27255 HICKORY HILL Road
Brooksville, FL, 34602 $ 3,999,900
Bedrooms6 Baths5.1 Sq 6,032 Monthly Estimate*
$ 25,256
for $3,999,900 with 6 bedrooms and 5 full baths, 1 half bath. This 6,032 square foot home was built in 1988 on a lot size of 24.8.
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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Single Family ActiveOther, Two Story, Split Level, See Remarks
FeaturesGeneralSewer Private Sewer
Heating Central Electric
Cooling Central Air Electric Other
Utilities Cable Available
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Microwave Range Refrigerator
HOA Fee 0
Garage Spaces 100
Association Fee Includes None
Patio/Porch Features Deck Lanai Open Patio Porch Screened
Architectural Style Other Two Story Split Level See Remarks
Pool Features Electric Heat Heated In Ground Screen Enclosure
Security Features Smoke Detector(s)
Construction Materials Block Concrete Stucco
Pets Allowed Yes
Year Built 1988
View Trees/Woods
Stories Count 2
Levels Two Multi/Split
Property Subtype Single Family Residence
Tax Year 2025
Ownership Single Family
Waterfront Features None
Community Features Non-Gated
HOA Fee 2 0
County Hernando
Property Type Residential
HOA false
Attached Garage false
Subdivision Name SPRING LAKES
Facing Direction West
Garage Y/N true
Other Structures Barn(s)
Total Rooms 0
Full Baths 5
Status Active
Directions Spectacular offering and the ultimate for car collectors!
City Brooksville
Land Lease Amount 0
Senior Community Y/N false
MLS Area OA01 - Out of Area
Lot Size Units Acres
Carport Spaces 0
Carport Y/N false
Spa Features Electric Heat In Ground Screened
Tax Annual Amount 23097
Property Condition Resale
Virtual Tour https://www.propertypanorama.com/instaview/fgcmls/2026026698
Standard Status Active
Tax Lot 0050
Property Sub Type Additional Single Family Residence
Legal Description 24.8 ACRES MOL IN S1/2 OF SE1/4 DES IN ORB 579 PG 527 & ORB 724 PG 658 LESS 4.9 AC MOLDES IN ORB 725 PG 90 & SUBJ TO DESC IN ORB 1282 PG 150 & SUBJ
HOA Fee 3 0
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InteriorInterior Amenities Breakfast Bar Closet Cabinetry Separate/Formal Dining Room Dual Sinks Kitchen Island Vaulted Ceiling(s) Bar Walk-In Closet(s) Split Bedrooms
Flooring Carpet Tile
Furnished Y/N Unfurnished
Total Stories 3
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Hung Sliding
Half Baths 1
Laundry Features Washer Hookup Dryer Hookup Inside
Total Bedrooms 6
Entry Level 0
Room Type Den Guest Quarters Great Room Screened Porch
Total Baths 6
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ExteriorExterior Amenities Deck Other Patio
Parking Features Detached Garage RV Access/Parking Garage Door Opener
Lot Features Multiple lots Oversized Lot
Water Source Public
Lot Size Area 24.8
Spa true
Building Area Total 6700
Lot Dimensions 675 x 1650 x 1560 x 1550
Lot Size Acres 24.8
Private Pool true
Lot Size Source Appraiser
Waterfront Y/N false
Covered Spaces 100
Horse Y/N true
Horse Amenities Horses Allowed Stable(s)
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* Excluded FeaturesList ByChar SeuffertListing Agent
char@remaxsunshine.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $25,256
- Monthly Property Taxes
- $1,925
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Brooksville, FL
Average List Price $441,225
Percent of Sale Price 89%
About Brooksville, FL 8,736 Population
12% Since 2002
$ 34,236 Median Income
46.27 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/22/2026 | $3,999,900 | | Listed Price |