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  1. Subdivision Like Southbay Yacht
Details for 1527 Buoy Lane, OSPREY, FL 34229
Single Family
  1. Price: $1,279,000.00
  2. Price sqft: $347.08 / sqft
  3. Previous Price: $1,339,000
  4. Last Price Change: 07/01/25
  5. Days On Market: 113
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3685
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1989
MLS#: A4654172
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Venice Area
  7. High School: Venice Senior
  8. Provided by: BRIGHT REALTY
  9. mfrmls
  10. DMCA Notice
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and car
Details for 1218 Yacht Harbor Drive, OSPREY, FL 34229
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $276.67 / sqft
  3. Previous Price: $1,200,000
  4. Last Price Change: 09/20/25
  5. Days On Market: 23
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4247
  10. Acreage: 0.30 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1980
MLS#: A4663579
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: KELLER WILLIAMS ON THE WATER S
  9. mfrmls
  10. DMCA Notice
New listing alert in the highly sought after community of Southbay Yacht & Racquet Club, where true resort style living awaits. The community offers an impressive array of amenities, including a marin
Details for 1218 Yacht Harbor Drive, Osprey, FL 34229
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $276.67 / sqft
  3. Previous Price: $1,200,000
  4. Last Price Change: 09/18/25
  5. Days On Market: 23
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4247
  10. Acreage: 0.30 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1980
MLS#: A4663579
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht & Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: KELLER WILLIAMS ON THE WATER S
  9. Provided through
  10. DMCA Notice
New listing alert in the highly sought after community of Southbay Yacht & Racquet Club, where true resort style living awaits. The community offers an impressive array of amenities, including a marin
Details for 238 Lookout Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $959,000.00
  2. Price sqft: $262.02 / sqft
  3. Previous Price: $979,000
  4. Last Price Change: 07/07/25
  5. Days On Market: 143
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3660
  10. Acreage: 0.28 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1981
MLS#: A4650720
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins a
Details for 123 Windward Drive, Osprey, FL 34229
Single Family
  1. Price: $850,000.00
  2. Price sqft: $319.43 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2661
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1979
MLS#: A4656319
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht & Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: WILLIAM RAVEIS REAL ESTATE
  9. Provided through
  10. DMCA Notice
This immaculate and meticulously maintained 3 bedroom, 2 bath home in the sought after Southbay Yacht & Racquet community is move in ready and packed with beautiful updates. The open concept kitchen h
Details for 140 Sea Anchor Drive, OSPREY, FL 34229
Rental
  1. Price: $5,300.00
  2. Price sqft: $1.18 / sqft
  3. Days On Market: 3
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4508
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 1985
MLS#: A4665804
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: EXIT KING REALTY
  9. mfrmls
  10. DMCA Notice
CURRENTLY OCCUPIED PREVIEW BY APPOINTMENT ONLY. Available October 15, 2025. Minimum 6 month lease. Unfurnished. Rent Includes: Pool maintenance, Yard Maintenance, bi annual HVAC maintenance, and HO
Details for 140 Sea Anchor Drive, Osprey, FL 34229
Rental
  1. Price: $5,300.00
  2. Price sqft: $1.18 / sqft
  3. Days On Market: 3
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4508
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1985
MLS#: A4665804
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht & Racquet Club
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: EXIT KING REALTY
  9. Provided through
  10. DMCA Notice
CURRENTLY OCCUPIED PREVIEW BY APPOINTMENT ONLY. Available October 15, 2025. Minimum 6 month lease. Unfurnished. Rent Includes: Pool maintenance, Yard Maintenance, bi annual HVAC maintenance, and HO