# 5100 JESSIE HARBOR DRIVE, Osprey, FL 34229

> **TL;DR:** 2bd/2ba condo, $735,000 ($343/sqft), built 2004, 2,143 sqft.
> Waterfront. Est. $3,185/mo. Listed 40 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $735,000 |
| Price/sqft | $343 |
| Bedrooms | 2 |
| Bathrooms | 2 full |
| Square Feet | 2,143 |
| Year Built | 2004 |
| Lot Size | 42,689 sqft (0.98 acres) |
| Property Type | Condo (Condominium) |
| Status | For Sale |
| Days on Market | 40 |

## Why This Home Stands Out

- **Waterfront** - Direct water access

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $3,185 |
| **Total** | **$3,185** |

## Nearby Schools

- **Elementary:** Laurel Nokomis Elementary
- **Middle:** Laurel Nokomis Middle
- **High:** Venice Senior High

## Key Amenities

- Waterfront

## Property Highlights

- Built in 2004
- 0.98 acre lot
- Waterfront

## Description

### Agent Description
Experience effortless coastal living in this stunning third-floor FURNISHED 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, designer-furnished home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets.  This unit includes a beautifully appointed second bedroom and a versatile den that is currently used as a 3rd bedroom. 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.

## Location

- **Address:** 5100 JESSIE HARBOR DRIVE, Osprey, FL 34229
- **County:** Sarasota
- **Neighborhood:** BLACKBURN HARBOR RESIDENCES
- **Coordinates:** 27.165102, -82.477729
- **Google Maps:** https://www.google.com/maps?q=27.165102,-82.477729

## Listing Agent

- **Name:** Suki Scollo
- **Brokerage:** COLDWELL BANKER REALTY
- **Phone:** 9415872289
- **Email:** suki.scollo@cbrealty.com

## Primary Photo

![5100 JESSIE HARBOR DRIVE - Primary Photo](http://lh.rdcpix.com/8fd4cd33007c621f2da1d51b977d8c17l-f469168268r.jpg)

*71 total photos available on [listing page](https://www.propertysimple.com/listing/5100-jessie-harbor-drive-osprey-fl-34229-a4690942)*

---

**MLS#:** A4690942 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/5100-jessie-harbor-drive-osprey-fl-34229-a4690942)

---

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