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1216 Casey Key Road
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Details for 1216 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $11,750,000.00
  2. Price sqft: $756.99 / sqft
  3. Days On Market: 98
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 15522
  8. Acreage: 1.10 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor,Beach Front,Gulf/Ocean,Gulf/Ocean to Bay,Intracoastal Waterway
  14. Year Built: 1999
MLS#: A4643654
  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 SOTHEBYS INTL REALTY
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This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on t
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101 Osprey Point Drive
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Details for 101 Osprey Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $5,300,000.00
  2. Price sqft: $774.74 / sqft
  3. Days On Market: 82
  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#: A4639897
  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: COLDWELL BANKER REALTY
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One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously c
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1049 Casey Key Road
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Details for 1049 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $4,750,000.00
  2. Price sqft: $1,408.24 / sqft
  3. Days On Market: 94
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 3373
  8. Acreage: 1.06 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor,Gulf/Ocean,Gulf/Ocean to Bay,Intracoastal Waterway
  13. Year Built: 1990
MLS#: N6137711
  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 SOTHEBYS INTL REALTY
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Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one plus acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private ro
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426 Casey Key Road
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Details for 426 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $1,445.09 / sqft
  3. Days On Market: 630
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3114
  8. Acreage: 0.94 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor,Beach Front,Gulf/Ocean to Bay,Intracoastal Waterway
  13. Year Built: 1992
MLS#: A4583445
  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 SOTHEBYS INTL REALTY
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Gulf to Bay on North Casey Key the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak
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112 Osprey Point Drive
Foreclosure
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Details for 112 Osprey Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $3,900,000.00
  2. Price sqft: $352.11 / sqft
  3. Days On Market: 40
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 11076
  8. Acreage: 0.60 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor,Intracoastal Waterway
  13. Year Built: 1989
MLS#: O6305818
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Venice Area
  7. High School: Venice Senior
  8. Provided by: KARA MONEY LLC
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Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers swee
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1042 Casey Key Road
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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: 39
  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: Bay/Harbor
  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
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5 Casey Key Road
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Details for 5 Casey Key Road, Osprey, FL 34229
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $924.61 / sqft
  3. Previous Price: $3,375,000
  4. Last Price Change: 06/06/25
  5. Days On Market: 257
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 3515
  10. Acreage: 0.57 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1969
MLS#: N6134765
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: AYERS AND ASSOCIATES REAL ESTATE
  9. Provided through
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Home run deal you can't afford to miss! Casey key gulf front move in ready for unbelievable price! Reduced 900k! Iconic gulf front mid century modern gated residence on casey key embodies the true ess
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5 Casey Key Road
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Details for 5 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $924.61 / sqft
  3. Previous Price: $3,375,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 257
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 3515
  10. Acreage: 0.57 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1969
MLS#: N6134765
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: AYERS AND ASSOCIATES REAL ESTATE
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Home run deal you can't afford to miss! Casey key gulf front move in ready for unbelievable price! Reduced 900k! Iconic gulf front mid century modern gated residence on casey key embodies the true ess
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662 Fernwalk Lane
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Details for 662 Fernwalk Lane, OSPREY, FL 34229
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $475.40 / sqft
  3. Days On Market: 134
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6300
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1989
MLS#: A4635707
  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: GENEROUS PROPERTY
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**fantastic, fully renovated estate with lake / garden view is situated on a serene, interior, cul de sac lot with no flood concern (zone x) behind the secure gates of the highly sought after bayside
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236 Saint James Park
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Details for 236 Saint James Park, Osprey, FL 34229
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $302.43 / sqft
  3. Days On Market: 78
  4. Bedrooms: 6
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 9589
  8. Acreage: 0.56 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. 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 double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2 story home blends sophistication with modern comfort. Situated on the first hole of Heron G
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