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.
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.
Property Details
Price:
$1,100,000
MLS #:
A4704317
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PINE RANCH EAST
Neighborhood:
34229osprey
Listed Date:
Aug 28, 2026
Finished Sq Ft:
3,354
Total Sq Ft:
4,500
Lot Size:
49,526 sqft / 1.14 acres (approx)
Year Built:
1995
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Dry Bar, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
2
Direction Faces
North
Exterior Features
Garden, Sliding Doors
Garage Spaces
2
Lot Features
In County, Near Golf Course
Roof
Shingle
Spa Features
Heated
View
Garden, Park/Greenbelt
Financial
Tax Year
2025
Taxes
$10,159
Map
Community
- Address296 PINE RANCH TRAIL OSPREY FL
- SubdivisionPINE RANCH EAST
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
Market Summary
Current real estate data for Single Family in OSPREY as of Aug 29, 2026
68
Single Family Listed
181
Avg DOM
456
Avg $ / SqFt
$1,304,273
Avg List Price
Property Summary
- Located in the PINE RANCH EAST subdivision, 296 PINE RANCH TRAIL OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,100,000 and features 5 beds, 4 baths, and has approximately 3,354 square feet of living space, and was originally constructed in 1995. The current price per square foot is $328. The average price per square foot for Single Family listings in OSPREY is $456. The average listing price for Single Family in OSPREY is $1,304,273. To schedule a showing of MLS#a4704317 at 296 PINE RANCH TRAIL in OSPREY, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of BEYOND REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 296 PINE RANCH TRAIL
OSPREY, FL
