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  1. Subdivision Like Southbay Yacht
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: 11/28/25
  5. Days On Market: 43
  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 Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: PINEYWOODS REALTY LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
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: 15
  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 Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
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: 58
  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 Elementary
  6. Middle School: Sarasota Middle
  7. High School: Venice Senior High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
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: 10/24/25
  5. Days On Market: 179
  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 Elementary
  6. Middle School: Venice Area Middle
  7. High School: Venice Senior High
  8. Provided by: BRIGHT REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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 219 Keel Way, OSPREY, FL 34229
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $300.67 / sqft
  3. Days On Market: 59
  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 School
  6. Middle School: Pine View School
  7. High School: Pine View School
  8. Provided by: GENEROUS PROPERTY
  9. mfrmls
  10. DMCA Notice
Description
  1. **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
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: 11/25/25
  5. Days On Market: 88
  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 Elementary
  6. Middle School: Sarasota Middle
  7. High School: Venice Senior High
  8. Provided by: KELLER WILLIAMS ON THE WATER S
  9. mfrmls
  10. DMCA Notice
Description
  1. 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 1486 Landview Lane, OSPREY, FL 34229
Single Family
  1. Price: $995,000.00
  2. Price sqft: $329.03 / sqft
  3. Days On Market: 18
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3024
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1977
MLS#: D6144630
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. This well maintained South Bay home is your key to enjoy one of the best neighborhoods in the area. This three bedroom pool home has the perfect layout with the primary bedroom and en suite on one sid
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: 75
  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
  6. mfrmls
  7. DMCA Notice
Description
  1. 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
Details for 172 Sea Anchor Drive, OSPREY, FL 34229
Single Family
  1. Price: $936,000.00
  2. Price sqft: $312.73 / sqft
  3. Days On Market: 17
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2993
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1977
MLS#: A4671745
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: GOLF & BAY PROPERTIES LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. At last the home you've been looking for! This updated 3 bedroom 3 bath retreat is tucked inside a lively marina community where every day feels like vacation. This home features modern updates throu
Details for 238 Lookout Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $895,000.00
  2. Price sqft: $244.54 / sqft
  3. Days On Market: 19
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3660
  8. Acreage: 0.28 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1981
MLS#: A4671468
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Venice Area Middle
  7. High School: Venice Senior High
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custo
Wade M. Berlin