5100 JESSIE HARBOR DRIVE, Osprey, FL 34229

  • $679,900
5100 JESSIE HARBOR DRIVE, Osprey, FL 34229
  • A4676382
  • Property ID
  • Condominium, For Sale
  • Property Type
  • 2
  • Bedrooms
  • 2
  • Bathrooms
  • 2304
  • Sqft
  • 2004
  • Year Built
  • 2
  • Garages
Completed
5100 JESSIE HARBOR DRIVE, Osprey, FL 34229
5100 JESSIE HARBOR DRIVE, Osprey, FL 34229
  • $679,900

Description

This meticulously maintained, waterfront residence is in an amenity-rich, gated community. Offering over 2,000 square feet of casual luxury, the well-designed living space includes two bedrooms, two baths and features a welcoming foyer, a breakfast area, and a separate room ideal for a den or home office. The upgraded appointments throughout are numerous and include top-of-the-line KitchenAid appliances, custom cabinet pullouts and the kitchen’s showstopper is the exquisite stone counter surfaces, which wow and make everyday cooking, or your gourmet meal preparation, a joy. Plantation shutters and remote-controlled blinds grace many of the windows. The views from your primary retreat vie for your attention thanks to the shimmering intracoastal front and center. Generous in size, the main retreat delights with a walk-in shower, large soaking tub, double vanities, a separate makeup area, private water closet and dual walk-in closets. The second bath features a recently installed walk-in tub, designed for enhanced comfort, ease and safety. Enjoy expansive water views from your fourth-floor balcony, where nesting birds, jumping fish and dazzling sunsets create a stunning backdrop for your daily pleasure. The inside laundry room and your two assigned parking spaces are under the building and out of the elements, adding to the opportunity. The lifestyle amenities in this friendly community include recently resurfaced tennis and pickleball courts, a heated swimming pool, a clubhouse with fitness area, kayak storage and launch, and fishing. Boat slips are available on a first-come basis for an additional fee. Enjoy a waterfront picnic under the gazebo, complete with grills, a walking path and pretty greenspace areas. Ideally close to shopping, dining, the crystal sand beaches and famed Oscar Scherer State Park, which offers biking, birdwatching, geocaching and over 15 miles of scenic hiking trails, and a natural lake for swimming, and the best part is the proximity, just across the street. Come be enchanted, as this slice of Florida paradise is one you won’t want to miss.

  • Address 5100 JESSIE HARBOR DRIVE
  • City Osprey
  • State/county FL
  • Zip/Postal Code 34229

Details

Updated on April 12, 2026 at 8:06 pm
  • Price: $679,900
  • Property Size: 2304 Sqft
  • Bedrooms: 2
  • Bathrooms: 2
  • Garages: 2
  • Garage Size: x x
  • Year Built: 2004

Additional details

  • Listing Terms: Cash,Conventional
  • Association Fee: 3081
  • Roof: Tile
  • Utilities: Cable Connected,Electricity Connected
  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Ceramic Tile,Luxury Vinyl
  • County: Sarasota
  • Property Type: Residential
  • Parking: Assigned,Deeded,Basement
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Community Features: Clubhouse,Community Mailbox,Deed Restrictions,Fitness Center,Gated Community - No Guard,Pool,Sidewalks,Tennis Court(s)
  • Waterfront: Bay/Harbor

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