Open House
Sunday, August 16 · 12:30 PM–3:00 PM
$699,000
5100 JESSIE HARBOR DRIVE UNIT 304, OSPREY, FL 34229
Beds
2
Baths
2
Sq Ft
2,143 sq ft
Year Built
2004
Lot Size
0.98 acres
Garage
2
About This Property
Experience effortless coastal living in this stunning third-floor waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining area, kitchen, and primary suite. This spacious home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. The unit includes a split-plan second bedroom and a versatile den that is currently used as a 3rd bedroom. Offered partially furnished, this is the perfect unit for an owner-occupied or second home residence. There is ample storage inside and out- including a first-floor storage unit ideal for all your water toys. Use the community kayak launch for access to Blackburn Harbor and Oscar Scherer State Park. Enjoy the rare opportunity to keep your boat in your backyard with dockage currently available. Your home is set within an 11-acre gated community featuring walking trails, tennis and pickleball courts, a resort-style pool, waterside grill, clubhouse, and fitness center, all just minutes from Nokomis Beach, the Legacy Trail, and vibrant dining and shopping—this is truly the ultimate Florida waterfront lifestyle you’ve been waiting for.
Property Overview
Interior Features
Exterior & Lot
Waterfront
Utilities
Parking
HOA & Community
Financial Details
Schools
Directions
From SR 681, North on US-41, Left onto Jessie Harbor Dr. Turn Right after Gate. 5100 is first building. Park in front of tennis courts.
Location
5100 JESSIE HARBOR DRIVE UNIT 304, OSPREY, FL 34229
Listing Information
Schedule a Tour
Pick a Day
Preferred Time
Home Price
$699,000
Loan Term
Nearby Schools
How to Buy This Home
Multiple financing options available for this $699,000 home in OSPREY.
🏦
Conventional
$34,950 Down
Traditional financing. As low as 3-5% down with good credit.
Florida Down Payment Assistance Programs
You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.
Florida Hometown Heroes
Up to $35,000
First-time buyers working in FL
FL Assist
Up to $10,000
FHA, VA, or USDA borrowers
FL HLP Second Mortgage
Up to $10,000
First-time buyers, 0% deferred
Sarasota County SHIP
Varies
Income-qualifying Sarasota residents
Can You Afford This Home?
Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: August 12, 2026.