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Offered at $3,499,900Active
beds
6
baths
6
sq ft
6,032
Built
1988

27255 HICKORY HILL Road

Brooksville, FL 34602

About this home

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!

Listing last checked: Listing updated:

Listed by Char Seuffert · Re/Max Sunshine · MLS #2026026698

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Details at a glance

Interior4 property facts
Rooms
0
Heating
Central, Electric
Cooling
Central Air, Electric, Other
Flooring
Carpet, Tile
Building4 property facts
Style
Single Family Residence
Year built
1988
Garage
100
Roof
Shingle
Land & utilities3 property facts
Lot size
24.8 acres
Water
Public
Sewer
Private Sewer
Financial3 property facts
Annual taxes
$23,097
Assessment year
2025
HOA fee
$0 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $3,499,900 asking price. Adjust the assumptions to your situation.

Known monthly costs$19,622 / monthAdjust
Principal & interest
$17,697
Property tax
$1,925
Insurance
Not entered
HOA
$0

Listing annual taxes: $23,097. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.

Partial estimate: add insurance to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

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About 27255 HICKORY HILL Road

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