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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. Subdivision Like Southbay Yacht Racquet Club
431 Yacht Harbor Drive
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Details for 431 Yacht Harbor Drive, OSPREY, FL 34229
Single Family
  1. Price: $4,300,000.00
  2. Price sqft: $765.81 / sqft
  3. Days On Market: 12
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 5615
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Intracoastal Waterway
  13. Year Built: 1979
MLS#: A4671702
  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: PAT WILLIAMS REALTY, LLC
  9. mfrmls
  10. DMCA Notice
Ahhhyou have finally found the one! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool wi
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431 Yacht Harbor Drive
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Details for 431 Yacht Harbor Drive, Osprey, FL 34229
Single Family
  1. Price: $4,300,000.00
  2. Price sqft: $765.81 / sqft
  3. Days On Market: 12
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 5615
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: IntracoastalAccess
  14. Year Built: 1979
MLS#: A4671702
  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: PAT WILLIAMS REALTY, LLC
  9. Provided through
  10. DMCA Notice
Ahhhyou have finally found the one! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool wi
Listing Details and 49 Additional Pictures
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225 Harbor House Drive
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Details for 225 Harbor House Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,690,000.00
  2. Price sqft: $427.73 / sqft
  3. Previous Price: $2,850,000
  4. Last Price Change: 11/19/25
  5. Days On Market: 39
  6. Bedrooms: 6
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6289
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1979
MLS#: TB8438095
  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: PINEYWOODS REALTY LLC
  9. mfrmls
  10. DMCA Notice
Considered one of the finest community owned marinas on Floridas west coast, Southbay Yacht & Racquet Club is a premier waterfront community featuring a seven acre deep water boat basin and a lifestyl
Listing Details and 78 Additional Pictures
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180 Lookout Point Drive
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Details for 180 Lookout Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,299,900.00
  2. Price sqft: $593.22 / sqft
  3. Days On Market: 11
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3877
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: A4672222
  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: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  10. DMCA Notice
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought after Southbay Yacht & Racquet Club with deep water mar
Listing Details and 69 Additional Pictures
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312 Yacht Harbor Drive
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Details for 312 Yacht Harbor Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,299,000.00
  2. Price sqft: $500.22 / sqft
  3. Days On Market: 54
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4596
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1978
MLS#: A4667293
  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: PREMIER SOTHEBY'S INTERNATIONAL REALTY
  9. mfrmls
  10. DMCA Notice
One or more photo(s) has been virtually staged. Considered one of the finest community owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven acre, deep water boat
Listing Details and 67 Additional Pictures
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1527 Buoy Lane
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Details for 1527 Buoy Lane, OSPREY, FL 34229
Single Family
  1. Price: $1,219,000.00
  2. Price sqft: $330.80 / sqft
  3. Previous Price: $1,279,000
  4. Last Price Change: 10/25/25
  5. Days On Market: 175
  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
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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
Listing Details and 59 Additional Pictures
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219 Keel Way
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Details for 219 Keel Way, OSPREY, FL 34229
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $300.67 / sqft
  3. Days On Market: 55
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3908
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1980
MLS#: A4666970
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Pine View
  6. Middle School: Pine View
  7. High School: Pine View
  8. Provided by: GENEROUS PROPERTY
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**impressive, meticulously maintained, single story, cul de sac estate in the highly sought after southbay community** offers 3 beds, 2 full and 1 half baths plus study/den and is nearly 100% solar p
Listing Details and 48 Additional Pictures
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1218 Yacht Harbor Drive
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Details for 1218 Yacht Harbor Drive, OSPREY, FL 34229
Single Family
  1. Price: $1,150,000.00
  2. Price sqft: $270.78 / sqft
  3. Previous Price: $1,175,000
  4. Last Price Change: 11/01/25
  5. Days On Market: 85
  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
Listing Details and 97 Additional Pictures
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1218 Yacht Harbor Drive
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Details for 1218 Yacht Harbor Drive, Osprey, FL 34229
Single Family
  1. Price: $1,150,000.00
  2. Price sqft: $270.78 / sqft
  3. Days On Market: 85
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4247
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. 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 Elementary
  6. Middle School: Sarasota Middle
  7. High School: Venice Senior High
  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
Listing Details and 97 Additional Pictures
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1602 Southbay Drive
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Details for 1602 Southbay Drive, OSPREY, FL 34229
Single Family
  1. Price: $995,000.00
  2. Price sqft: $239.18 / sqft
  3. Days On Market: 71
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4160
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: A4665288
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Provided by: COMPASS FLORIDA LLC
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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 lifesty
Listing Details and 58 Additional Pictures
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