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For sale
    • $659,900

    4507 WINDERWOOD CIRCLE, ORLANDO, FL 32835

    3beds
    2,201sqft
    : 
    $4,404/mo
    Get pre-qualified
    Single Family Residence
    Built in 1987
    0.36 Acres Lot
    $-- Zestimate®
    $300/sqft
    $37/mo HOA

    What's special

    Gas fireplacePool homePebbletec-finished poolCovered lanaiPrivate garden retreatPaver deckGas range
    Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this pool home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2017(Dec) roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.
    2 days
    |
    284
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    29
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Melissa Meyer 407-405-2489,

    KEENE'S POINTE REALTY 407-876-8879

    Source: Stellar MLS,MLS#: O6429389MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Breakfast Room Separate, Family Room, Dining Room, Living Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Dual Closets
      • Level: First
      • Area: 224 Square Feet
      • Dimensions: 16x14
      Bedroom 2
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 3
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Primary bathroom
      • Features: Exhaust Fan, Granite Counters, Makeup/Vanity Space, Shower No Tub, Water Closet/Priv Toilet
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 10x13
      Bathroom 2
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 55 Square Feet
      • Dimensions: 11x5
      Dinette
      • Level: First
      • Area: 99 Square Feet
      • Dimensions: 11x9
      Dining room
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Great room
      • Features: Ceiling Fan(s), Central Vacuum
      • Level: First
      • Area: 375 Square Feet
      • Dimensions: 15x25
      Kitchen
      • Features: Breakfast Bar, Pantry, Storage Closet
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 276 Square Feet
      • Dimensions: 23x12
      Utility room
      • Level: First
      • Area: 48 Square Feet
      • Dimensions: 6x8
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Porcelain Tile
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Skylight(s), Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Family Room, Gas
      Interior area
      • Total structure area: 2,881
      • Total interior livable area: 2,201 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, On Street
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 21X19
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Enclosed, Front Porch, Porch, Rear Porch, Screened
      • Exterior features: Courtyard, Fire Pit, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sidewalk
      • Has private pool: Yes
      • Pool features: In Ground, Lighting, Pool Sweep, Screen Enclosure
      • Fencing: Fenced,Other,Vinyl,Wood
      Lot
      • Size: 0.36 Acres
      • Features: Landscaped, Oversized Lot, Sidewalk
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Additional structures: Shed(s)
      • Parcel number: 282311933300150
      • Zoning: RES
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Craftsman,Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block, Brick
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Connected, Public, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Deed Restrictions, Sidewalks
      • Pet fee: $0 monthly
      • Subdivision: WINDERWOOD
      HOA
      • Has HOA: Yes
      • HOA fee: $37 monthly
      • HOA name: Winderwood Homeowners Association
      • HOA phone: 407-758-9860
      Location
      • Region: Orlando

      Financial & listing details

      • Price per square foot: $300/sqft
      • Tax assessed value: $485,179
      • Annual tax amount: $5,894
      • Date on market: 8/3/2026
      • 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

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/3/2026Listed for sale$659,900+73.7%$300/sqft
        Source: Stellar MLS #O6429389 Report a problem
        4/2/2019Sold$380,000+0.3%$173/sqft
        Source: Public Record Report a problem
        2/26/2019Listed for sale$379,000+112.3%$172/sqft
        Source: THE PROPERTY STOP LLC #O5765876 Report a problem
        1/7/1998Sold$178,500$81/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,618 +7.5%$354,388 +3%
        2023$5,224 +3.9%$344,066 +3%
        2022$5,029 +1.4%$334,045 +3%
        2021$4,957 +0.6%$324,316 +1.4%
        2020$4,925 +50.7%$319,838 +49.4%
        2019$3,269 +1.5%$214,040 +1.9%
        2018$3,222 $210,049 -25.6%
        2017$3,222 +1.6%$282,436 +1.9%
        2016$3,173 +1.1%$277,214 +10.8%
        2015$3,139 -3%$250,246 +14.1%
        2014$3,237 +1.9%$219,408 +6.7%
        2013$3,178 +0.9%$205,608 +2.1%
        2012$3,150 +3.1%$201,334 -4.1%
        2011$3,055 +4.4%$210,009 -5.6%
        2010$2,926 $222,431 -15.6%
        2009-- $263,561 -15.8%
        2008$2,697 -3.2%$312,952 -7.3%
        2007$2,787 -5.7%$337,579 +14.9%
        2006$2,954 +1.6%$293,910 +31%
        2005$2,907 +4.6%$224,276 +13%
        2004$2,778 +0.7%$198,417 +11.4%
        2003$2,759 +2.9%$178,185 +3.4%
        2002$2,681 -1.5%$172,268 +10.6%
        2001$2,721 +2.5%$155,810 +6.5%
        2000$2,654 $146,300
        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: 32835

        Getting around

        44 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windy Ridge Elem
        • High: Olympia 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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