144 N CASEY KEY ROAD, Osprey, FL 34229

• 4 beds |
• 6 baths |
• 5,397 sqft

Property Description

Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort-style living, protected boating water, and direct Gulf beach access in one of Sarasota County’s most coveted coastal enclaves. Set on over half an acre along Little Sarasota Bay, this durably constructed residence, engineered for strength and storm protection, delivers a private, resort-style waterfront lifestyle defined by mature tropical landscaping, sweeping views of the Intracoastal Waterway and the Gulf of America, and exceptional privacy. With a private beach easement providing direct Gulf access and a 100-foot dock featuring dual 12,000-lb lifts, water, electric, and deep-water Intracoastal access, this property is truly a boater’s dream offering the best of both Gulf and bay living. Inside, dramatic water views greet you through expansive windows, filling the home with natural light and anchoring the open great room with coffered ceilings, custom millwork, and seamless indoor-outdoor living. The 2020-renovated kitchen showcases Cambria quartz countertops, custom cabinetry, premium stainless appliances, and an entertainer’s bar complete with wine refrigerator and ice maker. Designed for both comfort and retreat, the home offers two luxurious primary suites with spa-inspired baths and private terraces, additional guest suites, a dedicated office, elevator, and impact-rated windows and doors throughout. Outdoor spaces evoke a boutique resort experience, featuring a refinished pool, expanded travertine patios, tiered terraces, lush tropical plantings, and a rooftop deck with panoramic Gulf and bay views—perfect for sunset entertaining. Additional highlights include a three-car garage, whole-house generator, and extensive interior and exterior updates. Ideally located just minutes from Downtown Venice and Sarasota, residents enjoy easy access to renowned dining, shopping, cultural events, and convenient regional and international airports. A rare opportunity to own a private waterfront estate on North Casey Key combining private beach access, effortless boating, and refined coastal living.

Listing Status:

Active

Date Added:

August 8, 2025

Data Last Updated:

February 10, 2026 at 8:24PM

Listing Office:

DOUGLAS ELLIMAN : 941-867-6199

Listing Agent:

Lisa Napolitano : 941-993-0025

MLS ID:

A4660004

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Central VaccumCrown MoldingDry BarEat-in KitchenElevatorHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsSplit BedroomVaulted Ceiling(s)Walk-In Closet(s)Window Treatments
• Appliances: Bar FridgeConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRange HoodRefrigeratorWasherWine Refrigerator
• Laundry: InsideLaundry RoomUpper Level
• Flooring: CarpetTileWood
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Family RoomGasOutsideStoneFireplace

Exterior

• General: Awning(s)French DoorsLightingOutdoor GrillOutdoor KitchenOutdoor ShowerStorageHeatedIn Ground
• Style: Florida
• Other Structures: Front PorchWrap AroundRear PorchPatio
• Pool: GuniteHeatedIn GroundLightingSalt WaterSelf Cleaning
• Parking: DrivewayGarage Door OpenerGarage Faces SideGolf Cart ParkingOversized

Construction

• Roofing: Tile
• General: BlockStuccoThree Or MoreSlabStilt/On Piling

Location

• Road/Access: AsphaltPaved
• HOA Amenities: Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RE1THAT PART OF FOLLOWING LYING ELY OF C/L CASEY KEY RDBEG AT US GOVT MEANDER CORNER COR AT INTRS OF N LINE OF SEC 16-38-18 & LITTLE SARASOTA BAYTH N- 89-49-50-W 449.8 FT M/L TO GULF OF MEXICOTH0146330013
• View: Water

Utilities

• Utilities: Cable ConnectedElectricity ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple