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$829,900
4 Beds ⋅ 3 Baths ⋅ O6419863 MLS
Welcome to your private country retreat in desirable Osteen! Nestled on over 10.66 acres, this spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and peaceful rural living. Step inside to discover a thoughtfully designed split-bedroom floor plan featuring a formal living room, a spacious family room, and a dedicated dining area—ideal for both everyday living and entertaining. The open kitchen is the heart of the home, boasting stainless steel appliances, abundant counter space including an island, and plenty of room to prepare meals while staying connected with family and guests. The oversized primary suite easily accommodates king-size furniture and provides a relaxing escape at the end of the day. The private, ensuite bathroom features a walk-in shower, a garden soaking tub, and ample space to unwind. The guest bedrooms are located on the other side of the home and offer spacious closets. One of the rooms provides a double primary suite with a walk in closet and its own bathroom. An inside laundry room is an added feature that adds everyday convenience. Step outside to the covered, screened lanai overlooking the sparkling pool—an ideal place to enjoy your morning coffee, host gatherings, or simply take in the peaceful surroundings. Bring your horses, goats, chickens, and more! With over 10.66 acres of usable land, this property offers endless possibilities for farming, recreation, or creating your own private estate. Enjoy the tranquility of country living while remaining conveniently located near shopping, dining, and major roadways. Don't miss this rare opportunity to own acreage in one of Osteen's most sought-after locations!

1005 Whispring Creek Way, Osteen
$1,489,000
5 Beds ⋅ 6 Baths ⋅ O6401979 MLS
Nestled on over 10 sprawling Acres of pristine Florida landscape, this 2017-built architectural masterpiece offers an unparalleled blend of modern luxury and pastoral functionality within an exclusive gated enclave. Spanning 3,833 square feet of impeccably designed living space, the residence features five expansive bedroom suites and five and a half designer bathrooms, with large office/movie room while the exterior has been transformed into a fully realized high-end estate. The grounds are meticulously illuminated by a commercial concrete pole lighting system that illuminates the entirety property including pastures. The resort-style pool and spa, a separate professional-grade greenhouse, and a custom chicken coop designed for the hobby farmer. Professional infrastructure defines the property, including a fully enclosed well house and a massive, climate-controlled concrete outbuilding equipped with roll-up doors—ideal for a premium car collection, workshop, or secure equipment storage. With direct access to the St. Johns River via a community boat ramp and a location that borders the 150-acre Hickory Bluff Preserve, this property provides a rare "silent zone" lifestyle where total privacy and self-sufficient luxury meet, making it the ultimate retreat for the discerning buyer seeking space, security, and world-class amenities

345 Cypress Isles Road, Osteen
$800,000
4 Beds ⋅ 3 Baths ⋅ V4948058 MLS
Set on over 4 fully usable acres in Osteen, this custom-built estate offers a rare combination of privacy, space, and long-term potential that’s nearly impossible to replicate today. This 4-bedroom, 3-bathroom home spans over 3,100 square feet of living space, designed with functionality and scale in mind. From the moment you pull in, you feel the separation—no tight subdivisions, no HOA, just open land and the ability to live the way you want. Inside, the layout delivers both comfort and practicality. A spacious kitchen with solid wood cabinetry and an island opens into the main living areas, creating a natural flow for everyday living and entertaining. The primary suite is positioned upstairs with generous proportions, dual sinks, and separation from guest bedrooms—ideal for families or multi-generational living. Step outside and this is where the property really takes over. A true resort-style pool With Waterfalls anchors the backyard, complete with a jacuzzi—built for year-round use whether you’re hosting, unwinding after a long day, or spending weekends at home. This setup feels intentional and designed for the lifestyle, not added as an afterthought. Surrounding the home is over 4 acres of private, buildable land—giving you the flexibility most buyers are searching for right now. Add a guest house, detached garage, barn, or workshop. Create a full family compound. Bring animals. Park your equipment. Or keep it simple and enjoy the space, the quiet, and the freedom. There’s already a private trail running through the property—perfect for riding, walking, or letting the dogs run without ever worrying about traffic or neighbors. This is the kind of land where you can actually use every inch. The wrap-around porch ties it all together, giving you a place to slow down and take in what you own—something that’s becoming harder to find in Central Florida. From a structural standpoint, the home is built to last with block construction, a durable metal roof, well and septic, and no HOA restrictions—giving you full control over how the property evolves over time. Location-wise, you’re positioned for both privacy and accessibility—just a short drive to shopping, dining, and major roadways, while still feeling completely removed from the noise. Nearby natural areas and trails only add to the lifestyle this property offers. Properties like this aren’t just homes—they’re long-term holds. With limited inventory offering acreage, a pool, jacuzzi, and buildable land together, opportunities like this don’t come around often. If you’re looking for space, privacy, and the ability to create something beyond a standard home—this is where it starts.

326 Enterprise Osteen Road, Osteen