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Don Spillane, Jr
(508) 596-0531 dspil@aol.com
  • 1495 Pine Ridge Rd Suite 1
    Naples, FL 34109
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MLS of Naples, Inc

The source of this real property information is the copyrighted and proprietary database compilation of the Naples MLS. Copyright 2026 Naples MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

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Home / Brooksville / 27255 HICKORY HILL ROAD
27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 27255 HICKORY HILL ROAD Brooksville, FL 34602 View All Photos

$3,499,900

| Active

27255 HICKORY HILL ROAD

Brooksville, FL 34602

6,032
Square Feet
6
Beds
5.5
Baths
0.00
Acres
83
Days on Market
2026026698
MLS#
House
Structure
Residential
Zone
Contact

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!

Property Details
Interior
Bar, Closet Cabinets, Smoke Detectors, Vaulted Ceiling(s), Walk-In Closet(s)
Cooling
1
Heating
Central Electric
Cooling Features
Central Electric, Other
Bedrooms
6
Bathrooms
5.5
Full Baths
5
Half Baths
1
View
Trees/Woods
Lot Features
Oversize
Stories
3
Lot Description
Oversize
Pool
1
Pool Description
Below Ground, Electric Heat, Screen Enclosure
Pool Features
Below Ground, Electric Heat, Screen Enclosure
Exterior Features
Open Porch/Lanai, Screened Lanai/Porch
Exterior Materials
Open Porch/Lanai, Screened Lanai/Porch
Acres
0.001
Square Feet
6032
Lot Size (sqft)
24.8
Horse Stable
1
Horses
1
Parking Features
RV-Boat, Detached
Parking
1
Parking Spaces
100
Parking Type
Garage
Parking Garage Spaces
100
Property Type
Purchase
Style
Split Level, Single Family
Year Built
1988
Foundation
Concrete Block
Roof
Shingle
Sewer Information
Private Sewer
Utility Source
Central
Appliances
Dishwasher, Microwave, Range, Refrigerator
Subdivision
SPRING LAKES
Community Features
Stable(s)
County
Hernando
Region
BROOKSVILLE
Original List Price
$3,999,900
Taxes Annual
$23,097
Pets
1
MLS #
2026026698
Location
Legal

The source of this real property information is the copyrighted and proprietary database compilation of the Naples MLS. Copyright 2026 Naples MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.


Provided By
Listed by Char Seuffert (#F3323327)
Listing Office: Re/Max Sunshine (#PO13242)

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