Woodland Hills
Leon County, Florida⁞42± ACRES
Rare Opportunity to own a 42-acre NE Leon County Legacy Property
- 42-acre Gated Estate in Woodland Hills in NE Leon County, FL
- 5,000 sf Custom Home, 4BR/4.5BA - One of Tallahassee’s most beautiful homes
- New Metal Roof
- Three fireplaces, rare Australian cypress hardwood floors, and detailed millwork
- Office, dining room, Theatre room, eat-in kitchen
- Salt water pool with pool bath and outdoor shower
- Gated Entrance within a gated community
- Surrounded by moss-draped live oaks and rolling red hills
- Along a scenic canopy road—straight from Tallahassee to the doorstep
- Guest House, 1,721 sq ft, 3BR/2BA with carport
- Horse barn with four stalls, tack room, and feed room
- Miles of horse fencing
- Covered RV or boat storage
- Numerous recent upgrades done in 2024/2025
- No other homesite tracts like this available in NE Tallahassee - This property is impossible to duplicate
- Equipment Barn
- A celebration of everything that’s right with Northeast Leon County
- Where the neighborhood “convenience store” (Bradley's) has stood for over 100 years
- Located just 9 miles to Target, Publix, and shopping and restaurants in Bradfordville Shopping Center
- Just 22 miles to Thomasville, GA
One of North Florida’s Most Beautiful Private Estates - 42 ± acres of rolling Red Hills landscape with a Custom Home, Guest House, Horse Barn, and Fenced Pastures - Located in the Middle of the Red Hill Plantation Belt Just minutes from NE Tallahassee Shopping, Yet Worlds Away in Privacy and Beauty.
This Property Can’t be duplicated – There are No Comparable Tracts like this Remaining in NE Leon County
9525 Woodland Hills Way, Tallahassee, FL 32309
This beautiful 42-acre estate - and one of Tallahassee’s most beautiful homes - is located in the gated community of Woodlands Hills that is located in Northeast Tallahassee, Florida. Defined by true craftsmanship and architectural excellence, the property features a beautiful custom brick home, guest house, horse barn, equipment barn, and gated entrance. Surrounded by moss-draped live oaks and rolling red hills, and with the entire property fenced, this is a rare opportunity to enjoy acreage in Northeast Leon County located just minutes to schools, shopping, and restaurants. Set along a scenic canopy road that leads straight from Tallahassee to your doorstep, this is a celebration of everything that’s right with Northeast Leon County.
"The lifestyle the property affords with friends and family and with horses, cows, chickens and wildlife. It's the perfect place to host a party. The perfect place to raise a family. It’s unbelievable that something like this exists." - Jon Kohler
"We lived out west for 20 years, so when we first decided to move home, I really wanted something that defined southern elegance." - Landowners, Woodland Hills
"For years we would drive down this road, look through the front gates and say, ‘Wow, how do we get in there?’ When you turn through those gates, you can’t help it but it feels like royalty - like the gates are opening just for you.” - Landowners, Woodland Hills
Main Residence
The custom home is architectural excellence and offers four bedroom, four full bathrooms, and one-half bath, along with an office with fireplace, dining room with fireplace, eat-in kitchen, laundry room facility on both floors, and state-of-the art home theatre room. The kitchen features a new subzero refrigerator, custom cabinetry, and spacious pantry. The living room is anchored by a marble fireplace, beautiful wood-built-ins, large windows, and a wet bar, ideal for entertaining. Throughout the home, you'll find three marble fireplaces, rare Australian cypress hardwood floors, and detailed millwork. Each bedroom has an en-suite bathroom. Upstairs is a state-of-the-art home theater room with surround sound and wet bar. Outside, a saltwater pool with pool bath and outdoor shower creates a private oasis for relaxing and entertaining.
"It’s a large home, but it doesn’t feel oversized - just perfectly designed for the way we live.” - Landowners, Woodland Hills
"It’s the perfect place to build a signature home, a dream home and that’s what's been done here. In fact, I remember exactly when this house was built because it's famous in the community. The home is exceptional. The floor plan well done. The amenities are everything one would expect." - Jon Kohler
Recent upgrades in 2025 include a new metal roof, new HVAC system in both main and guest house, new subzero refrigerator, new washer and dryer (both upstairs and down), two new water heaters in main house, all new duct work in crawl space, new drainage for diverting water away from the house, updating Culligan water system, repair salt system in pool repair sprinkler system, and new paint throughout main level.
