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For sale
    • Price cut: $40K (8/31)
    $659,000

    7765 TOSTETH STREET, KISSIMMEE, FL 34747

    6beds
    2,812sqft
    : 
    $5,134/mo
    Get pre-qualified
    Villa
    Built in 2005
    6,250 Square Feet Lot
    $637,500 Zestimate®
    $234/sqft
    $572/mo HOA

    What's special

    Covered patio and deckFully equipped kitchenOpen-concept main floorDedicated laundry room
    Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This spacious 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of thoughtfully designed living space, perfect for large groups looking for comfort, privacy, and resort-style amenities. The open-concept main floor features a generous living and dining area, a fully equipped kitchen, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — a dedicated laundry room, and a game room for added entertainment. Step outside to your private screened pool with heated spa, surrounded by a covered patio and deck — the perfect setting for relaxing afternoons under the Florida sun. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with strong short-term rental potential or a private family retreat steps from the magic of Orlando, 7765 Tosteth Street is ready to deliver. Offered fully furnished and ready to generate income from day one.
    86 days
    141
    12

    Zillow last checked:

    Listing updated:

    Listed by:

    Cristobal Murature Reggiardo 407-433-1933,

    FLORIDA 360 REALTY LLC 954-325-2625

    Source: Stellar MLS,MLS#: O6423586MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 221 Square Feet
      • Dimensions: 17x13
      Bedroom 1
      • Features: Built-in Closet
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 14x10
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Primary bathroom
      • Level: Second
      • Area: 152 Square Feet
      • Dimensions: 8x19
      Bathroom 2
      • Features: Linen Closet
      • Level: First
      • Area: 63 Square Feet
      • Dimensions: 7x9
      Bathroom 3
      • Features: Linen Closet
      • Level: Second
      • Area: 105 Square Feet
      • Dimensions: 7x15
      Bathroom 4
      • Level: Second
      • Area: 30 Square Feet
      • Dimensions: 5x6
      Family room
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 15x14
      Game room
      • Level: First
      Kitchen
      • Features: Storage Closet
      • Level: First
      • Area: 198 Square Feet
      • Dimensions: 18x11
      Laundry
      • Level: First
      • Area: 56 Square Feet
      • Dimensions: 7x8
      Living room
      • Level: First
      • Area: 368 Square Feet
      • Dimensions: 23x16
      Heating
      • Central, Electric
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
      Features
      • Ceiling Fan(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Vinyl
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 3,612
      • Total interior livable area: 2,812 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Irrigation System, Lighting
      • Has private pool: Yes
      • Pool features: Child Safety Fence, Gunite, Heated, In Ground, Lighting, Pool Alarm, Screen Enclosure
      • Has spa: Yes
      • Spa features: Above Ground, Heated
      Lot
      • Size: 6,250 Square Feet
      • Dimensions: 55 x 125
      Details
      • Parcel number: 10 25 27 5483 0001 2010
      • Zoning: OPUD/PLANU
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Villa
      Materials
      • Stucco
      • Foundation: Block
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Clubhouse, Dog Park, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks
      • Security: Gated Community, Medical Alarm, Security Fencing/Lighting/Alarms, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDSOR HILLS PH 3
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Cable TV, Clubhouse, Fitness Center, Maintenance
      • Services included: 24-Hour Guard, Cable TV, Community Pool
      • HOA fee: $572 monthly
      • HOA name: Erika Baldwin
      • HOA phone: 407-787-4255
      • Second HOA name: The Master at Windsor Hills
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $234/sqft
      • Tax assessed value: $554,500
      • Annual tax amount: $7,331
      • Date on market: 7/13/2026
      • Cumulative days on market: 86 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $637,500

        $606,000 - $669,000

        $4,896/mo

        Price history

        DateEventPrice
        8/31/2026Price change$659,000-5.7%$234/sqft
        Source: Stellar MLS #O6423586 Report a problem
        7/13/2026Listed for sale$699,000+121.9%$249/sqft
        Source: Stellar MLS #O6423586 Report a problem
        7/18/2016Sold$315,000-3.1%$112/sqft
        Source: Stellar MLS #S4832251 Report a problem
        6/27/2016Pending sale$325,000$116/sqft
        Source: BELLEW REAL ESTATE #S4832251 Report a problem
        6/15/2016Price change$325,000+1.6%$116/sqft
        Source: BELLEW REAL ESTATE #S4832251 Report a problem
        6/12/2016Price change$319,900-1.6%$114/sqft
        Source: Owner Report a problem
        6/12/2016Pending sale$325,000+1.6%$116/sqft
        Source: Owner Report a problem
        6/8/2016Price change$319,900-1.6%$114/sqft
        Source: Owner Report a problem
        6/8/2016Pending sale$325,000+1.6%$116/sqft
        Source: Owner Report a problem
        6/5/2016Price change$319,900-1.6%$114/sqft
        Source: Owner Report a problem
        6/5/2016Pending sale$325,000-18.5%$116/sqft
        Source: Owner Report a problem
        7/24/2015Listing removed$399,000$142/sqft
        Source: BELLEW REAL ESTATE #S4812447 Report a problem
        4/15/2015Price change$399,000-4.9%$142/sqft
        Source: BELLEW REAL ESTATE #S4812447 Report a problem
        3/26/2015Price change$419,500+2.3%$149/sqft
        Source: iseemedia #O5167663 Report a problem
        1/24/2015Price change$409,900-1.1%$146/sqft
        Source: Charles Rutenberg Realty Orlando, LLC. #O5167663 Report a problem
        1/8/2015Listed for sale$414,500-1.2%$147/sqft
        Source: Charles Rutenberg Realty Orlando, LLC. #O5167663 Report a problem
        6/27/2013Listed for sale$419,500+30.8%$149/sqft
        Source: Charles Rutenberg Realty Orlando, LLC. #O5167663 Report a problem
        11/21/2005Sold$320,700$114/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,331 +4.5%$554,500 -1.1%
        2024$7,014 +4.9%$560,900 +2.5%
        2023$6,684 +11.3%$547,100 +12.2%
        2022$6,008 +20.8%$487,400 +49.3%
        2021$4,975 +1.9%$326,400 +3.1%
        2020$4,880 +3.8%$316,700 +6.3%
        2019$4,702 $297,900 +2.3%
        2018$4,702 +1.5%$291,100 +1.7%
        2017$4,634 -0.7%$286,200 -10.5%
        2016$4,667 -10.6%$319,700 -1.8%
        2015$5,220 $325,700 +7.7%
        2014-- $302,400 +6.4%
        2013-- $284,200 -0.8%
        2012-- $286,400 -2.7%
        2011-- $294,400 -2.5%
        2010-- $302,000 -14.2%
        2009-- $351,900 -4.6%
        2008-- $368,800 -3.2%
        2007-- $381,000 +14.8%
        2006-- $331,900
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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

        10 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Westside K-8
        • Middle: West Side
        • 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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