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For sale
  • $5,495,000

    144 N Casey Key Rd, Osprey, FL 34229

    4beds
    5,397sqft
    : 
    Single Family Residence
    Built in 2003
    0.55 Acres Lot
    $-- Zestimate®
    $1,018/sqft
    $33/mo HOA

    What's special

    Private waterfront estateThree-car garageLush tropical plantingsAdditional guest suitesDedicated officeRefinished poolCambria quartz countertops
    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.
    15 hours
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    353
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    8
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    Zillow last checked: 8 hours ago

    Listing updated: 19 hours ago

    Listing Provided by:

    Lisa Napolitano 941-993-0025,

    DOUGLAS ELLIMAN 941-867-6199

    Source: Stellar MLS,MLS#: A4679060MLS LogoOriginating MLS: Sarasota - Manatee

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: En Suite Bathroom, Walk-In Closet(s)
    • Level: First
    • Area: 294 Square Feet
    • Dimensions: 14x21
    Primary bedroom
    • Features: En Suite Bathroom, Walk-In Closet(s)
    • Level: Second
    • Area: 418 Square Feet
    • Dimensions: 19x22
    Bedroom 2
    • Features: Walk-In Closet(s)
    • Level: Second
    • Area: 169 Square Feet
    • Dimensions: 13x13
    Bedroom 3
    • Features: Walk-In Closet(s)
    • Level: Second
    • Area: 169 Square Feet
    • Dimensions: 13x13
    Primary bathroom
    • Features: Bath With Whirlpool, Dual Sinks, Exhaust Fan, Makeup/Vanity Space, Split Vanities, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet
    • Level: First
    Family room
    • Level: First
    • Area: 195 Square Feet
    • Dimensions: 13x15
    Great room
    • Level: First
    • Area: 315 Square Feet
    • Dimensions: 15x21
    Kitchen
    • Level: First
    • Area: 380 Square Feet
    • Dimensions: 19x20
    Living room
    • Level: First
    • Area: 210 Square Feet
    • Dimensions: 14x15
    Office
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 13x14
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Bar Fridge, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
    • Laundry: Inside, Laundry Room, Upper Level
    Features
    • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Dry Bar, Eating Space In Kitchen, Elevator, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
    • Flooring: Carpet, Porcelain Tile, Hardwood
    • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower
    • Windows: Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas, Outside, Stone
    Interior area
    • Total structure area: 10,722
    • Total interior livable area: 5,397 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Stories: 3
    • Patio & porch: Front Porch, Patio, Rear Porch, Wrap Around
    • Exterior features: Awning(s), Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Storage
    • Has private pool: Yes
    • Pool features: Gunite, Heated, In Ground, Lighting
    • Has spa: Yes
    • Spa features: Heated, In Ground
    • Has view: Yes
    • View description: Water, Bay/Harbor - Full, Beach, Gulf/Ocean - Partial
    • Has water view: Yes
    • Water view: Water,Bay/Harbor - Full,Beach,Gulf/Ocean - Partial
    • Waterfront features: Bay/Harbor, Bay/Harbor Access, Beach Access, Gulf/Ocean Access, Intracoastal Waterway Access, Lift, Riprap, Seawall
    • Body of water: LITTLE SARASOTA BAY
    Lot
    • Size: 0.55 Acres
    • Features: Flood Insurance Required, FloodZone, In County, Landscaped, Unincorporated
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 0146330013
    • Zoning: RE1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Florida
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Block, Slab, Raised
    • Roof: Tile
    Condition
    • New construction: No
    • Year built: 2003

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Water Connected

    Community & HOA

    Community
    • Security: Security System
    • Subdivision: CASEY KEY
    HOA
    • Has HOA: Yes
    • HOA fee: $33 monthly
    • HOA name: Janet Schwartz
    • Pet fee: $0 monthly
    Location
    • Region: Osprey

    Financial & listing details

    • Price per square foot: $1,018/sqft
    • Tax assessed value: $4,598,300
    • Annual tax amount: $51,700
    • Date on market: 1/26/2026
    • Cumulative days on market: 166 days
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Asphalt
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/26/2026Listed for sale$5,495,000-8.3%$1,018/sqft
    Source: Stellar MLS #A4679060 Report a problem
    1/20/2026Listing removed$5,990,000$1,110/sqft
    Source: Douglas Elliman #A4660004 Report a problem
    10/6/2025Price change$5,990,000-7.7%$1,110/sqft
    Source: Stellar MLS #A4660004 Report a problem
    9/5/2025Price change$6,490,000-4.4%$1,203/sqft
    Source: Stellar MLS #A4660004 Report a problem
    8/8/2025Listed for sale$6,790,000-2.3%$1,258/sqft
    Source: Stellar MLS #A4660004 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $4,598,300 -4.4%
    2024$55,607 -9.4%$4,807,600 -8.9%
    2023$61,379 +130%$5,275,800 +133.3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $35,399/mo
    Principal & interest
    $27627
    Property taxes
    $5816
    Other costs
    $1956

      Climate risks

      Neighborhood: 34229

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Laurel Nokomis Elementary
      • Middle: Laurel Nokomis Middle
      • High: Venice Senior High

      Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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