Casey Key

Listings For Sale

Sold History and Market Report

Casey Key Homes for Sale – Osprey, Florida 34229

Casey Key Homes for Sale

Casey Key is a unique island-community stretching for 8 miles parallel to Nokomis and Osprey in south Sarasota County. The Gulf of Mexico and Blackburn Bay/Intracoastal Waterway provide the water backdrop west and east of this island, respectively.

Casey Key is mostly the domain of high-end single family homes, many of which are considered amongst the crown jewels of the Sarasota luxury real estate market. Highly prized amongst these are the residences located on gulf-to-bay home sites that were constructed on the eastern flank of Casey Key Road.

This road is notably the only street running the entire length of this community. No traffic light interrupts this corridor that winds along canopies of mature trees and lush greeneries. There are no high rises and commercial developments in Casey Key, and a great part of this island has been declared a conservation district by the Florida State Legislature.

Casey Key also takes pride in the two beaches on its south end: Nokomis Beach and North Jetty Park. Nokomis Beach is the larger of the two, and holds the distinction of being the oldest public beach in Sarasota County. Its 1954 vintage pavilion is historic as well, and has been meticulously restored.

Family-friendly Destinations

Casey Key Homes for Sale

Teeming with tropical palms and shrubs, Nokomis Beach is uncrowded and ideal for collecting shells and fossilized shark teeth. At peak hours, lifeguards are on duty for swimmers’ safety. The beach has picnic sites, a boat ramp, canoe launch, fishing pier, playground, restrooms, and boardwalks. Bars and restaurants are nearby as well as free parking. Open daily, this beach also holds a drum circle every Wednesday and Saturday at sunset. This rite of dance and music is similar to that held Sundays at dusk in Siesta Key.

Less than a mile south of Nokomis Beach, the North Jetty Park adds to the attractions helping draw interest on the homes for sale in Casey Key. This beach park is quiet and distinctive with its fine white sands and tall pine trees in its perimeter. Less frequented by tourists, it is quite conducive to picnic dates or intimate family gatherings. Besides picnic facilities and barbecue grills, this park also has a pavilion and a children’s playground.

Mainland Delights Nearby

Casey Key Homes for Sale

Casey Key’s residents enjoy convenient access to the mainland as well. One of their links to the mainland is the bridge on Albee Road near Nokomis Beach. It’s not only a gateway to points of interest in Nokomis, but also leads to the southward corridors to the charming amenities of Venice.

A one-lane span across the Intracoastal Waterway, Blackburn Point Bridge, connects Casey Key in the north to commercial hubs in Osprey. One of these is the Shops at Casey Key wherein the opening of a Publix around mid-2018 has been well-received by local consumers.

Listings of Casey Key homes for sale typically count amongst the top 10 highest-priced residences on the Sarasota real estate market. The choices in this community can include new builds and existing residences with floor areas of about 4,000 square feet with three to four bedrooms priced at between $3 million and $4 million. The price quotes levels up further to the $8 million‒$10 million range for estate homes with floor spaces of about 9,000 square feet with six to nine bedrooms.


Casey Key Homes For Sale

Below are the current real estate listings available on Casey Key.

Please contact me if you would like to schedule a tour of any of the listed properties below.

MLS# A4631842 - Status: Active View Property Details Add to Favorites View Map

  • 1776 CASEY KEY RD
  • Price: $10,750,000
  • Zip Code: 34275
  • 5794 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 5+
  • Unveiling a once-in-a-lifetime opportunity to own an unparalleled slice of coastal luxury. Welcome to Pretiola Sands Estate, a secluded and gated haven sprawled across 1.4 acres of lush grounds, boasting an impressive 200 feet of private shoreline on ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4628430 - Status: Active View Property Details Add to Favorites View Map

  • 0 CASEY KEY RD
  • Price: $10,100,000
  • Zip Code: 34275
  • 5414 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 5+
  • Pre-Construction. To be built. Nestled on the coveted shores of Casey Key, this extraordinary Bayfront estate offers the epitome of Florida coastal living with unmatched elegance and seclusion. Spanning 1.37 pristine acres, this 5,414 sqft modern mas ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4632022 - Status: Active View Property Details Add to Favorites View Map

  • 507 CASEY KEY RD
  • Price: $8,450,000
  • Zip Code: 34275
  • 6596 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 6+
  • This custom-built solid, gulf-front mansion did not flood during any of the hurricanes, according to the owner, a testament to its quality. The private beachfront is wider and more expansive than most with 90 feet of gulf-front turquoise water welcom ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4635826 - Status: Active View Property Details Add to Favorites View Map

