Connect

Find us on...

Dashboard

Login using...

Osprey Florida Real Estate


Osprey, Florida real estate is located in Sarasota County Florida, just south of Sarasota in what's referred to as "unincorporated" Sarasota County. Osprey is a diverse community with multi-million dollar homes located on the Intracoastal Waterway and more modestly priced homes just up the road. In addition to all the great real estate currently available, there are also many new luxury and upscale home developments underway in Osprey, Florida.

Learn more about the living in Osprey, Florida's real estate or continue below to see the current collection MLS® listings.

Real Estate In Osprey, Florida

Map Save this Search
Sort listings by:Price, High to Low

1588 N Casey Key Rd, Osprey, FL - $10,500,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 7,760 SQFT
  • 77 DOM
View details More Photos Save

On Almost Three Acres, The High-quality Construction And Impeccable Finishes Offered Throughout This Gorgeous Beach Home Create A Classic Design That Is Rarely Obtainable. Situated On The Private, Gated Northern Portion Of Casey Key, This 4-bedroo...

316 N Casey Key Rd, Osprey, FL - $8,484,000

Residential, Single Family Home
  • 6 Beds
  • 9 Baths
  • 7,121 SQFT
  • 79 DOM
View details More Photos Save

When You Combine Award-winning Architecture With An Extraordinary Gulf To Bay Location The Result Is Pure Perfection. Welcome To West Wind, A Sprawling Modern Masterpiece Gracing The Coveted North-end Of Casey Key. Created By New York Architect An...

814 N Casey Key Rd, Osprey, FL - $7,900,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,552 SQFT
  • 212 DOM
View details More Photos Save

This Magnificent Gulf-to-bay Contemporary Masterpiece Built By Gold Medal Architect Guy Peterson Stands Out From The Other Residences Located On The Coveted North End Of Casey Key. This Architecturally Significant Home Has Been A Finalist In Wall ...

Photo of Listing #A4185393

411 N Casey Key Rd, Osprey, FL - $5,499,000

Residential, Single Family Home
  • 9 Beds
  • 11 Baths
  • 9,127 SQFT
  • 1,072 DOM
View details More Photos Save

Compelling Price Reduced Another 1m. Three Gulf Front Lots + Two Residences. Live Like A Midcentury Hollywood Starlet Transported To The Modern Era In A Stunning Seaside One-of-a-kind Estate With A Cobalt, Turquoise And Deep Blue Horizon. This Cov...

1044 N Casey Key Rd, Osprey, FL - $5,495,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 309 DOM
View details More Photos Save

Laffin Place, A Gated Bayfront Compound Estate On 1.2 Acres On Private North End Of Casey Key With Deeded Access To Private Beach, Enjoy Spectacular Sunsets. The Property With Main House, Guest House & Bunk Room, Both With Separate Baths Offers Ne...

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL - $4,975,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 638 DOM
View details More Photos Save

Location, Location, Location! Arrive By Boat Or Car. North Casey Key Beachfront Tropical Oasis. 200ft Of Private Beach On Turquoise Blue Waters Of The Gulf Of Mexico, 2 Guest Homes On The Beach With The Main Home On The Bay With Dock & Lift. Once ...

112 Osprey Point Dr, Osprey, FL - $4,450,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 500 DOM
View details More Photos Save

Most Desirable Location In The Oaks Bayside Country Club; Truly A Boater's Dream! Featuring Your Own Private Dock With 3 Power Lifts..12,000/16,000. Driving Thru This Private Gated Community You Are Surrounded By A Canopy Of Mature Oak Trees. The ...

552 Eagle Watch Ln, Osprey, FL - $3,790,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,340 SQFT
  • 111 DOM
View details More Photos Save

The Ultimate In Luxury, Location And Design. As You Open The 13’ Cast Iron Front Doors, You Will Immediately Feel The Grandeur Of This Expansive Residence - Custom Crafted To Perfection. Each Of The 12 Rooms, Plus 4.5 Baths, Are Thoughtfully Desig...

Photo of Listing #A4425715

121 N Casey Key Rd, Osprey, FL - $3,300,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 436 DOM
View details More Photos Save

Privacy Abounds Behind The Gated Entry To This Unique Spanish Mediterranean Beachfront Home Hidden Away In Tropical Splendor On The Sparkling Blue Waters Of The Gulf Of Mexico. Attention To Detail Is Not Lacking In This Gorgeous 4 Bedroom 5 1/2 Ba...

Photo of Listing #N6101230

854 N Casey Key Rd, Osprey, FL - $3,290,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 633 DOM
View details More Photos Save

Reduced 1.5 Acre Gulf-to-bay Priced To Sell On Exclusive North End Casey Key. Majestic Sprawling Old Oaks & Cedar Trees Giving It An Unspoiled "old Florida" Feeling. The Private Beach With No Public Access Is A Luxury Of Privacy That Few Places O...

Photo of Listing #A4428858

1042 N Casey Key Rd, Osprey, FL - $2,978,400

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,781 SQFT
  • 405 DOM
View details More Photos Save

Fabulous Opportunity To Acquire A Very Attractive Residence In The Highly Sought-after Palmer Neighborhood Of North Casey Key. Surrounded By Lush Tropical Landscape, Turquoise Waters, With A Deeded Private Beach. The Island Of Casey Key Is Situate...

Photo of Listing #A4451976

1027 N Casey Key Rd, Osprey, FL - $2,695,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
  • 143 DOM
View details More Photos Save

Cross Over A Historic Swing Bridge Into The Serenity Of Private North Casey Key. Here, In This Tranquil Community Nestled Along A Winding Island Road, Is A Rare Opportunity To Own A Slice Of Paradise Not On The Market For 40 Years. The Custom-buil...

VIEW NEW MLS® LISTINGS FIRST!

judie berger sarasota luxury realtorWhen you join HomesOfSarasota.com, you gain exclusive access to our most advanced search tools; including the email notifications the moment a home matching your exact criteria comes on the market.


- Make The Most Of You Time w/ Effortless Searches & Judie Berger!


Osprey Homes For Sale

When you purchase an Osprey home for sale, you can tour historic Spanish Point where you'll find a group of original homesteads that were part of the John and Eliza Webb citrus farm furnished to depict early pioneer life in the area. You'll see how oranges were packaged in the mid to late 1800s.

Oscar Scherer State Park, in addition to being a nature preserve where several thousand species call home, offers many recreational activities. Bald eagles, bobcats, river otters and alligators can all be seen in the park.

More About Calling Osprey Home

For shopping, there are several areas including the Osprey Village shops, Blackburn Point Plaza and Southbay Fashion Center.

Many restaurants can be found near Osprey homes. Everything from fresh mahi-mahi or grouper sandwiches to pizza to fine dining. Several restaurants are located on the "Tamiami Trail" US 41. Waterfront dining is available on Blackburn Point Rd.

There is a home or condo among the Osprey Florida real estate offerings that is just right for you. Come experience the joy of living in Osprey, Florida.

If you would like to know more about Osprey Florida, the homes and condos for sale there, or its golf courses, beaches, shopping and dining amenities, please contact me online or call me direct at 941-928-3424.

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 DBA Stellar MLS.

Listing information last updated on April 9th, 2020 at 11:30pm EDT.