$650,000
5100 Jessie Harbor Drive
Osprey, FL 34229
Listing updated: May 21, 2026 at 1:29 PM ET
Listing courtesy of Premier Sotheby'S International Realty · Cindy Migone · MLS #A4676382 · Active · 941-364-4000Property type
Year built
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Local Insight
At $303/sqft, this waterfront condo is priced reasonably for the Osprey market, but the AE flood zone means you're looking at mandatory flood insurance that'll run $1,500-$3,000+ annually on top of that $1,027 HOA—factor that into your true carrying costs. The location gives you direct water access in a quieter area, though you're 20+ minutes from major shopping and dining, so it works best if you're prioritizing waterfront living over convenience. Built in 2004, this is a solid timeframe for the area, but definitely have a thorough inspection done, especially around the foundation and any water intrusion issues given the flood designation.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history141 days on market
- Status: ActiveDec 31, 2025
- Listed$679,900Dec 31, 2025
- Price reduced$650,000
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 141
- Subdivision
- Blackburn Harbor Residences
- County
- Sarasota
- Year built
- 2004
- Living area
- 2,143 sq ft
- Price/sq ft
- $303
- Building area
- 2,304 sq ft (Public Records)
- Lot category
- Non-Applicable
- Flood zone
- AE (12115C0236G)
- Garage
- 2 spaces
- Annual taxes
- $5,647 (2025)
- Parcel #
- 0160064008
- Zoning
- RMF2
- MLS #
- A4676382
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Luxury Vinyl
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Assigned, Deeded, Basement
HOA & Financial
- HOA fee
- $3,081 / Quarterly
- Monthly HOA
- $1,027/mo
- Total monthly fees
- $1,027/mo
- Total annual fees
- $12,324
- HOA name
- Jessica Munding
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- See HOA docs
- Approval process
- See HOA docs
Exterior & Construction
- Exterior features
- Balcony, Outdoor Grill, Sliding Doors, Storage, Tennis Court(s)
- Construction materials
- Block, Concrete
- Roof
- Tile
- Foundation
- Slab
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected
Community
- Pets allowed
- Number Limit, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 24x16 |
| Kitchen | First | 15x14 |
| Office | First | 13x12 |
| Primary Bedroom | First | 17x14 |
| Bedroom 2 | First | 13x12 |
| Primary Bathroom | First |
Listing Details
- Listing date
- 2025-12-31
- On market date
- 2025-12-31
- Original list price
- $679,900
- Occupant type
- Owner
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2025-12-31
- Tax legal description
- UNIT 5203, BLDG 2, BLACKBURN HARBOR RESIDENCES PHASE 1
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From SR 681, head north on US-41, left onto Jessie Harbor Dr.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of May 21, 2026 at 1:29 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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