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5100 JESSIE HARBOR DRIVE 304

Osprey, FL, 34229

Active Under Contract

$699,000

2

Bedrooms

2

Bathrooms

2,143 sqft

Living Area

2004

Year Built

127

Days on Market

Dock & Water AccessMLS

Bay/Harbor

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

Under contract-accepting backup offers. 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.

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Location

Osprey, FL, 34229

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of COLDWELL BANKER REALTY via Stellar MLS

Last checked: 1 hour ago

Listing updated: August 27, 2026

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FEMA Flood Zone AE
BFE: 6ft

Special Flood Hazard Area

View FEMA Flood Map →

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$139,800 down

%
Principal & Interest$3,627/mo
Property Tax (est. ~1.2%, varies by county)$699/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$4,576
Loan Amount: $559,200Rate: 6.75%
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$699,000Tour the dockSchedule a Showing