  • 3625 CASEY KEY RD
  • Price: $7,950,000
  • Zip Code: 34275
  • 5714 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 4 Baths: 4+
  • Coastal Elegance with Gulf Views an exquisite Gulf-front estate that combines timeless elegance with the beauty of coastal living. Spanning 5,714 square feet of living space and a total footprint of 9,288 square feet, this magnificent property boasts ... Read More
  • Listing courtesy of: COMPASS FLORIDA LLC

MLS# A4636387 - Status: Active View Property Details Add to Favorites View Map

  • 144 N CASEY KEY RD
  • Price: $7,095,000
  • Zip Code: 34229
  • 5397 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 4 Baths: 5+
  • Priced reduced! Welcome to this extraordinary waterfront estate on exclusive Casey Key, showcasing panoramic views of Little Sarasota Bay and vistas of the Gulf of Mexico. Built to the latest hurricane standards with impact-rated windows and doors, t ... Read More
  • Listing courtesy of: EXP REALTY LLC

MLS# N6132859 - Status: Active View Property Details Add to Favorites View Map

  • 608 N CASEY KEY RD
  • Price: $5,500,000
  • Zip Code: 34229
  • 3086 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 3
  • REDUCED $1,000,000. Rarely available Gulf to Bay estate size property with 175 feet of Gulf frontage, 175 feet of Bay frontage and encompassing 1.5 acres is located on the exclusive North End of Casey Key. Casey Key, distinguished for its absence of ... Read More
  • Listing courtesy of: AYERS AND ASSOCIATES REAL ESTATE

MLS# A4583445 - Status: Active View Property Details Add to Favorites View Map

  • 426 N CASEY KEY RD
  • Price: $4,500,000
  • Zip Code: 34229
  • 1876 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 2
  • Gulf to Bay on North Casey Key - the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak floors add warmth and nostalgia throughout the h ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# N6119928 - Status: Active View Property Details Add to Favorites View Map

  • 3999 CASEY KEY RD
  • Price: $3,997,000
  • Zip Code: 34275
  • 954 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 2 Baths: 2
  • Gulf Front "Vintage Florida Cottage" perched on a half an acre, and freshly updated from top to bottom, plus turn-key furnished with everything new! New luxury vinyl waterproof flooring throughout, new kitchen including appliances, cabinetry, counter ... Read More
  • Listing courtesy of: AYERS AND ASSOCIATES REAL ESTATE

MLS# N6134765 - Status: Active View Property Details Add to Favorites View Map

  • 5 N CASEY KEY RD
  • Price: $3,875,000
  • Zip Code: 34229
  • 2380 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 4 Baths: 3+
  • PRICE IMPROVEMENT. Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the true essence of casual coastal living, offering an unparalleled retreat for the soul. The moment you step through the door, a magical transformation tak ... Read More
  • Listing courtesy of: AYERS AND ASSOCIATES REAL ESTATE

MLS# A4634744 - Status: Active View Property Details Add to Favorites View Map

  • 409 CASEY KEY RD
  • Price: $3,795,000
  • Zip Code: 34275
  • 2875 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 4 Baths: 3
  • Discover the ultimate beachfront retreat at 409 Casey Key Road, a well-built residence offering the timeless charm of Gulf-front living paired with deeded boat access on the Intracoastal. This rare gem captures the essence of coastal luxury, complete ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4634851 - Status: Active View Property Details Add to Favorites View Map

  • 1620 CASEY KEY RD
  • Price: $3,750,000
  • Zip Code: 34275
  • 1858 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 2 Baths: 2
  • Double your pleasure: two beaches, one incredible property on Casey Key. Why settle for one beach when you can have two? After recent storms, a unique transformation has enhanced this Gulf-to-bay property, with additional sand now forming along the b ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4636300 - Status: Active View Property Details Add to Favorites View Map

  • 929 CASEY COVE DR
  • Price: $3,599,000
  • Zip Code: 34275
  • 3700 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 3+
  • If you are looking for the ultimate in bayside waterfront living on Casey Key, come see this newly remodeled home on a rare cul-de-sac site with water views on three sides and from almost every room. Unlike many, this home survived both hurricanes He ... Read More
  • Listing courtesy of: EXIT KING REALTY

