Casey Key Homes with Bay/Harbor Frontage

3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

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. Step 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, 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, Nokomis

$4,795,000

Casey Key SubDv. ⋅ 34275 Zip Code

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, Nokomis

$4,795,000

2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

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, Nokomis

$9,750,000

5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

$11,950,000

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

$3,650,000

Casey Key SubDv. ⋅ 34275 Zip Code

Double your pleasure with two beaches and one extraordinary Gulf-to-Bay opportunity on exclusive Casey Key. This rare .58-acre waterfront parcel spans from the Gulf to Blackburn Bay, offering approximately 85 feet of private Gulf frontage plus a newly expanded sandy shoreline along the bay, creating a unique dual-beach setting. This property presents an exceptional opportunity for a future new build, creation of a custom coastal estate or continued use as an income-producing rental. Envision a bespoke architectural masterpiece designed to capture breathtaking sunrises over the bay and glowing sunsets over the Gulf, with panoramic water views from nearly every angle. The property includes a charming vintage 1951 beach cottage featuring pecky cypress siding, a brick fireplace and an elevated split-level design reminiscent of classic Old Florida style. The home offers two bedrooms, two full baths, plus a third bath with shower in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new air-conditioning units (2024), a roof replacement (2015) and new garage doors. The elevated structure remained dry during recent storms, according to the owner. Enjoy endless waterfront activities with private Gulf-front beach access, tranquil bay waters ideal for kayaking and paddleboarding, accessible from your private composite dock, complete with a boat lift. Near the desirable south bridge, this location offers convenient access to fine dining, boutique shopping, cultural attractions and Venice Airport for private aviation. Surrounded by multi-million-dollar homes, this is a rare opportunity to secure one of Casey Key’s dynamic and valuable Gulf-to-Bay parcels, ideal for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Nokomis

$1,750,000

3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience.

18 N Casey Key Road, Osprey

$1,350,000

Casey Key SubDv. ⋅ 34275 Zip Code

One of the last remaining vacant bayfront parcels on exclusive Casey Key. This nearly one-acre property offers approximately 130 feet of serene bay frontage, an ideal canvas to build your dream home. Positioned near the north Blackburn Point Bridge, you'll enjoy quick, convenient access on and off the key. Bring your architect, builder, and designer—or choose from a carefully curated list of trusted professionals ready to bring your vision to life. Imagine adding a dock and lift for kayaking, paddleboarding or boating to the area's many waterfront restaurants. Just five minutes to Publix, restaurants, golf and tennis. Downtown Venice is only 10 minutes south, and Sarasota’s vibrant arts, dining, and cultural scene is just 15–30 minutes north. With unmatched amenities and a laid-back island lifestyle, this is a rare opportunity to create something special. Those fortunate enough to live on Casey Key know, there’s nothing else quite like it.

4020 Casey Key Road, Nokomis

$3,650,000

2 Beds ⋅ 3 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Double your pleasure with two beaches and one extraordinary Gulf-to-Bay opportunity on exclusive Casey Key. This rare .58-acre waterfront parcel spans from the Gulf to Blackburn Bay, offering approximately 85 feet of private Gulf frontage plus a newly expanded sandy shoreline along the bay—creating a truly unique dual-beach setting. This property presents an exceptional opportunity for a future new build, the creation of a custom coastal estate, or continued use as an income-producing rental. Envision a bespoke architectural masterpiece designed to capture breathtaking sunrises over the bay and glowing sunsets over the Gulf, with panoramic water views from nearly every angle. The property includes a charming vintage 1951 beach cottage featuring pecky cypress siding, a brick fireplace, and an elevated split-level design reminiscent of classic Old Florida style. The home offers two bedrooms, two full baths, plus a third bath with shower located in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new AC units (2024), a roof replacement (2015), and new garage doors. The elevated structure remained dry during recent storms. Enjoy endless waterfront activities with private Gulf-front beach access, tranquil bay waters ideal for kayaking and paddleboarding, accessible from your private composite dock — complete with a boat lift. Situated near the desirable south bridge, this location offers convenient access to fine dining, boutique shopping, cultural attractions, and Venice Airport for private aviation. Surrounded by multi-million-dollar homes, this is a rare opportunity to secure one of Casey Key’s most dynamic and valuable Gulf-to-Bay parcels—perfect for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Nokomis

Casey Key Homes with Bay/Harbor Frontage

Newest Casey Key Homes with Bay/Harbor Frontage