Acerage Homes for Sale

A rare opportunity in Brooksville: 11.2± agriculturally zoned acres with two separate residences, each with its own address, newer roof, newer HVAC system, and independent power service. Whether the vision is multigenerational living, an income-producing property, equestrian use, homesteading, or a private family compound, this property offers the infrastructure, land, and flexibility to make it happen. 255 BENES RD The larger residence offers just over 1,300 living square feet with three bedrooms and one bathroom and has been thoughtfully remodeled while retaining the charm and character of the original home. An inviting open front porch sets the tone, while the interior features an open floor plan, updated finishes, and a beautiful sunroom overlooking the property. The home also features a newer roof and newer HVAC system, providing important updates for comfort and insurability. 249 BENES RD The second residence offers just over 1,100 living square feet with one and a half bathrooms and provides another completely independent living space. This home has also been remodeled and updated while maintaining its original character. Major improvements include a newer roof, newer HVAC system, and substantial electrical updating—another important consideration for insurance and long-term ownership. THE LAND The 11.2± acres are agriculturally zoned and offer beautiful improved pastures, multiple potential build sites for barns and additional agricultural improvements, stunning grandfather oaks, and healthy, dark, rich soil. There is room here for horses, livestock, gardens, additional agricultural infrastructure, or simply the privacy and freedom that comes with owning usable acreage. The property also features two wells, with each residence operating on a separate power service, adding another level of independence and flexibility between the two homes. Additional infrastructure includes an RV hookup with septic and well access, plus two outdoor showers with hot water—valuable amenities for guests, RV use, equestrian activities, farm operations, or future expansion. Multiple existing outbuildings add even more usability, including a pole barn for storage and a greenhouse, giving the next owner a strong foundation for agricultural, equestrian, or homesteading pursuits. For the horse enthusiast, one of the property's standout features is direct riding access to the Masaryktown trail system, allowing you to saddle up and ride without having to trailer out. Two residences. Two addresses. Two wells. Separate power. Improved pasture. Agricultural zoning. Existing infrastructure. Direct trail access. This is the kind of property that can serve you today while leaving plenty of room for what comes next.

255 Benes Road, Brooksville

Listing courtesy of FLORIDA CRACKER PROPERTIES. 352-345-8151

$785,000

4 Beds ⋅ 3 Baths ⋅ W7889150 MLS

Under contract-accepting backup offers. The quadruple threat—and here’s why. A beautifully updated home with a BRAND-NEW ROOF, the right amount of land, a newer saltwater pool, and the barn and workshop setup buyers searching for this lifestyle rarely find all in one property. Set on 2.3 acres on a corner lot with exceptional views in every direction, this gated and fully perimeter-fenced property brings together a warm, remodeled home, usable acreage, equestrian amenities, and serious workspace. Inside, the home offers just under 2,400 square feet with four bedrooms and three bathrooms. The open-concept floor plan feels both grand and comfortable, anchored by a massive kitchen that truly serves as the centerpiece of the home. Tile flooring flows throughout the main living areas, while remodeled bathrooms and thoughtful updates give the home a fresh, move-in-ready feel. The primary suite enjoys direct access to the pool and a resort-style bathroom designed as a private retreat. And one of the property’s most important updates: a BRAND-NEW ROOF. Outside, the newer saltwater pool is surrounded by brick pavers and protected by a full screen enclosure, creating an easy extension of the home’s living space. The property is gated, fully perimeter fenced, and laid out with two rotational pastures. For the horses, there is a 30' x 48' pole barn with five stalls and a tack room. For equipment, business, hobbies, or storage, the 30' x 50' metal workshop with water and power gives the property another level of functionality. Beautiful home. BRAND-NEW ROOF. Pool. 2.3 acres. Barn and workshop, storage, garden, and massive flexibility. This is the kind of property that checks the boxes without asking you to compromise on the ones that matter.

95 Rabbit Hollow, Brooksville

Listing courtesy of FLORIDA CRACKER PROPERTIES. 352-345-8151

$3,100,000

5 Beds ⋅ 6 Baths ⋅ W7888649 MLS

Under contract-accepting backup offers. Coming Soon | Private 29+ Acre Brooksville Estate Set behind a winding private drive in one of Brooksville’s most sought-after areas, this exceptional 29+ acre estate combines a beautifully updated 5,600+ square-foot residence with acreage that has been extensively restored, improved and regeneratively cared for. The 5-bedroom, 5.5-bath home features a first-floor primary suite, custom remodeled kitchen with Sub-Zero appliances, multiple living and entertaining spaces, private guest/in-law quarters, game/media room and an outdoor living area centered around a saltwater pool and expansive outdoor kitchen. Beyond the residence, the land is every bit as impressive as the home. Improved pastures surround a newly added 2.5-acre stocked pond, working cow pens, 10 chicken coops, a 100-yard shooting range, multiple barns and a massive new pole barn (ready for an easy conversion for your horses)—creating an exceptional setup for livestock, recreation, equipment and country living. Private, polished and incredibly versatile, this is a rare opportunity to own substantial acreage and an estate-caliber home along the highly sought-after Culbreath Road corridor, with convenient access to Tampa Bay, the Gulf Coast and Ocala. More details coming soon.

