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For sale
  • Price cut: $24K (2/11)
    $596,000

    4450 Kaipo Rd, Davenport, FL 33897

    6beds
    3,117sqft
    : 
    Single Family Residence
    Built in 2023
    4,800 Square Feet Lot
    $587,600 Zestimate®
    $191/sqft
    $702/mo HOA

    What's special

    Spacious gathering room
    MAJOR PRICE IMPROVEMENT FOR FAST SALE! This exceptional 6-bedroom, 4.5-bath resort home in the iconic, Hawaiian-inspired Windsor Island Resort captures everything guests and owners love about the Orlando vacation lifestyle. Aloha! Set within one of the most in-demand short-term rental communities near Disney, this beautifully designed Hideaway floor plan offers 3,117 sq. ft. of bright, modern living space, exceptional themed rooms, and a south-facing heated pool and spa that guests seek out year-round. From the moment you step inside, the home feels open, inviting, and thoughtfully furnished for comfort and entertainment. The main floor features a spacious gathering room, dining/café area, and a sleek contemporary kitchen with large island seating—ideal for hosting, relaxing, and creating memorable moments. The first-floor owner’s suite provides convenience and privacy, while the additional 5 bedrooms upstairs offer flexibility for larger groups, multigenerational stays, or repeat vacation rental bookings. The expansive loft on the second level acts as a second living space/game room, perfect for movie nights, games, or unwinding after days at the parks. This fun-filled area features a pool table and large sectional seating, creating a central hangout spot that guests of all ages will love and adds even more entertainment value, offering a fun and engaging space that consistently enhances guest satisfaction and occupancy rates. The professionally decorated character bedrooms—including a Mickey Mouse–themed room, a Frozen-inspired room, and a Harry Potter–styled room elevate the guest experience, creating exactly the type of standout moments guests look for when choosing a vacation rental in today’s market. Step outside to the south-facing heated pool and spa—positioned to enjoy all-day sun and a peaceful backdrop. The outdoor area is well-appointed for relaxation and dining, offering a refreshing setting for morning coffee, afternoons by the water, or evenings spent unwinding under Florida skies. Windsor Island Resort continues to set the standard for world-class vacation communities, offering a spectacular lineup of amenities including a tropical waterpark-style pool, lazy river, splash zone, slides, outdoor dining, fitness facilities, sports courts, firepit lounge, and an impressive clubhouse that highlights the community’s signature island-inspired style. Located just minutes from Walt Disney World, it delivers the perfect blend of convenience, excitement, and resort-level luxury. With its spacious layout, character spaces, entertainment-ready areas, and access to one of Orlando’s premier resort communities, this home is ideally positioned for buyers seeking a vacation retreat or a top-performing short-term rental investment in a high-demand market. A turnkey opportunity in one of the most desirable destinations near Disney, this property stands ready to impress guests and generate strong future bookings. CHECK OUT THE LIFESTYLE VIDEO CONTAINED IN THIS LISTING. All information provided and contained herein this listing, including room sizes, is deemed reliable but is not guaranteed and should be independently verified by buyer or buyer's agent.
    112 days
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    225
    |
    20
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    Zillow last checked: 7 hours ago

    Listing updated: February 11, 2026 at 11:59am

    Listing Provided by:

    Susan Benante, LLC 407-259-6211,

    FATHOM REALTY FL LLC 888-455-6040,

    Jonathan Morgan Bentick LLC 407-726-8389,

    FATHOM REALTY FL LLC

    Source: Stellar MLS,MLS#: O6365374MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 151.2 Square Feet
      • Dimensions: 12x12.6
      Other
      • Features: Built-in Closet
      • Level: Second
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Balcony porch lanai
      • Level: First
      • Area: 200 Square Feet
      • Dimensions: 25x8
      Dinette
      • Level: First
      • Area: 104 Square Feet
      • Dimensions: 13x8
      Kitchen
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 14x15
      Living room
      • Level: First
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Loft
      • Level: Second
      • Area: 288 Square Feet
      • Dimensions: 16x18
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
      • Flooring: Carpet, Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 3,281
      • Total interior livable area: 3,117 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      • Details: Garage Dimensions: 20x19
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Other, Sidewalk, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Screen Enclosure
      • Has spa: Yes
      • Spa features: Heated, In Ground
      Lot
      • Size: 4,800 Square Feet
      Details
      • Parcel number: 262513998016007790
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2023

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public

      Community & HOA

      Community
      • Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Pool
      • Pet fee: $0 monthly
      • Subdivision: WINDSOR ISLAND RESIDENCE PH 3
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Clubhouse, Fitness Center, Gated, Spa/Hot Tub
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Trash
      • HOA fee: $702 monthly
      • HOA name: Windsor Island HOA / Castle Group / Maricet Pulido
      • HOA phone: 863-438-5950
      Location
      • Region: Davenport

      Financial & listing details

      • Price per square foot: $191/sqft
      • Tax assessed value: $558,953
      • Annual tax amount: $9,421
      • Date on market: 12/6/2025
      • Cumulative days on market: 77 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt
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        Estimated market value

        $587,600

        $558,000 - $617,000

        $3,949/mo

        Price history

        Price history
        DateEventPrice
        2/11/2026Price change$596,000-3.9%$191/sqft
        Source: Stellar MLS #O6365374 Report a problem
        12/10/2025Listed for sale$620,000-17.4%$199/sqft
        Source: Stellar MLS #O6365374 Report a problem
        7/6/2023Sold$750,800$241/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$7,234 +486.7%$558,953 +494.6%
        2023$1,233 +781%$94,000 +792%
        2022$140 $10,538

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $4,369/mo
        Principal & interest
        $2902
        Property taxes
        $765
        HOA Fees
        $702
        More affordability tools

          Climate risks

          Neighborhood: 33897

          Getting around

          33 / 100
          Car-Dependent
          42 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

          Local experts in 33897

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