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27255 HICKORY HILL Rd

brooksville, FL 33914

$3,999,900

  • 6 BR
    6 BA, 2 HALF BA
    approx. 6,032 SF

Interested? Let's Connect

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!

Details

6,032 Sq Ft

24.8 Private Acres Lot Size

single family home

$1,925 Monthly Tax

Built in 1988

MLS/Listing ID 2026026698

3 Stories

Amenities & Features

Private Sewer

Trees Woods View

Shingle

Pool - Screen Enclosure

Pool - Electric Heat

Pool - Below Ground

Patio

Deck

Parking - Detached

Parking - RV/Boat Parking

Lot - Oversized Lot

Laundry in Residence

Washer and Dryer Hookup

Walk-in Closets

Vaulted Ceilings

Smoke Detectors

Closet Cabinetry

Style - Split Level

Refrigerator

Range

Microwave

Dishwasher

Bar

Heating - Central Electric

Unfurnished

Concrete Block

Tile

Carpet

Screened Lanai/Porch

Open Porch/Lanai

Cooling - Other

Cooling - Central Electric

Construction - Stucco

Construction - Concrete Block

Community - Stable(s)

Association - Stable(s)

Pets Allowed

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

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Interested In 27255 HICKORY HILL Rd?