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Details for 144 Casey Key Road, Osprey, FL 34229
Single Family
  1. Price: $6,790,000.00
  2. Price sqft: $633.28 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10722
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess,GulfAccess
  13. Year Built: 2003
MLS#: A4660004
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  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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A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless residence blends architectural elegance with waterfront living. Offering private access to the Intracoastal wit
Details for 622 Bayshore Drive, Osprey, FL 34229
Single Family
  1. Price: $5,700,000.00
  2. Price sqft: $860.12 / sqft
  3. Previous Price: $6,750,000
  4. Last Price Change: 07/13/25
  5. Days On Market: 45
  6. Bedrooms: 6
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6627
  10. Acreage: 0.78 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess
  15. Year Built: 2022
MLS#: A4657777
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Bay Acres Resub
  5. High School: Pine View
  6. Provided by: MICHAEL SAUNDERS & COMPANY
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ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive where coastal luxury meets modern sophistication on one of the most sought after stretches of L
Details for 1042 Casey Key Road, Osprey, FL 34229
Single Family
  1. Price: $3,750,000.00
  2. Price sqft: $572.00 / sqft
  3. Days On Market: 104
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6556
  8. Acreage: 0.68 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess
  13. Year Built: 1995
MLS#: A4650216
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Palmer
  5. Elementary School: Pine View
  6. Middle School: Pine View
  7. High School: Pine View
  8. Provided by: COLDWELL BANKER REALTY
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EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coastal Florida. Nestled in the sought after Palmer neighborhood, this home has been
Details for 1484 Seafarer Drive, Osprey, FL 34229
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $254.69 / sqft
  3. Previous Price: $1,295,000
  4. Last Price Change: 08/12/25
  5. Days On Market: 50
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4908
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Spa/HotTub: Yes
  14. Waterfront: Yes
  15. Wateraccess: Yes
  16. Waterfront Type: GulfAccess
  17. Year Built: 1987
MLS#: A4655585
  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 Southbay Yacht & Racquet Club, one of the Gulf Coasts most coveted communitieswhere every day feels like a vacation! Southbay boasts a world class private marina with 172 deep water slips,
Details for 105 Turquoise Lane, Osprey, FL 34229
Single Family
  1. Price: $995,000.00
  2. Price sqft: $287.16 / sqft
  3. Days On Market: 2
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3465
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2001
MLS#: A4662015
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Gulf Gate
  6. Middle School: Brookside
  7. High School: Riverview
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Welcome to Emerald Woods, a desired cul de sac within The Oaks Preserve, and this private Lee Wetherington custom home that will check all the boxes, and more. Situated on one of the largest lots an
Details for 1085 Mallard Marsh Drive, Osprey, FL 34229
Single Family
  1. Price: $970,000.00
  2. Price sqft: $228.77 / sqft
  3. Previous Price: $1,000,000
  4. Last Price Change: 07/18/25
  5. Days On Market: 121
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4240
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake,LakePrivileges
  16. Year Built: 2001
MLS#: A4647633
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Rivendell
  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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Welcome to this beautifully updated Rutenberg Homes residence in the sought after Woodlands at Rivendell. Designed for both comfort and style, it offers expansive lake views, a sparkling heated saltwa
Details for 678 Crane Prairie Way, Osprey, FL 34229
Single Family
  1. Price: $867,000.00
  2. Price sqft: $246.94 / sqft
  3. Previous Price: $897,000
  4. Last Price Change: 08/05/25
  5. Days On Market: 39
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3511
  10. Acreage: 0.20 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Spa/HotTub: Yes
  14. Waterfront: Yes
  15. Wateraccess: Yes
  16. Waterfront Type: LakeFront,Pond
  17. Year Built: 2003
MLS#: A4657157
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Willowbend Ph 2
  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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Its always about the view and the new tile roof in June 2025 plus the Tesla whole house solar system comprising 26 roof panels harnessing 8.45 kilowatt capacity of energy. This incredible benefit incl
Details for 260 Hidden Bay Drive 305, Osprey, FL 34229
Condominium
  1. Price: $820,000.00
  2. Price sqft: $337.03 / sqft
  3. Previous Price: $853,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 107
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2433
  10. Acreage: 1.06 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Spa/HotTub: Yes
  14. Waterfront: No
  15. Year Built: 2019
MLS#: A4650487
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Hidden Bay
  5. Building: Hidden Bay
  6. Elementary School: Laurel Nokomis
  7. Middle School: Laurel Nokomis
  8. High School: Venice Senior
  9. Provided by: FIRST LIGHT REAL ESTATE
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Move in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets 3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End Unit Bright, breezy, and beautifully maintain
Details for 851 Placid Lake Drive, Osprey, FL 34229
Single Family
  1. Price: $794,000.00
  2. Price sqft: $233.87 / sqft
  3. Previous Price: $800,000
  4. Last Price Change: 08/06/25
  5. Days On Market: 38
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3395
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2002
MLS#: O6326082
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Rivendell The Woodlands
  5. Provided by: OPENDOOR BROKERAGE LLC
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One or more photo(s) has been virtually staged. Your dream home is waiting for you! This home has Fresh Interior Paint, Fresh Exterior Paint, Partial flooring replacement in some areas. Discover a bri
Details for 250 Hidden Bay Drive 302, Osprey, FL 34229
Condominium
  1. Price: $710,000.00
  2. Price sqft: $317.53 / sqft
  3. Days On Market: 33
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2236
  8. Acreage: 1.06 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess,IntracoastalAccess
  15. Year Built: 2017
MLS#: A4657042
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Edgewater/hidden Bay Ph 1 Bldg
  5. Building: Edgewater/hidden Bay Ph 1 Bldg
  6. Elementary School: Laurel Nokomis
  7. Middle School: Laurel Nokomis
  8. High School: Venice Senior
  9. Provided by: COLDWELL BANKER REALTY
  10. Provided through
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WHAT A VIEW and the pictures don't do it justice!!FULLY FURNISHED/TURNKEY UNIT!!! Prepare to be captivated by jaw dropping sunsets from your oversized, private, screened in balcony, offering unobstruc