000

   

   

    

   16076 Cortez Boulevard, Brooksville, FL

   16076 Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 6.93 Lot (ac)
2. 

   $529,999

   

   

   51

    

    

   26861 Mondon Hill Road, Brooksville, FL

   26861 Mondon Hill Road
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 1,852 Home (sqft)
   • 2 Baths
   • 4.80 Lot (ac)
3. 

   $515,000

   

   

   49

    

    

   19493 Forest Garden Court, Brooksville, FL

   19493 Forest Garden Court
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,339 Home (sqft)
   • 3 Baths
   • 13,940 Lot (sqft)
4. 

   $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)
5. 

   $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)
6. 

   $575,000

   

   

   56

    

    

   4244 Bessemer Road, Brooksville, FL

   4244 Bessemer Road
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 2,382 Home (sqft)
   • 2 Baths
   • 2.50 Lot (ac)
7. 

   $975,000

   

   

   61

    

    

   15547 Sago Drive, Brooksville, FL

   15547 Sago Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 3,093 Home (sqft)
   • 3 Baths
   • 43,560 Lot (sqft)
8. 

   $788,260

   

   

   16

    

    

   19474 Mossy Oak Court, Brooksville, FL

   19474 Mossy Oak Court
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,558 Home (sqft)
   • 3 Baths
   • 16,553 Lot (sqft)
9. 

   $595,900

   

   

   43

    

    

   14252 Trinity Road, Brooksville, FL

   14252 Trinity Road
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 2,630 Home (sqft)
   • 2 Baths
   • 5.00 Lot (ac)
10. 

    $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)
11. 

    $625,000

    

    

    60

     

     

    8090 Nordica Road, Brooksville, FL

    8090 Nordica Road
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 2,900 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
12. 

    $1,125,000

    

    

    90

     

     

    11419 Old Crystal River Road, Brooksville, FL

    11419 Old Crystal River Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,257 Home (sqft)
    • 2 Baths
    • 14.61 Lot (ac)
13. 

    $4,500,000

    

    

    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)
14. 

    $629,000

    

    

    78

     

     

    4978 Southern Valley Loop, Brooksville, FL

    4978 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 2,507 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
15. 

    $1,075,000

    

    

    95

     

     

    4522 Majestic Hills Loop, Brooksville, FL

    4522 Majestic Hills Loop
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,368 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
16. 

    $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)
17. 

    $570,000

    

    

    63

     

     

    6170 La Pine Road, Brooksville, FL

    6170 La Pine Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,400 Home (sqft)
    • 3 Baths
    • 5.00 Lot (ac)
18. 

    $599,000

    

    

    34

     

     

    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)
19. 

    $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)
20. 

    $694,900

    

    

    2

     

    4788 Southern Valley Loop, Brooksville, FL

    4788 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,497 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
21. 

    $794,900

    

    

    2

     

    4652 Hickory Oak Drive, Brooksville, FL

    4652 Hickory Oak Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,527 Home (sqft)
    • 3 Baths
    • 16,989 Lot (sqft)
22. 

    $729,900

    

    

    64

     

     

    22106 Garmisch Way, Brooksville, FL

    22106 Garmisch Way
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 3,442 Home (sqft)
    • 2 Baths
    • 2.53 Lot (ac)
23. 

    $625,000

    

    

    11

     

     

    0 Church Road, Brooksville, FL

    0 Church Road
    Brooksville, FL

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

    $550,000

    

    

    42

     

     

    13517 Citrus Way, Brooksville, FL

    13517 Citrus Way
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,789 Home (sqft)
    • 3 Baths
    • 4.70 Lot (ac)
25. 

    $1,600,000

    

    

    100

     

     

    1325 Culbreath Road, Brooksville, FL

    1325 Culbreath Road
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 3,700 Home (sqft)
    • 4 Baths
    • 14.00 Lot (ac)
26. 

    $550,000

    

    

    38

     

     

    22063 Lake Lindsey Road, Brooksville, FL

    22063 Lake Lindsey Road
    Brooksville, FL

    • 2 Beds
    • 1 Bath
    • 1,588 Home (sqft)
    • 1 Bath
    • 4.00 Lot (ac)
27. 

    $995,000

    

    

    18

     

     

    9247 Sunshine Grove Road, Brooksville, FL

    9247 Sunshine Grove Road
    Brooksville, FL

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

    $650,000

    

    

    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)
29. 

    $777,000

    

    

    54

     

     

    19123 Yontz Road, Brooksville, FL

    19123 Yontz Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,913 Home (sqft)
    • 2 Baths
    • 28.40 Lot (ac)
30. 

    $609,900

    

    

    85

     

     

    16453 Pawnee Drive, Brooksville, FL

    16453 Pawnee Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,489 Home (sqft)
    • 3 Baths
    • 2.50 Lot (ac)

Previous Page 1 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 12/9/25 3:09 PM PST.

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