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.

Aerial Tour

Want to stay up to date with the real estate market?

Take a look at our video library where we cover a wide range of topics. And if there is something specific you would like to know more about please just click here and leave us a message and we will make that video specifically for you.

Buyer Videos

We have put together a few videos that we felt would be informative for our buyers. Trying to navigate the ...

Go to Videos

Seller Videos

We have put together a few videos that we felt would be informative for our sellers. There are a lot ...

Go to Videos

All Homes For Sale in Southern Hills

See all Community Southern Hills Homes For Sale .
(all data current as of 8/26/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

All Homes For Sale in Brooksville

Login

 

Save Search

Recommended For You

Favorites

Email Alerts

Contact Us

 

Let us know what you're looking for, and we'll let you know what we find

* First Name:

* Last Name:

* Email:

Phone:

Prefer to have someone call? Just let us know

Email preference Phone call

Message:

Contact Us

Location

Price

Beds

Baths

  +   Additional Filters/Criteria

Home Size

Lot Size sqft use acres

Year Built

Days Listed

Property Status

Active

Pending

Sold

Property Types

Select All

Single Family

Condo/Townhouse/Co-Op

Mobile/Manufactured

Farms/Ranch

Multi Family

Residential Income

Commercial

Lot/Land/Acreage

Property Features

Additional Rooms / Bonus Room

Adult Community

Air Conditioning

Barn/Equestrian

Basement

Community Features / Conservation

Community Features / Gated

Community Pool

Family Room

Fireplace

Garage

Golf

Golf Course Frontage

Golf Course View

Horse Property

Hot Tub/ Spa

In-Law Suite

Location: Beach Area

Location: Corner Lot

Location: Cul-de-sac

Location: Historic District

Location: In County

Location: Suburb

Location: Wetlands

Location: Wooded

Master Bedroom Downstairs

Patio

Pool

Primary on Main

Spa

Split Bedroom

Style / Bungalow

Style / Cape Cod

Style / Colonial

Style / Condo

Style / Contemporary

Style / Courtyard

Style / Craftsman

Style / Custom

Style / Dutch Provincial

Style / Elevated

Style / Florida

Style / French Provincial

Style / Historical

Style / Key West

Style / Other

Style / Patio

Style / Ranch

Style / Spanish/Mediterranean

Style / Townhouse

Style / Traditional

Style / Tudor

Style / Victorian

Style / Villa

View

Water Access / Bay/Harbor

Water Access / Gulf/Ocean

Water Access / Intracoastal Waterway

Water Access / Lake

Water Access / Pond

Water Access / Private Beach

Water Access / River

Water View

Waterfront

homes from to

Search

Show Map

• List View
• Grid View

Sorted by

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 159 | Previous Page 1 of 6 Next

1. 

   $579,000

   

   

   80

    

    

   5102 Delacroix Drive, Brooksville, FL

   5102 Delacroix Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,713 Home (sqft)
   • 3 Baths
   • 10,455 Lot (sqft)
2. 

   $4,500,000

   

   

   12

    

   18381 Split Rail Rd, Brooksville, FL

   18381 Split Rail Rd
   Brooksville, FL

   • 4 Beds
   • 6 Baths
   • 370 Home (sqft)
   • 6 Baths
   • 10,019 Lot (sqft)
3. 

   $3,800,000

   

   

   12

    

    

   18371 Split Rail Road, Brooksville, FL

   18371 Split Rail Road
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 3,470 Home (sqft)
   • 4 Baths
   • 9,148 Lot (sqft)
4. 

   $575,000

   

   

   43

    

    

   26348 Crooked Tree Lane, Brooksville, FL

   26348 Crooked Tree Lane
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 2,290 Home (sqft)
   • 2 Baths
   • 4.40 Lot (ac)
5. 

   $599,000

   

   

   56

    

    

   4229 Bessemer Road, Brooksville, FL

   4229 Bessemer Road
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 2,310 Home (sqft)
   • 2 Baths
   • 2.80 Lot (ac)
6. 

   $600,000

   

   

   28

    

    

   490 Smith Street, Brooksville, FL

   490 Smith Street
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 3,140 Home (sqft)
   • 0 Baths
   • 12,633 Lot (sqft)
7. 

   $1,150,000

   

   

   88

    

    

   25406 Ladyhawk Lane, Brooksville, FL

   25406 Ladyhawk Lane
   Brooksville, FL

   • 5 Beds
   • 4 Baths
   • 5,008 Home (sqft)
   • 4 Baths
   • 10.10 Lot (ac)
8. 

