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.

Features
: Central
: Central Air
: Screened, Porch
: Assigned, Deeded, Basement
: Balcony, Sliding Doors, Storage, Outdoor Grill, Tennis Court(s)
: Ceramic Tile, Luxury Vinyl
: Ceiling Fans(s), Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
: Inside
: Public Sewer
: Electricity Connected, Cable Connected
: Bay/Harbor
: Shutters
Appliances
: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Disposal, Electric Water Heater, Range Hood
Address Map
US
FL
Sarasota
Osprey
34229
JESSIE HARBOR
5100
DRIVE
East
From SR 681, head north on US-41, left onto Jessie Harbor Dr.
34229 - Osprey
403
RMF2
Neighborhood
Laurel Nokomis Elementary
Venice Senior High
Laurel Nokomis Middle
Additional Information
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Cindy Migone
$0
Financial
5647
3081
Quarterly
: Cable TV, Pool, Maintenance Structure, Maintenance Grounds, Management, Recreational Facilities, Trash, Security, Pest Control, Sewer
1
Listing Information
281504035
281519790
Cash,Conventional
Active
2026-01-02T15:35:10Z
Stellar
: None
2025-12-31T14:59:06Z
01-01-1970

Residential For Sale

5100 Jessie Harbor Dr #403, Osprey, Florida 34229

2 Bedrooms
2 Bathrooms
2,143 Sqft
$679,900
Listing ID #A4676382
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : A4676382
Price : $679,900
View : Trees/Woods,Water
Bedrooms : 2
Bathrooms : 2
Square Footage : 2,143 Sqft
Year Built : 2004
Full Bathrooms : 2
Listing Status : Active
Property Sub Type : Condominium
Roof : Tile
Waterfront Yn : 1
Agent info
Contact Agent