MLS# N6136051 - Status: Active View Property Details Add to Favorites View Map

  • 1608 CASEY KEY RD
  • Price: $3,200,000
  • Zip Code: 34275
  • 2738 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 3
  • One or more photo(s) has been virtually staged. Welcome to Casey Key, your personal paradise! This home offers unparalleled waterfront living with views that stretch across the Gulf of America and Little Sarasota Bay. From the great room and elevated ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4634966 - Status: Active View Property Details Add to Favorites View Map

  • 3858 CASEY KEY
  • Price: $3,125,000
  • Zip Code: 34275
  • 1729 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 2
  • Casey Key is the ultimate island retreat, offering the perfect escape for those seeking a serene, barefoot lifestyle. This secluded hideaway presents both beach and boating waterfront with a refined yet tropical atmosphere. The home has been fully up ... Read More
  • Listing courtesy of: COMPASS FLORIDA LLC

MLS# A4640352 - Status: Active View Property Details Add to Favorites View Map

  • 2812 CASEY KEY RD
  • Price: $2,777,000
  • Zip Code: 34275
  • 2809 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 3
  • Discover an extraordinary opportunity to own a stunning bayfront estate on the breathtaking shores of Casey Key. Nestled along 121 feet of prime waterfront, this 3-bedroom, 3-bath residence invites you to embrace the best of coastal living. Whether y ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4638448 - Status: Active View Property Details Add to Favorites View Map

  • 18 N CASEY KEY RD
  • Price: $2,700,000
  • Zip Code: 34229
  • 1977 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 2
  • Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4638278 - Status: Active View Property Details Add to Favorites View Map

  • 325 CASEY KEY RD
  • Price: $2,675,000
  • Zip Code: 34275
  • 892 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 2 Baths: 1
  • Discover the pinnacle of gulf-front coastal living in this charming beach house, behind a private gated entry on desirable Casey Key. As you arrive at this spacious property, you'll be greeted by newly laid neutral stone and decorative walkways, guid ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4620537 View Property Details Add to Favorites View Map

  • 418 CASEY KEY RD
  • Price: $2,500,000
  • Zip Code: 34275
  • 0.38 Acres
  • MAJOR PRICE REDUCTION Location is everything! Beautiful, tropical lot with over 1/3 of an acre on the Intracoastal and private beach access that includes a 1,195 sq ft cottage. The property has 4 deep-water boat slips (one with an electric lift) ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4620411 - Status: Active View Property Details Add to Favorites View Map

  • 418 CASEY KEY RD
  • Price: $2,500,000
  • Zip Code: 34275
  • 1195 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 2 Baths: 2
  • MAJOR PRICE REDUCTION Location is everything! Beautiful, tropical lot with over 1/3 of an acre on the Intracoastal and private beach access that includes a 1,195 sq ft cottage. The property has 4 deep-water boat slips (one with an electric lift) a ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4638465 - Status: Active View Property Details Add to Favorites View Map

  • 140 N CASEY KEY RD
  • Price: $2,395,000
  • Zip Code: 34229
  • 2473 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 3+
  • Welcome to your own private oasis on the coveted Casey Key Island--an 8-mile stretch of paradise known for its pristine beaches, world-class sunsets, and unparalleled waterfront living. This breathtaking cedar-sided home seamlessly blends sleek, cont ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4596532 - Status: Active View Property Details Add to Favorites View Map

  • 1210 CASEY KEY RD
  • Price: $2,140,000
  • Zip Code: 34275
  • 2784 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 5 Baths: 3
  • One or more photo(s) has been virtually staged. IT'S ALWAYS ALL ABOUT THE LOCATION! Casey Key is a very private narrow barrier island located just North of Venice FL and South of Siesta Key; it separates the intracostal waterway and the Gulf of Mexic ... Read More
  • Listing courtesy of: HOMELISTER, INC.

MLS# A4634954 - Status: Active View Property Details Add to Favorites View Map

  • 3712 SANDSPUR LN
  • Price: $990,000
  • Zip Code: 34275
  • 3337 Square Feet
  • Subdivision: CASEY KEY
  • Bedrooms: 3 Baths: 3
  • Step into this sprawling 3-bedroom, 3-bath beach house, perfectly positioned on a generous third of an acre on the tranquil Casey Key. With over 3300 square feet of living space and a refreshing saltwater pool, this two-story home epitomizes the rela ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY