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For sale
    • $720,000

    1349 Castleport Rd, Winter Garden, FL 34787

    5beds
    3,673sqft
    : 
    Single Family Residence
    Built in 2001
    7,200 Square Feet Lot
    $-- Zestimate®
    $196/sqft
    $250/mo HOA

    What's special

    Two primary suitesThree additional bedroomsAbundant natural lightOpen-concept floor planSpacious fenced backyard
    This beautiful renovated 5-bedroom home located in the guard-gated golf community of Stoneybrook West, in Winter Garden, offers two primary suites, three additional bedrooms, and a large loft/flex space, ideal for multi-generational living or a home office. New stair and loft railings have been installed to enhance safety and functionality. The open-concept floor plan features abundant natural light and a seamless layout for entertaining. Enjoy a spacious fenced backyard with room for a pool or outdoor living area. Stoneybrook West offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment with scenic walking and biking trails. Conveniently located near shopping, dining, top-rated schools, and major roadways with easy access to Orlando and area attractions. Resort-style living in a prime Winter Garden location.
    15 days
    |
    1,432
    |
    69
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 08, 2026 at 11:17am

    Listing Provided by:

    Dianna Desboyaux 407-920-4601,

    DOUGLAS ELLIMAN 561-655-8600,

    Adriana Morris 407-920-4600,

    DOUGLAS ELLIMAN

    Source: Stellar MLS,MLS#: O6377923MLS LogoOriginating MLS: Orlando Regional

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room, Loft
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 340 Square Feet
      • Dimensions: 20x17
      Primary bedroom
      • Features: Built-in Closet
      • Level: Second
      • Area: 256 Square Feet
      • Dimensions: 16x16
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Dining room
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Family room
      • Level: First
      • Area: 330 Square Feet
      • Dimensions: 22x15
      Kitchen
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Living room
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Loft
      • Level: Second
      Office
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood
      • Laundry: Laundry Room
      Features
      • Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Walk-In Closet(s)
      • Flooring: Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 4,382
      • Total interior livable area: 3,673 sqft
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      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Sidewalk
      • Fencing: Fenced
      Lot
      • Size: 7,200 Square Feet
      Details
      • Parcel number: 042327823102066
      • Zoning: PUD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2001

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Subdivision: STONEYBROOK WEST 44/134
      HOA
      • Has HOA: Yes
      • HOA fee: $250 monthly
      • HOA name: Erin Lewis | Leland Management
      • HOA phone: 407-287-6091
      • Pet fee: $0 monthly
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $196/sqft
      • Tax assessed value: $603,621
      • Annual tax amount: $9,121
      • Date on market: 3/3/2026
      • Cumulative days on market: 15 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        3/3/2026Listed for sale$720,000-2.7%$196/sqft
        Source: Stellar MLS #O6377923 Report a problem
        10/14/2025Listing removed$740,000$201/sqft
        Source: Stellar MLS #O6258370 Report a problem
        6/16/2025Price change$740,000-3.3%$201/sqft
        Source: Stellar MLS #O6258370 Report a problem
        2/27/2025Price change$765,000-0.6%$208/sqft
        Source: Stellar MLS #O6258370 Report a problem
        11/18/2024Listed for sale$770,000+97.4%$210/sqft
        Source: Stellar MLS #O6258370 Report a problem
        5/22/2020Sold$390,000-11.2%$106/sqft
        Source: Stellar MLS #G5020814 Report a problem
        3/23/2020Pending sale$439,000$120/sqft
        Source: Coldwell Banker The Rager Group #G5020814 Report a problem
        1/2/2020Price change$439,000-7.6%$120/sqft
        Source: Coldwell Banker The Rager Group #G5020814 Report a problem
        9/24/2019Listed for sale$474,900+79.2%$129/sqft
        Source: Coldwell Banker The Rager Group #G5020814 Report a problem
        8/23/2011Sold$265,000+43.2%$72/sqft
        Source: Agent Provided Report a problem
        2/28/2011Sold$185,000-19.5%$50/sqft
        Source: Stellar MLS #O5017432 Report a problem
        11/28/2010Listing removed$229,900$63/sqft
        Source: Prudential Real Estate #S4673330 Report a problem
        10/24/2010Price change$229,900-7.7%$63/sqft
        Source: FLORIDA REALTY RESULTS LLC #S4673330 Report a problem
        10/14/2010Listed for sale$249,000-47.6%$68/sqft
        Source: Florida Realty Results, LLC #S4673330 Report a problem
        7/31/2006Sold$475,000+58.3%$129/sqft
        Source: Stellar MLS #O4676174 Report a problem
        1/8/2004Sold$300,000+22.6%$82/sqft
        Source: Public Record Report a problem
        6/19/2001Sold$244,600$67/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$9,122 +11.6%$468,416 +10%
        2023$8,171 +10.2%$425,833 +10%
        2022$7,417 +16.9%$387,121 +10%
        2021$6,342 +2.7%$351,928 +3.8%
        2020$6,177 +2.7%$339,035 +2.4%
        2019$6,015 +3%$331,141 +5.4%
        2018$5,840 $314,231 +2.2%
        2017$5,840 +4%$307,437 +4.3%
        2016$5,613 +0.2%$294,849 +1.7%
        2015$5,600 +9.5%$289,926 +7.7%
        2014$5,116 +14%$269,266 +21.1%
        2013$4,488 +1.6%$222,378 +2.6%
        2012$4,415 -2.4%$216,835 -2.3%
        2011$4,521 -5.3%$221,956 -8.9%
        2010$4,773 $243,643 -14.1%
        2009-- $283,596 -20.8%
        2008$6,173 -15.9%$358,276 -18.1%
        2007$7,338 +71.5%$437,191 +9.7%
        2006$4,280 0%$398,641 +32%
        2005$4,281 +4.1%$302,035 +31.9%
        2004$4,112 -1%$228,949 -0.4%
        2003$4,154 +2.4%$229,805 +3.5%
        2002$4,055 +516.3%$222,051 +534.4%
        2001$658 $35,000

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $5,081/mo
        Principal & interest
        $3553
        Property taxes
        $1278
        HOA Fees
        $250
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          Climate risks

          Neighborhood: 34787

          Getting around

          8 / 100
          Car-Dependent
          27 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Whispering Oak Elem
          • Middle: SunRidge 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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