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For sale
    • $650,000

    1105 SHADOWBROOK TRAIL, WINTER SPRINGS, FL 32708

    4beds
    2,533sqft
    : 
    $4,513/mo
    Get pre-qualified
    Single Family Residence
    Built in 1998
    9,585 Square Feet Lot
    $639,600 Zestimate®
    $257/sqft
    $42/mo HOA

    What's special

    Fresh paint throughoutTwo separate living spacesCasual breakfast areaBreakfast bar seatingSouth-facing front exposureGranite countertopsUpdated backsplash
    Welcome to this beautifully updated 4-bedroom, 3-bathroom pool home in Winding Hollow, offering over 2,500 square feet of living space, a split-bedroom floor plan, and a 3-car garage! A double-door entry welcomes you inside, where fresh paint throughout and new flooring create an inviting setting. Two separate living spaces—a formal living room and a spacious family room—provide flexibility for entertaining and everyday living, while a formal dining room and a casual breakfast area provides space for every occasion. The updated kitchen features new cabinetry, granite countertops, stainless steel appliances, an island, breakfast bar seating, an updated backsplash, and a dedicated coffee and wine bar. Whether preparing a meal or hosting a gathering, there is plenty of room to cook, serve, and connect. Privately situated on the opposite side of the home from the guest bedrooms, the spacious primary suite features its own sitting area with French doors—an ideal space for a nursery, home office, or quiet retreat—along with access to the lanai. The primary bathroom includes dual vanities with updated countertops, a soaking tub, a separate shower, and a private water closet. Spacious secondary bedrooms share an updated Jack-and-Jill bathroom with a tiled tub/shower combination, while the fourth bedroom enjoys convenient access to the updated third full bathroom, complete with a shower and direct pool access. Step outside to an expansive covered lanai beneath the home’s shingled roof, providing generous sheltered space for outdoor dining and relaxing. The screened-in pool features a waterfall sprayer, while mature landscaping and a partially fenced backyard provide an inviting backdrop with green space beyond the pool enclosure. Additional highlights include an interior laundry room, extra attic storage, south-facing front exposure, and a roof and Trane A/C system installed in 2018. Conveniently located near shopping, dining, schools, Winter Springs Town Center, and area recreation, this home combines thoughtful updates, spacious gathering areas, and inviting outdoor living. Schedule your private showing today! Buyer and buyer’s agent to independently verify all property information, including measurements, square footage, room dimensions, schools, permits, and any other details deemed important to the buyer.
    2 days
    703
    103

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Amy Phillips 407-792-8212,

    CALL IT CLOSED INTL REALTY 407-338-3339

    Source: Stellar MLS,MLS#: O6449643MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Bedroom 2
      • Features: Jack & Jill Bathroom, Built-in Closet
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Bedroom 3
      • Features: Jack & Jill Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Balcony porch lanai
      • Level: First
      • Area: 432 Square Feet
      • Dimensions: 27x16
      Den
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Dinette
      • Level: First
      • Area: 48 Square Feet
      • Dimensions: 8x6
      Dining room
      • Level: First
      • Area: 90 Square Feet
      • Dimensions: 10x9
      Family room
      • Level: First
      • Area: 238 Square Feet
      • Dimensions: 17x14
      Kitchen
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Laundry
      • Level: First
      • Area: 42 Square Feet
      • Dimensions: 7x6
      Living room
      • Level: First
      • Area: 255 Square Feet
      • Dimensions: 17x15
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Hardwood
      • Has fireplace: No
      Interior area
      • Total structure area: 3,466
      • Total interior livable area: 2,533 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio, Screened
      • Exterior features: Sidewalk
      • Has private pool: Yes
      • Pool features: In Ground, Screen Enclosure
      • Fencing: Fenced,Masonry
      Lot
      • Size: 9,585 Square Feet
      • Features: Landscaped, Level, Private
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 02213050900001830
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1998

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDING HOLLOW UNIT 4
      HOA
      • Has HOA: Yes
      • HOA fee: $42 monthly
      • HOA name: Lori Collier- Greystone Management
      • HOA phone: 407-645-4945
      Location
      • Region: Winter Springs

      Financial & listing details

      • Price per square foot: $257/sqft
      • Tax assessed value: $535,331
      • Annual tax amount: $5,229
      • Date on market: 10/17/2026
      • Cumulative days on market: 3 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $639,600

        $608,000 - $672,000

        $3,526/mo

        Price history

        DateEventPrice
        10/17/2026Listed for sale$650,000+6.1%$257/sqft
        Source: Stellar MLS #O6449643 Report a problem
        1/21/2026Sold$612,500-1.2%$242/sqft
        Source: Stellar MLS #O6341118 Report a problem
        12/14/2025Pending sale$620,000$245/sqft
        Source: Stellar MLS #O6341118 Report a problem
        10/25/2025Price change$620,000-1.4%$245/sqft
        Source: Stellar MLS #O6341118 Report a problem
        9/11/2025Listed for sale$629,000+192.6%$248/sqft
        Source: Stellar MLS #O6341118 Report a problem
        3/24/2021Listing removed--
        Source: Owner Report a problem
        8/7/2014Listing removed$2,300$1/sqft
        Source: Owner Report a problem
        8/2/2014Listed for rent$2,300$1/sqft
        Source: Owner Report a problem
        9/17/1999Sold$215,000+22.2%$85/sqft
        Source: Public Record Report a problem
        5/22/1998Sold$176,000+54.4%$69/sqft
        Source: Public Record Report a problem
        12/12/1997Sold$114,000$45/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,063 +6.1%$355,126 +2.9%
        2024$4,771 +4.1%$345,118 +3%
        2023$4,584 +2.8%$335,066 +3%
        2022$4,461 +0.8%$325,307 +3%
        2021$4,424 +0.8%$315,832 +1.4%
        2020$4,388 +1.1%$311,471 +2.3%
        2019$4,338 $304,468 +1.9%
        2018$4,338 +0.6%$298,791 +7.3%
        2017$4,310 -8.8%$278,568
        2016$4,728 -0.3%$278,568 +5.7%
        2015$4,741 $263,666 +2.3%
        2014$4,741 +10.7%$257,848 +10.9%
        2013$4,284 +6.6%$232,415 +1.5%
        2012$4,017 +10%$228,879 +12.7%
        2011$3,653 -11.5%$203,069 -10.6%
        2010$4,128 +36.2%$227,126 +9.8%
        2009$3,031 +3.3%$206,852 +0.1%
        2008$2,935 +6.5%$206,645 +3%
        2007$2,754 -9.2%$200,626 +2.5%
        2006$3,032 0%$195,733 +3%
        2005$3,033 +1.7%$190,032 +3%
        2004$2,982 +0.9%$184,497 +1.9%
        2003$2,955 +3.4%$181,057 +2.4%
        2002$2,859 +4.2%$176,813 +1.8%
        2000$2,744 $173,625
        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: 32708

        Getting around

        4 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Layer Elementary
        • Middle: Indian Trails Middle
        • High: Winter Springs 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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