21411 Brookes Run Road, Brooksville

Listing courtesy of FLORIDA CRACKER PROPERTIES. 352-345-8151

$1,620,000

4 Beds ⋅ 4 Baths ⋅ W7887500 MLS

Set along more than 1,300 ft of the Withlacoochee River and equally fronting the 47-mile Withlacoochee State Trail, this remarkable 15+/-acre custom permaculture estate represents a collection of opportunities that are becoming increasingly scarce in Florida. Elevated terrain, native landscapes, mature canopy, and uninterrupted access to both river and trail create an estate that feels worlds away, yet remains connected to everything that matters. Completed in 2008, the custom residence offers 3,026 square feet under air, including 2,026 square feet of main living space, a 710-square-foot private in-law residence, and an additional 300 square feet of flexible climate-controlled space suited for a studio, office, library, or fitness room. A sweeping wraparound porch captures views that shift effortlessly between rolling pasture and tranquil riverfront, while the private guest residence opens onto its own expansive covered patio, creating an independent retreat equally suited for family, long-term guests, or executive accommodations. Throughout the home, the architecture favors connection over excess—inviting the outdoors in while allowing the landscape itself to remain the focal point. Beyond the residence, the estate unfolds with an impressive collection of supporting structures that elevate both functionality and possibility. A 8X40-foot off-grid, solar-powered converted shipping container serves as an exceptional workspace, production facility, or self-sufficient operations center. A second 8 X 40-foot storage container, detached garage, expansive pole barn, established garden shed, and a decommissioned outdoor bathhouse—ready to be restored or reimagined—provide an infrastructure rarely assembled on a private estate. The landscape is equally compelling. A private boat ramp and dock place the Withlacoochee River at your doorstep. Established garden areas, mature native plantings, and direct access to one of Florida's most celebrated paved trail systems create an environment designed as much for exploration as it is for quiet reflection. Here, mornings begin with a paddle downstream, afternoons unfold beneath centuries-old oaks, and evenings end under remarkably dark skies. With both Agricultural and C-1 Commercial zoning, the estate is positioned to accommodate an exceptional range of future uses without compromising its sense of place. It is equally suited as a private riverfront sanctuary, an income-producing agricultural enterprise, an educational campus, boutique event venue, wellness destination, regenerative farm, luxury retreat, or one of Florida's premier eco-tourism properties. At its foundation lies the philosophy of permaculture—a design approach that works with nature rather than against it. By integrating food production, water conservation, biodiversity, and regenerative land stewardship, permaculture creates landscapes that become more productive, resilient, and valuable over time. This estate reflects years of thoughtful planning and ecological investment, offering the next steward not simply acreage, but an established framework for sustainable living on a remarkable scale. In an era when so much of Florida's landscape has become increasingly uniform, opportunities like this have grown exceptionally rare. River frontage. Trail frontage. Significant elevation changes. Commercial flexibility. Agricultural capability. Extensive infrastructure. Privacy. Beauty. Vision.

28211 Magnon Drive, Brooksville

Listing courtesy of FLORIDA CRACKER PROPERTIES. 352-345-8151

$1,195,000

6 Beds ⋅ 5 Baths ⋅ TB8526063 MLS

Discover an extraordinary opportunity to own a remarkable 20-acre estate that perfectly blends luxury, functionality, and endless possibilities. This exceptional property features two separate residences, offering a combined total of 6 bedrooms and 5 bathrooms. Designed for those who appreciate space, privacy, and country living without sacrificing comfort, the estate includes an approximately 6,000-square-foot barn ideal for horses and a variety of livestock. The property is currently home to horses, cattle, goats, ducks, geese, and other animals, making it an outstanding choice for equestrian enthusiasts, agricultural operations, or anyone seeking a true farm and ranch lifestyle. Zoned AR (Agricultural Residential), this unique estate offers exceptional flexibility for agricultural use, livestock, equestrian facilities, or a multigenerational family compound. The expansive acreage provides abundant room for future improvements, additional structures, recreational activities, or simply enjoying the peace and beauty of your own private retreat. Whether you’re searching for a private family estate, an income-producing opportunity, an equestrian property, or a one-of-a-kind agricultural investment, this extraordinary 20-acre property delivers unmatched versatility, breathtaking space, and limitless potential.

88 Culbreath Road, Brooksville

Listing courtesy of FENIX HOME REALTY LLC. 813-992-8249

16145 Snow Memorial Highway, Brooksville

$485,000

2 Beds ⋅ 2 Baths ⋅ W7883279 MLS

5 ACRES and a COMPLETELY REMODELED 2/2 HOME, ZONED AG, NO HOA, HOUSE IS NOT IN A FLOOD ZONE, PRIVACY --- EVERYTHING IS NEW!! Everything is upgraded!! NEW ROOF!! NEW AC! NEW Double-paned Windows! NEW doors! NEW interior doors! new Luxury Vinyl plank flooring! New Kitchen...new wood shaker cabinets, new Quartz counter tops, new stainless steel appliances (refrigerator, oven/range, low profile microwave), new stainless steel under-mount sink, new light fixtures, new plumbing fixtures, new everything!! Master bedroom has ensuite bathroom with new shaker cabinet, new toilet, new Quartz countertop, new matching Quartz shower/tub walls, new shower glass (no shower curtains here!)! Second bathroom offers a the same matching new shaker cabinet, new toilet, new Quartz countertop, new matching Quartz shower/tub walls, new shower glass...just beautifully done!! New laundry room! If you want the freedom to live on property without restrictions, to have the privacy 5 acres gives you, to have room to add more buildings, a barn or pole barn maybe, to be able to bring your RV, camper, boat, horses, chickens, any animals you want, ATVs, toys...bring it all...this is the one for you!! MOVE-IN READY!!

16145 Snow Memorial Highway, Brooksville

Listing courtesy of HOME LAND REAL ESTATE INC. 352-556-0909

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Acerage - Brooksville, FL Homes for Sale

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