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Osprey Florida Real Estate

If you are looking for a slice of “old Florida” and fabulous deals in real estate, then come to Osprey, FL. Named for the majestic bird, Osprey is located near Sarasota and the Gulf of Mexico. This is the perfect place for anyone looking to get away from it all, and offers a variety of real estate options.

At only 5.5 square miles, Osprey is the definition of a small Florida town, but still manages to provide the kind of southwest Florida lifestyle you’ve been looking for. If you have been dreaming of a secluded home in paradise, then come to Osprey, FL.

Osprey FL Real Estate MLS Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000

232 Search Results Found. Showing Results 1 - 15.

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MLS# A281537

MLS ID: A281537
Price: $12,000,000
City: Osprey
Bedrooms: 8 Bathrooms: 9
Property Type: Single Family Home

Reduced $8 Million For Immediate Sale! The Only True Gulf To Bay Estate On The Market In Sarasota.…

Listing information courtesy of Michael Saunders & Company.

MLS# A310605

MLS ID: A310605
Price: $10,400,000
City: Osprey
Bedrooms: 4 Bathrooms: 5
Property Type: Single Family Home

Casey Key Gulf To Bay On Over An Acre On Private North Road, Walled And Gated With Attention To Deta…

Listing information courtesy of Michael Saunders & Company.

MLS# A3926510

MLS ID: A3926510
Price: $6,100,000
City: Osprey
Bedrooms: 3 Bathrooms: 3
Property Type: Single Family Home

Fabulous Opportunity To Acquire A Very Attractive Residence On The Beach On Sought Out North Casey K…

Listing information courtesy of Michael Saunders & Company.

MLS# A3920651

MLS ID: A3920651
Price: $4,900,000
City: Osprey
Bedrooms: 5 Bathrooms: 4
Property Type: Single Family Home

This Stunning Georgian Estate Home Has Recently Undergone Meticulous Custom Renovation To Add Panach…

Listing information courtesy of Michael Saunders & Company.

MLS# A3898857

MLS ID: A3898857
Price: $4,375,000
City: Osprey
Bedrooms: 4 Bathrooms: 4
Property Type: Single Family Home

Magnificeint Oaks Bayside Masterpiece. An Artfully Exquisite Residence Privately Sited For The Mag…

Listing information courtesy of Michael Saunders & Company.

MLS# A3914376

MLS ID: A3914376
Price: $4,295,000
City: Osprey
Bedrooms: 8 Bathrooms: 10
Property Type: Single Family Home

Experience The Unexpected... Explore Chrysalis, The Suncoast's Most Distinctive And All Inclusive Es…

Listing information courtesy of Signature Sothebys Internat'l.

MLS# A3918770

MLS ID: A3918770
Price: $4,200,000
City: Osprey
Bedrooms: 3 Bathrooms: 3
Property Type: Single Family Home

North Casey Key Privacy - Gulf To Bay - 3 Bedroom/3 Bath Situated Amid Century Old Oak Trees And Lus…

Listing information courtesy of Michael Saunders & Company.

MLS# A3896451

MLS ID: A3896451
Price: $3,500,000
City: Osprey
Bedrooms: 3 Bathrooms: 3
Property Type: Single Family Home

Not One But Two Indoor Swimming Pools, One Large Pool Gulf Side Of House(67x30) The Other Lap Spa Is…

Listing information courtesy of Re/max Alliance Group.

MLS# A3910843

MLS ID: A3910843
Price: $3,250,000
City: Osprey
Bedrooms: 5 Bathrooms: 5
Property Type: Single Family Home

An Incredible Waterfall And Lush Tropical Landscaping Great You As You Approach This Caribbean Style…

Listing information courtesy of Michael Saunders & Company.

MLS# A381951

MLS ID: A381951
Price: $3,000,000
City: Osprey
Bedrooms: 2 Bathrooms: 2
Property Type: Single Family Home

Private North Casey Key - Gulf To Bay Property Over 1 Acre Situated Amid Classical Old Oaks, 2 Bedro…

Listing information courtesy of Michael Saunders & Company.

MLS# A383308

MLS ID: A383308
Price: $2,800,000
City: Osprey
Bedrooms: 2 Bathrooms: 2
Property Type: Single Family Home

Wonderful Beach House With Protected Step Revetment. The Panoramic Gulf Views Are Fantastic. Whet…

Listing information courtesy of Re/max Alliance Group.

MLS# A3911747

MLS ID: A3911747
Price: $2,750,000
City: Osprey
Bedrooms: 2 Bathrooms: 2
Property Type: Single Family Home

Rare Find West Of I-75 In A Great Location! Active 9.5+ Acre Horse Ranch Has Become Available In Osp…

Listing information courtesy of Re/max Alliance Group.

MLS# A3920918

MLS ID: A3920918
Price: $2,700,000
City: Osprey
Bedrooms: 4 Bathrooms: 4
Property Type: Single Family Home

Magnificent & Majestic Are Two Words That Describe This 2003 Home Custom Built By Heritage Builders.…

Listing information courtesy of Coldwell Banker Res R E.

MLS# A377161

MLS ID: A377161
Price: $2,500,000
City: Osprey
Bedrooms: 6 Bathrooms: 5
Property Type: Single Family Home

Lion's Head Mansion Stands Guard On The 12th Tee Of The Oaks Heron's Golf Course. Engineer/builder's…

Listing information courtesy of Michael Saunders & Company.

MLS# A3931697

MLS ID: A3931697
Price: $2,500,000
City: Osprey
Bedrooms: 5 Bathrooms: 5
Property Type: Single Family Home

Rare Opportunity To Own A New Bay Front Estate On Nearly Two Acres. Designed By Award Winning Bambo…

Listing information courtesy of Signature Sothebys Internat'l.

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Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Real Estate in Osprey FL 

Depending on what you are looking for, Osprey real estate may provide the perfect destination for your move. Whether you’re looking to re-locate your whole family to a wholesome South Florida community; desire an affordable home in this breathtaking tropical climate, or want to find the perfect secluded site to build your luxury estate, Osprey, FL can accommodate your needs. An ideal setting for young couples and retirees alike, Osprey is also the perfect place to purchase an investment or vacation property.

If you would like to find more information you can call us here at PROGRAM Realty by dialing 941-740-8000 or you can email us by submitting the contact form below. We look forward to hearing from you!

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