Casey Key Homes with Shingle Roof

Casey Key Homes with Shingle Roof

Welcome to Casey Key, a hidden gem nestled along the stunning Gulf Coast of Florida in Sarasota County. This exclusive subdivision, situated between Osprey and Nokomis, offers a serene escape from the hustle and bustle of everyday life, making it the perfect place to call home. Known for its picturesque landscapes, Casey Key features beautiful waterfront properties, lush greenery, and a tranquil ambiance that attracts nature lovers and beach enthusiasts alike.

Homes in Casey Key boast charming shingle roofs, adding a touch of coastal elegance to the architectural landscape. These homes are designed to harmonize with the natural surroundings, offering both aesthetic appeal and functionality. The shingle roofs not only provide a classic look but also ensure durability against the elements, making them a wise choice for homeowners in this sunny paradise.

Living in Casey Key means enjoying access to pristine beaches, breathtaking sunsets, and an array of outdoor activities. Residents can indulge in kayaking, paddleboarding, and fishing, all while soaking in the beauty of the Gulf waters. The community also offers a sense of privacy and exclusivity, with spacious lots and a limited number of homes, creating a close-knit atmosphere among neighbors.

With its unique blend of luxury, nature, and community, Casey Key is more than just a place to live; it's a lifestyle. Whether you’re looking for a permanent residence or a vacation retreat, this enchanting subdivision invites you to experience the best of Florida living. Come explore Casey Key, where your dream home awaits amidst sun-soaked shores and vibrant coastal charm.

Newest Casey Key Homes with Shingle Roof

1604 Casey Key Road, Osprey/Nokomis
$3,695,000
3 Beds ⋅ 2 Baths ⋅ A4706670 MLS
Gulf-to-bay on Casey Key. Wake up to golden sunrises over Blackburn Bay, spend your afternoons on your own private sandy beach and end the day surrounded by breathtaking views stretching from the Intracoastal Waterway to the turquoise waters on the Gulf. This exceptional Gulf-to-bay property offers a rare opportunity to experience the very best of waterfront living on Casey Key’s pristine eight-mile barrier island. Impeccably maintained, the charming vintage cottage is move-in ready and filled with coastal character. The inviting floor plan features a spacious living room, two bedrooms, an office that presently serves as a third bedroom and a dining area framed by beautiful bay views. Go outside and embrace the waterfront lifestyle with a peaceful deck, private dock, pool and a 10,000-pound boat lift installed in 2022. The property offers some of the deepest boating water in the area, making it ideal for boating, fishing, paddleboarding, kayaking and endless days on the water. Recent improvements include a new roof in 2023 and interior and exterior paint, allowing you to settle in and enjoy this special setting. For those dreaming of creating a new coastal residence, the property also presents an exceptional opportunity to build in the future while providing immediate use and enjoyment. Beyond the property, Casey Key offers an unparalleled sense of privacy and natural beauty while remaining conveniently close to everything you need. Private air travel is available at Venice Airport (within 15 minutes) and Sarasota-Bradenton International Airport (within 40 minutes). Shopping, dining, golf and other amenities are all within easy reach. Whether you envision preserving the charm of this beloved beach cottage or creating a spectacular new waterfront retreat, this extraordinary Gulf-to-bay property is a rare slice of paradise and an opportunity to call Casey Key home.

1604 Casey Key Road, Osprey/Nokomis
2417 Casey Key Road, Osprey/Nokomis
$4,795,000
2 Beds ⋅ 2 Baths ⋅ A4705426 MLS
A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other.

2417 Casey Key Road, Osprey/Nokomis
3240 Casey Key Road, Osprey/Nokomis
$6,400,000
5 Beds ⋅ 5 Baths ⋅ A4680110 MLS
Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Osprey/Nokomis
922 Casey Cove Drive, Osprey/Nokomis
$1,995,000
2 Beds ⋅ 2 Baths ⋅ A4678726 MLS
Virtually Staged. Vintage Waterfront Cottage on Casey Key. Quietly set on Casey Cove Drive, a private cul-de-sac just off Casey Key Road, this refreshed vintage cottage offers exceptional privacy and 180-degree Intracoastal Waterway views across Blackburn Bay. Located within a protected, minimal-wake cove, the setting is serene and timeless—where coastal breezes, open water views, and abundant marine life define everyday living. Boating is the heart of this property. A brand-new private dock with a 20,000 lb boat lift provides deep sailboat water and generous width to accommodate a large vessel, making spontaneous days on the water effortless. Set along the Intracoastal, the home offers direct access to the bay and Gulf beyond, ideal for boating, cruising, and waterfront exploration. Refreshed in 2024 and offered unfurnished, the two-bedroom, two-bath residence features luxury vinyl flooring, fresh interior paint, and new KitchenAid appliances. The rear living area opens to sweeping water views, creating a relaxed and inviting coastal atmosphere. Outdoor living includes a heated pool, in-ground spa, and covered patio overlooking the water—perfect for unwinding as dolphins and manatees pass by. Just a short walk to Nokomis Beach and only one mile from the Albee Bridge, with convenient access to Venice Island, downtown Sarasota, dining, shopping, and the Legacy Trail, this peaceful waterfront cottage delivers a rare boating lifestyle in an outstanding Casey Key location.

922 Casey Cove Drive, Osprey/Nokomis
1210 Casey Key Road, Osprey/Nokomis
$1,999,000
3 Beds ⋅ 3 Baths ⋅ O6329570 MLS
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 Mexico. The Key is home to some of the most luxurious waterfront Estates and Mansions in the Sarasota area. This large ½ acre Bayfront lot is peacefully set back from any traffic on Casey Key Road. The dock is on the North side of the property on a canal protected from wind and waves. From the living room or the Bay-side deck, views of the intracoastal waterway and its many traveling boats and yachts are stunning. Take a short 100 yard stroll down your deeded beach easement, to the pristine sands of the Gulf of Mexico. The beach is very private, ideal for swimming, snorkeling, sunbathing, shark tooth hunting, or just viewing the beautiful sunsets. The main floor houses 3 bedrooms and 2 full baths, the kitchen and the dining room. The first floor has one full bath and 3 rooms that can be used as bedrooms, rec room, den, etc. Other amenities include swimming pool, shuffle board court, elevator, and two single car garages. A new roof was installed in 2019. Live in the house "as is" or convert it to the home of your dreams located in paradise. Note: Some images have been virtually staged to better showcase the true potential of rooms and spaces in the home.

1210 Casey Key Road, Osprey/Nokomis
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