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For sale
    • Price cut: $100 (11/9)
    $608,900

     KISSIMMEE, FL 34747

    5beds
    2,297sqft
    : 
    $4,623/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    6,098 Square Feet Lot
    $-- Zestimate®
    $265/sqft
    $572/mo HOA

    What's special

    This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort combines one of the community’s most desirable 5-bedroom floor plans with extensive mechanical and interior updates and an established short-term vacation rental setup just minutes from Walt Disney World. Designed with large families and vacationing groups in mind, the open layout provides exceptional flow, multiple gathering areas, and excellent bedroom separation. Major improvements add significant appeal, including a 2022 roof with 30-year architectural shingles, 2023 saltwater pool system, 2023 WiFi-controlled pool heater, brand-new 2026 WiFi-capable water heater, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils installed within the last two years. Nest thermostats provide added convenience and efficiency. Inside, upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms enhance both the appearance and durability of the home. The open main level offers a spacious dining area, separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area designed for gathering. Two first-floor ensuite bedrooms plus an additional queen bedroom with an adjacent bath provide convenient main-level accommodations. Upstairs, two Disney-themed junior suites, each with its own bathroom, create a fun and memorable space for younger guests. The converted garage game room with air hockey and pool tables provides another dedicated entertainment area. Outside, the screened lanai features a private heated saltwater pool and spa, privacy screening, and a mature hedge that creates a secluded place to relax after a day at the parks. The updated saltwater system and WiFi-controlled pool heater add convenience for both owners and guests. Windsor Hills Resort offers an impressive collection of amenities including a clubhouse, lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, fitness center, playgrounds, putting greens, and 24-hour guarded security. Its proximity to Walt Disney World continues to make Windsor Hills especially attractive to vacation-home buyers and short-term rental investors. For buyers looking for an investment property, the seller is willing to transfer future bookings, providing the opportunity for income continuity following the sale. With its desirable floor plan, extensive updates, private pool and spa, themed bedrooms, game room, and prime Windsor Hills location, this home offers an exceptional combination of guest appeal and investment potential.
    151 days
    56
    0

    Zillow last checked:

    Listing updated:

    Listed by:

    Mark Breymeier 215-275-0487,

    IN TOUCH REAL ESTATE LLC 800-515-0321

    Source: Stellar MLS,MLS#: O6413930MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 5
      Rooms
      • Room types: Breakfast Room Separate, Dining Room, Great Room, Storage Rooms
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Primary bathroom
      • Features: Built-in Closet
      • Level: First
      • Area: 66 Square Feet
      • Dimensions: 11x6
      Bathroom 2
      • Level: First
      • Area: 66 Square Feet
      • Dimensions: 11x6
      Bathroom 3
      • Features: Linen Closet
      • Level: First
      Bathroom 4
      • Level: Second
      Bathroom 5
      • Level: Second
      Dinette
      • Level: First
      • Area: 88 Square Feet
      • Dimensions: 11x8
      Dining room
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Game room
      • Level: First
      Great room
      • Features: Built-in Closet
      • Level: First
      • Area: 255 Square Feet
      • Dimensions: 17x15
      Kitchen
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 18x10
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat
      • Flooring: Carpet, Tile
      • Windows: Window Treatments
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 3,030
      • Total interior livable area: 2,297 sqft
      Video & virtual tour

      Property

      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Irrigation System, Playground, Sidewalk, Tennis Court(s)
      • Has private pool: Yes
      • Pool features: Child Safety Fence, Gunite, Heated, In Ground, Pool Alarm, Screen Enclosure
      • Has spa: Yes
      • Spa features: Heated, In Ground
      Lot
      • Size: 6,098 Square Feet
      • Dimensions: 50 x 125
      Details
      • Parcel number: 102527548300012600
      • Zoning: OPUD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Fiber Optics, Public

      Community & HOA

      Community
      • Features: Clubhouse, Dog Park, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Sidewalks, Tennis Court(s)
      • Security: Gated Community, Security Gate
      • Pet fee: $0 monthly
      • Subdivision: WINDSOR HILLS PH 3
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Spa/Hot Tub, Tennis Court(s)
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Recreational Facilities, Trash
      • HOA fee: $572 monthly
      • HOA name: Windsor Hills /Erika Baldwin
      • HOA phone: 407-787-4255
      • Second HOA name: Windsor Hills
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $265/sqft
      • Annual tax amount: $6,545
      • Date on market: 6/11/2026
      • Cumulative days on market: 149 days
      • Listing terms: Assumable,Cash,Conventional,FHA,Other,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        11/9/2026Price change$608,9000%$265/sqft
        Source: Stellar MLS #O6413930 Report a problem
        9/2/2026Price change$609,000-0.2%$265/sqft
        Source: Stellar MLS #O6413930 Report a problem
        6/12/2026Listed for sale$610,000-1.6%$266/sqft
        Source: Stellar MLS #O6413930 Report a problem
        1/18/2026Listing removed$620,000$270/sqft
        Source: Stellar MLS #TB8409242 Report a problem
        7/23/2025Listed for sale$620,000-4.5%$270/sqft
        Source: Stellar MLS #TB8409242 Report a problem
        9/27/2024Listing removed$649,000$283/sqft
        Source: Stellar MLS #T3527492 Report a problem
        8/1/2024Price change$649,000-7.2%$283/sqft
        Source: Stellar MLS #T3527492 Report a problem
        5/18/2024Listed for sale$699,000-2.9%$304/sqft
        Source: Stellar MLS #T3527492 Report a problem
        7/28/2023Listing removed--
        Source: Owner Report a problem
        7/17/2023Listed for sale$720,000+69.3%$313/sqft
        Source: Owner Report a problem
        6/19/2006Sold$425,400$185/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,546 +4.4%$490,700 -1.2%
        2024$6,268 +5%$496,600 +2.6%
        2023$5,971 +11.6%$483,900 +13%
        2022$5,350 +19.9%$428,400 +47.4%
        2021$4,461 +2.4%$290,700 +3.5%
        2020$4,358 +3.4%$280,800 +6%
        2019$4,214 $264,900 +2.8%
        2018$4,214 +1.9%$257,700 +1.9%
        2017$4,134 -0.6%$253,000 -9.9%
        2016$4,158 -10%$280,900 -1.9%
        2015$4,619 +3.7%$286,200 +7.2%
        2014$4,456 $266,900 +6.5%
        2013-- $250,500 -0.8%
        2012-- $252,500 -3.1%
        2011-- $260,500 -2.3%
        2010-- $266,500 -14.4%
        2009-- $311,400 -4.3%
        2008-- $325,300

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34747

        Getting around

        22 / 100
        Car-Dependent
        17 / 100
        Minimal Transit
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Island Village Elementary School
        • Middle: Celebration K-8
        • High: Celebration 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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