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For sale
  • $675,000

    433 GILBERT ROAD, WINTER PARK, FL 32792

    3beds
    1,770sqft
    : 
    $4,516/mo
    Get pre-qualified
    Single Family Residence
    Built in 1965
    9,230 Square Feet Lot
    $-- Zestimate®
    $381/sqft
    $-- HOA

    What's special

    Modern updatesTwo additional guest bedroomsQuartz countertopsFlexible floor planFlexible living spacesLarge marble-look tilePrivate backyard retreat
    Welcome to this beautifully updated three-bedroom, two-bathroom pool home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, beam, resurfacing, and pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021
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    Zillow last checked:

    Listing updated:

    Listed by:

    Amy Turner 407-803-3885,

    KELLER WILLIAMS WINTER PARK 407-545-6430

    Source: Stellar MLS,MLS#: O6428430MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 15x12
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 198 Square Feet
      • Dimensions: 18x11
      Bedroom 3
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Primary bathroom
      • Features: Dual Sinks, Shower No Tub
      • Level: First
      Bathroom 2
      • Features: Dual Sinks, Tub With Shower
      • Level: First
      Balcony porch lanai
      • Level: First
      • Area: 261 Square Feet
      • Dimensions: 29x9
      Dining room
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Family room
      • Features: Ceiling Fan(s), Storage Closet
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Kitchen
      • Features: Breakfast Bar, Pantry, Stone Counters
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Living room
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 21x12
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Range, Refrigerator
      • Laundry: In Garage
      Features
      • Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Ceramic Tile, Laminate, Terrazzo
      • Doors: French Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 2,754
      • Total interior livable area: 1,770 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, On Street, Workshop in Garage
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Deck, Front Porch, Porch, Rear Porch, Screened
      • Exterior features: Irrigation System, Private Mailbox, Rain Gutters, Sidewalk
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Screen Enclosure
      • Fencing: Fenced,Vinyl
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 9,230 Square Feet
      • Features: Landscaped, Near Golf Course, Sidewalk, Unincorporated
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 092230966404310
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1965

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Park, Playground, Pool, Sidewalks, Tennis Court(s)
      • Security: Security System, Security System Owned
      • Pet fee: $0 monthly
      • Subdivision: WINTER PARK PINES
      HOA
      • Has HOA: No
      • Amenities included: Golf Course, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $381/sqft
      • Tax assessed value: $460,161
      • Annual tax amount: $4,032
      • Date on market: 7/27/2026
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/27/2026Listed for sale$675,000+164.7%$381/sqft
        Source: Stellar MLS #O6428430 Report a problem
        8/12/2014Sold$255,000-8.6%$144/sqft
        Source: Public Record Report a problem
        5/15/2014Price change$279,000-3.5%$158/sqft
        Source: Olde Town Brokers, Inc. #O5206261 Report a problem
        3/27/2014Price change$289,000-2%$163/sqft
        Source: Olde Town Brokers, Inc. #O5206261 Report a problem
        1/28/2014Listed for sale$295,000+141.8%$167/sqft
        Source: Olde Town Brokers, Inc. #O5206261 Report a problem
        6/16/1993Sold$122,000$69/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,823 +7.4%$255,358 +3%
        2023$3,558 +4%$247,920 +3%
        2022$3,421 +1.9%$240,699 +3%
        2021$3,357 +0.9%$233,688 +1.4%
        2020$3,327 +1.4%$230,462 +2.3%
        2019$3,282 +0.9%$225,281 +1.9%
        2018$3,254 $221,080 -13.3%
        2017$3,254 +1.7%$254,867 +11.6%
        2016$3,201 +0.9%$228,331 +8.4%
        2015$3,172 -3.5%$210,605 +16.5%
        2014$3,287 +14.8%$180,751 +22.1%
        2013$2,864 -0.4%$148,022 +0.4%
        2012$2,875 -11.4%$147,447 -12.1%
        2011$3,243 -3.8%$167,776 -7.2%
        2010$3,371 $180,831 -4.3%
        2009-- $188,879 -9.8%
        2008$3,693 -0.8%$209,370 -2.6%
        2007$3,721 -12.3%$214,933 -4.6%
        2006$4,244 +16.1%$225,344 +20%
        2005$3,657 +19.5%$187,710 +19.1%
        2004$3,060 -0.4%$157,657 +1.3%
        2003$3,073 +17.7%$155,646 +18.9%
        2002$2,612 +4.1%$130,916 +7.4%
        2001$2,510 +8%$121,945 +9.8%
        2000$2,323 $111,100
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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.
        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: 32792

        Getting around

        27 / 100
        Car-Dependent
        29 / 100
        Some Transit
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Brookshire Elem
        • Middle: Glenridge Middle
        • High: Winter Park 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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