Waterfront - Osprey FL Waterfront Homes
25 results
Showcase - 313 LOOKOUT POINT DRIVE, OSPREY, FL 34229
- 4 bds
- 5 ba
- 5,337 sqft
MICHAEL SAUNDERS & COMPANYShowcase 
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- Gated entrance
- Abundant natural light
- 5100 JESSIE HARBOR DRIVE #404, OSPREY, FL 34229
- 2 bds
- 2 ba
- 2,143 sqft
MICHAEL SAUNDERS & COMPANYHeated pool
Showcase 
- Price cut: $145,000 (8/10)
- Single story home-like living
- Dramatic fireplaces
- Resort-style pool
- 5100 JESSIE HARBOR DRIVE #304, OSPREY, FL 34229
- 2 bds
- 2 ba
- 2,143 sqft
COLDWELL BANKER REALTY3D Tour 
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3D Tour 
- Beautifully updated waterfront condo
- Abundant natural light
- 458 N SHORE DRIVE LOT 81, OSPREY, FL 34229
- 0.34 acres lot
PREMIER SOTHEBYS INTL REALTYPeaceful neighborhood
- 6100 JESSIE HARBOR DRIVE #202, OSPREY, FL 34229
- 3 bds
- 4 ba
- 3,771 sqft
CORCORAN DWELLINGS REALTYCenter island
- 260 HIDDEN BAY DRIVE #402, OSPREY, FL 34229
- 3 bds
- 3 ba
- 1,950 sqft
PREMIER SOTHEBY'S INTERNATIONAL REALTYSwimming pool
- Private pool
- 14021 BELLAGIO WAY #404, OSPREY, FL 34229
- 3 bds
- 3 ba
- 2,187 sqft
PREMIER SOTHEBYS INTL REALTYBeautifully remodeled waterfront condominium
- Modern bath
- 543 days on Zillow
- Gulf views
- 258 days on Zillow
- 257 days on Zillow
- Wash down stations
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
