5100 JESSIE HARBOR DRIVE 403, Osprey, FL 34229

• 2 beds |
• 2 baths |
• 2,143 sqft

Property 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.

Listing Status:

Active

Date Added:

December 31, 2025

Data Last Updated:

February 10, 2026 at 5:22PM

Listing Office:

PREMIER SOTHEBY'S INTERNATIONAL REALTY : 941-364-4000

Listing Agent:

Cindy Migone : 941-812-7438

MLS ID:

A4676382

Interior

• General: Ceiling Fans(s)Solid Surface CountersSolid Wood CabinetsWalk-In Closet(s)Window Treatments
• Rooms: Den/Library/OfficeInside Utility
• Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRange HoodRefrigeratorWasher
• Laundry: Inside
• Flooring: Ceramic TileLuxury Vinyl
• A/C: Central Air
• Heating: Central

Exterior

• General: BalconyOutdoor GrillSliding DoorsStorageTennis Court(s)
• Other Structures: Tennis Court(s)PorchScreened
• Parking: AssignedDeededBasement

Construction

• Roofing: Tile
• Windows: Shutters
• General: BlockConcreteOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: ClubhouseElevator(s)Fitness CenterGatedPickleball Court(s)PoolRecreation FacilitiesTennis Court(s)Cable TVPoolMaintenance StructureMaintenance GroundsManagementPest ControlRecreational FacilitiesSecuritySewerTrash3081.0Quarterly
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RMF2UNIT 5203BLDG 2BLACKBURN HARBOR RESIDENCES PHASE 10160064008
• View: Trees/WoodsWater

Utilities

• Utilities: Cable ConnectedElectricity Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Condominium