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For sale
  • Price cut: $325K (3/9)
    $6,475,000

    121 N Casey Key Rd, Osprey, FL 34229

    4beds
    4,096sqft
    : 
    Single Family Residence
    Built in 1969
    0.49 Acres Lot
    $5,752,700 Zestimate®
    $1,581/sqft
    $33/mo HOA

    What's special

    Gated entranceRemarkable waterfront locationBrick accentsNew poolCourtyard-style poolNew roofLush tropical gardens
    Directly on the turquoise waters of the Gulf, this newly remodeled Spanish Mediterranean estate on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the residence offers three bedrooms, office and three-and-a-half baths, thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame stunning water views while filling the interiors with natural light and coastal breezes. Rich architectural details include wood beams and moldings, Mexican tile and wood floors, brick accents, hand-painted stair tiles, and hurricane-impact windows and doors. Recent improvements include a new roof, new pool, and updated air-conditioning and pool equipment. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal space for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms for comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool and lush tropical gardens create a tranquil setting that complements the home’s remarkable waterfront location. This is an exceptional opportunity to enjoy the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.
    178 days
    |
    1,378
    |
    53
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    Zillow last checked: 7 hours ago

    Listing updated: March 27, 2026 at 09:59am

    Listing Provided by:

    Lisa Napolitano 941-993-0025,

    DOUGLAS ELLIMAN 941-867-6199

    Source: Stellar MLS,MLS#: A4667263MLS 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
      Rooms
      • Room types: Living Room, Utility Room
      Primary bedroom
      • Features: Bidet, Walk-In Closet(s)
      • Level: Second
      • Area: 460 Square Feet
      • Dimensions: 23x20
      Bedroom 1
      • Features: Built-in Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 112 Square Feet
      • Dimensions: 8x14
      Bathroom 1
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 16x11
      Bathroom 2
      • Features: Linen Closet
      • Level: First
      • Area: 400 Square Feet
      • Dimensions: 20x20
      Dining room
      • Level: First
      • Area: 108 Square Feet
      • Dimensions: 12x9
      Family room
      • Features: Built-In Shelving
      • Level: First
      • Area: 238 Square Feet
      • Dimensions: 17x14
      Kitchen
      • Features: Ceiling Fan(s), Pantry, Granite Counters
      • Level: First
      • Area: 136 Square Feet
      • Dimensions: 17x8
      Living room
      • Features: Wet Bar
      • Level: First
      • Area: 304 Square Feet
      • Dimensions: 19x16
      Heating
      • Central, Electric
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Electric Dryer Hookup, In Kitchen, Inside, Laundry Room, Upper Level, Washer Hookup
      Features
      • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Epoxy, Porcelain Tile, Quarry Tile, Reclaimed Wood, Tile, Hardwood
      • Doors: French Doors, Outdoor Shower, Sliding Doors
      • Windows: ENERGY STAR Qualified Windows, Shutters, Storm Window(s), Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 6,906
      • Total interior livable area: 4,096 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 20x28
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Patio
      • Exterior features: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Shower, Boat Slip
      • Has private pool: Yes
      • Pool features: Auto Cleaner, Gunite, Heated, In Ground, Lighting, Salt Water, Self Cleaning, Tile
      • Has view: Yes
      • View description: Water, Beach, Gulf/Ocean - Full, Intracoastal Waterway
      • Has water view: Yes
      • Water view: Water,Beach,Gulf/Ocean - Full,Intracoastal Waterway
      • Waterfront features: Beach, Gulf/Ocean, Bay/Harbor Access, Beach Access, Gulf/Ocean Access, Intracoastal Waterway Access
      • Body of water: GULF OF MEXICO
      Lot
      • Size: 0.49 Acres
      • Features: CoastalConstruction Control Line, Conservation Area, Flood Insurance Required, FloodZone, In County, Unincorporated
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Guest House
      • Parcel number: 0146330010
      • Zoning: RE2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Other,Tile
      Condition
      • New construction: No
      • Year built: 1969

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Security Lights, Security System, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: CASEY KEY
      HOA
      • Has HOA: Yes
      • HOA fee: $33 monthly
      • HOA name: The Casey Key Association
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $1,581/sqft
      • Tax assessed value: $3,302,200
      • Annual tax amount: $37,172
      • Date on market: 10/4/2025
      • Cumulative days on market: 179 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved
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        Estimated market value

        $5,752,700

        $5.47M - $6.04M

        $7,767/mo

        Price history

        Price history
        DateEventPrice
        3/9/2026Price change$6,475,000-4.8%$1,581/sqft
        Source: Stellar MLS #A4667263 Report a problem
        1/28/2026Price change$6,800,000-4.2%$1,660/sqft
        Source: Stellar MLS #A4667263 Report a problem
        10/4/2025Listed for sale$7,100,000+136.7%$1,733/sqft
        Source: Stellar MLS #A4667263 Report a problem
        2/8/2021Sold$3,000,000-9.1%$732/sqft
        Source: Public Record Report a problem
        11/17/2020Pending sale$3,300,000$806/sqft
        Source: COLDWELL BANKER REALTY #A4425715 Report a problem
        12/30/2019Price change$3,300,000-8.3%$806/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Downtown #A4425715 Report a problem
        11/5/2019Price change$3,599,000-5.3%$879/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Downtown #A4425715 Report a problem
        6/13/2019Price change$3,800,000-5%$928/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Downtown #A4425715 Report a problem
        4/26/2019Price change$3,999,000-11.1%$976/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Downtown #A4425715 Report a problem
        1/30/2019Listed for sale$4,500,000+138.5%$1,099/sqft
        Source: COLDWELL BANKER RES R E #A4425715 Report a problem
        6/6/1997Sold$1,887,000$461/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$38,551 +2%$3,302,200 +0.8%
        2024$37,784 -10.7%$3,275,000 -10.2%
        2023$42,288 +16.4%$3,645,500 +19.1%
        2022$36,323 +20.3%$3,059,900 +24.9%
        2021$30,187 -1.5%$2,450,800 +0.7%
        2020$30,644 +0.7%$2,432,900 +0.2%
        2019$30,432 $2,427,400 -6.9%
        2018$30,432 -7%$2,607,600 +4.1%
        2017$32,727 +7.7%$2,505,300 +1.5%
        2016$30,385 $2,467,900 +8.8%
        2015$30,385 $2,268,900 +9.6%
        2014$30,385 +7.3%$2,071,100
        2013$28,331 +7.8%$2,071,100 +10.9%
        2012$26,274 +16.1%$1,867,360 +10%
        2011$22,638 -1.8%$1,697,600 +1.2%
        2010$23,044 -38.1%$1,677,600 -17.1%
        2009$37,199 $2,023,600 -31.1%
        2008$37,199 -12.6%$2,937,200 -12.1%
        2007$42,559 +18.1%$3,343,200 +41.6%
        2003$36,049 +41.5%$2,361,400 +39.5%
        2002$25,480 +22.6%$1,693,300 +16.5%
        2001$20,778 +28%$1,453,500 +29.3%
        2000$16,237 $1,124,100

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $40,483/mo
        Principal & interest
        $33597
        Property taxes
        $6853
        HOA Fees
        $33
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          Climate risks

          Neighborhood: 34229

          Getting around

          12 / 100
          Car-Dependent
          36 / 100
          Somewhat Bikeable

          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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