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For Sale $5,999,999 MLS# A4688995

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

313 Lookout Point Drive, OSPREY, Fl 34229
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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

Pending $3,100,000 MLS# A4697345

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

321 Lookout Point Drive, OSPREY, Fl 34229
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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

For Sale $2,199,900 MLS# A4672222

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

180 Lookout Point Drive, OSPREY, Fl 34229
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Virtually Staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood...

3236 Sqft, 0.40 Acres
5 Bed, 3 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Premier Sotheby's International Realty

For Sale $1,850,000 MLS# A4695429

Not Assigned, Southbay Yacht & Racquet Club

206 Four Knot Lane, OSPREY, Fl 34229
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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

For Sale $1,475,000 MLS# A4696853

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1474 Landview Lane, OSPREY, Fl 34229
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Elevated luxury throughout this Southbay beauty! Step inside this one of a kind two story home and you will feel like you are at a top resort! You will enter the foyer overlooking the living room and dining room area, just perfect for entertaining ...

3246 Sqft, 0.24 Acres
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Pat Williams Realty, Llc

For Sale $1,165,000 MLS# A4688266

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1527 Buoy Lane, OSPREY, Fl 34229
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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

Pending $1,095,000 MLS# N6144313

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

272 Four Knot Lane, OSPREY, Fl 34229
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Under contract-accepting backup offers. Welcome to this simply stunning, meticulously maintained 5-bedroom, 3-bath residence located in the highly sought-after Southbay Yacht & Racquet Club. Proudly offered by the original owner, this exceptional hom...

2723 Sqft, 0.26 Acres
5 Bed, 3 Bath
Status Pending
Listing Courtesy of:
Keller Williams Island Life Real Estate

For Sale $999,000 MLS# A4693139

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

204 Windward Drive, OSPREY, Fl 34229
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Spacious 3-bedroom, 3-bath home featuring high ceilings and a beautifully updated kitchen designed for both everyday living and entertaining. This home combines comfort and style with light-filled living spaces. Enjoy Florida living at its best wit...

2486 Sqft, 0.30 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Golf & Bay Properties Llc

Pending $974,900 MLS# A4665288

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1602 Southbay Drive, OSPREY, Fl 34229
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Welcome to your slice of Florida paradise! Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle—enhanced by thoughtful recent updates includ...

2980 Sqft, 0.31 Acres
4 Bed, 3 Full / 1 Partial Bath
Status Pending
Listing Courtesy of:
Compass Florida Llc

Pending $875,000 MLS# A4694878

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

157 Lookout Point Drive, OSPREY, Fl 34229
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Under contract-accepting backup offers. This one is an impressive little gem located in sought after Southbay Yacht & Racquet Club. So many improvements, upgrades and updates all you need to do is bring your furniture and move right in. As we approac...

1859 Sqft, 0.23 Acres
3 Bed, 2 Bath
Status Pending
Listing Courtesy of:
Pat Williams Realty, Llc

For Sale $799,900 MLS# A4697993

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

1495 Landview Lane, OSPREY, Fl 34229
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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

Pending $599,900 MLS# N6142087

Southbay Yacht And Racquet Club, Southbay Yacht & Racquet Club

186 Windward Drive, OSPREY, Fl 34229
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Under contract-accepting backup offers. Price was dropped $50,000 on 5/7! Survey and pool quote are available! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community am...

2505 Sqft, 0.30 Acres
3 Bed, 2 Bath
Status Pending
Listing Courtesy of:
Keller Williams On The Water S