27255 Hickory Hill Rd, Brooksville, FL

$3,499,900

Previous Next

6

Beds

6

Baths

6,032

Square feet

24.80

Acres

About 27255 Hickory Hill Rd

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!

Features of 27255 Hickory Hill Rd

MLS® # 2026026698
Price $3,499,900
Bedrooms 6
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 6,032
Square Footage 6700
Acres 24.80
Year Built 1988
Type Residential
Sub-Type Single Family
Style Other, Two Story, Split-Level, See Remarks
Status Active

Community Information

Address 27255 Hickory Hill Rd
Area OA01 - Out of Area
Subdivision SPRING LAKES
City Brooksville
County Hernando
State FL
Zip Code 34602

Amenities

Utilities Cable Available
Features Oversized Lot, Multiple lots
Parking Garage, Garage Door Opener, Detached, RV Access/Parking
# of Garages 100
Garages Garage, Garage Door Opener, Detached, RV Access/Parking
View Trees/Woods
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground, Screen Enclosure, Electric Heat, Heated

Interior

Interior Carpet, Tile
Interior Features Breakfast Bar, Dual Sinks, Kitchen Island, Vaulted Ceiling(s), Bar, Walk-In Closet(s), Split Bedrooms, Closet Cabinetry, Separate/Formal Dining Room
Appliances Dishwasher, Microwave, Range, Refrigerator
Heating Central, Electric
Cooling Central Air, Electric, Other
Fireplace No
# of Stories 3
Stories 2
Has Basement No

Exterior

Exterior Block, Concrete, Stucco
Exterior Features Deck, Other, Patio
Lot Description Oversized Lot, Multiple lots
Windows Sliding, Double Hung
Roof Shingle
Construction Block, Concrete, Stucco

Additional Information

Date Listed June 22nd, 2026
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeRe/Max Sunshine

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?