Refine Search
Skip to Main Content
  1. Home
  2. Search Listings
  3. Search Results
Searching on:
  1. City = Osprey
1216 Casey Key Road
Virtual Tour
More Like This
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: 222
  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 Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 59 Additional Pictures
Request more information about this listing.
121 Casey Key Road
Virtual Tour
More Like This
Details for 121 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $7,100,000.00
  2. Price sqft: $1,028.09 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6906
  8. Acreage: 0.49 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Gulf/Ocean
  13. Year Built: 1969
MLS#: A4667263
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: DOUGLAS ELLIMAN
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 76 Additional Pictures
Request more information about this listing.
144 Casey Key Road
Virtual Tour
More Like This
Details for 144 Casey Key Road, OSPREY, FL 34229
Single Family
  1. Price: $5,990,000.00
  2. Price sqft: $558.66 / sqft
  3. Previous Price: $6,490,000
  4. Last Price Change: 10/06/25
  5. Days On Market: 68
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 10722
  10. Acreage: 0.55 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Bay/Harbor
  16. Year Built: 2003
MLS#: A4660004
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: DOUGLAS ELLIMAN
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 50 Additional Pictures
Request more information about this listing.
622 Bayshore Drive
Virtual Tour
More Like This
Details for 622 Bayshore Drive, OSPREY, FL 34229
Single Family
  1. Price: $5,700,000.00
  2. Price sqft: $977.37 / sqft
  3. Previous Price: $6,750,000
  4. Last Price Change: 09/23/25
  5. Days On Market: 104
  6. Bedrooms: 6
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5832
  10. Acreage: 0.78 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Bay/Harbor
  16. Year Built: 2022
MLS#: A4657777
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Bay Acres Resub
  5. High School: Pine View School
  6. Provided by: MICHAEL SAUNDERS & COMPANY
  7. mfrmls
  8. DMCA Notice
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
Listing Details and 91 Additional Pictures
Request more information about this listing.
614 Bayshore Drive
Virtual Tour
New Construction
Green Listing
More Like This
Details for 614 Bayshore Drive, OSPREY, FL 34229
Single Family
  1. Price: $5,500,000.00
  2. Price sqft: $866.55 / sqft
  3. Days On Market: 61
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 6347
  8. Acreage: 0.52 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor
  14. Year Built: 2024
MLS#: A4662210
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Bay Acres Resub
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: DOUGLAS ELLIMAN
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 60 Additional Pictures
Request more information about this listing.
101 Osprey Point Drive
Virtual Tour
More Like This
Details for 101 Osprey Point Drive, OSPREY, FL 34229
Single Family
  1. Price: $5,000,000.00
  2. Price sqft: $730.89 / sqft
  3. Days On Market: 28
  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#: A4664424
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: The Oaks
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Sarasota Middle
  7. High School: Venice Senior High
  8. Provided by: DOUGLAS ELLIMAN
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 55 Additional Pictures
Request more information about this listing.
135 Tina Island Drive
Virtual Tour
Reduced
More Like This
Details for 135 Tina Island Drive, OSPREY, FL 34229
Single Family
  1. Price: $3,400,000.00
  2. Price sqft: $1,321.93 / sqft
  3. Previous Price: $3,450,000
  4. Last Price Change: 10/09/25
  5. Days On Market: 27
  6. Bedrooms: 3
  7. Baths: 5
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 2572
  10. Acreage: 0.37 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal Front
  15. Year Built: 1965
MLS#: A4665474
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Sorrento Shores
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: FLATFEE.COM
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 31 Additional Pictures
Request more information about this listing.
662 Fernwalk Lane
Virtual Tour
Green Listing
Reduced
More Like This
Details for 662 Fernwalk Lane, OSPREY, FL 34229
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $475.40 / sqft
  3. Previous Price: $3,150,000
  4. Last Price Change: 10/11/25
  5. Days On Market: 258
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6300
  10. Acreage: 0.44 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1989
MLS#: A4635707
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: GENEROUS PROPERTY
  9. mfrmls
  10. DMCA Notice
**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
Listing Details and 79 Additional Pictures
Request more information about this listing.
236 Saint James Park
Virtual Tour
More Like This
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: 202
  4. Bedrooms: 6
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 9589
  8. Acreage: 0.56 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. 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 Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 87 Additional Pictures
Request more information about this listing.
225 Harbor House Drive
More Like This
Details for 225 Harbor House Drive, OSPREY, FL 34229
Single Family
  1. Price: $2,850,000.00
  2. Price sqft: $453.17 / sqft
  3. Days On Market: 20
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6289
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1979
MLS#: TB8430963
  1. County: SARASOTA
  2. City: OSPREY
  3. Zipcode: 34229
  4. Subdivision: Southbay Yacht Racquet Club
  5. Elementary School: Laurel Nokomis Elementary
  6. Middle School: Laurel Nokomis Middle
  7. High School: Venice Senior High
  8. Provided by: HOMECOIN.COM
  9. mfrmls
  10. DMCA Notice
One or more photo(s) has been virtually staged. 4,560 square feet in the most desirable yacht Intracoastal community, offering one of Floridas most coveted community owned marinas with 172 slips accom
Listing Details and 74 Additional Pictures
Request more information about this listing.
Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2025 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2025 REALTOR® Association of Citrus County
Listing Data ©2025 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on October 16, 2025 @ 12:00 am
©2006-2025 brokerIDXsites.com - https://brokerIDXsites.com
We believe in accessibility for all
Your Privacy Is Important
XML Sitemap
Manage Your Account