A rare opportunity to own a truly exceptional 24-acre Brooksville estate offering an unmatched combination of luxury residential living, equestrian potential, industrial capability, and future development flexibility. Designed for both grand-scale entertaining and everyday comfort, the custom 6,700 sq ft main residence features 5 bedrooms, including 3 suite-style bedrooms, 5.5 bathrooms, large executive office, and expansive living spaces including a living, sitting and great room complete with a full bar. The home is enhanced by 3 fireplaces and an impressive 2,500 sq ft two-story wraparound deck spanning three sides of the residence, along with a pool deck and hot tub designed for outdoor relaxation and entertaining. The home captures panoramic natural surroundings, privacy, and exceptional airflow. For the automotive enthusiast or serious collector, the estate offers extraordinary, fully scalable vehicle capacity exceeding 100 cars in total across multiple structures. The eight-car garage with integrated paint booth provides space for approx. 9 vehicles while also including dedicated storage and a professional-grade paint stall. The 4,800 sq ft high-bay building with 20-foot ceilings and oversized doors can accommodate approximately 18–22 vehicles, RVs, or heavy equipment. The crown jewel is the 24,500 sq ft commercial-grade building, which can house approximately 65–80 vehicles. A property like no other!
A rare opportunity to own a truly exceptional 24-acre Brooksville estate offering an unmatched combination of luxury residential living, equestrian potential, industrial capability, and future development flexibility. Designed for both grand-scale entertaining and everyday comfort, the custom 6,700 sq ft main residence features 5 bedrooms, including 3 suite-style bedrooms, 5.5 bathrooms, large executive office, and expansive living spaces including a living, sitting and great room complete with a full bar. The home is enhanced by 3 fireplaces and an impressive 2,500 sq ft two-story wraparound deck spanning three sides of the residence, along with a pool deck and hot tub designed for outdoor relaxation and entertaining. The home captures panoramic natural surroundings, privacy, and exceptional airflow. For the automotive enthusiast or serious collector, the estate offers extraordinary, fully scalable vehicle capacity exceeding 100 cars in total across multiple structures. The eight-car garage with integrated paint booth provides space for approx. 9 vehicles while also including dedicated storage and a professional-grade paint stall. The 4,800 sq ft high-bay building with 20-foot ceilings and oversized doors can accommodate approximately 18–22 vehicles, RVs, or heavy equipment. The crown jewel is the 24,500 sq ft commercial-grade building, which can house approximately 65–80 vehicles, offering exceptional clear-span interior space ideal for collectors, storage operations, or automotive business use. Additional structures include a 4,800 sq ft high-bay building and a 24,500 sq ft wind-rated commercial-grade facility constructed approximately 12 years ago, featuring 16-foot eaves, a 140 MPH wind rating, and flexible interior layout suitable for industrial, logistics, storage, or event use—making it one of the largest privately owned structures of its kind in the region. Equestrian amenities include a small horse stable and ample acreage suitable for paddocks, riding areas, or expansion. Extensive environmental due diligence has been completed, including a Wetlands Jurisdictional Delineation, Protected Wildlife Species Survey, and full property survey, significantly reducing development risk and streamlining future permitting or subdivision opportunities. The property also features a highly flexible subdivision plan allowing for up to five total parcels, including a primary estate parcel with the main residence and supporting structures, a dedicated commercial/industrial parcel featuring the 24,500 sq ft building, and three additional residential lots ideal for custom homes, guest estates, or resale potential. Offering nearly 36,000 sq ft of enclosed structures across the estate and unmatched vehicle storage capacity exceeding 100 cars, this property is ideally suited for private estate ownership, multi-generational compound living, agricultural or equestrian operations, or a high-value investment and redevelopment strategy. A truly one-of-a-kind!
MARMLS #A12039048
Jul 20, 2026
Price Changed
$3,499,900
Jun 24, 2026
Listed
$3,999,900
HCAR #2117162
Nov 11, 2019
Listing Removed
—
Apr 6, 2010
Listed
$1,650,000
HCAR #2137704
Feb 5, 2014
Sold
$1,340,000
Sep 1, 2012
Listed
$1,300,000
St. Augustine and St. Johns County Board of REALTORS® #HC2137704
Feb 5, 2014
Sold
$1,340,000
Sep 1, 2012
Listed
$1,300,000
Stellar MLS as Distributed by MLS Grid #W7516544
Dec 4, 2012
Listing Removed
—
HCAR #2131115
Sep 1, 2012
Listing Removed
—
Nov 15, 2011
Listed
$1,300,000
HCAR #2121847
Nov 15, 2011
Listing Removed
—
Oct 7, 2010
Listed
$1,350,000
Stellar MLS as Distributed by MLS Grid #W7484574
Apr 7, 2011
Listing Removed
—
HCAR #2119137
Jun 25, 2010
Listing Removed
—
Jun 21, 2010
Listed
$1,650,000
HCAR #2095423
Apr 5, 2010
Listing Removed
—
Jan 1, 2008
Listed
$2,000,000
Stellar MLS as Distributed by MLS Grid #T2388566
Mar 1, 2010
Listing Removed
—
Stellar MLS as Distributed by MLS Grid #W7407124
May 31, 2009
Listing Removed
—
Public Records
Nov 15, 1991
Sold
$395,000
Public Records
May 1, 1985
Sold
$106,000
Year
Property tax
Land + Additions
Assessment*
2025
$23,558 (−1.0%)
2024
$23,804 (+1.0%)
2023
$23,564 (+0.1%)
2022
$23,531 (−1.5%)
2021
$23,883 (+6.3%)
2020
$22,457 (+169.6%)
2014
$8,330
Public record
Public record
Zoning
Beds
6
Baths
6
Stories
3
Lot width
—
Lot depth
—
Lot size
24.8 Acres
Year renovated
1998
Finished Sq. Ft.
6,032
Unfinished Sq. Ft.
—
Total Sq. Ft.
6,032
Year built
1988
Style
Single Family Residential
County
Hernando County
APN
R15 423 20 0000 0010 0050
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
AG
Agricultural District
This district is designed to promote and encourage the conservation and utilization of prime and productive agricultural land, as well as the preservation of the open character of certain land, which, by virtue of their topography, soil types, natural resources and/or relationship to other land use areas, should be carefully reviewed and evaluated prior to their possible development or else should continue to be developed at a relatively low-density to maintain their overall natural environment and unique character with the county.
Permitted uses
Include but are not limited to:
Agriculture
Housing-Single unit
Recreation
Housing-Mobile home park
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
4/10 Fire Factor
2% chance of being in a wildfire in next 30 years
8/10 Heat Factor
7 days above 109° expected this year, 24 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Brooksville, FL • 34602
Average low and high temperatures (°F)
68
44
76
50
81
56
86
61
91
69
92
72
91
74
90
74
89
73
82
65
78
56
73
51
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
27/ 100
Low sunlight
Sunscore
There appears to be significant shading by surrounding buildings, terrain, and vegetation.
3.6 hrs
1.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 27255 Hickory Hl
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $540,000 and $975,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $540K to $975K.