"We’re a family of six, and somehow, every corner of this house works perfectly for us.” - Landowners, Woodland Hills
Guest House
The 1,721 square foot guest house offers three bedrooms and two bathrooms with an open-concept floorplan, kitchen, spacious living room with a fireplace and utility room- perfect for guests.
"We love seeing the steers in the pasture and the horses right out the window." - Landowner, Woodland Hills
Equestrian and Land features
The property includes a horse barn with four stalls, tack room, and feed room, as well as equipment barn and covered RV/boat storage. The acreage features miles of board fencing, making it ideal for cattle or equestrian pursuits.
“These oak trees have been here for probably a hundred years. You can’t really replace them in your lifetime. Without the live oaks, the landscape wouldn’t be the same. It’s like a painting, they make it special.” - Landowners, Woodland Hills
Woodland Hills Community
Woodland Hills is a private, gated community known for its large estate properties, rolling hills, and beautiful live oaks. It is located in a neighborhood that is bounded by southern hospitality, conservation, and a shared love for fine land. At woodland Hills, there are 8 premium estates, with Covenants and Restrictions that ensure architectural harmony, aesthetics, and long-term property values. Architectural Control approval is required for all improvements. The neighborhood has great privacy and bountiful wildlife. The estates are large enough for privacy and horses yet small enough for ease of maintenance.
"You don’t get to pick your neighbors, but here we really lucked out - everyone looks out for one another.” - Landowners, Woodland Hills
Location
Nestled in the private, gated Woodland Hills community, this 42-acre estate offers privacy, rolling terrain, live oaks, and amenities—yet is mere minutes from Target, Publix, restaurants, shopping, and schools. Enjoy all the conveniences of NE Tallahassee with the enjoyment of a country estate. In NE Tallahassee, there are only three main neighborhoods that offer this quality of living — Woodland Hills (approx. 40-acre estates), Magnolia Hills (10+ acre homesites), and Centerville (1-2 acre homesites with a shared barn). Here, you have your own private barn on your own private estate.
“You’re just kind of in the heart of the Red Hills right here, surrounded by plantations, but we’ve got our own farm. It’s close enough to town, but far enough away at the same time. You feel like you’re in the country, but it’s really just minutes away.” - Landowners, Woodland Hills
There are no other homesite tracts like this available in NE Tallahassee - this property simply can't be duplicated. Opportunities like this simply don’t come around often— 40+ acre estates in NE Tallahassee and this close to town are rare.
"It can't be duplicated. I know I've tried. I helped a client develop Magnolia Hills across the street and developed Centerville Conservation Community down the road. Even with a conservationist's heart, there is no financial way to reproduce this." - Jon Kohler
It’s the kind of place where smiles are common and neighbors are few—where the neighborhood “convenience store” has stood for more than 100 years, and life still moves at the right pace. Whether your vision is equestrian living, a multi-generational family compound, or a legacy landholding, this size estate so near to town is incredibly rare. This is the place you’ll look back on and tell your family, “That’s where our best memories were made.”
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From murky farm ponds to pristine glacier-cut lakes and everything in between, Knox Daniels’ expertise stems from a lifelong fascination of water and the creatures that live in and around it. He recognizes and helps clients appreciate the value water features bring to a property. “My goal is to help buyers realize and sellers maximize the value different water bodies bring to a property, not only in a recreational sense, but also for social storm reasons.” After extensively traveling the country for collegiate BASS fishing tournaments, Knox graduated and worked for the Southeast’s finest fisheries and wildlife biologist, Greg Grimes. With Grimes’ company, AES, Knox managed many of the southeast’s finest private lake estate/impoundment properties, and learned the intricacies of upscale property management. Learning from Greg and other biologists, Knox honed in on the specific conditions and habitat needed for optimal gamefish growth in private lakes. He has also worked as a property manager on several thousand acres and for a commercial developer, facilitating the dirt work and builds of several apartment complexes, but his true passion has always been in the outdoors. “I’ve always had an insatiable fascination with ponds/lakes and am grateful to be able to help to place clients on the properties of their dreams and make their personal fisheries/wildlife goals reality with JKA.” – Knox Daniels
Jason has been assisting landowners for the last 28 years in Georgia and South Carolina obtain achievements the owners did not realize were possible. His degree in Biology from Georgia Southern stemmed from the desire to know how things in nature work. His plantation roots began at just 16 years old outside of Albany, GA and the last 20 years were spent in the Lowcountry of South Carolina. His entire career has been spent developing a global approach to plantation management. That plan included sales. Sales is in Jason’s blood- his mom had a 45-year career as a real estate broker. After college, he chose to pursue his passion of making properties great. In 2011, Jason sold his first plantation. Since then, he has assisted buyers and sellers with over $20 million in sales while most of that time working as a full-time General Manager of a large Lowcountry plantation. Today, he is committed to using his unique skill set and experience to guide landowners through the many challenges of plantation ownership.
