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27255 Hickory Hill Road

Brooksville, FL 34602
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Bed 6

Bed

Bath 6

Bath

Acres24.80

Acres(Lot)

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 exceptio nal 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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Detail Ic Property Details

Property Type : Residential

Price : $3,499,900

AD Id : 91521374

MLS Id : 2261085

Beds : 6

Lot Size : 24.80 Acres

Tax Amount : $23,557.57

Year Built : 1988

Garage : 100

County : Hernando

Subdivision: Acreage

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1
  • Flooring Information

    Laminate, Tile
  • Roofing Information

    Shingle
  • Interior Features

    Breakfast Bar, Ceiling Fan(s), Open Floorplan, Vaulted Ceiling(s), Walk-In Closet(s) Roof: Shingle Appliances: Dishwasher, Electric Range, Electric Water Heater, Microwave, Refrigerator Laundry Features: Washer Hookup
  • Heating & Cooling

    Has Heating: Yes Heating: Central Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 1988 Building Area Total: 6032 Construction Materials: Concrete Stories: 3 Patio And Porch Features: Deck, Rear Porch Pool Features: Heated, In Ground, Private Private Pool: Yes View: Trees/Woods
  • Exterior Features

    Exterior Features: Courtyard

  • Lot Information

    Lot Dimensions: 675x1650x1560x1550 Main Square Feet: 24.8 Acres Lot Size Acres: 24.8 Lot Size Square Feet: 1080288 Lot Description: Agricultural, Wooded

    Property Information

    Subdivision: Acreage Source Property Type: Residential Zoning Description: Agricultural Property SubType: Single Family Residence Levels: Three Or More Property Age: 38

  • Listing Price Information

    Listing Price: $3499900 Cash, Conventional

  • Tax Information

    Parcel Number: R15 423 20 0000 0010 0050 Tax Lot: 0050 Tax Block: 0010 Tax Year: 2025 Annual Tax: $23557.57 Tax Legal Desc: 24.8 Acres Mol In S1/2 Of Se1/4 Des In Orb 579 Pg 527 & Orb 724 Pg 658 Less 4.9 Ac Mol ** Continued **

  • Parking Information

    Additional Parking, Detached, Garage, Other

    Garage Information

    Has Garage: Yes Garage Space: 100

  • School Information

    Elementary School: Eastside
    Junior High School: D.S. Parrott
    Senior High School: Hernando
  • Utility Information

    Cable Available, Electricity Available, Sewer Available, Water Available
  • Location Information

    Direction: From the intersection of U.S. Highway 41 and State Road 50 (Cortez Boulevard) in Brooksville, travel east on State Road 50 (Cortez Boulevard). Turn right onto Spring Lake Highway and continue south. Turn left onto Hickory Hill Road. WaterSource: Public Security Features: Other
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
3744 Moscato Drive, Brooksville, FL, 34602 $290,880 4 2 1,687 0.11 Acre
3764 Moscato Drive, Brooksville, FL, 34602 $326,980 4 3 -- 0.10 Acre
3782 Moscato Drive, Brooksville, FL, 34602 $270,890 3 2 1,269 0.11 Acre
3796 Moscato Drive, Brooksville, FL, 34602 $294,890 4 2 1,687 0.11 Acre
3796 Moscato Drive, Brooksville, FL, 34602 $294,890 4 2 -- 0.12 Acre
3804 Moscato Drive, Brooksville, FL, 34602 $282,210 3 2 -- 0.12 Acre
3454 Moscato Drive, Brooksville, FL, 34602 $295,750 4 2 1,687 0.11 Acre
3454 Moscato Drive, Brooksville, FL, 34602 $295,750 4 2 -- 0.20 Acre
31583 Wild Grape Lane, Brooksville, FL, 34602 $346,330 4 3 2,503 0.14 Acre
31576 Wild Grape Lane, Brooksville, FL, 34602 $309,900 4 3 2,284 0.15 Acre

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange of the Hernando County Association of REALTORS®. The information being provided is 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 deemed reliable but not guaranteed. Copyright © 2026 Hernando County Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 10/05/2026 @ 16:51

MLS: 2261085 LISTED BY: PAID RECIPROCAL, Paid Reciprocal Office SOURCE: Hernando County Association of REALTORS

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