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- Zipcode = 34229
- Listing Status = Active
Single Family
- Price: $10,750,000.00
- Price sqft: $692.57 / sqft
- Previous Price: $11,750,000
- Last Price Change: 01/10/26
- Days On Market: 380
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 4
- Bldg sqft: 15522
- Acreage: 1.10 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor,Beach Front,Gulf/Ocean,Gulf/Ocean to Bay,Intracoastal Waterway
- Year Built: 1999
MLS#: A4643654
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Casey Key
- Elementary School: Laurel Nokomis
- Middle School: Laurel Nokomis
- High School: Venice Senior
- Provided by: PREMIER SOTHEBYS INTL REALTY
- DMCA Notice
Description
- 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
Commercial
- Price: $7,499,000.00
- Price sqft: $1,874.75 / sqft
- Days On Market: 620
- Bldg sqft: 4000
- Acreage: 10.01 acres
- Pool: No
- Waterfront: No
- Year Built: 2015
MLS#: A4616676
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Provided by: AMERICAN PROPERTY GROUP
-
- DMCA Notice
Description
- Property Type: Commercial Land with Existing Office Building Property Size: 10 Acres Discover this exceptional opportunity with over 900 feet of frontage on Tamiami Trail/US41 in Osprey, FL! This
Single Family
- Price: $6,475,000.00
- Price sqft: $937.59 / sqft
- Previous Price: $6,800,000
- Last Price Change: 03/10/26
- Days On Market: 169
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6906
- Acreage: 0.49 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Beach Front,Gulf/Ocean
- Year Built: 1969
MLS#: A4667263
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Casey Key
- Elementary School: Laurel Nokomis
- Middle School: Laurel Nokomis
- High School: Venice Senior
- Provided by: DOUGLAS ELLIMAN
-
- DMCA Notice
Description
- Directly fronting the turquoise waters of the Gulf, this newly remodeled Spanish Mediterranean estate on North Casey Key offers the rare luxury of your own private beach just steps from the home. Set
Single Family
- Price: $5,495,000.00
- Price sqft: $673.74 / sqft
- Days On Market: 123
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 7
- Bldg sqft: 8156
- Acreage: 2.00 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor,Intracoastal Waterway
- Year Built: 2011
MLS#: A4672618
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Sarabay Acres
- Provided by: ROBERT SLACK LLC
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. PREMIER HIGH ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two
Single Family
- Price: $5,000,000.00
- Price sqft: $730.89 / sqft
- Days On Market: 186
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6841
- Acreage: 0.93 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1985
MLS#: A4664424
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: The Oaks
- Elementary School: Laurel Nokomis
- Middle School: Sarasota
- High School: Venice Senior
- Provided by: DOUGLAS ELLIMAN
-
- DMCA Notice
Description
- 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
Single Family
- Price: $4,750,000.00
- Price sqft: $830.86 / sqft
- Days On Market: 24
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 5717
- Acreage: 1.49 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Beach Front,Gulf/Ocean to Bay,Intracoastal Waterway
- Year Built: 1975
MLS#: N6143043
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Provided by: POTTER TRINITY
-
- DMCA Notice
Description
- On the quiet and coveted stretch of North Casey Key, where century old oaks meet the shoreline, and the land unfolds uninterrupted from Gulf to bay, this extraordinary 1.5 acre estate offers a rare op
Single Family
- Price: $4,250,000.00
- Price sqft: $533.18 / sqft
- Days On Market: 26
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 7971
- Acreage: 0.47 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 2000
MLS#: A4683138
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Bay Acres Resub
- Elementary School: Laurel Nokomis
- Middle School: Laurel Nokomis
- High School: Venice Senior
- Provided by: MICHAEL SAUNDERS & COMPANY
-
- DMCA Notice
Description
- Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to
Single Family
- Price: $3,890,000.00
- Price sqft: $333.91 / sqft
- Previous Price: $3,950,000
- Last Price Change: 01/28/26
- Days On Market: 154
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 4
- Bldg sqft: 11650
- Acreage: 0.78 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2003
MLS#: A4668918
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Oaks 2 Ph 2
- Elementary School: Laurel Nokomis
- Middle School: Laurel Nokomis
- High School: Venice Senior
- Provided by: COLDWELL BANKER REALTY
-
- DMCA Notice
Description
- 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
Single Family
- Price: $3,750,000.00
- Price sqft: $572.00 / sqft
- Days On Market: 100
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 6556
- Acreage: 0.68 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 1995
MLS#: A4674771
Description
- One or more photo(s) has been virtually staged. If your dream is to create a place where generations can gather, relax, and make lasting memories, this Casey Key estate is ready to welcome you home. S
Single Family
- Price: $3,250,000.00
- Price sqft: $815.76 / sqft
- Days On Market: 17
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3984
- Acreage: 0.44 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 2017
MLS#: A4684834
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Bayside
- Elementary School: Laurel Nokomis
- Middle School: Sarasota
- High School: Venice Senior
- Provided by: MICHAEL SAUNDERS & COMPANY
-
- DMCA Notice
Description
- Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom built in 2017 by Rob Allegra and ideally positioned on a priv
