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Details for 101 Osprey Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $5,000,000.00
  2. Price sqft: $730.89 / sqft
  3. Days On Market: 97
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6841
  8. Acreage: 0.93 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 1985
MLS#: A4664424
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: The Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: DOUGLAS ELLIMAN
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A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one
Details for 691 Eagle Watch Lane, OSPREY, FL 34229
Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $421.33 / sqft
  3. Days On Market: 48
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9482
  8. Acreage: 0.78 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1993
MLS#: A4668477
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Ph 2
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: SARASOTA TRUST REALTY COMPANY
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Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nea
Details for 3101 Bayshore Boulevard 2204, TAMPA, FL 33629
Condominium
  1. Price: $3,995,000.00
  2. Price sqft: $1,358.84 / sqft
  3. Days On Market: 404
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2940
  8. Acreage: 3.38 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2024
MLS#: TB8321264
  1. County: HILLSBOROUGH
  2. City: TAMPA
  3. Zipcode: 33629
  4. Subdivision: 3105 Bay Oaks Condo Pcl 2204
  5. Building: 3105 Bay Oaks Condo Pcl 2204
  6. Provided by: THE TONI EVERETT COMPANY
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Soaring above the Iconic Bayshore Boulevard on Hillsborough Bay is The Ritz Carlton Residences, Tampa, an oasis of sophistication that sets a new standard in exemplar design and gracious living. Inspi
Details for 854 Macewen Drive, OSPREY, FL 34229
Single Family
  1. Price: $3,950,000.00
  2. Price sqft: $339.06 / sqft
  3. Days On Market: 65
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11650
  8. Acreage: 0.78 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2003
MLS#: A4668918
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Ph 2
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: COLDWELL BANKER REALTY
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One or more photo(s) has been virtually staged. Set on a private cul de sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home
Details for 407 Jasmine Way, CLEARWATER, FL 33756
Single Family
  1. Price: $3,199,500.00
  2. Price sqft: $503.70 / sqft
  3. Days On Market: 63
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6352
  8. Acreage: 0.18 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6354477
  1. County: PINELLAS
  2. City: CLEARWATER
  3. Zipcode: 33756
  4. Subdivision: Harbor Oaks
  5. Provided by: BEYCOME OF FLORIDA LLC
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Under Construction. Under Construction Ready November 2025 This stunning Magnolia Construction Home features the best of what any builder has to offer! Located in the heart of Downtown Clearwater
Details for 236 Saint James Park, OSPREY, FL 34229
Single Family
  1. Price: $2,700,000.00
  2. Price sqft: $281.57 / sqft
  3. Previous Price: $2,900,000
  4. Last Price Change: 11/25/25
  5. Days On Market: 271
  6. Bedrooms: 6
  7. Baths: 7
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 9589
  10. Acreage: 0.56 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1986
MLS#: A4644125
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Ph 1
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Tucked away in a quiet cul de sac on a sprawling double lot beneath majestic oaks, this nearly 5,000 sq ft timeless 2 story residence blends classic elegance with modern luxury. Perfectly positioned o
Details for 49 Osprey Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,595,000.00
  2. Price sqft: $496.46 / sqft
  3. Days On Market: 40
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5227
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 1989
MLS#: A4671762
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blen
Details for 852 Macewen Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,550,000.00
  2. Price sqft: $423.66 / sqft
  3. Days On Market: 156
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6019
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1992
MLS#: A4659276
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Ph 2
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: GENEROUS PROPERTY
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**charming and private, golf course estate** is located behind the secure gates of the highly sought after oaks country club community and offers a lovely, golf course view of the 17th fairway of the
Details for 340 Osprey Point Dr, OSPREY, FL 34229
Single Family
  1. Price: $2,395,000.00
  2. Price sqft: $327.81 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 11/11/25
  5. Days On Market: 262
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7306
  10. Acreage: 0.78 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Creek
  15. Year Built: 1998
MLS#: A4647690
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: RE/MAX ALLIANCE GROUP
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Introducing The Grand Estate at The Oaks Baysidea true masterpiece of refined living within one of Sarasotas most prestigious gated communities. Surrounded by majestic oak trees and lush tropical land
Details for 393 N Point Road 1002, OSPREY, FL 34229
Condominium
  1. Price: $2,350,000.00
  2. Price sqft: $545.12 / sqft
  3. Days On Market: 71
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4311
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Bay/Harbor
  15. Year Built: 2001
MLS#: A4667964
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Meridian At The Oaks
  5. Building: Meridian At The Oaks
  6. Elementary School: Gulf Gate
  7. Middle School: Brookside
  8. High School: Riverview
  9. Provided by: COLDWELL BANKER REALTY
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Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2 car gar