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MLS# A4688995 Property Photo

For Sale $5,999,999 MLS# A4688995

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

313 Lookout Point Drive, OSPREY, Fl 34229
Property Address

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Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront comm...

5337 Sqft, 0.41 Acres
4 Bed, 4 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Michael Saunders & Company

MLS# A4697345 Property Photo

Pending $3,100,000 MLS# A4697345

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

321 Lookout Point Drive, OSPREY, Fl 34229
Property Address

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Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by...

3122 Sqft, 0.34 Acres
3 Bed, 3 Full / 1 Partial Bath
Status Pending
Listing Courtesy of:
Coldwell Banker Realty

MLS# TB8543439 Property Photo

For Sale $2,199,999 MLS# TB8543439

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

154 Lookout Point Drive, OSPREY, Fl 34229
Property Address

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Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally gen...

4578 Sqft, 0.32 Acres
4 Bed, 3 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Flat Fee Mls Realty

MLS# A4695429 Property Photo

For Sale $1,775,000 MLS# A4695429

Not Assigned, Southbay Yacht & Racquet Club

206 Four Knot Lane, OSPREY, Fl 34229
Property Address

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Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence ...

2411 Sqft, 0.30 Acres
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Realty One Group Mvp

MLS# A4688266 Property Photo

For Sale $1,165,000 MLS# A4688266

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1527 Buoy Lane, OSPREY, Fl 34229
Property Address

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Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool...

2830 Sqft, 0.27 Acres
3 Bed, 2 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Bright Realty

MLS# A4697993 Property Photo

For Sale $760,000 MLS# A4697993

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1495 Landview Lane, OSPREY, Fl 34229
Property Address

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Wow! What a great price for this 2,474 square foot home in the sought after neighborhood of Southbay Yacht and Racquet Club. Unique “U” shape design gives a unique courtyard feel to the pool and lanai area. Enter into the foyer with travertine...

2474 Sqft, 0.31 Acres
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Pat Williams Realty, Llc

Trend Realty
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9160 Corporate Forum Pkwy Suite 350
Fort Myers, FL, 33905

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The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.

The source of this real property information is the copyrighted and proprietary database compilation of the © 2026 M.L.S. of Naples, Inc., © 2026 Bonita Springs-Estero Association of REALTORS®, © 2026 Southwest Florida MLS (Gulf Coast), © 2026 My Florida Regional MLS DBA Stellar MLS and © 2026 Featured Home Listings, a Florida Real Estate Brokerage. 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. Information last refreshed: 2026-09-02 09:19:38

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