5100 JESSIE HARBOR, OSPREY, FL 34229

$679,900

Beds: 2

Baths: 2 Full

Sq. Ft.: 2,143 Sq. Ft.

Year Built: 2004

Lot Size: N/A

Garage: 2

Pool: No

DOM: 2

Property Overview

Status: Active

Property Type: Residential

MLS #: fa3f410303d639333bc4c4802459e452

Subdivision: BLACKBURN HARBOR RESIDENCES

County: Sarasota

HOA Fee: $3,081 (Quarterly)

Year Built: 2004

Construction: Block, Concrete

Foundation: Slab

Roof: Tile

Cooling: Central Air

Heating: Central

Sewer: Public Sewer

Water Source: Public

Zoning: RMF2

Tax Amount: $5,647.00 (2025)

Listed On: Dec 31, 2025

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.

Exterior Features

Balcony, Irrigation System, Outdoor Grill, Sliding Doors, Storage, Tennis Court(s)

Directions

From SR 681, head north on US-41, left onto Jessie Harbor Dr.

School Information

Elementary: Laurel Nokomis Elementary

Middle: Laurel Nokomis Middle

High: Venice Senior High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

PREMIER SOTHEBY'S INTERNATIONAL REALTY

Listing Agent: Cindy Migone

Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data last updated: January 26, 2026, 9:51 pm UTC

MLS Source: Stellar MLS Copyright © 2026

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