   $539,999

   

   

   59

    

    

   4081 Southern Valley Loop, Brooksville, FL

   4081 Southern Valley Loop
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 3,090 Home (sqft)
   • 3 Baths
   • 12,197 Lot (sqft)
9. 

   $754,000

   

   

   52

    

    

   22289 Cheraton Road, Brooksville, FL

   22289 Cheraton Road
   Brooksville, FL

   • 3 Beds
   • 4 Baths
   • 3,686 Home (sqft)
   • 4 Baths
   • 4.60 Lot (ac)
10. 

    $1,240,000

    

    

    99

     

     

    23025 Hayman Road, Brooksville, FL

    23025 Hayman Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,466 Home (sqft)
    • 3 Baths
    • 10.00 Lot (ac)
11. 

    $999,999

    

    

    19

     

     

    29373 Cortez Boulevard, Brooksville, FL

    29373 Cortez Boulevard
    Brooksville, FL

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

    $559,000

    

    

    50

     

     

    7224 Shaw Rd, Brooksville, FL

    7224 Shaw Rd
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,728 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
13. 

    $1,395,000

    

    

    62

     

    23458 Croom Road, Brooksville, FL

    23458 Croom Road
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,088 Home (sqft)
    • 4 Baths
    • 14.80 Lot (ac)
14. 

    $860,000

    

    

    49

     

     

    4794 Southern Valley Loop, Brooksville, FL

    4794 Southern Valley Loop
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 3,846 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
15. 

    $780,000

    

    

    3

     

    5063 Elm Leaf Drive, Brooksville, FL

    5063 Elm Leaf Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)
16. 

    $745,000

    

    

    2

     

    4492 Majestic Hills Loop, Brooksville, FL

    4492 Majestic Hills Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,866 Home (sqft)
    • 3 Baths
    • 14,811 Lot (sqft)
17. 

    $599,900

    

    

    39

     

     

    12091 Pinetree Lane, Brooksville, FL

    12091 Pinetree Lane
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,280 Home (sqft)
    • 3 Baths
    • 6.90 Lot (ac)
18. 

    $550,000

    

    

    25

     

     

    0 Deepwell Drive, Brooksville, FL

    0 Deepwell Drive
    Brooksville, FL

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

    $845,000

    

    

    84

     

    3270 Endsley Road, Brooksville, FL

    3270 Endsley Road
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,579 Home (sqft)
    • 3 Baths
    • 8.00 Lot (ac)
20. 

    $1,950,000

    

    

    5

     

     

    24392 Lanark Road, Brooksville, FL

    24392 Lanark Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 4,904 Home (sqft)
    • 0 Baths
    • 4.40 Lot (ac)
21. 

    $515,000

    

    

    46

     

     

    13260 Taylor Street, Brooksville, FL

    13260 Taylor Street
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 1,948 Home (sqft)
    • 3 Baths
    • 2.40 Lot (ac)
22. 

    $500,000

    

    

    39

     

     

    18255 Lake Lindsey Road, Brooksville, FL

    18255 Lake Lindsey Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,918 Home (sqft)
    • 2 Baths
    • 8.00 Lot (ac)
23. 

    $690,000

    

    

    79

     

     

    9230 Sikes Cow Pen Road, Brooksville, FL

    9230 Sikes Cow Pen Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,897 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
24. 

    $579,000

    

    

    64

     

     

    527 Colonial Drive, Brooksville, FL

    527 Colonial Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,702 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
25. 

    $1,950,000

    

    

    2

     

    Broad Street, Brooksville, FL

    Broad Street
    Brooksville, FL

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

    $1,740,000

    

    

    99

     

     

    20085 English Walnut Place, Brooksville, FL

    20085 English Walnut Place
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 4,407 Home (sqft)
    • 5 Baths
    • 39,640 Lot (sqft)
27. 

    $525,000

    

    

    31

     

     

    5020 Gevalia Drive, Brooksville, FL

    5020 Gevalia Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,029 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
28. 

    $675,000

    

    

    54

     

    3970 Southern Valley Loop, Brooksville, FL

    3970 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,036 Home (sqft)
    • 3 Baths
    • 19,602 Lot (sqft)
29. 

    $615,000

    

    

    59

     

    19364 Sheltered Hill Drive, Brooksville, FL

    19364 Sheltered Hill Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
30. 

    $549,000

    

    

    50

     

     

    24075 Winding Creek Drive, Brooksville, FL

    24075 Winding Creek Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,145 Home (sqft)
    • 3 Baths
    • 4.30 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 8/26/26 7:04 AM PDT.

This Real Estate IDX is (c) Diverse Solutions 2026. Privacy | Terms & Conditions