Welcome to Cypress Hill, a masterfully developed 198±-acre estate that blends refined Southern living with world-class recreation. From the moment you arrive through the private gate, it’s clear this is more than a property—it’s a destination, intentionally designed with timeless character, exceptional amenities, and unmatched natural beauty.
Property HighlightsMadison County, Florida
198± acres of rolling hills, moss-draped live oaks, manicured parkland, and curated timber stands.
15± acre lake accented with cypress trees
Picturesque pond with dock
Additional pond near the main residence
Professionally managed fisheries teeming with bass and bream
Wood ducks, wild turkey, deer, and abundant wildlife
Mature live oaks, cypress, planted timber, and pecan groves
Sculpted topography offering privacy, scenery, and sweeping views
A 5,395 sq. ft. custom home that blends classic Southern charm with modern luxury.
4 bedrooms
3 full bathrooms
2 half baths
Open-concept kitchen and living area perfect for entertaining
Striking custom stairwell with built-in storage
Dual master suites on the main level
Upstairs: 2 additional bedrooms + full bath
Formal dining room
Heart-pine game room with bar and wood-burning fireplace
Hidden 144 sq. ft. wine cellar and built-in humidor
Resort-style pool area
Covered cooking pavilion with Green Egg, smoker, and flat-top grill
Programmable color-changing lighting
Covered dock with two lifts
Lakeside gazebo
Professionally maintained shoreline and habitat
Fully lighted
High and low houses with five stands
Converted Silo House: hand-selected, beautifully repurposed with private bath
Converted Barn: 700 sq. ft. heated/cooled space with porch, kitchen, and bath
RV Hookups: four sites with power and water
1,800 sq. ft. enclosed, climate-controlled barn
Two open-air pole barns (15×20 and 10×20)
Three additional lean-tos (silo, shooting range, and low house)
Exceptional fishing in professionally managed lakes
Elevated deer stand positioned on one of the property’s highest points
Strong populations of turkey, wood ducks, and more
Turn-key. Purpose-built. Truly unforgettable.
Every acre has been thoughtfully crafted to provide beauty, functionality, privacy, and freedom. Whether your vision is entertaining, hunting, hosting, or simply retreating into your own private sanctuary—Cypress Hill is ready.
Search for detailed parcel information including; Elevation & Vegetation Maps, Ownership Information, Detailed Parcel Information, Crop History Map, Soil Survey Productivity Data, and more.
Research Parcel InformationLittle Cat Rd from Madison, right on Radford Denson, property on the right.
In August 2015, owner, Ben Jones, opened the Mossy Oak Properties Southern Land & Homes office. We are located in downtown Madison, centered in the historic district and easily accessible to the citizens of our community and visitors alike. We value the hometown appeal of this area and our office supports local businesses, community service organizations, schools and community events. Our listings range from residential properties in historic downtown Madison, to vacant farmland, to river lots & hunting acreage, to commercial hot spots and anything in between. Our Broker and agent are greatly familiar with the area, the terrain, land values, wildlife & hunting camps, but also spend much time listing and showing residential, recreational & commercial properties. Having this knowledge in the local real estate market, our broker has consistently been one of the top producers in this area.