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For sale
    • Price cut: $20.5K (9/10)
    $599,500

    1770 PLEASANT HILL ROAD, KISSIMMEE, FL 34746

    4beds
    3,066sqft
    : 
    $4,150/mo
    Get pre-qualified
    Single Family Residence
    Built in 1974
    1.98 Acres Lot
    $589,600 Zestimate®
    $196/sqft
    $-- HOA

    What's special

    Two-car garageKitchen offers granite countertopsFormal dining roomSlate tile flooringInviting eat-in boothWalk-in closets
    Virtually Staged. **Back on the market through no fault of the sellers.** ACREAGE | POOL HOME | MOTHER-IN-LAW SUITE | HUGE BARN/SHOP | RV HOOKUP | NEW HVAC SYSTEMS | Beautiful and versatile Florida home offering over 3,000 sq. ft. of living space on nearly 2 acres. The main home features 3 bedrooms and 2 bathrooms with spacious bedrooms throughout, each with walk-in closets. The primary suite includes his-and-her closets for added convenience. Designed for both comfortable living and entertaining, the home offers a formal dining room, separate living and family rooms, and a bonus room that is perfect for a home office, den, playroom, or flex space. A fully equipped 1-bedroom, 1-bath mother-in-law suite with private entrance includes a kitchenette and combined living/dining area, ideal for guests, extended family, or potential rental income. The kitchen offers granite countertops, slate tile flooring, and an inviting eat-in booth. Step outside to your private backyard retreat featuring an in-ground pool with a sun deck, and large paver patio perfect for entertaining. The property is beautifully landscaped with mature tropicals including coconut palms, foxtail palms, royal palms, queen palms, bird of paradise, orchid trees, and sea grapes, creating a true Florida home feel. For those needing space and functionality, the property includes a massive 48x36 barn/shop with room for boats, toys, or equipment, plus 2 horse stalls and a feed/tack area. Additional improvements include a 23x11 workshop, two-car garage, and ample parking for multiple vehicles, including space for a fifth wheel or motorhome with RV power hookup. Ideally located just minutes from Disney, Orlando International Airport, downtown Kissimmee, Lake Toho, and major attractions, offering the perfect blend of privacy, acreage, and convenience.
    109 days
    1,294
    179

    Zillow last checked:

    Listing updated:

    Listed by:

    Tim Weisheyer 407-847-5428,

    DREAM BUILDERS REALTY 407-847-5428

    Source: Stellar MLS,MLS#: S5152075MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Bedroom 2
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Bedroom 3
      • Features: Built-In Shelving, Built-in Features, Walk-In Closet(s)
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Primary bathroom
      • Features: Bath w Spa/Hydro Massage Tub, Dual Sinks, Split Vanities
      • Level: First
      • Area: 99 Square Feet
      • Dimensions: 9x11
      Dining room
      • Features: Wet Bar
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 11x16
      Family room
      • Features: Built-In Shelving, Ceiling Fan(s)
      • Level: First
      • Area: 315 Square Feet
      • Dimensions: 21x15
      Kitchen
      • Features: Breakfast Bar, Granite Counters, Pantry
      • Level: First
      • Area: 220 Square Feet
      • Dimensions: 10x22
      Living room
      • Level: First
      • Area: 368 Square Feet
      • Dimensions: 16x23
      Workshop
      • Level: First
      • Area: 1728 Square Feet
      • Dimensions: 36x48
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Electric Water Heater, Range, Range Hood, Refrigerator, Trash Compactor
      • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup
      Features
      • Built-in Features, Ceiling Fan(s), Chair Rail, Crown Molding, Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Laminate, Slate
      • Has fireplace: No
      Interior area
      • Total structure area: 3,100
      • Total interior livable area: 3,066 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Boat, Oversized, RV Access/Parking, Workshop in Garage
      • Garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck
      • Exterior features: Private Yard, Rain Gutters, RV Hookup, Storage
      • Has private pool: Yes
      • Pool features: Deck, Gunite, In Ground, Lighting
      • Has spa: Yes
      • Spa features: In Ground
      • Fencing: Board,Cross Fenced,Fenced,Wire
      Lot
      • Size: 1.98 Acres
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Additional structures: Barn(s), Guest House, Storage, Workshop
      • Parcel number: 052629000000500000
      • Zoning: RESIDENTIAL
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Brick, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1974

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Street Lights

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      HOA
      • Has HOA: No
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $196/sqft
      • Tax assessed value: $389,600
      • Annual tax amount: $3,213
      • Date on market: 6/17/2026
      • Cumulative days on market: 63 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $589,600

        $560,000 - $619,000

        $3,190/mo

        Price history

        DateEventPrice
        9/10/2026Price change$599,500-3.3%$196/sqft
        Source: Stellar MLS #S5152075 Report a problem
        8/22/2026Listed for sale$620,000$202/sqft
        Source: Stellar MLS #S5152075 Report a problem
        7/8/2026Pending sale$620,000$202/sqft
        Source: Stellar MLS #S5152075 Report a problem
        6/17/2026Listed for sale$620,000+608.6%$202/sqft
        Source: Stellar MLS #S5152075 Report a problem
        6/1/1984Sold$87,500$29/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,214 +5.6%$389,600 +0.2%
        2024$3,044 +2.2%$388,700 +9%
        2023$2,978 +4.5%$356,500 +23.7%
        2022$2,850 +0.9%$288,200 +25%
        2021$2,825 +1.8%$230,600 +3.9%
        2020$2,775 +1.6%$221,900 +1.6%
        2019$2,731 $218,400 +17.2%
        2018$2,731 +3.8%$186,271 +2.1%
        2017$2,630 +0.2%$182,440 +2.1%
        2016$2,626 +1.4%$178,688 +0.7%
        2015$2,589 +0.4%$177,446 +0.8%
        2014$2,577 $176,038 +1.5%
        2013-- $173,437 +1.7%
        2012-- $170,538 -3.5%
        2011-- $176,800 -5.3%
        2010-- $186,700 -16.4%
        2009-- $223,200 -9.8%
        2008-- $247,500 -2.8%
        2007-- $254,600 +45.9%
        2006-- $174,500 +16.6%
        2005-- $149,700 +13.5%
        2004-- $131,900
        2003-- $131,900 +20.5%
        2002$1,379 +2.1%$109,499 +1.6%
        2001$1,350 +1.7%$107,775 +3%
        2000$1,328 $104,636
        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: 34746

        Getting around

        44 / 100
        Car-Dependent
        25 / 100
        Some Transit
        56 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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