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Sold for $655,000
  • $655,000

    423 N Main St, Winter Garden, FL 34787

    3beds
    1,668sqft
    Single Family Residence
    Built in 1957
    0.3 Acres Lot
    $657,800 Zestimate®
    $393/sqft
    $2,856 Estimated rent

    Home value

    $657,800

    $599,000 - $724,000

    $2,856/mo

    Zestimate® history
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    What's special

    Rv parkingGas fireplaceHeated saltwater poolRenovated en-suite bathBrand-new roofQuartz countertopsFenced backyard
    Mid-Century Charm Meets Modern Comfort in Winter Garden! Discover the perfect blend of classic appeal and contemporary upgrades in this delightful 3-bedroom, 2-bath pool home, ideally situated on a generous .30+ acre lot just blocks from downtown Winter Garden. Best of all, there's no HOA! Step inside and appreciate the thoughtful updates that complement the home's timeless mid-century architecture. The kitchen boasts updated Bosch appliances, including a 2021 induction range and 2023 wall oven for a total of two ovens, along with quartz countertops and an updated farm sink. You'll find engineered hardwood floors in the family room, kitchen, and hallway, and custom window blinds throughout. Peace of mind comes with a brand-new roof (July 2025), rain gutters, an AC unit replaced in 2019, and a gas hot water heater from 2018. The primary bedroom suite offers three deep closets with custom doors and a renovated en-suite bath (2021) featuring new tile, a walk-in low threshold shower, and modern fixtures that maintain the home's classic character. The hall bath was also renovated in 2023 with new tile and paint. The dining room provides a cozy ambiance with a gas fireplace and built-in shelves, while French doors open to a spacious 26x17 covered and screened back porch wired with Bluetooth speakers and also has a 220 power hookup for a hot tub. A versatile mud room/art studio/office and a dedicated laundry room add to the home's functionality. The outdoor living space is a true oasis, featuring a fenced backyard (2019) with an amazing heated saltwater pool (2019), complete with a sun ledge. The yard is kept lush with an irrigation system fed by a well (pump replaced 2020) and a French drain system (2019) for optimal drainage. The north gate is a double gate, allowing boat or RV parking behind the fence, with an RV electric outlet on the side of the house. Plus, there's a large elevated workshop building with electricity and AC for your projects (As Is). In 2023, a variance was obtained through the City of Winter Garden to build a new structure where the current workshop sits, which also allows for an attached covered veranda to be built. Beyond your doorstep, the vibrant heart of Winter Garden awaits. This home is located in the golf cart district, allowing you to drive your own golf cart on approved roads. Enjoy leisurely strolls to the weekend farmers market, participate in festive holiday events, and explore a diverse array of restaurants and shops. You're also within walking distance to Lake Apopka, where breathtaking sunsets are a daily spectacle, and it's renowned as one of Florida's top three birding areas. The Jessie Brock Community Center (offering exercise and Crealde art classes) and its pond with a paved walking circuit and exercise stations are also just a short walk away, as is the West Orange Bike Trail. This Winter Garden gem offers not just a home, but a lifestyle. Don't miss your chance to own a piece of this charming and convenient community!

    Zillow last checked:

    Listing updated:

    Listing Provided by:

    Paul Giles 407-467-1587,

    COMPASS FLORIDA LLC 407-203-9441

    Bought with:

