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27255 HICKORY HILL Road
Brooksville FL 33914 US

$3,999,900

Active Listing ID 2026026698
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6 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 24.80 Acres
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Single Family Residence

$3,999,900

Active Listing ID 2026026698
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27255 HICKORY HILL Road 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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Property Features

  • Facts
  • Lot Size: 24.80 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Electric
  • Exterior Finish: Deck, Patio
  • Floor Covering: Carpet, Tile
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating)
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3999900
  • unparsedaddress: 27255 HICKORY HILL Road
  • postalcity: Brooksville
  • stateorprovince: FL
  • country: US
  • postalcode: 33914
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 24.8
  • lotsizeunits: Acres
  • lotsizearea: 24.8
  • livingarea: 6032
  • livingareaunits: Square Feet
  • latitude: 28.480325
  • longitude: -82.289957
  • listagentfullname: Char Seuffert
  • listagentemail: char@remaxsunshine.com
  • listagentkey: 3yd-FMSWFL-F3323327
  • listagentmlsid: F3323327
  • listagentpreferredphone: 2396716318
  • listagentofficephone: 2396716318
  • listofficekey: 3yd-FMSWFL-PO13242
  • listagentstatelicense: 147500694
  • listofficemlsid: PO13242
  • disclaimer: Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: FMSWFL
  • yearbuilt: 1988
  • listingcontractdate: 2026-06-22
  • listagenturl: www.charshomes.com
  • countyorparish: Hernando
  • parcelnumber: R15 423 20 0000 0010 0050
  • appliances: Dishwasher, Microwave, Range, Refrigerator
  • cooling: Central Air, Electric
  • constructionmaterials: Block, Concrete, Stucco
  • flooring: Carpet, Tile
  • heating: Central, Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: RV, Open, Garage
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: BreakfastBar, ClosetCabinetry, SeparateFormalDiningRoom, DualSinks, KitchenIsland, VaultedCeilings, Bar, WalkInClosets, SplitBedrooms
  • exteriorfeatures: Deck, Patio
  • architecturalstyle: Other
  • rooms: Dining Room, Bathroom 6, Bathroom 3, Bathroom 5, Bedroom 3, Bedroom 5, Bedroom 4, Bathroom 1, Bathroom 4, Bedroom 6, Bedroom 1, Bathroom 2, Bedroom 2, Den
  • otherstructures: Barn(s)
  • patioandporchfeatures: Porch, Deck, Patio
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -82.289955, 28.480326
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Re/Max Sunshine", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"char@remaxsunshine.com", "ListBrokerageCity":"Matlacha", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Re/Max Sunshine", "ListBrokeragePhone":"239-790-1177", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"4574 Pine Island Road NW", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"4574 Pine Island Road NW ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PO13242", "ListOfficeCity":"Matlacha", "ListOfficeCountry":"US", "ListOfficeEmail":"info@remaxsunshine.com", "ListOfficePostalCode":"33993", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Other - Brooksville, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/27255-Hickory-Hill-Rd_Brooksville_FL_34602_M61327-79006?f=listhub&s=FMSWFL&m=2026026698&c=rexren", "MLSModificationTimestamp":"2026-06-23 15:16:22", "Neighborhoods":[{"Description":null, "Name":"SPRING LAKES"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":23097, "TaxDescription":"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", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/23/2026 3:18:43 PM GMT
Source Updated Date: 6/24/2026 12:56:15 AM GMT

Courtesy of: Char Seuffert, Re/Max Sunshine, char@remaxsunshine.com

Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.