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Casey Key Real Estate

Casey Key real estae

With only one north-south road and surrounded by water, Casey Key offers secluded island living on Florida's Gulf Coast. Home to exclusive waterfront mansions, with sunrises over Sarasota Bay and sunsets over the Gulf of Mexico, Casey Key is a secluded island paradise where peace and tranquility abound. Learn more about Casey Key.

Casey Key Homes for Sale

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2305 Casey Key Rd, Nokomis, FL - $10,299,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 9,048 SQFT
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Privately Nestled Within Lush Tropical Foliage On The Exclusive Barrier Island Of Casey Key, This Direct Gulf Front Estate Embodies A Lifestyle Of Casual Elegance. Built In 2001 And Custom Remodeled By The Current Owners In 2006, The Expansive 9...

Photo of Listing #A4185393

411 N Casey Key Rd, Osprey, FL - $8,299,000

Residential, Single Family Home
  • 9 Beds
  • 11 Baths
  • 9,127 SQFT
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Live Like A Midcentury Hollywood Starlet Transported To The Modern Era In A Stunning Seaside One-of-a-kind Estate. This Coveted North Casey Key, 300-foot Gulf Of Mexico Frontage Property Consists Of Two Remarkable Homes Of 4,000 And 5,000 Square F...

1232 N Casey Key Rd, Osprey, FL - $6,895,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 8,121 SQFT
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Experience Elegant Waterfront Living On One Of The Most Beautiful Beaches In Florida From This Four-bedroom Gulf-to-bay Casey Key Estate. Surrounded By Serene Tropical Landscaping, An Entry Gate Ensures Coveted Privacy While The Property Itself Sp...

1044 N Casey Key Rd, Osprey, FL - $6,200,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
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On The Northern End Of Casey Key Is One Of The Few Original Homes On The Island. Known As Laffin Place, This 9,120sf Property Offers A 5 Bedroom, 5 1/2 Baths Main House, A Guest Cottage, Bunkhouse, Potting Shed/workshop And A Boathouse With A 10...

230 N Casey Key Rd, Osprey, FL - $5,500,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,311 SQFT
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Welcome! You’ve Just Arrived At Your Private Island Paradise. This Is Luxury In A Setting That’s Just About As Exclusive As It Gets. Almost 3 Acres, This Estate Size Casey Key Waterfront Property Is Nature’s Gulf To Bay Paradise. Prime Land, In T...

801 Casey Key Rd, Nokomis, FL - $5,495,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 5,541 SQFT
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Exceptional, Private Gulf Front Estate With 100 Feet Of Pristine Sandy Beach At Some Of The Widest Portion Of The 8 Mile Island Of Casey Key. This Captivating, In The Style Of French Provincial, Custom Residence Designed By The Owners And Built B...

1416 Casey Key Rd, Nokomis, FL - $5,490,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,481 SQFT
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Enter Villa Toscana Through A Secluded Circular Motor Court And You Encounter A Burnt-sienna Facade, Characterized By Some As "caramelized Adobe". As You Enter The Home Through The Front Door's Stone Surround, Wrought Iron Gates, And Heavy Mesquit...

Photo of Listing #A4190275

144 N Casey Key Rd, Osprey, FL - $4,395,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,397 SQFT
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Villa Dei Sogni (house Of Dreams) Presents An Architectural Masterpiece Framed By Finely Crafted Limestone Columns And Details Throughout The Exterior/interior Created By Artisans Around The World. As You Approach The Residence From The Walkway Th...

503 Casey Key Rd, Nokomis, FL - $4,195,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,298 SQFT
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Inspired By The Rustic Sophistication Of Adirondack-style Architecture, This Magnificent Gulf-front Home Presents A Breathtaking Departure From The Traditional Florida Beach Aesthetic. Upon Entrance, You Will Be Dazzled By The Vibrant Gulf View Th...