Bruce Ratliff is a retired elected official (Property Appraiser Taylor County). Bruce brings years of experience in ad valorem tax knowledge. His property tax background gives JKA Associates & clients a unique insight into the complicated tax process. Bruce held several positions in the Florida Association of Property Appraisers, including member of the Board of Directors, President, Vice-President and Secretary, and served on the Agricultural & Legislative Committees for the Association. The real estate business has been part of Bruce’s life since childhood. His mother, Shirley Ratliff owned Professional Realty of Perry, Florida and his father, Buster owned Ratliff Land Surveying which Bruce was General Manager of before his political career.
Hailing from a long line of outdoorsmen, Tim learned a great deal from his father and grandfather. He saw first-hand what it means to be a good land steward. He believes land is so much more than a place to hunt, fish, and grow timber or crops. “It’s an identity, a resting place, a safe haven and a way of life, said Tim.” Tim’s family ties to Alabama run deep. During his grandfather’s first term, Governor James was responsible for signing into law Alabama’s first state duck stamp which helped to ensure funding for the procurement, development, and preservation of wetlands for migratory waterfowl habitat. He also established Alabama’s lifetime hunting license, so it is no surprise that Tim is an avid outdoorsman with a keen eye as to how best to improve habitat for the greater good of its wildlife.
With Madison County roots, Lori grew up on her family farm at Pettis Springs along the historic Aucilla River. A love of the land was instilled in Lori very early on by her father who was a local farmer. Lori understands the importance of good land stewardship and has witnessed first-hand how her own father, a former 2-term member of the Florida House of Representatives whose district encompassed many rural counties of the Red Hills Plantation Region, with a little bit of sweat equity, so lovingly worked their own family land. These are core values she carries with her today, and nothing gives her more personal satisfaction than to represent some of the south’s best land stewards.
Cole’s dedication to land management lies in his family roots. As a fourth-generation timber expert, Cole’s earliest memories were spent with his father managing timber investments. With a degree in Food Resource Economics from the University of Florida, Cole is the epitome of an up-and-coming leader. He grew up with a hands-on approach to learning land management and conservation and has spent the last 15 years learning every angle of the real estate and forest industry. Cole is a member of the Florida Forestry Association, Red Hills Quail Forever, Southeastern Wood Producers Association and he uses this platform as an advocate for landowners and their land investments. His family has dedicated the past 60 years to providing landowners in North Florida and South Georgia with professional land management services focused on improving and protecting one’s forestland and wildlife investment. In fact, their family business, M.A. Rigoni, Inc., was one of the first to introduce whole tree chipping to the Red Hills Region.
As a landowner of his own family farm, Lick Skillet, along with family land that has been passed down and enjoyed together at Keaton Beach for 40 years, Jon knows what it means to be a steward of the last best places. As a third-generation land broker with more than 30 years of experience in advising landowners in this niche, Jon is known for his innate ability to harvest a land’s unique intrinsic value. Touting several notable sales under his belt, Jon personally closed Rock Creek/Molpus – 124,000 acres of premium timberland at $142,000,000 – which was known as the largest timberland land sale in the Southeast for eight years running. He is a co-founding member of LandLeader and achieved the real estate industry’s highest honor, “2022 National Broker of the Year – Recreational Land Sales,” by the Realtors® Land Institute.