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Property for sale at 296 PINE RANCH TRAIL, OSPREY, FL, 34229
Property for sale at 296 PINE RANCH TRAIL, OSPREY, FL, 34229
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296 Pine Ranch TrailOsprey, FL, 34229

5beds
4baths
3,354sqft
Single Family Residence
Built in 1995
$1,000,000
For sale
$1,100,000−$100,000 (9%)Reduced Nov 3, 2026
Price per sqft
$298
Days on market
71
Listed
Aug 28
MLS #A4704317Updated Nov 5, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
296 Pine Ranch Trail
City
Osprey
State
FL
ZIP code
34229
Year built
1995
New construction
No
Faces
North
Rooms
12
Building stories
1
Living area
3,354 sqft
Total building area
4,500 sqft
Architectural style
Ranch
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 3:00 PM EST

Price & sale history

Asking price reduced by $100,000 (9.1%) since first listed.

EventPrice
Price reducedMLS #A4704317$1,000,000Change: −9.1%−$100,000
Listed for saleMLS #A4704317$1,100,000
History may be incomplete.
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Location

Property for sale at 296 PINE RANCH TRAIL, OSPREY, FL, 34229
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