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For sale
    • Price cut: $10K (7/23)
    $440,000

    721 S WOODLAND STREET, WINTER GARDEN, FL 34787

    2beds
    1,034sqft
    : 
    $2,913/mo
    Get pre-qualified
    Single Family Residence
    Built in 1955
    8,442 Square Feet Lot
    $-- Zestimate®
    $426/sqft
    $-- HOA

    What's special

    Mature shade trees
    Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.
    50 days
    |
    215
    |
    10
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Christopher Bessette 407-292-5400,

    KELLER WILLIAMS CLASSIC 407-292-5400

    Source: Stellar MLS,MLS#: O6419636MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      Bathroom 1
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: None
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s)
      • Flooring: Concrete, Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 1,395
      • Total interior livable area: 1,034 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Private Mailbox, Private Yard
      • Fencing: Fenced,Wood
      Lot
      • Size: 8,442 Square Feet
      • Residential vegetation: Mature Landscaping
      Details
      • Additional structures: Shed(s)
      • Parcel number: 232227083201090
      • Zoning: C-2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1955

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Public, Underground Utilities

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: BORDERS & WOOSLEY SUB
      HOA
      • Has HOA: No
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $426/sqft
      • Tax assessed value: $144,089
      • Annual tax amount: $508
      • Date on market: 6/26/2026
      • Cumulative days on market: 33 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/23/2026Price change$440,000-2.2%$426/sqft
        Source: Stellar MLS #O6419636 Report a problem
        6/26/2026Listed for sale$450,000+2150%$435/sqft
        Source: Stellar MLS #O6419636 Report a problem
        10/9/1998Sold$20,000$19/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$488 +2.9%$63,806 +3%
        2023$474 +2.1%$61,948 +3%
        2022$465 +0.3%$60,144 +3%
        2021$463 +0.3%$58,392 +1.4%
        2020$462 +0.1%$57,586 +2.3%
        2019$461 +0.3%$56,291 +1.9%
        2018$460 $55,241 -13.7%
        2017$460 +2%$64,039 +3.2%
        2016$451 -0.4%$62,069 +13.2%
        2015$452 -2.7%$54,823 +5%
        2014$465 +1.7%$52,206 +1.2%
        2013$457 -0.5%$51,587 +0.1%
        2012$460 -3.9%$51,510 -5.3%
        2011$478 +5%$54,379 -2%
        2010$455 $55,502 -13.3%
        2009-- $64,022 +0.2%
        2008$403 +3.5%$63,922 +23.4%
        2007$390 -5.6%$51,816 -15.3%
        2006$413 +2.9%$61,146 +2.6%
        2005$401 +7.9%$59,576 +1.8%
        2004$372 +2.3%$58,511 +6.6%
        2003$363 +5.6%$54,896 +3.1%
        2002$344 +0.7%$53,234 +7.8%
        2001$341 +6.5%$49,377 +10.4%
        2000$320 $44,731
        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: 34787

        Getting around

        87 / 100
        Very Walkable
        65 / 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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