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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: 58
  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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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 marina and available boat slips, the opportunity to
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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: 101
  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
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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
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1120 19th Avenue
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Details for 1120 19th Avenue, Boca Raton, FL 33486
Single Family
  1. Price: $1,649,900.00
  2. Price sqft: $399.98 / sqft
  3. Previous Price: $1,675,000
  4. Last Price Change: 09/25/25
  5. Bedrooms: 5
  6. Baths: 3
  7. Garage / Parking Spaces: 2
  8. Bldg sqft: 4125
  9. Acreage: 0.46 acres
  10. Pool: Yes
  11. Waterfront: No
  12. Year Built: 1987
MLS#: R11088446
  1. County: PALM BEACH
  2. City: Boca Raton
  3. Zipcode: 33486
  4. Subdivision: Boca Sailing & Racquet Club
  5. Provided by: Lang Realty/BR
  6. Provided through
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A unique opportunity to own this gorgeous private estate located on a waterfront lot in the charming gated community of Boca Raton Sailing & Racquet Club. This 4 bedroom home with a huge upstairs 5th
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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: 102
  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
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1235 Yacht Harbor Drive
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Details for 1235 Yacht Harbor Drive, OSPREY, FL 34229
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $310.68 / sqft
  3. Days On Market: 37
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3782
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 1984
MLS#: A4673945
  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
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Relax, you can move right in this one! This Southbay home has been updated beautifully with so many quality and custom features. A complete interior remodel was done in 2016 including all new undergr
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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: 132
  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
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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
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1602 Southbay Drive
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Details for 1602 Southbay Drive, OSPREY, FL 34229
Single Family
  1. Price: $999,995.00
  2. Price sqft: $240.38 / sqft
  3. Previous Price: $995,000
  4. Last Price Change: 12/19/25
  5. Days On Market: 118
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4160
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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 lifest
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1486 Landview Lane
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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: 62
  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
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: EXP REALTY LLC
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Welcome to your Boater's Paradise! 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 pri
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172 Sea Anchor Drive
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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: 60
  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
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: GOLF & BAY PROPERTIES LLC
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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
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238 Lookout Point Drive
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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: 63
  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
  6. Middle School: Venice Area
  7. High School: Venice Senior
  8. Provided by: COLDWELL BANKER REALTY
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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
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Tropic Shores Realty - Crystal River
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Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on January 12, 2026 @ 12:00 am
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