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Homes for Sale by a Beach in Osprey, FL

21 homes
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1862 Island Way, Osprey, FL 34229

South Sarasota waterfront property surrounded by 312 feet of water on three sides feels like living on a private island. Serene privacy on a cul-de-sac in the secluded South Creek community directly ...
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4284 Expedition Way, Osprey, FL 34229

Experience the ultimate in coastal living with this beautifully designed 3-bedroom, 2-bathroom second-floor townhouse located in a desirable gated community. This home features an open floor plan tha...
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123 Tina Island Dr, Osprey, FL 34229

Spectacular lot and setting for home priced under county tax appraisal. This is your opportunity to own a waterfront property in the Sorrento Shores neighborhood in Osprey. This 3 bedroom, 3 bath poo...
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818 Oak Pond Dr, Osprey, FL 34229

This is your Dream Home! Upgrades galore and ready to move-in. 4 Bedrooms 2 baths with sparkling caged pool and stunning new paver brick deck (2022), oversize covered lanai, outdoor shower, in a very...
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784 Sarabay Rd Unit 18, Osprey, FL 34229

Welcome to Your Waterfront Villa in Osprey, Florida! Discover the ultimate seasonal retreat in this beautifully updated 2-bedroom, 2-bathroom single-story villa, designed for stress-free living. Nes...
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524 Oak Bay Dr, Osprey, FL 34229

++No Hurricane damage or water intrusion from resent storms. ++ Charming Pool Home with Luxurious Upgrades in Bay Oaks Estates. One of the largest homes in this community. Welcome to your dream home!...
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236 Hidden Bay Dr Unit 301, Osprey, FL 34229

This beauty is a 3-3-3, 3 bedrooms, with 3 en suite full baths, End Unit with a 3 CAR GARAGE. Come home to your own hidden gem in this luxury Hidden Bay community. You will enjoy SPECTACULAR unobstr...
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14021 Bellagio Way Unit 311, Osprey, FL 34229

Immerse yourself in the incredible views of Little Sarasota Bay & the Intracoastal waterway from this 3rd floor beautiful & spacious condominium. This upgraded end unit features 3 ensuite bedrooms, p...
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1768 South Creek Ln, Osprey, FL 34229

One or more photo(s) has been virtually staged. Note - Some Photos Virtually Staged. Welcome to your dream home in the coveted, gated community of South Creek. Located West of The Trail, South Creek ...
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758 Pine Run Dr Unit 758, Osprey, FL 34229

This home was professionally inspected by a Contractor following Hurricanes Helene and Milton, and I’m pleased to report it sustained no damage from the storms. Welcome to this beautifully updated, s...
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191 Palm Air Dr Unit 80, Osprey, FL 34229

Come home to this tastefully-furnished, well-maintained spacious home in a top-of-the-line, perfectly located Co-Op park. LOTS OF UPGRADES: NEW windows 2022, NEW A/C and HVAC 2023, NEW moisture b...
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1426 Landview Ln, Osprey, FL 34229

Southbay’s Lowest-Priced Home – Act Fast! Step into a lifestyle, not just a home, in Southbay’s vibrant community! Enjoy access to a private marina, organized pickleball and tennis, a newly renovate...
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320 Tropic Dr Unit 320, Osprey, FL 34229

Welcome to Paradise! You're going to love this highly sought after, exclusive home with an additional side lot in this quaint, 55+ community of The Arbors in Osprey. Nestled just 5 minutes from a p...
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207 Woodland Dr Unit 207, Osprey, FL 34229

Seller to pay monthly HOA fee until December 31, 2024 with a closed transaction sale. Offered Turnkey furnished and equipped with everything you need to move right in. This includes a kayak, beach ch...
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280 Hidden Bay Dr Unit 203, Osprey, FL 34229

One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan in the building. Located on the water'...
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280 Hidden Bay Dr Unit 204, Osprey, FL 34229

One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Centrally located between historic Ve...
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26 Siesta Cir W, Osprey, FL 34229

**BRAND NEW LENNOX A/C UNIT WITH WARRANTY** You will love this home! Experience the Florida paradise lifestyle in this highly sought after exclusive 55+ community of the Arbors in Osprey. *LOW HOA F...
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409 North Point Rd Unit 603, Osprey, FL 34229

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF FROM THE LOWEST PRICED CONDO WITH A WATER VIEW IN THE MERIDIAN. Watch the eagles and osprey fish and enjoy truly stunning sunset...

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