Florida’s Premier Acreage & Waterfront Real Estate Brokerage
Proudly rooted in North Central Florida heritage.
Explore Our Featured Properties
- Price $399,900
- Acreage 0.15± Acres
- Near UCF ⎮ Community Amenities
- Price $102,500
- Acreage 0.75±
- Ocala National Forest ⎮ Walking distance to Lake Kerr
- Price $22,500
- Acreage 0.24±
- Miles Kale Spring-Fed Lake Frontage
- Price $194,900
- Acreage 1.14±
- Spacious Corner Lot ⎮ Proximity to ONF & Lakes
- Price $175,000
- Acreage 13.60±
- Vacant Acreage ⎮Homesite/Recreational Potential
About
Osceola Properties
At Osceola Properties, we bring generations of Florida land knowledge to every transaction. Led by Seth Chester, Broker/Owner, we specialize in acreage, farms, and waterfront real estate across the region.
Our roots run deep in the region’s landscapes and waterways, giving us a unique perspective on property value, conservation, and opportunity. Whether you’re buying or selling, our goal is to connect you with land that fits your vision and future.
Explore Our Vacation Rentals
- Nightly Rate: 695
- Bedroom: 3
- Bathroom: 4
- Acreage: 1.5 acres
Our mission
Who We Are
We’re more than a real estate brokerage — at Osceola Properties, we understand the stories, traditions, and opportunities tied to the land we sell. Our mission is to connect people with the right land while preserving the heritage and natural beauty of our region. We are dedicated to presenting your land in the most prized way possible, and we proudly donate a portion of proceeds each year to nonprofit organizations such as the NWTF, CCA, and other conservation and community partners.
Our Services: We offer a full suite of real estate services, including land, residential, farm, and commercial property sales. With the SFR® designation and extensive experience working alongside liquidators and court-appointed receivers to sell seized assets, we are equipped to handle complex transactions involving foreclosures, bankruptcies, probate proceedings, and other court-mandated sales.
Our expertise also extends to multi-family consulting, land-use evaluation, and providing professional Broker Price Opinions, giving you the insight and guidance necessary to make well-informed decisions.
Find the Perfect Acreage or Sell with Confidence
At Osceola Properties, we make land buying and selling simple. From sprawling farms to peaceful waterfront acreage, we connect clients with properties that reflect their goals. And when it’s time to sell, we use our deep local expertise and strong connections to match your land with the right buyers.
Buy Land With Us
We specialize in acreage, farms, and waterfront properties across North Central Florida. Whether you’re searching for an investment, a homestead, or a retreat, our knowledge and generational experience help turn your vision into reality.
Sell Land With Us
With our land expertise, we know how to position your property in the market. Our network of landowners, contractors, and professionals ensures a smooth process and qualified buyers, making selling stress-free.
Why Choose
Osceola Properties
With six generations of Florida land expertise, Osceola Properties offers unmatched insight into farms, acreage, and waterfront properties. Our deep local roots and strong connections ensure a smooth, trusted experience whether you’re buying or selling.
- Unparalleled Experience – Our team showcases niche knowledge gathered from years of experience in the construction and sales industry. We know what we are selling and know how to overcome common hurdles in transactions.
- Expert in Several Property Classes – Residential, waterfront, acreage, and commercial.
- Certified Appraiser Reviewed Valuations – All of our valuations completed in-house are reviewed by Certified Appraisers, while they may not be used as an appraisal they provide you with one of the most accurate BPO's in the industry.
Our Process
Tailored Listing Process
Sell your property hassle-free with expert support, easy closings, and reduce costs. Get the best value today!
Schedule A Consultation
To provide you with the highest level of service, we start by understanding your unique goals and the value of your property. During our initial consultation, we begin the valuation process and gain first-hand insight into the condition and features of your home.
Pre-Listing
We create high-quality marketing materials designed to maximize exposure for your property. As part of this process, you’ll receive a draft of your listing along with professional photography for review. This gives you the opportunity to tailor the presentation to your preferences while ensuring key features are highlighted clearly and effectively.
Seamless Selling Process
We manage all paperwork and logistics to ensure a smooth, stress-free transaction. Partnering with trusted Title Companies—as well as experienced contractors, home inspectors, and appraisers—we coordinate every detail, from title searches and documentation to inspections and valuations, so you can move forward with confidence without the burden of complex processes.
Testimonials
"Seth made the selling process effortless. From the first conversation, he explained everything clearly and kept us updated at every step. His knowledge of Florida land is unmatched, and thanks to his connections, he found the right buyer for our property faster than we expected."
— Mark D.
"We had been searching for the right acreage for months with no luck. Once we connected with Osceola Properties, Seth really listened to what we wanted and guided us to the perfect spot. His expertise gave us confidence, and his professionalism made the entire experience enjoyable. Highly recommend!"
— Linda P.
"Professional, honest, and deeply connected to the local market — that’s how I would describe Seth. He worked tirelessly to help us secure our dream waterfront property and handled all the details we hadn’t even thought of. We couldn’t be happier with the outcome."
— James R.
"From start to finish, the Osceola Properties team made buying land smooth and stress-free. Seth walked us through every step, answered our questions with patience, and made sure everything was in order. We felt supported the whole way through and couldn’t have asked for better service."
— Emily S.
FAQ's
Frequently Asked Questions
Got questions? We’ve got honest answers.
We focus on residences, acreage, farms, and waterfront properties across Florida & Georgia. Our expertise lies in rural land and unique natural landscapes.
We service areas between Tampa, FL to Macon, GA as our roots and expertise are in this region. This local knowledge allows us to provide accurate guidance and strong connections that benefit both buyers and sellers.
We offer a free property valuation to help you understand your land’s worth. Using market insights, recent sales, and our generational knowledge, we provide you with a fair and accurate estimate.
Yes. With our network of buyers, landowners, and local professionals, we connect sellers with serious buyers and streamline the process for a smooth, efficient sale.
From the moment you share your goals, we guide you through property searches, negotiations, and closing. Our goal is to make the experience stress-free and ensure you find land that meets your vision.