296 PINE RANCH TRAIL, MLS# – A4704317

Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large families, host overnight guests, or create dedicated home office spaces. Every detail of the interior reflects thoughtful maintenance and pride of ownership, offering a seamless flow between the primary living areas.

Designed for quintessential Florida living, the expansive backyard functions as your own private resort. Step out onto the oversized covered lanai to entertain year-round, or cool off in the crystal-clear heated pool and integrated spa while taking in the tranquil scenery of your secluded acreage. Despite the incredible privacy, you are just minutes away from pristine Gulf beaches and iconic local dining hot spots like Pops Sunset Grill and the Casey Key Fish House.

Adding to the unmatched value of this property is its setting within Pine Ranch East, an exclusive neighborhood comprised of only 26 homes. While the community maintains an established HOA structure, homeowners enjoy the astonishing benefit of paying no HOA fees thanks to a unique financial setup that leaves the neighborhood fully funded years into the future. Contact us today to learn more about this remarkable community story or to schedule your private tour.

Additional Details

• Architectural Style: Ranch
• Baths Full: 3
• Baths Half: 1
• Modification Timestamp: 2026-08-28T17:43:20.329Z
• Building Area: 4500
• Cooling: Central Air
• Days on the Market: 0
• Direction Faces: North
• Directions: From US41, go E on Preymore St. turn right on Oak Bay Dr then left on Pine Ranch East Rd. Turn right on Pine Ranch Trail. Home will be on the right
• Flooring: Carpet, Engineered Hardwood, Tile
• Foundation Details: Slab
• Furnished: Unfurnished
• Heating: Central
• Laundry Features: Laundry Room
• Levels: One
• List Agent Email: [email protected]
• List Agent: Darren Dowling
• List Agent Phone: 941-204-0493
• List Office: BEYOND REALTY LLC
• List Office Phone: 941-467-4673
• Listing Terms: Cash, Conventional
• Lot Features: In County, Near Golf Course
• MLS Area Major: 34229 - Osprey
• MLS Status: Active
• Modification Time Stamp: 2026-08-28T17:36:33.853Z
• Roof: Shingle
• Source System: 804028040
• Spa Features: Heated
• Status Change Time: 2026-08-28T13:20:16.303Z
• View: Garden, Park/Greenbelt
• WaterSource: Public
• Zoning: OUE2