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27255 Hickory Hill Road

Brooksville, FL 34602
  • $3,499,900
  • STATUS: Pending
  • ON SITE: 55 Days
  • MLS #: 2026026698
Pending
UPDATED: 186 min ago
$3,499,900
  • 6
    BEDS
  • 24.8
    ACRES
  • 5
    BATHS
  • 1
    1/2 BATHS
  • 6,032
    SQFT
  • $580
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1988
County:

School Ratings & Info

Description

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!

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© 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale or lease on this web site comes in part from FGCMLS. Data deemed reliable but not guaranteed.IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or RE/MAX Realty Group. Data last updated 2026-08-17T00:23:03.613.
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27255 Hickory Hill Road Brooksville, FL 34602

  • Price: $3,499,900
  • Status: Pending
  • On Site: 55 Days
  • Updated: 186 min ago
  • MLS #: 2026026698
6
Beds
5
Baths
1
½ Baths
24.8
Acres
6,032
SQFT
$580
$/SQFT
1988
Built
Neighborhood:
Spring Lakes
County:
Hernando
Area:
Oa01 - Out Of Area
Property Description
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!
Exterior Features

Architectural Style Other Two Story Split Level See Remarks Attached Garage YN No Carport Spaces 0 Carport YN No Construction Materials Block Concrete Stucco Covered Spaces 100 Direction Faces West Entry Level 0 Exterior Features Deck Other Patio Garage YN Yes Levels Two Multi / Split Other Structures Barn(s) Parking Features Detached Garage RV Access / Parking Garage Door Opener Patio And Porch Features Deck Lanai Open Patio Porch Screened Pool Features Electric Heat Heated In Ground Screen Enclosure Pool Private YN Yes Roof Shingle Spa Features Electric Heat In Ground Screened Spa YN Yes View Trees / Woods

Interior Features

Appliances Dishwasher Microwave Range Refrigerator Cooling Central Air Electric Other Cooling YN Yes Flooring Carpet Tile Furnished Unfurnished Heating Central Electric Heating YN Yes Interior Features Breakfast Bar Closet Cabinetry Separate / Formal Dining Room Dual Sinks Kitchen Island Vaulted Ceiling(s) Bar Walk- In Closet(s) Split Bedrooms Laundry Features Washer Hookup Dryer Hookup Inside Room Type Den Guest Quarters Great Room Screened Porch Window Features Double Hung Sliding

Property Features

Association Fee 0 Association Fee Includes None Association Fee2 0 Association Fee3 0 Association YN No Building Area Total 6700 Community Features Non- Gated Development Name SPRING LAKES Gulf Access YN False Horse Amenities Horses Allowed Stable(s) Horse YN Yes Irrigation Source Other Land Lease Amount 0 Listing Terms All Financing Considered Cash VA Loan Lot Features Multiple lots Oversized Lot Ownership Single Family Pets Allowed Yes Possession Close Of Escrow Potential Short Sale YN No Property Condition Resale Property Sub Type Single Family Residence Property Sub Type Additional Single Family Residence Restrictions No Restrictions Security Features Smoke Detector(s) Senior Community YN No Sewer Private Sewer Tax Annual Amount 23097 Tax Year 2025 Unit Location 0 Utilities Cable Available Water Access Description None Water Source Public Waterfront Features None Waterfront YN No

Listing courtesy of Re/Max Sunshine.


© 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale or lease on this web site comes in part from FGCMLS. Data deemed reliable but not guaranteed.IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or RE/MAX Realty Group. Data last updated 2026-08-17T00:23:03.613.
 
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