For sale Home

Listed Aug 21, 2026

$3,650,000 Est. $24,141/mo

3780 Cutlass Bayou Road

  • 4

    Beds

  • 4

    Baths

  • 3,102

    Sq ft

The story

  • Pool
  • Waterfront

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.

Facts & features

Home type

Home

Year built

1950

Floors

1

Lot size

1 acres

Price per sq ft

$1,177

Included features

  • Pool

    Yes

  • Fireplace

    Yes

  • Cooling

    Central Air, Wall/Window Unit(s)

  • Heating

    Central, Electric, Ductless

  • Appliances

    Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

  • Flooring

    Tile

  • Roof

    Membrane

  • Lot Information

    Cleared, Flood Zone, In County, Oversized Lot

  • Exterior

    Lighting, Outdoor Kitchen, Outdoor Shower, Private Entrance, Private Yard, Rain Gutters, Storage

  • Water Source

    Public, Well

  • Sewer

    Septic Tank

  • View

    Water

Mortgage calculator

Estimated monthly payment

$24,141 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $19,427
  • Property tax $3,650
  • Insurance $1,065

Includes principal, interest, taxes & insurance.

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Listing Broker

RE/MAX ALLIANCE GROUP

Broker Name

RE/MAX ALLIANCE GROUP

Agent

Lee Brewer