Condos & Homes in Osprey

The community of Osprey, between Sarasota and Venice on Florida’s west coast, occupies an area of about six square miles and includes the north end of Casey Key. Read more about Osprey.

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To find out more about property available in Osprey, please contact Louis Wery.

Osprey Real Estate

All Listings $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
43 – 48 of 143 Listings
Price, High to Low
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Reduced 9%

3 Bed • 5 Bath • 5,045 Sf • 1 Acres

$1,000,000

677 Trenton Way, Osprey

Imagine Driving Up The Large Circular Driveway That Leads To The Front Of This Majestic Home’s 20+ Foot Columned Entry With Leaded Glass Doors And ...

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Reduced 7%

4 Bed • 6 Bath • 5,174 Sf • 1 Acres

$980,000

896 Mac Ewen Dr, Osprey

This Exquisite Custom Designed 4 Bedroom, 5.5 Bath Home In The Oaks Clubside Offers A Variety Of Options For All Kinds Of Lifestyles. Two Bedroom ...

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3 Bed • 3 Bath • 3,355 Sf

$975,000

281 Osprey Point Dr, Osprey

Imagine A Quiet Elegance That Does Not Overwhelm But Enhances A Comfortable Lifestyle; You Will Find It Here In This Charming 3 Bedroom (plus Study...

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Reduced 6%

3 Bed • 3 Bath • 3,788 Sf • 1 Acres

$945,000

457 Macewen Dr, Osprey

This 3 Bedroom, 3 Bath Home Custom-built By Tivoli Combines Elegance And Comfort For The Ultimate In Country Club Living. On The Sixth Hole Of The...

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Reduced 1%

3 Bed • 4 Bath • 2,318 Sf • 6 Acres

$919,000

14021 Bellagio Way #412, Osprey

This Is A Gated Community With Full Time On Site Property Management. A Very Quiet, Stand-alone Penthouse Suite. No Walls Are Touching Any Other Ne...

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Reduced 8%

3 Bed • 4 Bath • 4,034 Sf • 1 Acres

$895,000

426 Walls Way, Osprey

Recently Reduced And Sold Furnished, This 3 Bedroom, 4 Bath Home In The Oaks Clubside, Is Ready For You! Featuring Full Hurricane Protection, And ...

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Osprey

About Osprey

One of the first places settled in Sarasota & Her islands, Osprey preserves its history and natural environment through parks, trails, historical sites and museums. Enclaves such as The Oaks Club and North Casey Key treasure the quiet luxury of this natural Florida landscape.

Photo of The Oaks Club by Louis Wery

Residential Market Overview for Osprey

  • Total Listings for Osprey: 155
  • Average Listing Price for Osprey: $929,734
  • Highest Listing Price for Osprey: $8,299,000
  • Lowest Listing Price for Osprey: $19,000

 

Market Statistics for Osprey

This charts show activity for single-family homes and condos in ZIP Code 34229 during the past 12 months.

 

 

 

 

A Little Bit of Osprey History

When you visit Spanish Point in Osprey, you learn that human history in Sarasota & Her Islands dates back more than 5,000 years. “A Window to the Past,” the only archaeological exhibition in the nation built inside of a shell mound, allows visitors a peek at what life was like in the Osprey area all those millennia ago.

Later, pioneer homesteaders settled here and named their place Spanish Point. The Webb family moved from Utica, New York to become one of the first families to call the Sarasota area home. The Webbs chose the name Osprey to meet the post Office requirement for a one-word place name. They also created the first resort for snowbirds — Webb’s Winter Resort.  At Spanish Point, visitors can explore one of the guest cottages, the White Cottage.

In 1910, a Chicago socialite named Bertha Matilda Honoré Palmer bought 350 acres in Osprey that included Spanish Point. She called her estate Osprey Point.

Osprey also preserves the 460-acre South Creek Ranch left to the state of Florida by Elsa Scherer Burrows in memory of her father Oscar Scherer, who invented a process for dyeing leather in 1872. The state purchased an additional 922 acres from the adjacent Palmer Ranch in 1991. The park now preserves more than two square miles of natural land.

The Conservation Foundation of the Gulf Coast strives to protect natural lands from its headquarters in Osprey.

Another Floridaland fits in the Osprey story. The theme park opened in 1964 just south of Blackburn Point Road but lost steam by 1971 when Disney World began welcoming guests.

Photo of FloridaLand courtesy of State Archives of Florida, Florida Memory, http://floridamemory.com/items/show/81801

Location Map for Longboat Key


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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

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.

Listing data comes from My Florida Regional MLS.

Listing information last updated on October 17th, 2018 at 5:01pm EDT.

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