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For sale
    • $1,200,000

    205 SURPRISE DRIVE, WINTER GARDEN, FL 34787

    4beds
    2,171sqft
    : 
    $7,716/mo
    Get pre-qualified
    Single Family Residence
    Built in 1950
    0.75 Acres Lot
    $1,157,300 Zestimate®
    $553/sqft
    $-- HOA

    What's special

    Outdoor fireplaceThree-bedroom two-bath homeFully fenced for privacy
    PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
    239 days
    |
    418
    |
    7
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Alison Scorsone 321-689-3554,

    RE/MAX PRIME PROPERTIES 407-347-4512

    Source: Stellar MLS,MLS#: O6365188MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Den/Library/Office
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Bedroom 2
      • Features: Jack & Jill Bathroom, Built-in Closet
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 3
      • Features: Jack & Jill Bathroom, Built-in Closet
      • Level: First
      Other
      • Level: First
      • Area: 345 Square Feet
      • Dimensions: 23x15
      Dining room
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 21x12
      Kitchen
      • Level: First
      Living room
      • Level: First
      • Area: 315 Square Feet
      • Dimensions: 21x15
      Office
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 15x14
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, In Garage, Washer Hookup
      Features
      • Built-in Features, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat
      • Flooring: Ceramic Tile, Hardwood
      • Windows: Blinds, Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Family Room, Wood Burning
      Interior area
      • Total structure area: 2,819
      • Total interior livable area: 2,171 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Patio
      • Exterior features: Fire Pit, Garden, Irrigation System, Private Mailbox, Storage
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Pool Sweep, Salt Water
      • Fencing: Fenced
      Lot
      • Size: 0.75 Acres
      • Features: Corner Lot, City Lot, Landscaped, Oversized Lot
      • Residential vegetation: Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Additional structures: Shed(s)
      • Parcel number: 142227939201330
      • Zoning: R-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Custom
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Block, Crawlspace
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1950

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: None
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: WINTER GARDEN SHORES REP
      HOA
      • Has HOA: No
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $553/sqft
      • Tax assessed value: $663,222
      • Annual tax amount: $3,406
      • Date on market: 12/4/2025
      • Cumulative days on market: 199 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $1,157,300

        $1.10M - $1.22M

        $3,254/mo

        Price history

        DateEventPrice
        6/1/2026Listed for sale$1,200,000$553/sqft
        Source: Stellar MLS #O6365188 Report a problem
        4/23/2026Pending sale$1,200,000$553/sqft
        Source: Stellar MLS #O6365188 Report a problem
        2/25/2026Price change$1,200,000-7.7%$553/sqft
        Source: Stellar MLS #O6365188 Report a problem
        12/4/2025Listed for sale$1,300,000+348.3%$599/sqft
        Source: Stellar MLS #O6365188 Report a problem
        11/30/2015Sold$290,000$134/sqft
        Source: Stellar MLS #O5400501 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,406 +3.9%$253,382 +3%
        2023$3,279 +4.2%$246,002 +3.8%
        2022$3,146 +1.6%$236,895 +3%
        2021$3,096 +4.1%$229,995 +4.1%
        2020$2,973 +1.1%$220,863 +2.3%
        2019$2,942 +1%$215,897 +1.9%
        2018$2,912 $211,871 -13.1%
        2017$2,912 +14.1%$243,847 +5.8%
        2016$2,554 -35.4%$230,410 +3.6%
        2015$3,954 +98.8%$222,300 +16.7%
        2014$1,989 +2%$190,471 +2.1%
        2013$1,949 +1.5%$186,582 +0.7%
        2012$1,919 +3.7%$185,316 -1.4%
        2011$1,851 +6%$187,874 -29%
        2010$1,747 $264,746 -35.4%
        2009-- $409,891 -24.5%
        2008$1,525 -9%$543,204 -6.4%
        2007$1,675 -7.5%$580,408 +6.6%
        2006$1,811 +0.4%$544,236 +69.1%
        2005$1,804 +5%$321,918 +72.5%
        2004$1,717 +0.4%$186,593 +38.6%
        2003$1,710 +3.1%$134,675 -7.5%
        2002$1,658 $145,546
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34787

        Getting around

        29 / 100
        Car-Dependent
        50 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Dillard Street Elem
        • Middle: Lakeview Middle
        • High: West Orange 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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