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21411 Brookes Run Road, Brooksville
$3,100,000
5 Beds ⋅ 6 Baths ⋅ Acerage SubDv. ⋅ 34604 Zip Code
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

22250 Hayman Road, Brooksville
$889,000
3 Beds ⋅ 3 Baths ⋅ Acerage SubDv. ⋅ 34602 Zip Code
A rare opportunity to own a property where construction meets intention. Built to endure and designed to live differently, this nontraditional Florida home offers a level of durability and self-sufficiency rarely found in today’s market. Constructed with poured concrete walls, concrete wood-look siding, and set over a fully insulated basement with a concealed escape option, this residence was thoughtfully designed for those who value preparedness, protection, and peace of mind—without sacrificing warmth or style. Inside, natural wood and stone elements create an inviting, grounded atmosphere, while hundreds of feet of wraparound porches extend the living space into the surrounding landscape. Offering just over 3,100 square feet of living space, the home features 3 bedrooms, 3 bathrooms, and an attached 3-car garage with generous storage and attic access. A truly rare and standout feature in the state of Florida—this home offers a completely finished basement, a level of construction seldom seen due to Florida’s terrain. Designed with both function and flexibility in mind, the basement includes one bedroom, a private entrance, and a discreet secondary exit, creating opportunities for secure living, guest quarters, or independent use. Whether you envision a private retreat, multigenerational space, or a strategic preparedness feature, this element sets the property apart in a way few homes can. The land is equally equipped for versatility and function. Improvements include a detached garage housing a walk-in hanging freezer, water system, and generator; a small animal barn ideal for homesteading; a dog kennel; a powered workshop with attached covered pole barn; and a standout feature—a detached 2-bedroom, 1-bath apartment in progress, ready for the next owner to complete and customize for income potential, guest quarters, or multigenerational living. Set on a beautifully proportioned, fully fenced parcel with a gated entrance, the property is dotted with grandfather oaks and surrounded by like-kind agricultural estates. Whether you’re bringing animals, building a homestead, or simply seeking space and security, this property is ready to perform. Conveniently located with quick access to I-75, offering an easy commute to the Tampa Bay area while maintaining the privacy and lifestyle of country living. Previously operated as a successful Airbnb, this property offers immediate income-producing potential. For added convenience, the home can be sold fully furnished with negotiations, creating a flexible, turnkey opportunity for the next owner.

22250 Hayman Road, Brooksville

88 Culbreath Road, Brooksville
$800,000
6 Beds ⋅ 5 Baths ⋅ Acerage SubDv. ⋅ 34602 Zip Code
PRICED BELOW CURRENT APPRAISAL! 20-Acre Family Ranch with Two Homes, 19-Stall Horse Barn, 5 pastures, arena, round pen, 2 RV hookups w/electric, water, septic & hurricane tie down capabilities; two detached garages, greenhouse, pond and solar powered gated entrance. The main home is a 1997 Modular home 3/2 with a flex room, 2 screened porches, and an air conditioned attached garage. It has an additional air conditioned detached garage and new Greenhouse. The second home is a 1997 Mobile Home 3/2 with a front porch, flex room and detached garage. The 19-Stall Horse Barn includes 2 utility rooms, bathroom, birthing stall, secure chicken coop and additional space for equipment. The Tiny home on the property doesn't convey.

88 Culbreath Road, Brooksville

95 Rabbit Hollow, Brooksville
$725,000
4 Beds ⋅ 3 Baths ⋅ Acerage SubDv. ⋅ 34604 Zip Code
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

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