Searching on:
- City = Osprey
Single Family
- Price: $11,750,000.00
- Price sqft: $756.99 / sqft
- Days On Market: 237
- 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: 477
- 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: $7,100,000.00
- Price sqft: $1,028.09 / sqft
- Days On Market: 26
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6906
- Acreage: 0.49 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: 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
- Newly Remodeled Gulf Front Mediterranean Villa on Casey Key Framed by the pristine natural beauty of North Casey Key, this Spanish Mediterranean beachfront estate is perfectly positioned along one of
Single Family
- Price: $5,990,000.00
- Price sqft: $558.66 / sqft
- Previous Price: $6,490,000
- Last Price Change: 10/06/25
- Days On Market: 83
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 10722
- Acreage: 0.55 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 2003
MLS#: A4660004
- 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
- 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
Single Family
- Price: $5,700,000.00
- Price sqft: $977.37 / sqft
- Previous Price: $6,750,000
- Last Price Change: 09/23/25
- Days On Market: 119
- Bedrooms: 6
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5832
- Acreage: 0.78 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 2022
MLS#: A4657777
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Bay Acres Resub
- High School: Pine View School
- Provided by: MICHAEL SAUNDERS & COMPANY
-
- DMCA Notice
Description
- 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
Single Family
- Price: $5,500,000.00
- Price sqft: $866.55 / sqft
- Days On Market: 76
- Bedrooms: 3
- Baths: 5
- Garage / Parking Spaces: 5
- Bldg sqft: 6347
- Acreage: 0.52 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bay/Harbor
- Year Built: 2024
MLS#: A4662210
- 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: DOUGLAS ELLIMAN
-
- DMCA Notice
Description
- New Seawall / Waterside deck, New Automated Gate, Lanai Automated Screens Commanding over half an acre with 116 feet of pristine frontage on Little Sarasota Bay, this brand new custom estate captu
Single Family
- Price: $5,000,000.00
- Price sqft: $730.89 / sqft
- Days On Market: 43
- 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 Elementary
- Middle School: Sarasota Middle
- High School: Venice Senior High
- 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: $3,950,000.00
- Price sqft: $339.06 / sqft
- Days On Market: 11
- 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
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- 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: $3,380,000.00
- Price sqft: $1,314.15 / sqft
- Previous Price: $3,400,000
- Last Price Change: 10/16/25
- Days On Market: 43
- Bedrooms: 3
- Baths: 5
- Garage / Parking Spaces: 4
- Bldg sqft: 2572
- Acreage: 0.37 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal Front
- Year Built: 1965
MLS#: A4665474
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Sorrento Shores
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- Provided by: FLATFEE.COM
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- DMCA Notice
Description
- Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought after Sorrento Shores, Osprey. Perfectly situated on 210 feet of wide canal frontage, this residence offers de
Single Family
- Price: $2,995,000.00
- Price sqft: $475.40 / sqft
- Previous Price: $3,150,000
- Last Price Change: 10/11/25
- Days On Market: 273
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 6300
- Acreage: 0.44 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: A4635707
- County: SARASOTA
- City: OSPREY
- Zipcode: 34229
- Subdivision: Oaks
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
- Provided by: GENEROUS PROPERTY
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- DMCA Notice
Description
- **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