3250 Casey Key Rd, Nokomis, FL - $3,499,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,640 SQFT
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Welcome To Perhaps Casey Key’s Most Unique Gulf-to-bay Compound. "brooke’s Landing" Is Comprised Of 3 Separate Structures & Nestled Under The Cool Shade Of Old Florida Landscaping. The Main Residence, Built Around A Large Cuban Laurel Tree, Makes ...

608 N Casey Key Rd, Osprey, FL - $3,450,000

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
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This Prime 1.5 Acre Property Has 175 Ft. Of Gulf Front And 175 Ft. Of Little Sarasota Bay Front And Is More Than 450 Ft. Deep. Secluded By Mature Oaks, Palms, Pines, Agave And An Enormous Banyan Tree, The Rustic Residence Has Changed Little Since...

Photo of Listing #A4179929

1027 N Casey Key Rd, Osprey, FL - $3,250,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
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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...

Casey Key

waterfront home on Casey KeyCasey Key is one of the six barrier islands on the west coast of Florida that are in the vicinity of Sarasota. The island stretches from Siesta Key to the north and to the Island of Venice at its southernmost point. Most of the island is less than 300 yards wide, with white sandy beaches along the Gulf on the west and the calm waters of Little Sarasota Bay on the east side.

Unlike the other barrier islands off of Sarasota County, Casey Key has a bit more of a “tucked away” feel, making it a perfect private getaway.  The key boasts unspoiled stretches of pristine white beaches combined with zoning restrictions that prevent high-rise hotels and certain commercial activities.  Casey Key offers a quiet, unhurried, private lifestyle that is hard to beat.  Gorgeous waterfront estates are set on winding streets and surrounded by lush, well-maintained landscaping.  Just a short drive to the mainland and you are near some of Sarasota’s best amenities.


Casey Key Homes

Casey Key aerial viewCasey Key homes consists almost exclusively of single-family homes and spectacular waterfront estates. Less than 500 residents inhabit this 8 mile long island paradise. Many of the homes here have beach-to-bay ownership where residents enjoy both the white sandy beach on the gulf side and calm boating waters on the bay side. The island is a tropical paradise secluded from the hustle and bustle of urban living yet easily accessible to all the amenities of Sarasota and Venice.


History of Casey Key

Casey Key sunsetThe teeming waters of the area encompassing Casey Key, Fl were an attraction to fishermen, so by the 18th century,  there were fishing camps and traders all along this barrier island and its neighbor islands, and lively trade between Americans and Cubans was established.  Until 1810, when Florida  was acquired as a territory, the area changed hands often between the Spanish and the English, but Europeans had explored the keys off the coast in the early 16th century.  A Spanish expedition landed not far south of Casey Key in Charlotte Harbor in 1513.

The key takes its name from U.S. Army Captain John Charles Casey, who was sent in the mid-1800s to survey the land.  He was also assigned the duty of removing the Seminole Indians who lived in and around the area.  He managed to build a tenuous trust with the tribe, and specifically with the chief, Billy Holeg, a.k.a. Billy Bowlegs.  Unfortunately, that trust waned, along with Casey’s health, and when a third Seminole War erupted, Bowlegs was eventually paid to relocate to present-day Oklahoma in 1858.

The key was originally called Chaise’s Key, but a printing error replaced the name of the key with the name of the mapmaker, John Casey, and it stuck. Though some have tried to change the name back to Chaise’s Key, and later an attempt was made to change the name to Treasure Island in an attempt to attract investors and new property buyers, the name Casey Key has remained.

Sarasota saw a large real estate boom in the 20s, with much of the town’s development beginning in earnest around that time.  Casey Key was no exception. Some of the channels were redirected or dredged, the shoreline was filled, and in 1923, the Treasure Island Bridge on the north end of the Key was built.  The bridge remains today as one of the few one-lane rotating swing bridges still in use.


Casey Key, Florida Map

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Listing data comes from My Florida Regional MLS.

Listing information last updated on May 23rd, 2018 at 7:00am EDT.