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For sale
    • Price cut: $14.9K (8/7)
    $585,000

    7755 GRASSENDALE STREET, KISSIMMEE, FL 34747

    4beds
    1,824sqft
    : 
    $4,385/mo
    Get pre-qualified
    Single Family Residence
    Built in 2007
    6,273 Square Feet Lot
    $-- Zestimate®
    $321/sqft
    $572/mo HOA

    What's special

    Covered lanaiBreakfast barGranite countertopsPrivate pool and spaFamily roomHome theaterOpen-concept floor plan
    Motivate Seller...Seller may consider buyer concessions if made in an offer. Request must be made by the Buyer(s) in a written and signed contract offer and will be negotiated as part of the terms and conditions of an executed contract. Features recent August 2026 mechanical upgrades (Brand-new A/C & pool pump) and excellent rental potential. Fully furnished and rental-ready. Schedule your showing today! Welcome to 7755 Grassendale Street! This beautifully maintained, TURNKEY 4-bedroom, 4-bath home offers exceptional comfort and resort-style Florida living. Ideal as a primary residence, vacation home, or short-term rental, this home is ready to enjoy! The open-concept floor plan features a welcoming foyer, spacious dining area, family room, and well-appointed kitchen with stainless steel appliances, granite countertops, breakfast bar, and breakfast nook. Tile flooring complements the main living areas, while all bedrooms feature luxury vinyl plank flooring and tasteful themed décor. The converted 2-car garage, completed in 2021, is fully air-conditioned and features an impressive entertainment space with a home theater, gaming consoles, and sit-down arcade game—perfect for family fun and entertaining. Enjoy your private Florida retreat with a covered lanai and refurbished pool and spa (2022). Relax poolside, unwind in the spa, and soak up the sunshine! Located in a 24-hour guard-gated resort community with a 10,000-square-foot clubhouse, lagoon-style pool with water slides, fitness center, movie theater, sports courts, playground, and walking trail. Conveniently located just minutes from Disney, with dining, shopping, entertainment, and everyday conveniences nearby. With major updates, turnkey furnishings, a fantastic entertainment space, and private pool and spa, 7755 Grassendale Street is truly a MUST SEE!
    137 days
    183
    11

    Zillow last checked:

    Listing updated:

    Listed by:

    Greg Lowe 407-256-7035,

    FLORIDA REALTY RESULTS LLC 407-498-3838

    Source: Stellar MLS,MLS#: O6396993MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Bedroom 2
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 3
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 11x13
      Bedroom 4
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Bonus room
      • Features: Built-in Closet
      • Level: First
      • Area: 340 Square Feet
      • Dimensions: 17x20
      Dinette
      • Level: First
      • Area: 96 Square Feet
      • Dimensions: 8x12
      Dining room
      • Level: First
      • Area: 96 Square Feet
      • Dimensions: 8x12
      Kitchen
      • Features: Breakfast Bar
      • Level: First
      • Area: 117 Square Feet
      • Dimensions: 9x13
      Living room
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: In Garage, Laundry Closet
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Luxury Vinyl
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 2,536
      • Total interior livable area: 1,824 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Converted Garage, Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 17x20
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio, Rear Porch, Screened
      • Exterior features: Irrigation System, Sidewalk
      • Has private pool: Yes
      • Pool features: Child Safety Fence, Gunite, In Ground, Pool Alarm, Screen Enclosure, Tile
      • Has spa: Yes
      • Spa features: In Ground
      Lot
      • Size: 6,273 Square Feet
      • Dimensions: 50 x 125
      Details
      • Parcel number: 102527548900011080
      • Zoning: PD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2007

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
      • Security: Gated Community, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDSOR HILLS PH 6
      HOA
      • Has HOA: Yes
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Maintenance Grounds, Manager, Private Road, Recreational Facilities, Trash
      • HOA fee: $572 monthly
      • HOA name: Erika Baldwin
      • HOA phone: 407-787-4255
      • Second HOA name: Windsor Hills
      • Second HOA phone: 407-787-4255
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $321/sqft
      • Tax assessed value: $459,700
      • Annual tax amount: $6,149
      • Date on market: 4/23/2026
      • Cumulative days on market: 136 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/7/2026Price change$585,000-2.5%$321/sqft
        Source: Stellar MLS #O6396993 Report a problem
        7/13/2026Price change$599,900-2.5%$329/sqft
        Source: Stellar MLS #O6396993 Report a problem
        6/22/2026Price change$615,000-1.6%$337/sqft
        Source: Stellar MLS #O6396993 Report a problem
        4/23/2026Listed for sale$625,000+68.9%$343/sqft
        Source: Stellar MLS #O6396993 Report a problem
        11/18/2020Sold$370,000+13.1%$203/sqft
        Source: Public Record Report a problem
        12/20/2012Sold$327,000+2.5%$179/sqft
        Source: Public Record Report a problem
        10/17/2012Listed for sale$319,000+2.9%$175/sqft
        Source: FLASTAY.COM #S4694757 Report a problem
        7/9/2012Listing removed$310,000$170/sqft
        Source: FLASTAY.COM #S4694757 Report a problem
        6/9/2012Price change$310,000-4.6%$170/sqft
        Source: FLASTAY.COM #S4694757 Report a problem
        2/9/2012Listed for sale$325,000-25.3%$178/sqft
        Source: FLASTAY.COM #S4694757 Report a problem
        1/4/2008Sold$434,800$238/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,149 +4.3%$459,700 -1.3%
        2024$5,895 +8.1%$465,900 +9.8%
        2023$5,452 +13%$424,300 +16.4%
        2022$4,825 +15.1%$364,600 +34%
        2021$4,194 +1.4%$272,100 +2.5%
        2020$4,136 +3.1%$265,500 +5.7%
        2019$4,010 $251,100 +2.9%
        2018$4,010 +2.1%$244,000 +1.8%
        2017$3,929 -0.6%$239,700 -9.8%
        2016$3,955 -9.8%$265,600 -2%
        2015$4,382 +3.5%$271,000 +7.1%
        2014$4,234 $253,000 +6.4%
        2013-- $237,800 -0.9%
        2012-- $240,000 -2.9%
        2011-- $247,200 -3.5%
        2010-- $256,200 -14.4%
        2009-- $299,300 -4.3%
        2008-- $312,900
        Find assessor info on the county website

        Monthly payment

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        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

        16 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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