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    1. Subdivision Like Harbor Bluffs Waterfront Condo
    2. Listing Status = Active
    500 Osceola Avenue 406
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    Details for 500 Osceola Avenue 406, CLEARWATER, FL 33755
    Condominium
    1. Price: $575,000.00
    2. Price sqft: $396.55 / sqft
    3. Days On Market: 57
    4. Bedrooms: 2
    5. Baths: 2
    6. Bldg sqft: 1450
    7. Acreage: 0.00 acres
    8. Pool: No
    9. Waterfront: Yes
    10. Wateraccess: Yes
    11. Waterfront Type: Intracoastal Waterway
    12. Year Built: 1974
    MLS#: TB8479503
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Elementary School: Sandy Lane Elementary PN
    7. Middle School: Dunedin Highland Middle PN
    8. High School: Clearwater High PN
    9. Provided by: FLORIDA PREMIERE REALTY
    10. mfrmls
    11. DMCA Notice
    Rare 2 bedroom 2 bath open waterfront view at harbor bluffs waterfront in downtown clearwater. The balcony overlooks st. Joseph's sound intercoastal waterway from the entire length of this spacious 4t
    Listing Details and 58 Additional Pictures
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    500 Osceola Avenue 307
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    Details for 500 Osceola Avenue 307, CLEARWATER, FL 33755
    Condominium
    1. Price: $530,000.00
    2. Price sqft: $500.00 / sqft
    3. Previous Price: $540,000
    4. Last Price Change: 05/04/26
    5. Days On Market: 92
    6. Bedrooms: 2
    7. Baths: 2
    8. Garage / Parking Spaces: 1
    9. Bldg sqft: 1060
    10. Acreage: 0.00 acres
    11. Pool: No
    12. Waterfront: Yes
    13. Wateraccess: Yes
    14. Waterfront Type: Bay/Harbor,Gulf/Ocean to Bay,Intracoastal Waterway
    15. Year Built: 1974
    MLS#: TB8472906
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Provided by: FLORIDA LUXURY GROUP
    7. mfrmls
    8. DMCA Notice
    Rarely available DIRECT WATERFRONT CORNER residence offering unobstructed, front row views of the Intracoastal and sunset skies an exposure that seldom comes to market in this building. *** This
    Listing Details and 27 Additional Pictures
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    500 Osceola Avenue 403
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    Details for 500 Osceola Avenue 403, CLEARWATER, FL 33755
    Condominium
    1. Price: $369,900.00
    2. Price sqft: $339.36 / sqft
    3. Previous Price: $379,900
    4. Last Price Change: 05/02/26
    5. Days On Market: 142
    6. Bedrooms: 2
    7. Baths: 2
    8. Bldg sqft: 1090
    9. Acreage: 1.84 acres
    10. Pool: Yes
    11. Waterfront: No
    12. Year Built: 1974
    MLS#: TB8457142
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Provided by: HIGH POINT REALTY INC
    7. mfrmls
    8. DMCA Notice
    Amazing intercoastal and sunset views from this super, renovated 2 BR 2BA condo. Tastefully updated gourmet kitchen and smart upgraded bathrooms. The expanded living room onto the balcony gives extra
    Listing Details and 48 Additional Pictures
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    500 Osceola Avenue 810
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    Details for 500 Osceola Avenue 810, CLEARWATER, FL 33755
    Condominium
    1. Price: $340,000.00
    2. Price sqft: $320.76 / sqft
    3. Previous Price: $350,000
    4. Last Price Change: 04/05/26
    5. Days On Market: 52
    6. Bedrooms: 2
    7. Baths: 2
    8. Bldg sqft: 1060
    9. Acreage: 1.00 acres
    10. Pool: No
    11. Waterfront: Yes
    12. Wateraccess: Yes
    13. Waterfront Type: Intracoastal Waterway
    14. Year Built: 1974
    MLS#: TB8487792
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Elementary School: Sandy Lane Elementary PN
    7. Middle School: Dunedin Highland Middle PN
    8. High School: Clearwater High PN
    9. Provided by: GREAT HOMES REALTY INC
    10. mfrmls
    11. DMCA Notice
    One or more photo(s) has been virtually staged. Beautiful updated 8th floor condo in the north east corner of the building with breathtaking water views form the living room, while the bedrooms open t
    Listing Details and 55 Additional Pictures
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    500 Osceola Avenue H
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    Details for 500 Osceola Avenue H, CLEARWATER, FL 33755
    Rental
    1. Price: $4,495.00
    2. Price sqft: $1.91 / sqft
    3. Previous Price: $4,995
    4. Last Price Change: 04/28/26
    5. Days On Market: 47
    6. Bedrooms: 3
    7. Baths: 3
    8. Garage / Parking Spaces: 1
    9. Bldg sqft: 2355
    10. Acreage: 1.84 acres
    11. Pool: No
    12. Waterfront: Yes
    13. Wateraccess: Yes
    14. Waterfront Type: Intracoastal Waterway
    15. Year Built: 1974
    MLS#: TB8489199
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Provided by: TRIDENT REAL ESTATE ADVISORS
    7. mfrmls
    8. DMCA Notice
    UNFURNISHED This stunning 2 story, 2300+sf Clearwater Penthouse offers gorgeous views of downtown Clearwater and the Intracoastal Waterway. This luxurious Penthouse offers breathtaking views, a priv
    Listing Details and 71 Additional Pictures
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    500 Osceola Avenue 502
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    Details for 500 Osceola Avenue 502, CLEARWATER, FL 33755
    Rental
    1. Price: $2,450.00
    2. Price sqft: $2.31 / sqft
    3. Previous Price: $2,500
    4. Last Price Change: 04/10/26
    5. Days On Market: 108
    6. Bedrooms: 2
    7. Baths: 2
    8. Garage / Parking Spaces: 1
    9. Bldg sqft: 1060
    10. Acreage: 0.02 acres
    11. Pool: No
    12. Waterfront: Yes
    13. Wateraccess: Yes
    14. Waterfront Type: Bay/Harbor,Intracoastal Waterway
    15. Year Built: 1974
    MLS#: TB8465607
    1. County: PINELLAS
    2. City: CLEARWATER
    3. Zipcode: 33755
    4. Subdivision: Harbor Bluffs Waterfront Condo
    5. Building: Harbor Bluffs Waterfront Condo
    6. Provided by: KELLER WILLIAMS REALTY- PALM H
    7. mfrmls
    8. DMCA Notice
    **GATED WATERFRONT CONDO DOWNTOWN CLEARWATER** Enjoy waterfront living in this 2 bedroom, 2 bath condo with stunning sunset and city night views. This light filled residence offers an updated kitc
    Listing Details and 23 Additional Pictures
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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