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$3,650,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key.

3780 Cutlass Bayou Road, Nokomis
$4,750,000
2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Rare Gulf-front offering with 100 feet of private sandy beach on approximately 0.75 acres, delivering exceptional privacy on one of Casey Key’s most coveted stretches. With no easements, the property offers a clean, uninterrupted canvas for future development or immediate enjoyment. A charming, remodeled vintage cottage anchors the site, offering 2 bedrooms and 1,140 square feet—ideal as a beach retreat or interim residence while designing and building a larger Gulf-front estate. The grounds are a lush botanical oasis, thoughtfully designed with multiple outdoor living elements including an open-air pool, gazebo, pavilion, and pergola—each positioned to capture Gulf breezes and the natural rhythm of the shoreline. This is a rare combination of usable Gulf frontage, privacy, and scale—well-suited for a custom luxury residence with expansive outdoor living. Located along the quiet, residential stretch of Casey Key, known for its low density and natural beauty, yet just minutes to the cultural and culinary offerings of Sarasota. A compelling opportunity to create a legacy Gulf-front estate in one of the Gulf Coast’s most sought-after barrier island communities.

621 Casey Key Road, Nokomis