    Andrea Summers, 3277956

    COLDWELL BANKER HUBBARD HANSEN

    Source: Stellar MLS,MLS#: O6331314MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Built-in Closet
    • Level: First
    • Area: 182 Square Feet
    • Dimensions: 14x13
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    • Area: 121 Square Feet
    • Dimensions: 11x11
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    • Area: 110 Square Feet
    • Dimensions: 11x10
    Balcony porch lanai
    • Level: First
    • Area: 442 Square Feet
    • Dimensions: 26x17
    Dining room
    • Level: First
    • Area: 224 Square Feet
    • Dimensions: 16x14
    Kitchen
    • Level: First
    • Area: 154 Square Feet
    • Dimensions: 14x11
    Laundry
    • Features: Built-in Closet
    • Level: First
    • Area: 72 Square Feet
    • Dimensions: 9x8
    Living room
    • Level: First
    • Area: 357 Square Feet
    • Dimensions: 21x17
    Office
    • Level: First
    • Area: 96 Square Feet
    • Dimensions: 12x8
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Oven, Convection Oven, Cooktop, Disposal, Gas Water Heater, Refrigerator
    • Laundry: Inside, Laundry Room
    Features
    • Ceiling Fan(s), Solid Surface Counters, Stone Counters
    • Flooring: Ceramic Tile, Concrete, Engineered Hardwood, Parquet
    • Windows: Blinds, Double Pane Windows
    • Has fireplace: Yes
    • Fireplace features: Gas
    Interior area
    • Total structure area: 2,249
    • Total interior livable area: 1,668 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    • Details: Garage Dimensions: 22x21
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Covered, Patio, Rear Porch, Screened
    • Exterior features: Rain Gutters
    • Has private pool: Yes
    • Pool features: Heated, In Ground, Salt Water
    • Fencing: Vinyl
    Lot
    • Size: 0.30 Acres
    • Features: Landscaped
    Details
    • Additional structures: Workshop
    • Parcel number: 142227938801090
    • Zoning: R-1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch
    • Property subtype: Single Family Residence
    Materials
    • Block
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • Completed
    • New construction: No
    • Year built: 1957

    Utilities & green energy

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

    Community & neighborhood

    Location
    • Region: Winter Garden
    • Subdivision: WINTER GARDEN SHORES FIRST ADD

    HOA & financial

    HOA
    • Has HOA: No
    Other fees
    • Pet fee: $0 monthly
    Other financial information
    • Total actual rent: 0

    Other

    Other facts
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Road surface type: Paved, Asphalt

    Price history

    DateEventPrice
    9/26/2025Sold$655,000-0.6%$393/sqft
    Source: Stellar MLS #O6331314 Report a problem
    8/27/2025Pending sale$659,000$395/sqft
    Source: Stellar MLS #O6331314 Report a problem
    8/26/2025Price change$659,000-3.1%$395/sqft
    Source: Stellar MLS #O6331314 Report a problem
    8/1/2025Listed for sale$680,000-4.9%$408/sqft
    Source: Stellar MLS #O6331314 Report a problem
    6/1/2025Listing removed$715,000$429/sqft
    Source: Stellar MLS #O6259239 Report a problem
    2/8/2025Price change$715,000-1.4%$429/sqft
    Source: Stellar MLS #O6259239 Report a problem
    11/21/2024Listed for sale$725,000+163.6%$435/sqft
    Source: Stellar MLS #O6259239 Report a problem
    3/15/2017Sold$275,000+276.7%$165/sqft
    Source: Public Record Report a problem
    3/11/1998Sold$73,000$44/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$3,410 +3.9%$253,625 +3%
    2023$3,283 +3.2%$246,238 +3%
    2022$3,181 +1.6%$239,066 +3%
    2021$3,130 +0.8%$232,103 +1.4%
    2020$3,104 +16.5%$228,898 +14.8%
    2019$2,665 +1%$199,314 +1.9%
    2018$2,638 $195,598 -11.9%
    2017$2,638 +126.7%$222,073 +32.3%
    2016$1,164 +0.8%$167,908 +2.6%
    2015$1,155 -2.3%$163,627 +17.9%
    2014$1,182 +3.1%$138,816 +20.3%
    2013$1,146 +1.9%$115,358 +0.9%
    2012$1,125 +14.5%$114,323 +8.6%
    2011$982 +7%$105,318 -6.5%
    2010$918 $112,613 -10.7%
    2009-- $126,060 -20.1%
    2008$716 -19.6%$157,738 -7.6%
    2007$891 -7%$170,757 +12.7%
    2006$958 +1%$151,499 +50.9%
    2005$949 +5.8%$100,406 +1.9%
    2004$897 +0.9%$98,487 +17.4%
    2003$889 +3.7%$83,918 +4.7%
    2002$857 -0.6%$80,181 +10.8%
    2001$862 +3.8%$72,364 +5.2%
    2000$830 $68,774

    Find assessor info on the county website

    Neighborhood: 34787

    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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    Estimated market value
    $657,800
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $657,800