Welcome to Cypress Hill, an extraordinary 198+/- acre estate in Madison County, Florida, where refined Southern living meets world-class recreation. Behind the gate, this meticulously designed property unfolds across rolling hills, moss-draped oaks, open parkland, planted timber, pecan groves, and beautifully managed water features that create a setting as functional as it is unforgettable.
At the center of the property is a stunning 5,395+/- sq. ft. custom home offering timeless character and upscale comfort. The residence features 4 bedrooms, 3 full baths, and 2 half baths, with an open-concept kitchen and living area designed for entertaining, a formal dining room, and dual primary suites on the main floor. Upstairs offers two additional bedrooms and a full bath. Unique interior details include a dramatic stairwell with built-in storage, a richly finished game room with heart pine accents, bar, and wood-burning fireplace, plus a hidden 144+/- sq. ft. wine cellar and built-in humidor.
Outdoor living is equally impressive. The pool area is built for gathering, complete with a covered cooking pavilion featuring a green egg, smoker, flat-top grill, and color-changing lighting. The property’s 15+/- acre lake with cypress trees serves as a scenic focal point and recreation hub, complemented by a smaller pond with dock and a third pond near the main home. A covered dock with two lifts, lakeside gazebo, and professionally managed fishery add both beauty and utility.
Cypress Hill is designed to host in style. Guests can stay in a thoughtfully converted silo house with private bath, a 700+/- sq. ft. heated and cooled barn apartment with porch, kitchen, and bath, or at one of four RV hookup sites with water and power. Additional improvements include an 1,800+/- sq. ft. enclosed climate-controlled barn, two open-air pole barns, and three lean-tos supporting recreation and storage needs.
For the outdoor enthusiast, this property delivers. Enjoy stocked fisheries, frequent sightings of deer, turkey, and wood ducks, a hilltop deer stand, and a fully lighted skeet range with high and low houses and five stands. Every acre of Cypress Hill has been shaped with purpose to create a one-of-a-kind legacy property suited for luxury living, entertaining, hunting, and retreat.
Cypress Hill is more than turnkey—it is an exceptional private estate built for those who want it all.
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Research Parcel InformationLittle Cat Rd from Madison, right on Radford Denson, property on the right.