Searching on:
- City = Osprey
- Listing Status = Active
Single Family
- Price: $10,750,000.00
- Price sqft: $692.57 / sqft
- Previous Price: $11,750,000
- Last Price Change: 01/12/26
- Days On Market: 406
- 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 Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- 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: 646
- 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: 04/13/26
- Days On Market: 195
- Bedrooms: 5
- 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 Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- Provided by: DOUGLAS ELLIMAN
- DMCA Notice
Description
- Gulf Front, private beach. This sun drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibra
Single Family
- Price: $5,999,999.00
- Price sqft: $870.07 / sqft
- Days On Market: 10
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 6
- Bldg sqft: 6896
- Acreage: 0.41 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Intracoastal Waterway,Marina in Community
- Year Built: 2016
MLS#: A4688995
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Southbay Yacht Racquet Club
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Description
- Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Clubone
Single Family
- Price: $4,995,000.00
- Price sqft: $612.43 / sqft
- Previous Price: $5,495,000
- Last Price Change: 04/13/26
- Days On Market: 149
- 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: $4,250,000.00
- Price sqft: $533.18 / sqft
- Days On Market: 52
- 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 Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- 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: $3,790,000.00
- Price sqft: $325.32 / sqft
- Previous Price: $3,890,000
- Last Price Change: 04/12/26
- Days On Market: 180
- 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 Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- 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: 127
- 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
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Palmer
- Elementary School: Pine View School
- Middle School: Pine View School
- High School: Pine View School
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Exceptional Waterfront Estate on North Casey Key. Set along the coveted shores of North Casey Key, this exceptional waterfront residence presents a rare
Single Family
- Price: $3,250,000.00
- Price sqft: $815.76 / sqft
- Days On Market: 43
- 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 Elementary
- Middle School: Sarasota Middle
- High School: Venice Senior High
- 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
CommercialLease
- Price: $2,963,760.00
- Price sqft: $2,330.00 / sqft
- Previous Price: $3,235,968
- Last Price Change: 04/10/26
- Days On Market: 70
- Bldg sqft: 1272
- Acreage: 2.64 acres
- Pool: No
- Waterfront: No
- Year Built: 2006
MLS#: A4680877
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Osprey Executive Park
- Provided by: KONA REALTY
- DMCA Notice
Description
- Excellent NNN commercial lease opportunity located directly on South Tamiami Trail in Osprey, offering strong daily traffic counts and prominent visibility. Unit C4 is well suited for professional off


















